In The Sauna with Sis and Her BFF
Things get hot and steamy in the sauna and then the kitchen
I finished the first draft of this story in February 2022. For a variety of reasons, I was concerned about the reception it'd get, so I let it sit and sit on my hard drive. When I started publishing stories almost every Monday, I decided to add it to the queue.
As I came down the stairs to our living room, I heard giggling. I knew instantly who it was - my sister Holly and her best friend Kendra. I had been intending to go out the front door and drive over to a friend’s house, but when I heard the giggling, I made a beeline to its source.
Holly and Kendra were in the kitchen, getting water bottles out of the refrigerator. They were both wearing string bikinis. “Hey, Kendra. Hey, Holly.”
Kendra turned around and said, “Hey, Hugh,” in a very friendly manner.
Kendra was a relatively new friend of Holly’s. The first time I saw her was a few days after I got home from college for the summer. She had spent a lot of time at our house in the two weeks I had been home. With her mom and three younger siblings at home, coming here was an escape from her family. Like my sister, she was in that in-between summer of having graduated from high school but not yet starting college. She was going to be Holly’s roommate in the dorms this fall.
With her eyes locked on mine, Kendra took a couple of steps forward and leaned forward to put her elbows on the kitchen island. Her leaning forward brought my attention to her bikini top. The top triangles were about four inches on a side. The material was black and white zebra stripes. Black strings connected them. Kendra had nice-sized breasts which she knew how to flaunt.
“Whatcha doing, Hugh?” Kendra gave me a big smile.
I really couldn’t place Kendra’s attitude towards me. Was she coming on to me? Was she being a tease? She was always very friendly when she talked to me, but I never felt her flirting with me was serious. She, like my sister, was three years younger than me. A little young for me to date, but not unreasonable.
“No plans. When I heard your voices, I thought I’d see what you two were going to do. Are you going to catch some rays?”
“No, that wasn’t our plan.” Kendra looked over at my sister and laughed. My sister gave a nervous laugh back. I didn’t see what was funny.
Kendra returned to leaning on the island with her head in her hands. She wiggled her butt a couple of times, which I could barely see over the island, and then asked sultrily, “What do you think of my suit?” She then stood up, came out from behind the island, and slowly turned around. The bottoms covered more than the top, but not much more. The material was again black and white zebra stripes, which created a nice optical effect that made her ass look really nice. Kendra had a body that was perfect for a bikini.
“I like it. I like it a lot. I like how the black goes with your red hair.” Kendra had shoulder-length red hair. She smiled at me and batted her eyelashes briefly.
Holly said, “I told you he’d like it.” She set the water bottles on the counter and stood next to her friend. “But I think Hugh would like almost any bikini you were wearing.”
Holly smiled at me. I always felt like she encouraged me to pursue Kendra, though not too hard. Had Kendra told her that she was interested in me?
Kendra asked me, “Which bikini do you think would look best on me; the one I’m wearing or the one your sister is wearing?”
I looked at my sister. She was wearing a similar style bikini as Kendra’s. The strings were white. The material of her top was white; kind of an indistinct pattern that looked partially translucent. You couldn’t see her nipple or anything, but the hint of translucent gave it a disturbingly sexy look - disturbing because that’s my sister but sexy because, you know, boobs. I took a brief look at my sister and looked back at Kendra.
Before I could say anything, Kendra said to Holly, “Model it for him.”
“I’m not going to model a bikini for my brother!”
“How is he going to give me a good opinion on which one I’d look better in?” Kendra turned to me. “We bought bikinis we both liked so we could swap them for different looks.” Kendra turned back to Holly. “Come on, model it!”
This was the type of thing Kendra always did. She’d do something to get my full attention, and then she’d do something to divert it. Again, this made it hard to place if she was actually interested she in me.
Holly rolled her eyes. “Oh, okay.” She raised her hands above her head and made a slow circle in front of me. When Kendra had modeled her suit, she had really showed it off. I couldn’t place what my sister was doing differently, but I felt like she was doing the bare minimum of modeling to appease her friend.
As I watched Holly slowly turn, I realized how similar her body was to Kendra’s. Kendra was maybe an inch shorter. I stole a glance at Kendra and compared her body to Holly’s. Holly’s legs were longer, and she had more of a curve at the waist but seemed similar in size to Kendra at the bust and hips. Holly also had longer hair, coming down halfway down her back.
When my sister stopped turning, Kendra asked, “What do you think?”
“I think you’re both wearing the right suit for you. Like I said, I think the black goes well with your red hair. I think the white goes well with Holly’s blond hair.”
Kendra said, “Good.”
I waited. I had asked once about what they were going to do, and Kendra had answered vaguely. If she didn’t want to tell me, I’d leave and go to my friend’s. I wasn’t going to push myself on her.
Holly said, “We’re going to try out the sauna. Kendra’s never been in one before.”
My dad’s Covid project had been building a barrel sauna that he ordered from Costco. I had enjoyed it during last Christmas break but hadn’t been in it this summer.
I said, “Sweating in a hot, humid sauna is a lot like exercising. It stresses your body, your lungs, your blood flow, and your heart. In the wintertime, it’s a great way to warm your body up, especially if you've been outside in the snow.”
Kendra looked at Holly. “Sounds like we should have a lot of fun out there.” There was almost a sexual overtone to her statement.
Holly asked, “Do you want Hugh to join us?”
Kendra thought it over for a bit. “For a little while.” She turned to me. “You don’t mind if you’re with us for only a little while. Then Holly and I will have a girls-only talk.”
Again, that come-on-then-stop feeling from Kendra. Yes, I wanted to talk with her as her body glistened with sweat.
Holly said to me, “I turned on the sauna almost an hour ago.” To Kendra, “That means it’s ready to use.”
I said, “I’ll change into swim trunks and join you out there.”
* * * *
My dad had completely redone our backyard when things were shut down for Covid. Paving stones made a large patio area with a fire pit at the center. Off to the side was the sauna, not visible from the house. I had changed into board shorts and flip-flops and was carrying a beach towel. I was working in a pharmacy this summer three to nine, five days a week. It was early enough that I’d have plenty of time to shower and be ready for work after we were done in the sauna.
When I got close to the sauna, Holly smiled and waved at me through the glass door. From how happy she looked, I had the feeling she felt getting me in the sauna with Kendra was a step towards getting Kendra and me together. I kicked off my flip-flops next to the girls’ sandals and went into the sauna. Once I closed the door, Holly poured water on the “coals” to create steam. The sauna had a wooden bench on each side with an aisle in the center that led to the heater. Kendra was stretched out on one bench.
Holly sat down on the other bench and patted the space next to her. “Join me.”
“No. Stretch out. I’ll sit on the floor.” As I was a visitor, I thought that was best.
Kendra said, “You’ve lived in the dorms, but you’re going to be living in an apartment this year. How come?”
“The dorms are great for your freshman year. One of the big challenges of college is that all of the friends you’ve had all your life aren’t there anymore, and you have to make new friends. Most of your classes freshman year are huge, so it’s tough to make friends in class. I found it easy to make friends with the other people living in the dorms. During my freshman year, I was also friends with several people who lived at home. They’d commute in, go to their classes, and then go home. They really struggled to make friends.”
“But you’re not living in the dorms this year.”
I raised my hand in a so-what gesture. “I’ve made my friends. I’m going to be sharing an apartment with my two best friends. We’ll have people over regularly. In the dorms, there are going to be people you don’t like. I found freshmen in the dorms last year immature, even though all they were doing was the stuff I did my freshman year.”
Kendra sat up. “Did you find the freshman girls immature?”
I laughed. “Oh no. In fact, at the start of last school year, I spent my free time pursuing pretty freshman girls and wound up dating one for most of the school year. Most of the older guys in the dorms do that, getting the jump on the freshman guys who are still figuring out where their classes are.”
Holly sat up too. “Is Kendra pretty enough that older guys are going to pursue her?”
I used Holly’s question as an excuse to give Kendra an all-over assessing look. Nice hair? Check. Pretty face? Check. Tits that looked good in a bikini top? Check. Bonus points for freckles on her chest. Good curves from chest to waist? Check. Nice legs? Check. “I’d say she’s more than pretty enough.”
Kendra gave me an embarrassed smile. Holly had a pleased look on her face.
Kendra gestured towards Holly. “What about Holly? Is she pretty enough that older guys are going to pursue her?”
“Sure.”
Kendra swung her head in a frustrated gesture. “Check her out like you checked me out and then tell me. This is important. We need to plan how to handle guys coming to our room, so we need to know how likely guys are to come visit me or her.”
Holly said indignantly, “Hugh’s my brother.”
“I’m sure he can put that aside for a minute to give us an accurate judgment of how likely we are to be pursued by older guys.”
The way Kendra looked at me, I felt like this was a make-or-break moment in our relationship. If I wasn’t willing to do something she told me was important to her, then nothing would ever happen between us.
I looked at Holly. I did my best to recreate the all-over assessing look I had given Kendra. Nice hair? Pretty face? Fine tits? Good curves? Nice legs? All yeses. “Holly is more than pretty enough for older guys to pursue. Both of you are very pretty but in different ways. Holly has a wholesome prettiness. You have a saucier look.”
Kendra gave me an enigmatic look and then lay down. “What’s your major?”
“Pharmacy. It’s a six-year program, but I should have a good-paying job when I graduate.”
“Wow! That sounds awesome. My dad is pushing me to be a Business major, so I can get a good-paying job when I graduate.”
Kendra’s tone had changed. It was normally light and teasing with me. This sounded to me like she was asking for advice on a problem that was bothering her.
“If you don’t want to be a Business major, don’t. Study what you enjoy.”
Kendra sat up again. “Seriously?”
“Yeah. If you don’t care for Business, you’re going to suck at it, not get good grades, and then have trouble getting a job. I have a friend who graduated in May with a Philosophy degree. He showed me a New York Times article about how STEM majors do better with their first jobs, but liberal arts majors catch up to them by the age of 40. He had a tough time getting interviews, but he did well in those interviews because he made a compelling case that he could read complex material and write a cogent analysis of it.”
“Really?” Kendra seemed slightly shocked at what I was telling her. “I was thinking of being an English major.” She sounded a little embarrassed saying that. “You think that would be okay?”
“Yeah. I think English is a great major. Being able to get your thoughts across clearly and concisely is important in whatever job you have.”
“Thanks.” Kendra laid down again. “Thanks a lot. I feel a lot better.”
Holly had been on her side, watching Kendra and I talk. She rolled onto her back and said, “This is really nice.” Was she talking about the heat and moisture of the sauna? Or me and her best friend having a good conversation?
The three of us stayed like that for a while. I thought about asking Kendra out after she and Holly were done in the sauna. For the first time, I felt like she might say yes. She checked a lot of boxes for me - pretty, smart, fun, and interested in my opinions. Today probably wouldn’t be a good day - I didn’t want to seem like I was stalking them while they were in the sauna. I’d leave the sauna, take a shower, go over to a friend’s house, and eventually go to work. Then the next time Kendra came over, I’d look for an opportunity to ask her out.
I was about to get up and leave when Kendra suddenly sat up. “Hugh, can I ask you a question?”
“Sure.”
“This is a serious question.” Her teasing tone made it sound otherwise. “Holly and I don’t have big boobs. Are guys not going to date us because of that?”
