Poolboy's Bi-sexual Clients Ch. 04
THE PARTY
Jack, his mother Audrey and Jack's girlfriend Mandy had arrived at Cindy's and Ricky's home at 4:00 PM as planned. Shortly thereafter Monica arrived with her son Larry, his wife Janine and their friend Bert. They were followed by Cassie and her new lover Nichole a Eurasian beauty. Sophia and her brothers Karl and Stan were the last to arrive. Everyone had worn swim suits and bikinis underneath and they quickly shed their cover up clothes. Cindy led everyone out to the pool deck where cocktails and food were available and she then introductions were made all around.
Jack went gaga over the two blonde beauties Janine and Sophia. He stared at them in their skimpy bikinis and made a mental note to fuck them first. The food was outstanding and the wine was superb and everyone enjoyed themselves. Curt was going crazy looking at all the beautiful people in their revealing swim wear. He was even attracted to Monica and Audrey, the oldest females at the party. Since his fling with Nicki and Nadine he had a better appreciation for older women.
The conversation eventually turned toward sex mainly because that was what most of them were comfortable talking about. They all shared stories and before long everyone was horny and ready to take it to the next level. Cindy suggested that they all shed their swimwear as they would be coming off shortly anyway. She and Ricky were the first to stand up and let their swimwear fall to the floor. Cassie, Nichole, Monica, Bert, Janine and Larry were next to shed theirs followed by Jack, Audrey and Mandy. Ryan, Sophia, Karl, Stan, Debbie, Jackie and Curt were the last to drop their swimwear. The ten women and eight guys stood naked for a few minutes taking in the beautiful nude bodies around the pool. The guys showed hard immediately and everyone was ready for action.
Curt was drawn to the half French, half Asian girl Nichole. He knew that she only took a cock in her ass when she was eating pussy but he was determined to be the first one to fuck her. She was a beauty with long black hair and wonderful body. Her ass was to die for and it seemed to call out to him. Nichole approached the cute Mandy and took her by the hand and led her over to the lounge area. Nichole put cushions on the ground and Mandy lay on them with her legs splayed. As soon Nichole knelt and lowered her face to Mandy's pussy, Curt moved in behind Nichole with his erect cock ready for her inviting ass.
Curt began to play with Nichole's lovely ass, caressing it with his hands. Next he lowered his mouth to her buttocks and tickled her tailbone with his tongue before letting it slip between her buns locating her rosebud. Nichole groaned into Mandy's pussy when she felt Curt's tongue dance along her anus. Curt had grabbed a tube on lube from the table where several tubes had been placed. He squirted the lube right on Nichole's anus and then pressed the head of his cock against her hole. With a steady pressure Curt eased his cock into Nichole's ass and he watched as her lovely anus parted to receive it. He loved watching his cock slide into her and he began to fuck her slowly. Nichole looked over her shoulder to see who was in her ass and she smiled at Curt with approval.
As Curt fucked the beautiful Nichole others had paired up as well. Ricky was standing with Karl and Stan on either side of him. He was stroking their cocks as they played with his ass. Within minutes Ricky was on all fours with Karl's cock in his mouth and Stan's cock in his ass. Jack was on his back with the two blonde beauties Sophia and Janine sitting on his face and cock. The two girls faced each other, leaned in and kissed as they fondled each other's breasts. Sophia was squirming around as Jack's tongue danced over her clit and her anus. Janine rode the stiff cock in search of her first of many orgasms.
Bert had selected Jackie and he was drilling her pussy with his big cock as they sprawled out over some lounge cushions. He was fucking Jackie missionary style and she had never been so full of cock. Jackie had had Curt's and Ryan's impressive cocks in her but Bert was something else. She knew she would never be able to take him in her ass and she hoped that he wouldn't try.
Larry was with Cindy as he had been looking forward to her super fine ass. Cindy clearly had the most desirable looking ass of all the women and Larry was pleased to be the first one in it that evening. Larry had fucked both Ricky and Cindy in the ass at the last party and he was also fucked in the ass by Ricky. Cindy was on all fours with her head turned to the side smiling as Larry's 6" cock slid in and out of her ass. She liked starting off with an average size cock and work her way up to where she could take Bert's big dick in her ass. Cindy knew that before the evening sex was done she would have every cock in her ass.
Ryan was occupied with Monica and Audrey as they knelt in front of him and took turns sucking his cock. He liked the two older women and they way they sucked his cock. From there he would fuck them both and then take their asses as they knelt side by side. Both Monica and Audrey were in fine shape and had lovely asses. Cassie had made her way over to Debbie and the two of them were locked in a 69 position.
Cassie and Debbie orgasmed quickly and then they moved over to Curt, Nicole and Mandy. Cassie straddled Mandy's face and lowered her pussy to the young women's mouth. She was facing toward Nichole and she caressed her lover's buttocks as she watched Curt's cock move in and out between the cheeks. Debbie had slid under Nichole legs and she began to eat Nichole's pussy. Curt was in awe of the women as he enjoyed his first foursome. When Debbie began fondling his balls he knew that he was not going to last much longer in Nichole's snug asshole.
Sensing that Curt was close to cumming Cassie spoke to him, "Don't cum in her ass, cum on her so we can all see."
Seconds later Curt pulled out of Nichole's ass and shot his load on her body. The first two spurts passed over Nichole and hit Cassie's body. The next two rounds landed on Nicole's buttocks and Curt watched as Cassie rubbed the semen into her lover's skin.
"Put it back in her ass now," Cassie told him as his cock began to ooze cum on Nichole's tailbone.
Curt eased his stiff dick back into Nichole's ass. He moaned when he felt her sphincter muscles massage his cock and drain it of any remaining cum in his shaft. He was stunned when Cassie leaned over and licked the remaining traces of his cum from Nichole's buttocks. He was even more shocked when his cock slipped from Nichole's ass and Debbie took it in her mouth. Cassie moved off of Mandy and Curt could see her face coated with female juices. Nicole rolled over and she had a euphoric look on her face. Debbie was still sucking Curt's cock keeping it hard and then she released it. "Curt, fuck me, I need to cum," she begged.
Curt moved down and got between Debbie's legs and shoved his cock into her hot pussy. Debbie was incredibly turned on and she wrapped her arms and legs around Curt and fucked like crazy. Curt had never seen Debbie so excited before and he tried to keep up with her frantic movements. Curt wouldn't cum this time when he fucked Debbie but he brought her a lot of pleasure with his sizeable cock. She went wild and her pussy flooded with her climax. Debbie's hips lifted off the ground and she buried her face in Curt's shoulder when she reached her crescendo. Curt could feel the warmth of her love juices surround his cock. He held her tightly until her body began to relax and then he guided her back to the ground. Curt kept his weight off of her but his cock remained in her pussy and Debbie moved her hips around in a sultry manner.
Finally Curt pulled out of her and Debbie smiled and kissed him, "Thank you baby, that was great," she whispered to him.
Audrey had never had three cocks at the same time and she was anxious to try it. She wanted to take advantage of the young virile studs that night. Her son had been in all her holes and she had been in threesomes with her son and his girlfriends. She made her wish known and she was approached by Bert, Larry and her son Jack. Audrey was a bit apprehensive when she got a good look at Bert's erect cock. She thought her son Jack was big but Bert was something else. Bert lay on his back as Audrey carefully lowered her pussy onto his cock. Jack then knelt behind his mother and slid his cock into her ass. Audrey had never been so stuffed full of cock as Bert filled her pussy and her son filled her ass. As Audrey moaned aloud Larry pushed his cock into her open mouth. Mandy watched her boyfriend's mother with envy as she patiently awaited her turn. Cassie on the other hand hoped that she could take on five cocks again at the same time before the night was over.
Janine and Monica moved over to Mandy and stood on either side of her to watch Audrey get pummeled with the three young cocks. Janine and Monica began to rub Mandy's ass and tits as they continued to watch the scene in front of them. Cassie got excited watching the three women so she decided to join them. Cassie dropped to her knees in front of Mandy and pushed her thighs apart. Mandy gasped aloud when Cassie's tongue found its way into Mandy's pussy. Janine and Monica continued fondling Mandy's ass and breasts as Cassie ate out her pussy.
Cindy and Jackie had moved into a 69 position and were busy eating each other when Stan and Karl approached them and slipped their cocks into the girl's receptive asses. Jackie liked the feel of Stan's manageable cock in her ass as he was not too big for her. Curt was nearby and he was standing behind the pretty blonde Sophia with his cock embedded in her lovely curvy ass. He reached around and caressed her tits as he filled her anal passage. Nichole had joined them and she dropped to her knees to eat Sophia's pussy. Ricky then joined the threesome and stuck his cock in Nichole's beckoning asshole.