Kendra had a saucy look on her face, like she found it a little wicked to get me to talk about her boobs. “First off, let me say that I date the whole girl, not just her boobs.” Kendra chuckled. “Your boobs look like a great size. It’s not like you’re flat-chested. You obviously don’t have double-D’s, but you’re big enough that when I look at your body as a whole, I think it’s very, very nice.”
Kendra smiled. Not her usually evil grin, but a happy smile. I decided to stay in the sauna for a while longer, so I got up and poured water on the “coals”.
Holly said, “So you’re saying that Kendra has a body nice enough that you’d like to date her.”
My sister had put it out there. Was now the time to ask Kendra for a date?
Before I could decide, Kendra said, “Come up here.” She patted a space on the bench. As I got up, she twisted on her side and slid over. The bench was less than two feet wide, so the space she created for me wasn’t very big.
When I sat down, my back touched Kendra’s stomach. I scooched forward and twisted to face her. Kendra pressed her body slightly against mine. Both of our bodies were slick with sweat, and Kendra’s body felt slippery against mine.
Kendra said in that was both teasing and sultry, “That was very nice what you said about me and Holly. Do you like kissing?”
“Yes.” Was Kendra asking me to kiss her? I liked the idea of kissing Kendra, but I didn’t want our first kiss to be in front of my sister.
“Do you know who really likes to kiss?”
An odd question. “You?”
Kendra pointed across the sauna. “Holly.”
“Kendra!” cried Holly.
“So what?” I said. I was very confused by this turn.
“Holly likes kissing so much, she’ll kiss anyone. And you’ve said a lot of nice things about both her and me today, so I think both of us should give you little Thank You kisses.”
“Kendra!” said Holly in a high, shocked tone. “He’s my brother!”
“Haven’t you told me that kisses aren’t a big deal? And that you kiss just because you enjoy kissing?”
I didn’t understand what was going on, but I could tell that Kendra was pulling some sort of power play on my sister.
My sister looked away in partial disgust. “Yes, I’ve told you those things.”
Why would my sister tell Kendra that?
Kendra replied with a small amount of triumph in her voice. “You tell me those things often. So, a Thank You kiss is no big deal.” Kendra gave me a short kiss on the lips and then she turned me and pushed me gently towards my sister.
This was all a very weird vibe. I had the feeling that my kissing Holly was very important to Kendra. Make or break? The situation was too weird for me to accurately assess. My feeling was that Kendra was more assessing me. It might not be make or break, but our relationship would be different if I refused compared to if I went along.
Holly had a look of resignation on her face. It was like Kendra had won at some point, so she was willing to kiss me but not wanting to kiss me.
Why not kiss my sister? What harm would one small kiss do? I crossed the aisle, gave Holly a small kiss on the lips, and then moved back to Kendra.
“Did you enjoy kissing me?” asked Kendra in a tone that implied she knew the answer was yes. Her face was now only a few inches away from mine.
“Yes.”
“Did you enjoy kissing your sister?”
“It was okay.” It had been like…kissing my sister.
Kendra said to Holly, “Did you enjoy having someone new kiss you?”
Holly shrugged. “Somewhat. It was too short to really enjoy.”
“Would you have enjoyed it more if it was longer?”
“Probably. Kissing Hugh didn’t freak me out as much as I thought it would. I focused on the kissing part, which, as you know, I really enjoy.”
Kendra turned back towards me. Her eyes and smile told me that she really liked me. “I enjoyed kissing you. Let’s do that again.” Kendra leaned in and kissed me. This was a longer kiss, her soft lips pressed firmly against mine. I had no idea where this was going, but I wanted it to go someplace where I got lots of kisses like this. “Now, kiss your sister.”
I froze. One quick kiss I could justify. Another kiss? After a kiss like this?
Kendra said, “You’ve kissed her once. It was no big deal. Please kiss her again. Like I said, she enjoys kissing a lot.”
I didn’t know what the hell was going on. Kendra might be downplaying it, but it was a big deal. Brothers didn’t kiss their sisters. Oh, a quick kiss like I had given Holly earlier might be acceptable, but no kiss like what I had given Kendra would be. I gave Kendra a long look. She was trying to look nonchalant. Again, I felt that my kissing Holly was important to Kendra, that it was a hoop I had to jump through if I was going to make any progress. But I had no idea why. Was it because she wanted to know that I was so interested in her that I’d do something I didn’t want to do? Was it some sort of power play between her and Holly?
I looked over at Holly. She didn’t have a look of resignation this time. It was more like she was okay with whatever I decided. I knew Holly wanted me to date Kendra. Was Holly willing to go along with my kissing her in order to achieve her goal?
I asked Holly, “You okay with me kissing you?”
Holly closed her eyes and said, “I’m fine with whatever you decide.” It was like she was intentionally trying to keep me from being able to read what she wanted.
I decided that if Holly was okay with me jumping through this hoop, then I’d do it. I crossed the aisle and kissed her. She pressed her soft lips against mine. Her lips moved slightly as we kissed, almost stroking my lips. We kissed for about as long as Kendra and I had. It was a great kiss, even if it was from my sister.
I moved back to Kendra. She pressed her slick body more firmly against mine. “My,” she said in false seriousness, “it’s getting awfully hot in here.”
Had she found me kissing my sister hot? I didn’t see any other interpretation of her statement.
I said in the same false seriousness, “If you’re that warm, you can take your top off.” Kendra snorted. “You’ll be a lot more comfortable, and it won’t be a big deal because I’ve seen boobs before. Just like my kissing my sister wasn’t a big deal.”
I didn’t like being talked into kissing Holly, so I decided to try to put the shoe on her foot to see how Kendra would react. I didn’t expect her to take her top off, but I enjoyed asking her to take her top off in an unserious, flirting way.
Kendra gave me a smirk and then raised an eyebrow. “You’ve seen a lot of boobs?”
Now she had me back on the defensive. “I’ve seen boobs a lot of times, but not a lot of boobs. But I’m not thirteen, so I’m not going to start panting at the prospect of seeing a girl’s boobs.”
“So you’re saying it wouldn’t be a big deal to you if I took off my top? You’ve seen that many boobs?”
“Yeah, I’ve seen that many boobs.” I cocked my head a little bit. “You asked me earlier for my opinion on whether guys would find your boobs attractive given their size. I’ll be able to give you a much better opinion if I actually see them.”
Kendra laughed. She was taking my request in good humor. I was enjoying flirting outrageously with her.
Holly said, “Go ahead, Kendra. It won’t bother me if you do.”
Kendra looked over at Holly with a small grin, like she found Holly’s comment secretly amusing. Kendra was quiet for a few moments and then turned to me. “Your sister wants us to date.”
I tried to act like this announcement wasn’t a big deal. “You’re not telling me something I didn’t know.”
Kendra said to Holly, “Why do you want Hugh and me to date?”
It was Holly’s turn to be flustered. “I think you’d make a great couple. You get along so well. I can see the chemistry between you.”
“And that’s it?”
Holly looked down embarrassed. After a few moments, Kendra turned to me and asked flirtatiously, “What do you think of your sister wanting us to date?”
And we were back to discussing dating. Did she want me to ask her out? I didn’t think so. Not yet. Like I had another test to pass before she wanted me to ask her out.
“I respect Holly’s opinion a lot. If she says we have chemistry, then we probably have chemistry.”
There! I had left the question of dating as vague as Kendra had.
Kendra tilted her head and gave me a pleased look. She then looked away and said casually, “So you’re saying seeing boobs is no big deal for you.”
“Yeah.”
“And you want to give a more accurate opinion than you did before.”
“Yes.” This jousting was fun. “I like you Kendra, and I want to give you the best information I can.”
Kendra sat up. “Well, what I asked for was an opinion on whether guys would find Holly and my boobs not big enough. So, if you ask her to take off her top and she agrees, then I’ll take off my top.”
My mouth dropped. Kendra had completely flipped the table on me. I was not going to ask my sister to take her top off. I started to tell Kendra so, and she cut me off by saying, “I’ve thought a lot about us dating. Seriously. I’ve spent hours and hours thinking about it. If it goes wrong, it could destroy my friendship with Holly.” I could see the truth in that.
I got up and poured water on the “coals”. It was getting hot and steamy in the sauna.
“So I have a plan,” Kendra continued. “And part of that plan is I don’t want to date you.” I heard Holly gasp. “By that, I mean I don’t want to go through a few awkward dates while we figure each other out. What I want to do is talk out what we are looking for in a relationship, agree on how our relationship is going to be, and then we’ll be boyfriend-girlfriend and do boyfriend-girlfriend things including having sex.”
“Having sex? Like today?”
“Yes, like today. You do have sex with your girlfriends, right?”
I chuckled uncomfortably. I wasn’t used to a girl being this upfront about sex. “Yes, I do.”
“Like I said, I want to hash out all the issues. So if we can decide on a relationship that both of us think we will enjoy and if we both commit to that, then we will start living into that relationship today, including sex. Though I must warn you, I stopped taking birth control pills when I broke up with my last boyfriend. I’ve got a new prescription to take when this cycle ends, but it’ll be a week before it’ll be safe for us to have intercourse.”
This was so wild to me. When Kendra had come over, I was expecting her to give me a sign that she wanted to go on a date, I’d ask her out, and then we’d figure out if we wanted to keep dating. I had never expected that we’d be talking about having sex today.
I asked, “Why don’t you want to date?”
“Lots of reasons. I hate early dates. I don’t act like myself on such dates, and neither does the guy. And the last guy I dated, we had some major issues that we didn’t discover until we were boyfriend-girlfriend.”
This raised some red flags for me. “Such as?”
“I wanted my boyfriend to pay for everything on a date. He had a job, I only got money from babysitting, and I spent most of that money on clothes and makeup to wear on dates. He wanted me to pay half of the cost of our dates, and I didn’t want to. He had paid for everything during our early dates, and I didn’t like that he was changing the rules of our dates once we were boyfriend and girlfriend.” I was sympathetic to her boyfriend’s position. I wasn’t wild about the idea of paying all the dating expenses.
“Tell me something you don’t want a girlfriend to do.” That could have came across in a badgering way, but Kendra said it in such a warm, friendly way that it made her saying she wanted to start being my girlfriend today more credible.
I thought for a second. “Don’t expect me to be a mind-reader.”
“Let you know whether I’m in the mood early?”
I laughed. “No, not that. But that’d be great. No, I’m talking about expecting me to know what she wants at all times. One time, my girlfriend asked me to get her a Diet Coke when I was going to get me a Coke from the vending machine. The vending machine was out of Diet Coke, so I got her a Coke Zero. She was really upset that I had done that and had wanted me to go to another vending machine. She didn’t like me calling her all the time to ask what to do, but she’d get pissed when I didn’t guess correctly what she wanted.”
“If I ask you to do something and you do it, I’ll always be appreciative that you did it. If I don’t, why are you going to keep doing things for me?” That seemed like common sense to me. “What’s the most important thing you want from your girlfriend?”
I thought for a moment. “I want it to be fun. I want to enjoy being with her. Being with her should be relaxing, not stressful.”
“I want a boyfriend who has his own life and lets me have my own; that he has friends that he does things with, and I have my friends that I do things with. He’s the person I spend the most time with, but he’s not the only person I spend time with.”
I thought that over. “That sounds good to me.”
Kendra gestured towards my sister. “We are going to be spending a lot of time with Holly. She’s my best friend, and I much prefer spending time here than at my home. Are you okay with that?”
“Yes.” There wasn’t any real choice.
Kendra turned to face Holly. “Are you okay with Hugh and I spending a lot of time with you if we are boyfriend-girlfriend?”
As it was Holly’s idea that Kendra be my girlfriend, I couldn’t see her opposing the idea.
Holly smiled coyly. “I think we should try it out to see if it bothers me,” she said kiddingly. “You two hold hands.” Kendra slipped her hand in mine. “That doesn’t bother me at all. I rather like it. You two kiss.”
We started kissing. This kiss was different in that I was starting to see myself as Kendra’s boyfriend. We kissed for a long time. No Frenching, but still quite a bit of passion.
When the kiss was over, Holly chirped, “That didn’t bother me at all.”
Kendra asked Holly teasingly, “Did that kiss make you happy?”
“Oh, very much so.”
“Excited?”
Holly suddenly looked down. After a few seconds, she said in an embarrassed tone, “Yes.”
“You really enjoy kissing. Are you a little sad that I got to have a great kiss and you didn’t?”
Holly shrugged. She looked uncomfortable. “A little. But Hugh’s my brother.”
“He’s my boyfriend. Or is on his way to being my boyfriend. I’d be fine with my boyfriend kissing my best friend if that makes her happy. I know how much you enjoy kissing.”
This was getting weird again. I said, “Kendra…” in the hope that that would end it.
Kendra asked Holly in a browbeating tone, “You enjoyed the two kisses your brother already gave you, didn’t you?”
Holly kept her head down and said guardedly, “Yes.”
Kendra said to me, “Kiss Holly.”
“No.”
“Look, Hugh. If we are going to have a lot of fun this summer, we are going to need your sister’s cooperation. Now, I’m sure Holly is going to support us being boyfriend-girlfriend as much as she can.”
“I will!” chirped Holly.
“But regardless, I want to keep her happy. If she wants an occasional kiss from my boyfriend, then I'm fine with that. It’s not like she’s going to try to steal you away from me. She enjoys kissing. Please make her happy by kissing her. And she’ll certainly enjoy it more if you do your best to enjoy it too. Then, let’s get back to talking.”
Kendra had said that casually, but I had the feeling that this was really important to her; that whatever plan she had was totally dependent on my kissing Holly now, and, if I refused, we’d be back to square one. Why this was so important, I had no idea. Again, I had the feeling that Holly was okay with me kissing her. Not excited about it, but not repulsed by it. I didn’t want to kiss my sister again, but Kendra had made jumping through the hoop so enticing - sex with her today. I moved over to kiss my sister. She raised her head and gave me a small smile. I leaned towards her, and we were kissing. It felt so weird. My sister was a good kisser, and I was enjoying kissing her. It was hard to wrap my head around the fact that she and I were kissing. Holly seemed fine with us kissing, my sort-of girlfriend was fine with it, so I felt like I should be fine with it regardless of the fact that I felt it was wrong to kiss my sister.
“Mmmm,” said Holly we finally broke apart. “That was nice.”
“Yeah, it was.” I got off of Holly’s bench and moved backward towards Kendra’s. Her hands guided me next to her. She rubbed her sweaty body against mine as she kissed me on the cheek.
I turned towards Kendra. “So what’s next?”
“We talk some more. There’s a lot more to discuss. What kind of movies do you like?”
We had discussed some movies in the days since we had met, but this was our first general discussion. We each talked about what kind of movies we liked and didn’t like. Kendra asked me about shopping. We decided that I wouldn’t go with her when she shopped for clothes, but she would go with me when I shopped for clothes. We discussed other possible shopping trips. Kendra’s mom regularly would have her do the grocery shopping, and we agreed I’d do that with her.
“Kiss break!” announced Holly. Kendra immediately kissed me. As we were kissing, she picked up my right hand and lifted it to her left tit. I cupped her tit through the very damp material, finding the size quite adequate. I gave it a few squeezes and then Kendra ended the kiss. My body had blocked Holly’s view of my hand. I made sure she didn’t see me remove it from Kendra’s tit.
Kendra’s hand gently turned me towards Holly and pushed me towards her. Holly gave me a small smile that was somewhat encouraging. Did she enjoy kissing me? Or was she enjoying seeing the progress I was making with her best friend and knew that our kissing was a hoop that had to be jumped through to keep it up? As we kissed, I wondered if Kendra expected me to feel Holly’s tit while we kissed. I certainly hoped not.
After Holly and I finished our kiss, I poured water on the “coals”. I felt a little flustered after kissing Holly and wanted some time to get my head straight. I then moved back to sitting in front of Kendra. This time, she slipped her hand into mine and gave it a squeeze while pressing her sweat-slick body more firmly against mine. Kendra and I talked about dating after that. For a date, we both liked going out for dinner and then doing something fun. And we both preferred active things like going to a zoo, a museum, or a concert over passive things like watching a movie. And then Kendra suddenly changed subjects, “This is an expensive bikini. How do you think I look in it?”
“Spectacular.” I meant it. It’s damp material clung tightly to her tits, giving Kendra a super-sexy look.
“I could have bought an inexpensive suit from Walmart instead. But I wanted to look my best for you.”
I realized the point she was making. “So, are you asking if I’d prefer you spend your money on clothes and makeup, meaning that I pay for our dates?”
“Yes.”
Down in my gut, I still didn’t want to pay all the expenses on a date, but my head was coming around to her point of view. “Do I get to see you all dressed up before committing to paying for the date?”
Kendra laughed. “No,” she said in a you-silly-goose tone. “I’ve already spent my money at that point.” She added in a normal tone, “Clothes and makeup are really important to me. I enjoy reading and watching videos about them. I enjoy shopping for them. I’ve gotten Holly very interested in them, and a lot of our conversations are about them. You can take my word that you’ll like how I look when I’m dressed for a date.”
Kendra always wore nice outfits when she was over, so I decided to take her at her word. “Then I’ll pay for our dates. I feel like I’ve discussed things with you enough that I want you to be my girlfriend. Do you want to be my girlfriend?”
“I’ve wanted to be your girlfriend for at least a week.” Kendra gave me a quick kiss. “Still some more things to discuss first before I commit.” I was disappointed by this. “If I were to date you, I would want to do a lot of kissing.”
Kendra left that hanging. I wasn’t sure what point she was trying to make. “I’d be fine with doing a lot of kissing.”
“Holly and I kiss a lot.”
“Kendra!” Holly cried
“We’ve been kissing for months.”
“You weren’t supposed to tell him!” Holly sounded very surprised and upset.
Kendra turned towards Holly. “What were you thinking I’d do? Keep the fact that we kiss and make out a secret from my boyfriend?”
“Yeah! He didn’t have to know. We’d do it after he’s left for work.”
“I agree with that. But I don’t want to keep it a secret from Hugh. You’re too important to me to try to hide it from Hugh.” Kendra turned back to me. “Is it okay with you if Holly and I continue to kiss and lightly make out when you aren’t around?”
I struggled to process this news. I had never picked up any kind of gay vibe from my sister. She had dated guys. No serious boyfriend, which made Mom happy, but that’s not unusual for an eighteen-year-old girl. I had never gotten the impression that Holly and Kendra were anything more than friends.
I turned to Holly and asked, “You and Kendra kiss?”
“Yes,” said Holly in almost a hiss. She was pissed that Kendra had revealed her secret.
“Why do we kiss?” asked Kendra in a soothing voice.
Holly shook her head sadly while lowering her head. “Because I enjoy kissing so much.” She raised her head and looked at me. “It’s part of our friendship now. We do it a lot. We’re not a couple. I’m not a lesbian. I just enjoy…kissing Kendra.”
“That explains Kendra’s comment about you enjoying kissing.”
Holly said hotly to Kendra, “You should have asked me before you told him.”
Kendra raised her arms in a don’t-blame-me gesture. “I wasn’t going to. I wasn’t going to ask him to be my boyfriend today. I was still working on what to say and when. But you kept trying to get Hugh and me together, so I decided to make my move now.” Kendra turned back to me. “Our plan for today before you came into the kitchen was to come into the sauna, take off our tops, and kiss and make out for a while. But then she invited you to join us.”
The image of Holly and Kendra kissing and making out while coated with sweat filled my mind. Damn! It was a hot picture. I pushed it away.
“Let me give you more background,” said Kendra to me. “I am bisexual. The first sex I had was with a guy, neither of us knew what we were doing, and it was awful. I loved dating him but hated the sex. We broke up. I was telling a girlfriend about the bad sex, and she said I should try sex with a girl. So, I tried sex with her; she was a lesbian. The sex was so-so at first, but we communicated well and did some experimentation, and, eventually, the sex got really good.”
I was confused. Kendra proposed that we become boyfriend-girlfriend and have sex, and now she was telling me she preferred sex with girls?
“But she started pressing me to take the relationship more seriously than I wanted,” continued Kendra. “She wanted us to come out as a couple. I wanted to go back to dating guys. So, I dumped her and started dating a new guy, the one who never fully accepted paying for dates. He knew what he was doing in the bedroom, I had learned to communicate and experiment, so the sex for a while was great.”
Okay, she was up for having sex with me.
Kendra added, “But his regularly dropping hints about how he didn’t enjoy spending so much on dates eventually turned me off, and we broke up. And then I started hanging around with Holly. We got along great. I was so happy being with her. And then one time I kissed her. She wasn’t happy that I did, but she didn’t stop me from kissing her again.”
Holly sighed. “I’m a people-pleaser. I knew letting Kendra kiss me made her happy. I couldn’t bring myself to stop her.”
“And once you got over the shock of a girl kissing you, you learned to like it.”
Holly looked down in embarrassment. “I did. I always enjoyed kissing when I dated. That’s all I did with guys, much to their frustration.”
Kendra said to me, “Since then, I’ve been really happy. Holly is the best kisser I’ve ever kissed. By a wide margin.”
“You’ve never told me that!” exclaimed Holly.
Kendra looked chagrined at Holly. “You were always so uncomfortable about us kissing. I didn’t think you wanted me to praise your kissing because you’d interpret it as me trying to push to make the relationship more serious.” Kendra turned back to me. “So, we’ve been kissing for three months now. I feel it’s really enhanced our friendship. It lets me show your sister how much I enjoy being with her. We have a lot of fun together, but it’s not serious. She and I know that both of us want to date guys. And then you came home, and I wanted to date you.”
Holly asked in a slightly angry tone. “Did you have me kiss Hugh to see if I was honest when I said that I loved to kiss?”
“No. I believed you. I had other reasons for having you and Hugh kiss. If Hugh says he’s okay with us kissing while he’s my boyfriend, then I’ll get to that.”
A few things were making sense now, but there was so much I still didn’t understand. “You said that you’re bisexual. Where are you on the scale where one is a lesbian with no interest in men and ten is being totally straight?”
Kendra shook her head. “That doesn’t really apply to me. I can have sex with a woman and enjoy it, so I’m bisexual. I enjoy kissing a woman more than a guy. But I don’t want to have a woman as a partner. I enjoy being the girlfriend of a guy who treats me old-school, opening doors for me and paying for everything. Someone I’d get all dressed up for. That’s who I want to have sex with. By relationship preference, I’m very, very straight.”
I thought that through. “You’ve been friendly with me, but I’ve never gotten the feeling you wanted me to ask you out. Was that because of Holly?”