Audrey straddled Bert with his throbbing cock in her hot pussy. Bert groaned as he felt the warm cavern envelop grasped his surging prick. Jack's cock was embedded in his mother's asshole. Audrey moaned each time she felt the ample cock slide in and out of her anal chamber. Audrey sucked Larry's cock deep into her mouth. The young men's cocks throbbed in her body and Audrey was proud of herself that these three young virile men could be so turned on by her.
Monica had dropped to her knees behind Mandy and she began to tongue the pretty woman's asshole. Mandy loved to be rimmed and she moaned in lust as Monica's tongue wormed its way into her nether hole. Janine now focused on Mandy's tits and nipples as Cassie licked Mandy's pussy and Monica rimmed Mandy's asshole.
The three guys all came within seconds of each other and flooded Audrey's mouth, pussy and ass with enormous loads of cum. Audrey knew that there was plenty more spunk left in the balls of these energetic young men. The guys just kept fucking her as if they hadn't yet cum. Audrey loved the feeling of their cocks squishing around in her pussy and asshole bathed in their own cum and she loved Larry's cock in her mouth as she swirled her tongue around it. Mandy spotted the action and she was afraid the guys would keep fucking Audrey and cum again. Just then Audrey's body shook as her third orgasm rocked her body. She disengaged and moved away from the three studs and plopped down on her back. She still had cum oozing from her pussy and asshole as she lay on the floor.
"My turn," Mandy announced.
Cassie and Monica moved away from Mandy so that she could make her way over to the three guys. The scene was repeated with Mandy straddling Bert's monster cock. Mandy took her time lowering her pussy on to Bert's cock and eventually it nestled within her vagina. Mandy had never had a cock this big in her and she moved gingerly. Jack slipped his cock into her ass and then Mandy felt as if the two cocks were touching inside her. She tried to remain still and allow her body to adjust to the fullness. The two guys began to move and Mandy felt her holes stretching to accommodate them. Larry patiently waited for her to get comfortable and then he placed his cock in her mouth. It took awhile before Mandy could concentrate on Larry's cock but after her first orgasm she proved to be a worthy cocksucker.
Audrey still lay on the floor as her body slowly recovered from the mind blowing orgasms. Cassie went over and knelt down beside her and stroked her achy body. Audrey welcomed Cassie's caresses and cooed under her loving hands. Monica and Janine also joined them on the floor and they moved Audrey into a doggy position so she could watch her son's girlfriend get fucked with the three cocks that had just been in her. Monica then handed Cassie a strange looking dildo set up. There were two cocks that stuck out in a V formation. One was a little thinner than the other. Cassie immediately knew what to do with it so she strapped on the device and moved behind Audrey. Janine helped Cassie guide the two fake cocks into Audrey's pussy and asshole so that Cassie could fuck Audrey's two holes simultaneously. Audrey gasped as the fake cocks penetrated her pussy and ass at the same time. Monica then moved around in front of Audrey and lay back with her legs open. The invitation was clear and Audrey lowered her mouth to Monica's pussy.
Mandy was grunting on Larry's cock as she bounced up and down on the two cocks embedded in her pussy and ass. Mandy had already cum twice and she felt a third powerful orgasm building within her. Bert, Jack and Larry would take a little longer to cum the second time around but Mandy didn't know how much more fucking she could take. Her body was a quivering mess as the three cocks worked her over.
Janine smiled as she watched all the couplings as she knelt along side of Audrey and played with her tits. Audrey was moaning into Monica's pussy as Cassie double fucked Audrey from behind. Audrey made a mental note to get a dildo device like the one that was presently in her ass and pussy. Audrey was munching on Monica's clit and she had never sucked on a clit that large before. Audrey mused that it was like sucking on a little cock. Janine had had enough watching and decided to get more involved so she went over to Monica and straddled her mother-in-law's face. Janine lowered her pussy to Monica's eager mouth and moaned as Monica's tongue probed her pussy. Monica loved eating her daughter-in-law's pussy and having Janine cum in her mouth. Audrey was close to another orgasm as Cassie fucked her harder and faster.