Kendra nodded. “I thought and thought about when would be the best time to tell you about me and Holly, and I couldn’t decide on the right time. It wouldn’t be before our first date, but it had to be before we committed to being boyfriend-girlfriend. I didn’t want us to get well along in dating and then suddenly surprise you. So, I came up with the idea of skipping non-committed dating, talking through what we wanted in a relationship, and then if it looked like we were going to be boyfriend-girlfriend, tell you about Holly and me.” Kendra took my hand in hers. “To clarify things, if you agree to be my boyfriend, ours would be the primary relationship. It’d be the one with all the romance and sex in it. When you aren’t around, Holly and I would spend a lot of time together. And during that time, we’d kiss and make out.”
“Make out?”
“We go topless and touch each other. Kissing only on the lips.” Kendra made a wry grin. “I’d like to do more than that, but it’s as far as Holly is comfortable going, and I respect that.”
I turned to Holly. “What do you think of Kendra being my girlfriend?”
“I approve of it. Duh. I brought up your dating. I was just expecting to keep what Kendra and I did a secret.”
Kendra asked, “Why did you push me so hard to date Hugh? Didn’t you know that you were risking me breaking things off with you?”
Holly looked up at the ceiling of the sauna for a bit. Her face was covered with moisture and her hair was soaked. She was a very pretty girl. I could see why Kendra was attracted to her.
Holly looked down and then at me. “Kendra and I never discussed our relationship. Which was my fault. I was terrified that if we did, she’d push me to make a bigger emotional commitment, and I wasn’t going to.” She looked at Kendra. “So, I thought if that you started dating Hugh, there wouldn’t be any pressure on me to take more steps in our relationship. We’d secretly kiss when it was just the two of us, but we wouldn’t be alone all that much.” She sighed. “I wish I had discussed our relationship with you. I really like the idea of us having an enhanced friendship. The kissing and making out does make me feel much closer to you, but it doesn’t make me want to have sex with you.”
I was tempted to point out that if Kendra was kissing and making out secretly with Holly, I’d consider that cheating on me, but I felt that Holly was too focused on keeping what she did with Kendra secret to realize that I’d be very angry with both of them when I did find out about it.
Kendra smiled warmly at Holly. “I’m sorry I didn’t warn you about telling Hugh. I’ve never been involved with a girl and a guy at the same time. I had no idea of what to do.” Kendra turned to me. “So, what do you think? Does it freak you out that Holly and I like to kiss and make out?”
“No. Not at all.” It did some, but I was smart enough to not admit it.
“Would you mind if I kissed Holly right now?”
Did I? The question blew my mind. But then I quickly realized that, as I was now committed to Kendra being my girlfriend, there was only one acceptable answer. “No.”
“Okay.” Kendra gave me a big smile. “Let me kiss you first.” And then she was pressing her lips against mine. I ran my hands up and down her slick back as we kissed. When she ended the kiss, she moved across the aisle to Holly. Holly gave me a quick, nervous look before she raised her head to kiss Kendra. They kissed for as long as Kendra and I did. I felt a variety of emotions as I watched them kiss. It felt odd to watch my sister kiss. I had seen girls kiss in porn lots of times, I had seen some kiss at a distance on campus, but I had never seen two girls kiss right in front of me. Once the shock of seeing my sister kiss another girl wore off, it was hot watching them kiss. I was ready to get down and dirty with Kendra. Her marvelous ass was right in front of me, and I was looking forward to squeezing it. Kendra had been very smart, getting me horny as hell for her, and then telling me about her and my sister. I was going to agree with anything she wanted so I could get naked with her.
I stopped and had my big head think this through instead of my little head. I could see three good reasons for letting Kendra and Holly kiss and make out when they were alone. The first was that Kendra hadn’t needed to tell me, and for me to not accept it would mean that I wasn’t the kind of guy she hoped me to be. The second was that it was obviously important to Kendra and Holly to be able to do this, and Kendra and Holly were important to me, so my saying no would damage my relationships with both of them. A poor start for a new relationship. Lastly and most importantly, I didn’t see it negatively impacting me. Kendra wanted to be my girlfriend despite being involved with Holly. Holly wanted Kendra to be my girlfriend despite being involved with her. Kendra’s explanation of what she wanted in her relationships with me and Holly made sense, and I believed her when she said her relationship with me would be her top priority.
As Kendra moved back to me, she said out loud, “Mmmmm. She’s such a good kisser.” Kendra turned to me. “So, what do you think?”
“I think…I think you did well.” I put my hand on her thigh. “I liked discussing all of our likes and dislikes. I’m glad you told me about you and Holly. I’m fine with you and Holly kissing when you’re alone as long as you and I are the primary relationship.”
“Then I want to be your girlfriend, starting right now.” Kendra kissed me while bringing my hand up to her tit. I palmed and squeezed it while using my body to block Holly from seeing that I was doing so. I tried to slip my tongue into Kendra’s mouth. She blocked me from doing so and ended the kiss.
Kendra took my hand and slipped her fingers between mine. “I’m your girlfriend, but there are still some more things to work out. Most of our time together is going to be hanging out at your house with Holly.” She shifted to face both Holly and me. “I have a proposal on how that should be that I want to discuss with the two of you.”
“Okay,” I said, feeling a little disappointed and frustrated.
“This is really complicated, so let me get it all out before telling me what you think.” Kendra took a deep breath. “Okay. Like I said, the three of us are going to be spending a lot of time hanging out at your house.” She turned towards me. “Now, when it’s just the two of us, I want us to have very traditional gender roles. So, when it’s just the two of us hanging out, I might cook you lunch with the understanding that you’ll be driving me to the store later. We’ll split work between us with the idea of keeping things in balance long-term.” Kendra shifted back to address both Holly and me. “But when it’s the three of us, I think we need to act very egalitarian. If we are going to make lunch together, we all three need to contribute equally to doing so. With me so far?”
Holly and I both said, “Yes.”
“Okay. Now on to a related issue.” Kendra faced me. “I want you to get me into the mood before we have sex. A perfect evening for me would be for us to go out to a nice restaurant, then a fun event, then go back to your bedroom, have sex, cuddle for a while talking about our day, and then fall asleep.”
I chuckled. “That sounds great, but I don’t think either of our parents would let us do that.”
“True!” said Kendra as she raised a finger in the air. “But keep that in mind for when we get to college. As much as being on a date puts me in the mood for sex, I don’t think we should do that this summer as having sex when we’re out and about is risky.”
I gestured towards the house. “And we can safely have sex in my bedroom during the day when my parents are at work.”
Kendra nodded. “Exactly. But that means getting me into the mood while we are at your house with Holly. And you’re going to have to do that a lot differently than what you would do on a date. What I was thinking was that we’d keep things at a low simmer as the three of us hung out, and then I’d give you a sign that I want to ramp things up. Once I’m fully in the mood, we retreat to your bedroom for fun time.”
I thought that over. “That sounds reasonable.”
Kendra wiped her face of all the moisture on it. “Okay. Now we are getting to the tricky part. At first, I thought for the low simmer, I’d kiss you and Holly regularly. Now, those kisses would follow the rules that Holly has for our kisses, which would mean no French kisses. That’s why I blocked you when you tried to French kiss me.”
“But you do more than kiss,” I said.
“Well,” Kendra said defensively, “I thought we should stick to just kissing during hanging out time.”
Holly said, “I’d be fine with feels. I saw you letting Hugh feel you. I enjoyed watching Hugh feel you. Going topless could be your sign to Hugh that you want to ramp things up.”
Kendra pulled back a bit, like she was surprised by Holly’s answer. “Are you sure? How about we only do feels during ramp-up time?”
Holly made a small shrug. “I don’t want to change the rules. It took me a long time to get used to doing feels, to accept in my mind that it was okay to do. I don’t want to re-fight that mental battle.” Holly turned to me. “When Kendra initially proposed doing feels, I told her no. But I could tell she wanted to do that, so I eventually gave in. Like I said, I’m a people-pleaser.”
“I thought you’d eventually enjoy it,” said Kendra. “And you did.”
“It was that all along,” said Holly to me. “Kendra proposed feels, and I eventually gave in. Then she proposed taking off our bras when we started kissing, and I eventually gave in. Then she proposed taking off our shirts, and I eventually gave in. A big reason I wanted you to date Kendra was so she wouldn’t propose anything new.”
Kendra got up and hugged Holly. “Thanks for going along with my wishes all those times.” She ended the hug and moved back to my side. “I told you that I knew you had reached your limit, and I wouldn’t ask to do anything more.”
Holly looked away uncomfortably. “I know. But that didn’t stop me from worrying that you would make another ask.”
“Holly, what I’m going to propose is pretty wild, so don’t agree to just please me. If you don’t want to do it, say so. Okay?”
“Okay.”
Kendra sat there for a few moments. It was like she had lost her momentum and had to re-gather herself. Finally, she said, “Okay. Back to the tricky part. Like I said earlier, I feel that we should act egalitarian during the low simmer. I can see problems with me always being involved in the kisses. It could easily turn into a competition between you two as to who kisses me the most. I could try to control that by being the one who initiates all the kisses, but that wouldn’t be egalitarian. I seriously thought about saying no kisses during hang-out time, but then I wouldn’t be in the mood when Hugh wanted to have sex.”
I could see how each of those things could be a problem. “So, what are you proposing?”
“What I’m proposing - hear me out here - is that whenever one of us kisses another, that starts of cycle of three kisses where you and I kiss, Holly and I kiss, and you and Holly kiss.”
I was shocked. “Hold on there.” I couldn’t believe that Kendra would propose that. I turned to Holly. “You don’t want to do that, do you?”
Holly said, “I…‘No’ is the first thing that leaped to my brain. But now that I think about it, it’s not so bad. I enjoy kissing Kendra. I enjoy seeing you and Kendra kiss, but I don’t think I’d enjoy seeing you kiss all day and I do not get any kisses. I’ve been kissing a girl for four months now for the pure enjoyment of it. I enjoyed kissing you, and I think I could kiss you for the pure enjoyment of it. There wouldn’t be anything romantic or sexual about our kisses - you’re kissing Kendra for that. I like the idea of doing as much kissing as you two do. I don’t want to be a third wheel all summer.” Holly rocked her head from side to side as she thought some more. “I don’t see a problem with you and me kissing for the enjoyment of it.”
I checked myself. The idea of Holly and I kissing regularly was ridiculous to me. But as both Kendra and Holly were in favor of it, I couldn’t dismiss it out of hand. “I’m willing to discuss this. Tell me more.”
“Okay. Wow,” said Kendra in a relieved tone. “I had thought one of you would rule out my idea.” She leaned towards me. “Here’s my idea. I know it sounds wild, so let me get all the way through it.” She swallowed. “Let’s say I kiss you. As I initiated the kissing cycle, I then have to kiss the other person, Holly. I don’t have to do it right away, but I can if I choose. And then when one of you feels like it, they kiss the other. That cycle is over, and I can’t start the next cycle. Let’s say Holly does, kissing me. She then kisses you, and you eventually kiss me. It’s then your turn to start a cycle. You kiss me and then Holly, and then we kiss. We’ve finished that set of cycles, and anyone can start the next cycle.”
I thought that over. I still didn’t like the idea of regularly kissing my sister. “So, what if I don’t kiss Holly?”
“Then we stop kissing. And if we stop kissing, I won’t be in the mood to ramp things up.”
I didn’t like the sound of that. “What’s wrong with just you and I kissing?”
Holly said hotly, “I wouldn’t like that very much.” She turned to Kendra and said, “I now see the wisdom of telling Hugh about us.” She turned back to me. “Remember, she likes kissing me more than you. If your goal is to get her warmed up, you want her kissing both of us.”
I hadn’t thought of that. That was definitely a point in favor of Kendra’s plan.
“Thanks, Holly.” Kendra seemed relieved to get such staunch support from Holly. She said tentatively to me, “It’s not a great solution. Can you think of something better?”
The two alternatives that had come to mind had already been vetoed. “No.”
“Look, I’m not asking you to agree to anything yet. How about we try it once, and then we discuss more?”
That seemed the best I could do. Maybe Holly would rule out Kendra’s idea after we had kissed, and then I wouldn’t be the bad guy. “Okay.”
Kendra turned to Holly. “You okay with trying it once?”
“Sure.”
Kendra let out a big breath. “Great.” She turned towards me. “First I kiss you.” Kendra gave me a good, long kiss. “And then I kiss you.” She gave Holly a kiss of similar length. “And now you two kiss.” Holly moved across the aisle and kissed me. As much as I didn’t want to enjoy it, I did. My sister was a really good kisser.
Holly said, “I liked that.”
Kendra turned towards me, “Hugh?”
“Okay. I admit I enjoyed that.”
Kendra sat up a little straighter. I guessed that she felt better proposing this wild idea as our first try at it had been at least somewhat successful.
“I’ll start this time,” said Holly as she moved towards Kendra. As she kissed her, Holly reached out a hand and cupped Kendra’s tit. Kendra reached out her hand too. It was really hot watching them kiss and feel each other up. Holly ended the kiss and moved towards me. She put her hand on my chest as she kissed me. I took that as my cue to cup Holly’s tit. I felt awkward doing so. I encased her tit more than felt it. Holly ended that kiss and then I kissed Kendra. When I brought my hand up to her chest, Kendra pushed her tit into it. I gave it several firm squeezes as we kissed, and she squeezed my chest in return.
When we finished that cycle, I asked Holly, “Doesn’t that get you excited?”
“Some. I tried to keep focused on the physical pleasure, and the joy of making the other person happy.”
Kendra asked me with a smirk, “Are you saying that kissing your sister excites you?”
“Yeah," I admitted with some self-loathing. I felt like Kendra had caught me out. "I’m human. My body reacts the same whether it’s you I’m kissing and feeling up or if it’s Holly.”
“I love kissing both of you,” said Kendra. “I love the contrast. I get very different feelings from kissing each of you.” Kendra squeezed my hand. “Last cycle.”
I kissed Kendra while squeezing her other tit. I realized that though Kendra hadn’t made kissing my sister a requirement of us dating, it was clear to me that it effectively was. Or maybe once Holly had expressed support for the idea, it had become a requirement. Regardless, it was either accept kissing Holly or break up with Kendra. And I wasn’t going to break up with Kendra.
When that cycle of kisses was done, I said, “We’ve been out here long enough. Let’s go in.”
Holly turned off the heater, and we made our way out of the sauna. I asked Holly, “So how do you feel about today?”
“Great! It’s always bothered me that my relationship with Kendra was so undefined. Now, I know I have an enhanced friendship with my best friend. I wanted you and Kendra to date, and now you are a couple. I feel like…I have a role now. I know what I should do. I’m a people-pleaser, and I’m going to be a part of you two being very happy together.”
We made the short walk to the house and stepped into the kitchen. As soon as we did, Kendra took off her bikini top and set it on the counter. The sudden exposure to the air conditioning in the house made her nipples point out proudly. Her tits were beautiful to me as they stood out proudly on her chest. I couldn’t wait to get one into my mouth.
“Holly, I hope you don’t mind me doing this. I’m ready to start ramping up.”
I was ready to fuck the shit out of Kendra. I knew I wouldn’t be able to today, but my mind was full of things I wanted to do with her that I could do today. But still…”What about Holly?”
“She’s seen me topless before. Many times.” Kendra turned toward Holly. “Take your top off.”
“Kendra!” said Holly, but it was a mild protest.
“You know you like us kissing topless.” Kendra looked at me and smiled. “And I think Hugh will like kissing us topless.”
I asked lightly, “Aren’t you going to ask if it’s okay with me?”
Kendra snorted. “You were the one who asked me to take my top off when we were just flirting.” As I started to move to kiss her, she put her hand on my chest to stop me. “Remember, we are still in front of Holly, so we are still following the rules Holly and I follow, which means no Frenching and no touching below the waist.”
“Okay.”
As I kissed Kendra, I heard Holly taking off her top. As I played with Kendra’s nipple, I couldn’t help wondering how Holly’s would compare. I knew I shouldn’t want to see my sister’s tits, but I did. As I squeezed Kendra’s nipple between my fingers, she moaned into my mouth.
Suddenly, I felt Holly press herself against me in a hug that encompassed both Kendra and me. She said, “It makes me so happy to see you kissing like this.”
A warm feeling flowed through me. I ended the kiss with Kendra, turned, took Holly into my arms, and kissed her. For the very first time, I wanted to kiss my sister. Her hug and comment had been so loving, and I wanted to show her that I loved her too.
Just like with Kendra, I played with Holly’s rock-hard nipple. She slowly moved her chest back and forth as I played with her tit. It was about the same size as Kendra’s but had a slightly different shape; a little less wide but stuck out a little more.
Kendra hugged Holly and me just like Holly had. “You two are so special to me. I’m happy to share Hugh with you, Holly, and I’m glad Hugh that you liked to be shared.”
When we ended the kiss, Kendra moved in to kiss Holly. Before she did, Holly said, “I really appreciate you sharing Hugh with me. The fact that he does the same thing with me that he does with you makes me really happy. It’s like I’m fully sharing in you two being boyfriend-girlfriend while remaining just a sister to Hugh.”
“I like making you happy,” said Kendra just before she started kissing Holly. I watched them kiss as they explored each other’s tits. Jesus, that was hot to watch.
Once they had kissed for a while, I gave both of them a hug. “I love seeing you both together. It’s so obvious that you two care for each other very much.”
I ended the hug and moved behind Kendra. When she stopped kissing Holly, I pressed my body against her and said quietly in her ear, “Kiss Holly again.”
As Kendra pulled Holly in for another kiss, I slipped my hands around her to cup both of her tits. I then nibbled on her neck as I played with her tits. Kendra pushed her ass back into my crotch and began rubbing her ass over my hard dick. I had been with a good number of girls, but this was the hottest thing I had ever done with one.
When the kiss ended, Kendra turned in my arms and kissed me passionately. I so wanted to French her. I dropped my hands and squeezed her ass. Holly grabbed my hands and lifted them off Kendra’s ass, enforcing the rules.
I was so focused on kissing Kendra that I didn’t notice that Holly had moved behind me. Suddenly, she slipped her hands around me to play with my nipples as she rubbed her tits back and forth across my back and she peppered my upper back with little kisses. Dear God, did that feel amazing!
I could have kept that up forever, but Kendra ended the kiss after about how long she had kissed Holly. I spun around, grabbed Holly, half-carried her around to between Kendra and me, and then kissed her. I felt Kendra slip her hands between us to play with Holly’s tits, and I heard her nibbling on Holly’s neck. Holly’s lips were pressed hard against mine as she passionately kissed me. She had said that kissing me didn’t excite her much, but her lips told me a different story.
When Holly and I stopped kissing, Kendra slipped her fingers between mine. “Let’s go to your bedroom.”
“It’s my turn to start the cycle!” cried Holly.
“I’m ready to have sex with Hugh,” said Kendra like she was explaining the obvious to a child. “I don’t think there’s anything we can do that will top that last cycle. We’ll do the same thing tomorrow.”
“How about this? We French kiss this cycle. That would be hotter than the last cycle, and that would complete the set.”
“We’ve never French kissed.”
“Who cares? I want another cycle.”
Holly then stepped up to Kendra and kissed her. Almost immediately, she rammed her tongue into Kendra’s mouth. She bought both hands up and squeezed Kendra’s tits. I held my breath for a few moments, waiting to see how Kendra would react. And then Kendra turned so her back was towards me. I stepped forward while moving my cock straight up in my swim trunks and then pressed my cock between Kendra’s ass cheeks. I thought for a few seconds about what new thing I could do, and then I came up with something. I ran my fingers through Kendra’s hair, which was still damp from the sauna. Kendra reached back with her hands, grabbed my waist, and pulled me closer to her. I continued grinding my cock against her ass while running my fingers through her hair. The whole time, I could hear the wet slurping sounds of Holly and Kendra dueling with their tongues.
When Holly stopped kissing Kendra, she pushed Kendra out of the way, wrapped her hands behind my neck, and pulled me down into a kiss. She quickly slipped her tongue into my mouth, and then she grabbed my hands and put them on her tits. Holly’s tongue dueled frantically with mine. She was absolutely excited now. I twisted her nipples, which made her kiss me even more frantically.
Kendra moved behind Holly and ran her fingers through Holly’s hair like I had done to her. We made eye contact briefly, and she gave me a huge smile.
I pushed Holly’s tongue out of my mouth, and then I pushed my tongue into hers. She sucked on my tongue briefly and then began wrestling it with her tongue. She pressed her chest even harder into my hands. It was crazy how wild Holly was.
I pulled my tongue out of Holly’s mouth, and Kendra quickly stepped in between us. “My turn.” She had an amused grin as she reached her arms around my neck and pulled me down for a kiss. She quickly slid her tongue into my mouth, but our kiss didn’t have the franticness of Holly’s. I was content to wrap my arms around Kendra’s back and hold her close to me as we kissed. We’d do much more shortly.
Holly wrapped us both in a big hug. “I love you both so much. This has been great. Thank you both for including me.”
I felt like that was a mic drop, so I ended the kiss with Kendra. Kendra grabbed her top and her towel and then slipped her fingers into mine. We both waved to Holly as we headed off to my bedroom.
This story was written by 8letters and published on Literotica
* * * *
After I closed the door, Kendra laughed. “I’ve never seen Holly be aggressive like that.” We walked over to my bed. Kendra threw her top on the floor and her towel on the end of my bed. She then grabbed me and started guiding me to where she wanted me. “On the other hand, I have no problem being aggressive.” She pushed me to sit on the edge of my bed. “Suck on my tits.”
Kendra didn’t have to ask twice as I had wanted to suck on her nipples from the moment she had taken off her top. I popped a hard nipple into my mouth. I could taste her sweat. As I sucked on it, I slid my hands down Kendra’s marvelous body straight to her ass. The backside of her bikini was so small, I had all ass in my hands. I could feel the residue of the sweat and moisture on her skin, but that only added to how good her firm ass felt in my hands. To me, it was the perfect shape. Kendra had brought her hands to my head and started running her fingers through my hair.
I squeezed Kendra’s ass. She moaned, “That’s it, squeeze my ass while you suck on my tits.”
I switched to her other tit. Kendra dropped her hands to my shoulders and leaned back into my hands on her ass while arching her back. It was like she was offering up her body to me.
Kendra said, “Making out with both you and Holly was so hot. I’m so fucking horny right now.”
I pulled off her tit. “I’m right there too. I’m going to give your pussy a severe tongue lashing in just a bit.”