Mandy was unaware of the action with the four other women as she raced toward her third orgasm. Just then Mandy felt Jack tense up and shoot a large load of cum into her ass. She felt his cock throb and pulsate as each stream shot into her anal passage. Mandy's asshole instinctively grabbed Jack's cock and began a milking action on his shaft. Mandy used her anal muscles to drain every drop of cum from Jack's cock. Bert felt the increased pressure around his cock as Mandy's vaginal muscles worked in unison with her anal muscles. Bert knew that Jack had cum since he could feel the fullness on the other side of Mandy's membrane separating her two holes. Bert then let loose and he blasted a barrage of seed into Mandy's womb. That did it for Mandy and she screamed as her body rocked in climax with her third orgasm. Mandy spit out Larry's cock as her body shook and trembled out of control. Larry had been close so her quickly grabbed his cock and jerked off onto Mandy's face, neck and tits. Mandy then collapsed onto top of Bert with his cock still embedded in her pussy. Jack eased his cock from Mandy's ass with an audible pop.
Seconds before Audrey orgasmed, Monica came and flooded Audrey's mouth with female love juice. Audrey was not prepared for Monica's squirting pussy and it caught her by surprise. Audrey though stayed with Monica and drank down every drop of Monica's sweet nectar. Audrey thought that eating Monica's pussy was indeed like sucking a small cock that spewed cum. That sent Audrey over the edge and then she too had another massive orgasm. Janine came quickly as well as she had been very turned on before sitting on Monica's face. Janine came in Monica's mouth and Monica as always sucked her dry.
Curt was blowing his second load of the evening into Sophia's hot ass. Sophia had already juiced into Nichole's mouth and Ricky had filled Nichole's ass with his seed. Curt moved away from Sophia and he was still hard as a rock. He had never been so turned on in his young life and he wanted to fuck every woman there even though he knew that was impossible.
Cindy and Jackie had their rectums filled with semen as Karl and Stan shot ample loads into them. Their faces were wet with their own orgasms as they had cum hard eating each other. The orgy continued well into the early morning hours before each guy was drained and every woman sexually sated. Curt had managed to fuck and cum in five asses that night. In addition to Nichole and Sophia, he had nailed Janine, Mandy and Monica. Nichole had eaten every pussy and had every cock in her ass. Ricky had got to fuck Larry as he always did at parties and in turn Larry had fucked Ricky. Cindy had had her scrumptious ass fucked more then she ever had and Debbie experienced a triple fuck with Bert, Jack and Ryan. She had almost two feet of cock in her at the same time. Cassie had gotten her wish and everyone watched in amazement as she took on six cocks at the same time. Not all the guys ejaculated as some of them were drained but it was still quite a sight.
Curt was the first to leave that night as he had to be home or his parents would be concerned. He took a dip in the pool before he dressed and left for home. The rest of them moved inside and slept with whoever they wanted anywhere they could find some space. It had been some orgy and an experience that Curt would never forget. He arrived home and entered the house quietly. His parents were sound asleep and Curt went right to his room and he too slept soundly.
A SATURDAY CALLING
Curt slept until noon on Saturday and when he woke up his parents had gone to the club. He made a sandwich and was eating it when he got a call from Ricky. "Hey guy, come over later, the guest are gone and Cindy and I are just hanging out by the pool."
Curt was pleased that they invited his over. He left a note for his parents that he would be at the Smits house hanging out by the pool. On the way over to the Smit's house he played back the night before. He was still in awe of all the beautiful people that were so open about sex and that they were so cool about bisexuality. His youthful recovery powers were all ready underway and he felt his cock stir as he thought about the orgy. Curt hoped that Cindy would be up for some anal sex that day as he did not get to fuck her ass at the party.
When Curt arrived Cindy and Ricky were by the pool sitting in the nude. He wondered if they ever wore clothes when they were poolside. "Hey buddy, I'm glad you could make it," Ricky called out.
"Yeah me too, take off your clothes and pull up a lounge," Cindy told him.
Curt was long past any shyness. He dropped his clothes and pulled a lounge over next to Cindy and Ricky and reclined facing them. "That was some party last night," he sighed.
"Yes it was wonderful and you did yourself proud. The girls talked about you and said how much they enjoyed being with you last night," Cindy told him.
"Cindy and I didn't get a chance to be with you last night since we had so many guests. However since you are our pool boy we knew that we could hook up anytime," Ricky added.
"Yeah, what are you guys drinking?"
"Bloody Mary, would you like one?" Cindy offered.
"I've never had one," Curt admitted.
"Try one, I'll get it for you," Cindy replied.
She got up and walked across the pool deck into the house and Curt watched her ass the entire way. Her ass was just unbelievable and Curt felt his cock twitch with the thought of fucking her again.
"She has some ass doesn't she?" Ricky said watching Curt's reaction.