Kendra guided my mouth back to her tit. “Promises, promises.” She laughed wickedly. “But I really like that promise.”
After I had sucked on Kendra’s tits for a few minutes, Kendra suddenly leaned forward and gave me a quick kiss on the lips. “Are you ready to be my boyfriend? I only get naked with someone who’s my boyfriend.”
“I’m yours, Kendra. You’ve won me over completely.”
“In that case, let’s get naked.”
Kendra pulled me off my bed and, when I was standing, knelt before me. She grabbed the front of my swim trunks and pulled open the Velcro fly. She then slowly pulled my trunks down until my hard cock popped out. “Somebody is happy to make my acquaintance.” She gave the tip of my cock a quick kiss and then pulled my trunks the rest of the way down. I stepped out of them as she stood up.
It was my turn to kneel. Once I was on my knees, I hooked my fingers into the side of her bikini bottoms and started slowly pulling them down. Kendra had a small rectangle of crotch hair just above her pussy, all trimmed short, no doubt to not show hair when she was wearing this skimpy bikini bottom. I stared at her pussy the whole time I pulled her bikini bottoms down, looking forward to tasting her. Once the bottoms were on the floor, I stood up as Kendra stepped out of them.
Kendra put her hands on my shoulder and guided me to sit back down on the edge of the bed. As she climbed onto the bed and straddled my lap, I said, “I so want to eat you out and then fuck you senseless.” I had never wanted to fuck this badly before.
“I so want you to fuck me too.”
Kendra moved my upright cock between her pussy lips. She then pressed her crotch forward while leaning her head back. “Suck my tits while you squeeze my ass.”
The feel of her wet pussy on my cock was incredible. I sucked hard on her nipple while pressing my face hard into her tit. I used her ass to press her firmly against me. Kendra writhed on my body as her pussy moved around, leaving snail tracks on my cock. It felt so good, so amazingly good…
Suddenly, the pleasure was too much, and I was coming, shooting a jet of white cum into the air between us. More and more jets followed; I felt like it was the most cum I had ever produced. Each jet felt wonderful, and my balls were glad to have the built-up pressure in them relieved, but I was embarrassed about coming so quickly. “I’m sorry…”
Kendra laughed. “Don’t worry about it. That just means I did a great job of getting you excited.” She reached over while remaining across my lap and grabbed the towel off the end of the bed. As she started wiping the cum off our bodies, she said comfortingly, “Seriously, don’t worry about it. I know you’ve got more where this came from. Much better you come quick now than when we start fucking.” Kendra got off the bed and wiped herself some more. “I’m sure I’ll come really quick when you start doing me.” She then gestured for me to stand up and, once I did, she wiped me off. “I’m totally fine with you coming on me. I like it when my guy comes on my tits or ass. I should have known and started with us doing that.”
When she was done wiping us off, Kendra kissed me and tossed the towel into my dirty clothes hamper. She pulled on her bikini bottoms and then said, “I’ll go get us another towel.”
Once she was gone, I thought over what happened. I was still embarrassed, but I was thankful that Kendra had been so understanding. It made me see suddenly what a loving and caring person Kendra was. This was all so rushed, so crazy, but it gave me hope that this was going to be a special relationship that lasted a long time.
Kendra came back into my room with another beach towel. She stripped off her bikini bottoms as she walked over to my bed. She pulled back all the covers and spread the towel out on the bed. She then turned to me and wrapped her arms around my neck. “Now, where were we?” she asked as she pressed her body against mine.
Before I kissed Kendra, there was a knock on the door. “Hey guys, can I come in for a minute?”
“Really?” I whispered to Kendra. I couldn’t believe my sister would want to come into my room when she knew Kendra and I were having sex.
“We aren’t doing anything right now," Kendra whispered back. "It’ll be okay for her to come in for a bit.”
I rolled my eyes but decided it’d be quicker to get it over with than to argue over it. Kendra had said in the sauna we wouldn’t fuck today, but she had seemed to change her mind a few minutes ago. All I cared about now was eating her out and then pounding her hard. “Okay. Let’s get under the covers of my bed.”
Kendra called out, “Just a second.” We got in my bed and pulled the covers over us. “Come in.”
Holly came in and sat down in my desk chair. She was still topless, and I couldn’t help noticing her nipples were still hard.
Kendra was in front of me as both of us lay on our sides to face Holly. Kendra reached back with her hand, grabbed my ass, and pulled me towards her. Before Holly could turn the chair around to face us, I scooted forward enough to get my cock between Kendra’s ass cheeks.
Holly said in a frustrated tone, “I’ve been trying to watch TV, but I can’t stop thinking of you two in here. When Kendra popped out just now, I had this crazy idea of asking you guys a favor while you were taking a break.” And then Holly stood up. “It’s too crazy of an idea. You two have fun.” She started walking towards the door.
Kendra called out, “Whoa! Whoa! Whoa!” Holly stopped. “Earlier, I had this idea that I thought was probably too crazy, but you heard me out. I’m willing to hear out your idea.”
Holly turned and walked towards my chair. As she did, Kendra wiggled her ass on my cock. I reached over her body and headed towards her crotch. I couldn’t wait to taste her pussy.
Holly let out a sigh as she sat back down in my chair. As she was deciding what to say, I started running my fingers through Kendra’s little crotch hairs.
“I’d like to ask a favor. This is going to sound crazy, but it’s something that’s bothered me for a while.” Holly leaned forward a bit. “I told you that I was really worried that Kendra would ask me to take the next step in our relationship.” Holly paused for a moment. As she did, Kendra put her hand on mine and pushed it a little lower. “The next step being oral sex. I became both fascinated and horrified by the idea of performing oral sex on a woman. I was tempted frequently to watch how they do it in porn, but I’d always get disgusted with myself for wanting to watch that and not do it.” I was now sliding a finger up and down a little way into Kendra’s slit. Needless to say, I wasn’t paying the fullest attention to my sister. “So, my crazy idea, and I’m completely fine with you telling me no, is for me to watch while Hugh does oral sex on Kendra. If you haven’t done that yet.”
Kendra stopped my hand with hers and then tilted her body back toward mine until she could see my face. “What do you think? Would you mind if she watched?”
“I don’t care. Let’s stop talking and get to the sex.” In my part of my mind, I knew it was wrong for my sister to watch me do oral sex, but my desire to have sex NOW brushed that concern aside.
Kendra laughed and then scooted up to the head of the bed, putting pillows behind her. She put her hands on me to guide me between her legs. She had her legs splayed wide with her heels not that far from her ass, revealing her naked glory completely. Her intoxicating scent drew me to her pussy. “Let me tell you what I want, Hugh. I like my pussy eaten in two steps. The first step is getting my whole pussy excited. Lick up and down my pussy like you’re licking an ice cream.”
I took that as my cue to part Kendra’s pussy lips with my tongue. She was very wet. I cradled her ass gently in my hands as I took my first lick to assess her taste. She tasted like a pussy, but different from other pussies I had tasted. I liked her taste and went back for more.
Kendra put her hands on my head. “Like that. Work your way up and down my pussy while licking like that.” I had licked her on her left side initially. I worked down her left side and then started up the right. “Use more of the tip of your tongue.” I moved my head back a bit so that I could use only the tip of my tongue. I took small lick after small lick as I worked up the right side of her pussy. “That’s it. That feels so goooood.” Kendra took her hands off my head, letting me explore her pussy with my tongue on my own.
I heard Holly get out of my desk chair. Did she stand up to get a better view of my technique? Did she find my eating out her best friend exciting? Revolting? I was too focused on my task to look to see how she was reacting.
I did a quick circle around Kendra’s clit with my licks and then began working down the left side of her pussy again. Kendra stretched and shifted as I did to give me different angles to explore. I liked eating pussy. I liked making the girl happy, getting her off before we fucked. I particularly enjoyed eating Kendra as she gave me lots of little signs that she was enjoying it.
“Time for step two,” said Kendra. “My pussy is all tingly. Now, I want Hugh to concentrate on my clit. Use just the very tip of your tongue back and forth on the left side.”
I moved up to her clit and began doing as Kendra had told me. “Just like that, Hugh. Make my come. You’re doing a great job.” I danced the tip of my tongue around the left side of Kendra’s clit. I looked up briefly and saw that Kendra was lying back relaxed with her eyes closed. From that quick glance, she seemed to be enjoying my tongue work.
“The spot has moved to the right side,” said Kendra. I moved my tongue over to the right side of her clit. “A little lower.” I moved the tip of my tongue down.
I felt Holly get on the bed. Was she getting closer for a better look at what I was doing? I didn’t look up to see. I kept my focus on tonguing Kendra’s clit as best I could. I wanted her first orgasm with me to be a great one.
Kendra seemed into the cunnilingus enough that she’d enjoy some finger fucking in addition to my tongue work. I brought one finger up to her vagina, wiggled it inside, and started sliding it in and out of her at a slow pace. I thought about adding another finger, but as Kendra hadn’t given me any feedback, I decided to not escalate the finger fucking, keeping it at one finger at a slow pace.
Then I saw a movement and looked up. Kendra was still sprawled on the bed like when we had started, but now Holly’s head was right over hers, and they were Frenching as Holly ran her hand over Kendra’s tits. It was the hottest thing I had ever seen.
Kendra started bucking, so I had to look back down to make sure my tongue was still on the lower right side of her clit. I could tell she was close now. I slid my finger out and grabbed Kendra’s ass with both hands to hold her steady. I licked back and forth as quickly as I could. Her ass bounced around in my hands.
And then suddenly Kendra sat up. She put her hands on my shoulders, I think for balance. I looked up and her eyes were closed. I guessed she was quietly coming.
After several seconds, Kendra collapsed back on the bed. “Oh my God. That was fantastic.” I began moving to one side and went under one of her legs. “That was the best ever!” Kendra sat up partially to look at me. “Hugh, you did a great job.” She then kissed Holly quickly. “And your kissing me was the pièce de résistance.”
I moved up the right side of the bed, pulling the covers up as I did. Holly was sitting on the left side of the bed.
“That looked so wonderful,” said Holly wistfully.
Kendra gave Holly a friendly pat on her thigh. “You’ll experience that someday. Someday soon.” Kendra turned to me. “Your sister has never had an orgasm.”
“What?”
“She’s never had an orgasm.”
“You don’t masturbate?” I asked Holly.
“No,” Holly said a little shyly. “I know, crazy. But I’ve never felt like doing it.” Holly grinned slightly. “Maybe tonight I will.”
“She’s always just wanted to kiss,” said Kendra. “She never let boys touch her below the waist. And she never let me.” She sounded disappointed and frustrated about that.
“I’m ready to let a boy touch me.”
I was ready to kick Holly out of my bedroom and have Kendra give me a blowjob or whatever she had planned.
“Really?” asked Kendra.
“Yes. After watching how good it was for you, I want a boy to do the same for me.”
“Well.” Kendra thought for a second. “You owe me a favor, Holly.”
“I do.”
“What I’d like in return is to be there when you come the first time.”
Holly frowned. “I’m not going to masturbate in front of you after Hugh leaves.”
Kendra raised her hand. “I get that. You want it to be alone or with a boy, right?”
“Right.”
“And I’d like to be there when a boy gets you off the first time to walk you through the process, to make sure you enjoy it as much as possible.”
“But I don’t think I want to wait until I have another boyfriend, and I’m not going to invite you to watch us make out when I do.”