"It is beautiful and so desirable," Curt agreed.
Cindy had introduced him to anal sex and he was now addicted to it. He felt that there was nothing more beautiful the shape of a curvy female ass. The thought of watching his cock slide in and out of a beautiful shapely ass was his biggest thrill. Cindy's ass was the most alluring that he ever fucked but he had loved the anal sex with Nichole, Sophia, Janine, Many and Monica at the party.
Cindy returned with the Bloody Mary and set in down next to Curt. She smiled when she saw his erection and teased, "Did I do that to you?" she said sexily as she patted his woody.
"He was watching your ass, that's what did it," Ricky laughed.
"My ass has always got me into trouble. It started in high school when I was 18 years old. I went to this private school and we wore school uniforms. The pleated skirts were cut 10" above our knees so our thighs were always on display. When we walked up the stairs, teachers could look right up out skirts and see our cotton panty covered asses," Cindy told Curt.
"Wow, I bet the boys were walking around with erections all the time," Curt responded, his cock twitching in his lap.
"Yeah but so were the male teachers. It was a teacher who took my anal virginity. The guy was a pure ass lover and like nothing more that sticking his dick in a cute round ass. Thankfully he was good looking and had an average size cock," Cindy continued.
"Did it happen in school?" Curt inquired excitedly.
"Oh yeah, I was bent over his desk with my skirt thrown up on my back. My panties were pulled down to the top of my knee high white socks. He did things to me with his tongue that made my ass tingle and I was receptive to the anal sex. It hurt at first even though he lubed me up but then I liked it. He ejaculated in my ass and I orgasmed. I was surprised that I could cum from being butt fucked but then I was hooked. I loved the feel of cum shooting into my ass," Cindy detailed.
"Did you do it a lot in high school?" Curt asked even more excitedly this time.
"Oh yeah, I became one of his regulars and then after I let one boy fuck my ass, word got around. We had to be careful so I only let 18 year old boys fuck me," Cindy admitted.
"It really got interesting in college," Ricky interjected.
"What happened?" Curt blurted.
"I met Cindy and we dated all through college. One night at a wild party I watched as she got her ass fucked by a bunch of guys. Then one of them took my ass and I found that I liked it. I had always been attracted to cock but had never tried it until that night. I also sucked cock while I was butt fucked and I loved it," Ricky admitted.
"It was wild. Ricky and I spent most of the party on all fours with cocks in her mouth and ass. Once in awhile a guy would eat or fuck my pussy and Ricky would get to fuck a girl. It was our awakening."
"After that night Cindy and I knew that we were meant to be together and enjoy both men and women the rest of our lives," Ricky concluded.
"Wow!" was all Curt could say and then he sipped his drink.
"How is your drink?" Cindy asked.
"It's good. I like it but you could be charged with serving a minor," Curt replied with a laugh.
"That is something isn't it. You can attend an orgy and fuck your brains out as long as you are 18 but you need to be 21 to drink," Ricky added laughing too.
Curt was subconsciously stroking his stiff dick as he listened to Cindy and Ricky. He caught himself, blushed and then released it. He took another sip of his drink and saw that they were both smiling at him.
"You know Curt, you still haven't fucked me. I've sucked your cock but I have never felt that beauty in my ass. I want you to fuck me today," Ricky announced.
"I don't know. I still haven't fucked a guy," Curt replied nervously.
"It's easy. It's just like fucking a girl's ass. I want to feel you shoot in me. I want to feel your first load of the day," Ricky urged.
"Curt I'll help you. It's just the three of us here today. Just try it," Cindy said trying to convince him.
"Okay, I guess so. You two have been so good to me," Curt submitted.
"Great, let's move to the cushions," Cindy told them.
Curt was told to lie on his back and then Cindy sucked his cock to hardness as Ricky lubed his ass in preparation for Curt sizeable cock. Once Cindy had Curt in an aroused state, she straddled Curt and told his to eat her pussy while she continued to suck his cock. Minutes later Cindy sat up and Ricky lowered his cock onto Curt's cock. Curt could not see Ricky because his face was buried in Cindy's pussy. As Ricky lowered his ass onto Curt's cock and then began to bob up and down, Curt felt that he couldn't tell the difference between a guy's asshole or a girl's, at least not when he could see.