Kendra sat up fully and began talking while moving both hands. “Understood. You’ve seen enough today that you want to experience the same thing, but you don’t want me helping you to get off.”
“Yes. I hope that doesn’t hurt your feelings.”
“It doesn’t. I understand that you’re straight, you want to be with a guy, and my doing things with you makes you feel uncomfortable. I’ve promised you that I won’t press you to do anything more, and I’ll keep that promise. I appreciate you being willing to set aside your discomfort so much for me. I love you for that.” Kendra leaned forward and hugged Holly. Holly smiled happily as she hugged Kendra back.
Once the hug ended, Kendra said, “I want you to be happy. I love seeing you happy. I really want to coach you through getting off for the first time and seeing you orgasm. I feel like your sexual mentor, and seeing you take that step would be really fulfilling for me.” Kendra turned to me. “And fortunately, I have a boyfriend who I think would do a great job of getting you off for the first time.”
“What!” I cried.
“I want you to get Holly off while I coach her through the experience. You’d use your hand, not your mouth, so it wouldn’t be sex.” Kendra turned to Holly. “What do you think about Hugh doing it for you? I know he’s your brother, but you seemed to enjoy kissing him earlier, you love him, and he loves you. What do you think?”
I assumed that Holly would give a flat-out no, but instead, she said, “I feel very safe around Hugh. He’s always been a protective big brother. I did enjoy kissing him earlier. And we did more than kiss, and I enjoyed that. I wouldn’t want to do it if he came up to me and said, ‘I want to touch your pussy, Holly.’ We’re brother and sister and shouldn’t have that type of relationship. But if he’s your committed boyfriend and you want to share him to make me happy, I’d like that.”
Kendra looked at me, and Holly followed suit. I knew I could make a flat-out refusal. I was surprised by what Holly had said about me. And as much as I felt like I shouldn’t have enjoyed kissing my sister and feeling her tits, I had enjoyed it.
“What did you mean by you feel very safe around me?”
“I feel like you love me and want to see me happy, that you won’t take advantage of me.” Holly gestured to both Kendra and me. “I feel very safe being with both of you. I trust Kendra, and I trust her to keep you in line.” She gestured to her naked chest. “I feel safe enough with both of you to feel comfortable being topless.”
I was leaning toward giving in. “Do you want me to give you your first orgasm?”
“Yes. The more we talk about the idea, the more I like it. I’m really in the mood to do it. For the first time in my life, I want an orgasm. I’m sure you’d do a great job at getting me off, I’d like for Kendra to coach me through it, and I’d like to fulfill Kendra’s wish to watch my first time.”
I shrugged. “Okay, let’s do it.”
Kendra said, “Hugh, you need to get on the other side. Holly and I will slide over. Holly, you lie down like I was when Hugh ate me out.”
We moved around. Once Holly was in the center, she stripped off her bikini bottoms and tossed them to the floor. She had a lot more crotch hair than Kendra, dark blond, all neatly trimmed.
I said to Holly, “You’re beautiful.” Then I said to Kendra, “You’re beautiful too.” I gave her a quick kiss and then gave Holly one too.
Kendra said to Holly, “This is going to be like what Hugh did for me, except he’s going to use his hand instead of his tongue. He’s not going to finger fuck you like he did me, as that wouldn’t be appropriate for a brother to do to his sister.” Kendra’s thoughts on what was and was not appropriate for a brother to do to his sister I felt were highly suspect. I shouldn’t get my sister off, period. It was all justification for three horny young adults to do what they wanted to do, which was fine with me. We had done so much today that doing one more thing didn’t seem like a big deal. “The first step is going to be using his hand to get your whole pussy excited, and the second step will be to rub your clit until you come. Any questions?”
“No,” said Holly.
Kendra said, “Let’s ramp up your excitement then.” She then bent down and kissed Holly. While they were kissing, Kendra ran her hand over Holly’s chest.
“Your turn,” said Kendra to me when she ended the kiss. I kissed Holly while running my hand over her chest, giving her tit a brief squeeze.
When I ended my kiss, Kendra kissed Holly again. This time, she moved her hand down lower, to Holly’s stomach. When it was my turn, I did the same thing. I loved how smooth Holly’s skin felt under my hand. When Kendra kissed Holly the next time, she grabbed my hand and pulled it towards Holly’s crotch. I ran my right hand over Holly’s thighs and inner thighs while running my left hand over her tits.
Then it was my turn to kiss Holly again. I felt she was ready now for the main event, so I slipped a finger inside her pussy lips as I kissed her. I explored her pussy while we kissed and continued doing so after I ended the kiss.
Kendra asked, “You ready for the first step?”
Holly nodded her head. Then she said to me, to my surprise, “I love you, Hugh.”
I felt warm all over. “I love you too, Holly.”
Kendra hugged Holly. “And I love you too.”
Holly looked over at Kendra with a big smile on her face. “And I love you too, Kendra.”
I had an idea and decided to act on it. “I know this is really early, but I feel comfortable saying this. I love you, Kendra.”
Kendra smiled, leaned over Holly, and kissed me. “I feel very good about our relationship, so I’m going to kind of jump the gun too and say, ‘I love you too’.”
I shook my head slightly. Today had been one surprise after another. And yet, I felt like we were all heading to a good place. I said to Holly, “Let me show you how much I love you.”
During all the I-love-you’s, I had moved my right hand away from Holly. I moved it back to Holly’s pussy and parted her pussy lips once more. Holly was very wet, and my finger slid easily around as I worked it down and then later up her pussy. Both Kendra and I watched her face as I did so. Holly’s eyes were slitted, and she bit her lip. Kendra gently rubbed her neck and the side of her face. I continued working my finger up and down, enjoying exploring my sister’s pussy. Holly closed her eyes and parted her lips. Kendra moved her hand down to Holly’s tit and slowly circled her nipple.
I worked Holly’s pussy for several minutes as her breaths got deeper and deeper. Then Kendra said to me, “I think she’s ready for step two.”
That was my cue to bring my finger up to Holly’s clit and began circling it slowly. Kendra began nuzzling Holly’s neck and giving it a series of little kisses. At the end of each kiss, she’d suck and pull Holly’s skin gently upwards with her lips. I rubbed gently on one side of Holly’s clit and then rub gently on the other side. Holly’s breathing began to be ragged and she let out a slow moan. Kendra moved down and licked Holly’s upright nipple. She continued swirling her tongue around Holly’s nipple. Holly began rocking her head back and forth as she moaned louder and louder.
I could tell Holly was getting close to her very first orgasm. I rubbed her clit more firmly, hoping that pleasure from there would radiate out to fill her body. Kendra sucked on one nipple while pinching the other. Holly suddenly shouted “Yes!” while she brought up her knees and closed her legs on my hand. I continued rubbing her clit the best I could. Kendra moved away from Holly’s tits and brought her arms around Holly, holding her gently by the shoulders as she came.
Holly released the pressure on my hand and slowly let her legs down. I pulled my hand away from her crotch.
Kendra asked softly, “How was it?”
“Amazing. The best thing ever.”
Kendra smiled down happily at Holly. “That’s wonderful.”
I threw my arm over Holly and gave her a gentle squeeze. “I was glad I could do that for you.” I then pulled back and went to rest on my side.
Holly reached out and squeezed Kendra’s hand. “Thanks for arranging that. It’ll be something I’ll remember for the rest of my life.”
Kendra kissed Holly. “I was glad to.” Kendra squeezed Holly’s hand and then let it go. “We need to talk this afternoon. Today’s gone a lot further than I had expected, and we need to be on the same page.”
“I understand. I’ve wanted you and Hugh to be a couple for so long that I’m really excited about seeing you together. I want to share in that feeling you have for each other, and I appreciate you letting me share in that, but I understand that I can only share so much in that. You’re Hugh’s girlfriend. You’re the one he’s supposed to be with. Your sharing him with me shouldn’t make you uncomfortable about him being yours.”
Kendra looked up from Holly to me and asked teasingly, “Are you mine?”
“Yes,” I said simply. I leaned over Holly and kissed Kendra. When I had returned to lying on my side, I said, “I still feel like I’m getting ahead of things by saying this, but I’ll still say it - I love you. And a big reason I love you is that you love Holly and want to see her happy, just like I want to see her happy.”
Kendra looked down at Holly. “Do you want Hugh to make you happy on other days like he made you happy today?”
Holly looked down and her cheeks turned a little red. “Well…He’s your boyfriend. It’s your choice. But I won’t lie - I liked it and would like to do it again. It feels really special with the three of us together. I’ve never felt this…satisfied, this…horny…when I was with one of my boyfriends. I think it’s because I didn’t trust them like I trust the two of you. I feel much more relaxed and open to new things with you two than I ever felt with them.”
I was feeling impatient during this conversation. I wanted to hopefully fuck Kendra. “You two talk about this more this afternoon. In a half-hour, I have to take a shower and then leave for work. I’ve gotten you both off, now it’s my turn.” I looked directly at Kendra. “I’ve got some condoms in a box here in my room. Do you want me to get them out?”
Kendra made a face like she had bitten a lemon. “God no. My first boyfriend and I used condoms, and I hated them. They were a big reason why I didn’t enjoy sex with him. Having latex inside my body always felt wrong to me.”
“Well, we could fuck, and then this afternoon you could come visit me at work, and I’d give you a Plan B pill.”
Kendra shook her head. “When I first started using the pill, it made my boobs painfully tender. That eventually went away, but I don’t want to see if it comes back when I take what’s essentially a whole bunch of birth control pills.” Kendra sighed. “Look, I don’t want to fuck today. I don’t want potent sperm in my womb when I’m not on birth control. With my first boyfriend, one of our condoms broke. And then my period was late. It was the worst three weeks of my life. I’m not going to risk going through that again.”
This was all very reasonable yet very disappointing. I really wanted to fuck Kendra.
“I get it,” said Kendra. “You want to fuck me, and I want you to want to fuck me. And I want to fuck you. But we’re just going to have to do other things until I’m safe. I’m not asking for you to wait until we’re married, I’m asking for you to wait until next week.”
“Okay. I’ll wait a week.” I winked at Kendra. “I think it’ll be worth the wait.” She smiled at that. “So what do you want to do instead? Give me a blow job?”
Kendra thought for a few moments with a sad look on her face and then shook her head. “I don’t enjoy doing that.”
“I did oral on you.”
“I know! I know! It’s not fair. I love receiving, hate giving. I don’t like the taste.”
Our options were dwindling fast.
Holly jumped into the silence with, “I want my first time making love to be a wonderful experience.”
I ignored Holly as what she said had nothing to do with what was going on now. “So, what do you want to do? A hand job?”
Kendra winced at how I said that. I had let my disappointment and disgust at getting only a hand job creep into my voice. She said, “We could try doing a tit fuck.”
I almost laughed. “How would you do that? I think your body is great, but you don’t have what it takes to do a tit fuck.”
“How do you know that?” said Kendra hotly.
“Have you ever done a tit fuck before?”
“No,” admitted Kendra. After a few moments she added, “For you, I’d be more than willing to try.”
I thought it over. If we tried, would it work? Or would it just cause more frustration?
Holly said again, “I want my first time making love to be a wonderful experience.”
I knew I had to turn this into a positive. “As sexy as you are, it might well work. It’d definitely be worth a try. And then if it doesn’t work out, you give me a hand job. Any ideas on how we’d do the tit fuck?”
“Not really. I’m aware that tit fucks are a thing, but I’ve never seen them in a porn video. Have you?”
“A few times. The porn actress always had really big tits.” I thought back to the few times I’d seen tit fucks. “They never show how they prep for it or how they start. They always show them once she’s giving him a tit fuck.”
Kendra and I were quiet as we thought about how we’d pull off a tit fuck.
Holly yet again said, “I want my first time making love to be a wonderful experience.”
I was getting annoyed at Holly. “That’s great, Holly. I want your first time making love to be a wonderful experience too, but Kendra and I need to decide what we’re going to do.”
“Listen to me,” Holly said with a slight amount of frustration. “I want my first time making love to be a wonderful experience, just like my first time having an orgasm was.”
I wasn’t seeing the point. “And that means…”
“I want it to be like the first time I had an orgasm, with Kendra there to coach me through it, and with a guy I love.”
Suddenly, I understood what Holly was suggesting.
“Holly, you’re not proposing…”
“I wouldn’t have proposed it if you and Kendra had a good idea for what you were going to do next. Hugh, you want to fuck. Kendra doesn’t want to fuck. Well, for the first time in my life, I want to fuck. You and I’d both get what we want, and, hopefully, Kendra would enjoy coaching me through it and seeing me lose my virginity.”
I opened my mouth, but no words came out. I didn’t know what to say.
Kendra said, “Holly, you don’t have to do this because Hugh and I appear to be fighting. We’ll work it out. There’s no need for you to do what you don’t want to do.”
“But don’t you see, I want to do it now! I would have thought having Hugh make me orgasm would have totally satisfied me, but I want more. I want to do what you’ve done, but in a situation where I know I’ll enjoy it. I don’t want my first time to be with some guy who’s only concerned about himself when we make love. And from what you’ve said, I definitely don’t want my first time to be with some guy that I feel has to wear a condom to protect me from STDs.”
“Holly…”
“I know. I’m asking too much. I should have kept my mouth shut and let you two work out something mutually agreeable. I’m sorry I brought it up.”
With that, Holly crossed her arms. Was she angry? Frustrated? Seemed like she was something.
Had she really suggested that I fuck her? I couldn’t believe that she had. But that part of me that still badly wanted to fuck someone had found the idea very appealing.
I looked over at Kendra. She said, “What do you think?”
“I’m fine with the tit fuck. I kind of wish we were back in the sauna where your skin was so slippery.”
Kendra thought for a moment. “But we aren’t there. Now that we’ve discussed it, I think a tit fuck would be a fun thing to play around with, but not something to rely on getting you off. So what do you think of fucking Holly?”
I couldn’t believe that Kendra had asked me that. “Kendra, I want to be with you.”
“I know. But I don’t want you to fuck me today, and I do want to make you happy.” Kendra asked Holly, “Are you on birth control?”
“Yes. Mom put me on it when I started dating.”
“Are you really sure that you want Hugh to be your first?”
“Absolutely. I’ve talked with a few girls about what their first time was like. And, like you, they didn’t enjoy it. I want to enjoy my first time, and I know I will with Hugh if you coach me.”
Kendra looked at me. I didn’t know what to say. This could be a total disaster, but…I wanted to fuck, and since Holly had mentioned the idea of my fucking her, the desire to do so had grown and grown. I quickly scanned my sister’s body - she was beautiful. And willing. And my girlfriend seemed okay with it…
“I love you, Hugh,” said Holly.
I felt my resistance crumble. I looked at her and said, “I love you, too.” I looked at Kendra. “If you are absolutely okay with this, then I’d like to do it.”
“I’m okay with it. I do want Holly’s first time to be great, and I like the idea of coaching her through it. I can only see me coaching her if you’re the guy. It’s crazy, but I think it will work out. Everything else today has worked out great because you two have trusted and cooperated with me. So let’s do it.”
I looked at Holly, and she was smiling at me. I realized I was smiling too. I was smiling because the pressure that I hadn’t realized had been building up had been released. Holly and I both wanted to fuck each other, we wouldn’t have done it without Kendra’s blessing, and now when we had it.
“I love you,” I said to Kendra as I kissed her.
“I love both of you,” said Kendra. “That’s the only reason why I agreed to this.”
I didn’t know how to get things started between Holly and me. I wanted to show Holly my excitement at the idea of fucking her, but I also didn’t want to slight Kendra.
Fortunately, I was saved by Kendra, who said, “We need to get you hard again.” She quickly licked her thumb and pointer finger and then reached for my cock. “You and Holly kiss.”
I moved over to Holly and kissed her as Kendra began stroking my cock. Holly and I kissed again and again, each kiss lasting only a few seconds. We used our lips and tongues in different ways on each kiss to communicate our feelings of lust for each other. Kendra continued stroking my cock, occasionally wetting her fingers. It wasn’t long before my cock was hard again.
Kendra said, “You’re ready, Hugh.” She looked at Holly. “You ready?”
“Yes.”
I moved between Holly’s legs, which she spread wide for me. Kendra kept her hand on my cock and guided me towards Holly’s pussy. I got into a push-up position over Holly and let Kendra guide me to Holly’s entrance.
“Go slow,” Kendra said to me as the head of my cock touched Holly’s pussy.
I pushed forward sliding the head of my cock into Holly. I waited a moment and then pushed a little more of my cock into her. Kendra moved up the bed until she was higher up on the bed than Holly was. I pulled back until just my cock head was inside of Holly, and then I pushed forward again, sliding a little more of my cock into Holly. Kendra wrapped her arm over Holly’s head so she could grip Holly by the shoulders.
“It’s a little painful at first,” said Kendra gently to Holly. “It takes a while to get used to having something so big inside of you.
Holly nodded and then bit her lip. She looked in a little pain as I continued to slowly pump in and out of her, pushing more and more cock into her each time.
Kendra said, “Put your hands on his arms and rub them over his muscles. Focus on how they feel to distract you.”
Holly did as Kendra has said. At the same time, Kendra had put her hand on my ass and now was pushing me a little deeper into Holly. Holly rubbed her hands on my arms as I slowly fucked her more and more deeply. I loved the feeling of her slick tightness. I had never fucked a virgin before, and occasionally I had felt disappointed that I’d never get to be someone’s first. Never in my wildest dreams had I imagined that I’d get to be my sister’s first.
Holly squeezed my arm and then looked up at me with a smile like a child playing with a new toy. I pushed my cock all the way in and stopped. I could feel Kendra’s hand resting firmly on my ass.
Kendra said to Holly, “He’s all in you. You doing okay?”
“Yes.”
“Any pain or soreness?”
“No. He feels really big in me. I’d like for him to stay there for a while and let me get used to him.”
“Certainly.” Kendra moved her head down and kissed Holly. “I’m so envious of you. I so wish it was me that Hugh was fucking.” She turned up and kissed me. “Once I’m safe, you’re going to fuck me so much that I won’t be able to walk straight, right?”
I chuckled. “Absolutely.”
Kendra kissed Holly again. “I’m going to keep kissing both of you until you’re ready for Hugh to make love to you.” She kissed me again and then kissed Holly once more.
Holly said, “I think I’m ready now.”
“Put your hands on Hugh’s chest.” Holly did so. “Now look into his eyes and see the love he has for you. Store this moment in your memory for the rest of your life; the first time you were made love to.”
Holly was looking up at me with so much love. As she seemed ready, I pulled back slowly and then thrust back into her.
“Wrap your legs around him,” said Kendra. “And then use your legs to find a good rhythm with Hugh.”
I felt Holly wrap her legs around me. She kept her right hand on my chest, rubbing it in small circles as I continued to go a little faster and a little faster.
“Hugh is probably going to come before you have another orgasm, and that’s fine. I love the feeling of a guy coming in me. And you’ll get to experience that soon.”
Holly and I reached a good, steady rhythm.
“Try saying ‘Oh’ or ‘Ah’ or ‘Yeah’ when Hugh thrusts into you,” suggested Kendra. “See if that increases the pleasure for you.”
Holly said “Yeah” as I fucked her, tentatively at first and then with more passion as saying it become more and more natural. I got to feel like every time I thrust into her, I pushed a “Yeah” out of her mouth.
I moved up the bed to change the angle a little bit then increased my speed. Holly kept her eyes closed but was lightly panting. Fucking her felt so good, but it also warmed my heart that I was pleasuring her.
Kendra’s hand was now roaming over my back. Holly had changed to gripping my forearms lightly. I loved watching her face as I fucked her. She was an awesome combination of sexiness and innocence.
The pleasure was too much for me. I felt my cum working its way down my cock and then I was coming into Holly. Jet after jet exploded into her. I slowed my pace as I continued filling her. After my last spurt, I came to a stop.
I bent down and kissed Holly. “I love you.” I then twisted to my right and kissed Kendra. “And I love you, too.”
“That was amazing,” said Holly. “And I love both of you.”
“Cuddling time,” announced Kendra. “And I love both of you too.”
I pulled out of Holly. She slid to my left. Once she was out from underneath me, she said to me, “Lie on your back.”
I turned over and laid down on my back. To my surprise, Holly kept moving away, eventually getting to the edge of the bed. Kendra lifted my left arm and put her head on my left shoulder before saying to Holly, “Whoa! Whoa! Whoa! Where are you going, girl?”
Holly looked bashful. “I was letting you have your boyfriend back.”
“No rush. We can share a while longer. Always cuddle with the guy after you make love with him.”
I kissed Kendra as Holly returned, and then I kissed Holly. “I love you both.”
Holly looked embarrassed but happy as she moved next to me. Kendra already had her head on one of my shoulders, and Holly put hers on the other one. I brought my hands up and ran my fingers through the hair on both of their heads.
Kendra raised herself and asked Holly, “Happy?”
“Most definitely. Thanks, you two, for the best day of my life.”
“It’s going to be tough to top today,” said Kendra. She then asked me. “And you?”
“It’s been an amazing day for me.” I was floating on a cloud of bliss. I kissed Kendra. “I have an awesome girlfriend now.”
“And I have a great boyfriend.”
Kendra lowered her head back to my shoulder and then wiggled a little bit, getting more comfortable cuddling on me.
I was panting slightly from the workout of fucking Holly. It felt so good to have both of them cuddling on me, but I needed to cut it short.
“We can’t do this too long,” I said. “I need to take a shower and go to work soon.”
“I want to nap next time,” said Kendra. “We’ll have to start earlier then.”
What would next time be like? Would I get to fuck Holly again? Would I fuck her until Kendra was safe? And then what?
I didn’t know. I doubted Kendra or Holly knew. They’d have to talk things out and decide what they were comfortable with doing. But our first day together had been incredible.
Author’s Notes:
* A huge thanks to those who contributed to this story: AzureAsh, djrip, Jalibar62, Obliviscoris, OhDave1, Old Uncle Al, RF-Fast, Tennessee Ted, TM, and Versatek
* Please vote and comment! They are my only “payment” for this story
* If you find any typos or grammar problems, please PM them to me and I will post a cleaned up version of this story
* If you liked the story, you should read my extended Author's Notes here
* I like discussing the main characters occupation, but I’m running out of those I’m familiar with. If you’d like me to work your profession into one of my stories, send me a PM about it.
* I did not knowingly use any other Literotica author’s words in this story.
* If you send me a PM, please have a valid email address on your LitE account so I can reply back if I choose