Curt was charged up and Cindy's earlier cock sucking and his eating her tasty pussy. He admired Cindy because she always smelled fresh and clean no matter how much sex she had with other people. Curt could feel his release building in his ball sac. He felt his sac tighten and cum run through his shaft and shoot into Ricky's rectum. Ricky's response was to work his sphincter on Curt's cock and milk the shooting rod dry.
"Oh man, I feel it," Ricky cried out.
Ricky stayed on Curt's cock until he felt the teen relax. He eased his body up off of Curt and rolled over on his back to stroke his own cock. Cindy announced that she was cumming and she drenched Curt's face with her sweet nectar. She then rolled off of Curt and sighed as she lay next to him.
"So how was it?" Cindy spoke first.
"Fantastic, it feels like a fire hose was turned on in my rectum," Ricky replied with a chuckle.
"There is no substitute for youth. Speaking of which, you earned your shot at my ass again," Cindy stated seeing that Curt was still hard.
Cindy rolled over on all fours and told Curt to get her ass ready for his cock. Curt scrambled to his feet and with his impressive cock bobbing in front of him; he retrieved the tube of lube. Kneeling behind Cindy he fondled, rimmed and lubed her ass. He loved preparing her marvelous ass and the foreplay had him as hard as he could get. He moved behind her and eased his cock back into his dream ass. Ricky moved around in front of his wife and offered her his cock to suck on. There was so much cum in Ricky's rectum that he felt like he still had a cock in it.
As much as Curt tried to prolong his ejaculation he just couldn't. Every time he was in Cindy's lovely ass he got turned on quickly. He fired another barrage into her anal passage and as always she massed his cock with her sphincter. Curt noticed that Ricky had stopped moving and that his eyes were closed. He knew that Ricky was cumming in his wife's mouth. They three of them remained still as the two cocks were drained and then they separated.
They all jumped in the pool and let their bodies cool off. Afterward they drank some more Bloody Marys and relaxed poolside until they were horny again. The remainder of the afternoon they had casual sex and Curt fucked them both in the ass again. The one time they lay on their sides with Ricky in Cindy's ass and Curt in Ricky's ass. Curt knew when Ricky came in his wife's ass as he felt Ricky's sphincter tighten around his cock. That's when Curt lost and he came in Ricky's ass a second time. Before he left that day he just had to fuck Cindy's ass with her on all fours again. After he ejaculated again he caressed her buttocks for minutes.
"You like my ass don't you?" Cindy whispered.
"There is nothing in this world that I like more that your beautiful ass and there is nothing I would rather do than fuck it," Curt replied with sigh of pleasure.
The three of them were sexually sated so Curt took another swim, dressed and then went home. It had been some weekend and on that he would never forget. He thought about his week ahead and remembered that he was serving Nicki's pool on Tuesday, Nadine's pool on Thursday and the Smit's pool on Friday. It would be another interesting week. What Curt did not know at the time was that he would have a new client who was very special.
CURT'S NEW DISCOVERY
When Curt got home Sunday evening his parents had taken a message for him. It was from a lady who inquired about having her swimming pool serviced. She wanted to meet Curt and discuss it with him. She was hoping they could meet Monday morning. Her name was Pauline Collins and she lived in a different neighborhood than his other clients. Curt called her back and agreed to meet with her at 10:00 AM Monday morning.
The next morning Curt arrived at the Collins residence and he was surprised when a young attractive woman answered the door. He was so taken by her beauty that he just stared at her. She was dressed in a short robe and her gorgeous legs were very evident. Curt assumed she was wearing the robe over her swimwear.
"Is something wrong?" she asked.
"Oh sorry, it's just that you are so beautiful. I didn't expect you to be so pretty and it caught me by surprise," Curt replied getting bolder and feeling more confident.
"Really, that's a nice thing to say. Listen, I just made a fresh pot of coffee. Would you like to come in and have a cup and we discuss the pool," Pauline offered.
"That would be great. I could use a cup of coffee," Curt accepted.
Pauline let Curt in the house and then led him toward the kitchen. Curt walked behind Pauline and admired the shapely legs and curvy ass. The short robe was tight around Pauline's buttocks and Curt could see them undulate beneath the robe. Curt felt his cock stir and he wondered to himself if Ms. Collins took it in the ass. He nearly flipped out when she bent over far enough that he could see that she was not wearing swimwear and the cheeks of her curvy ass peeked out.
Curt became enamored with Pauline as they sat at the kitchen table and chatted over coffee. Pauline knew that Curt was ripe for the taking but Pauline was unsure how Curt would react to a woman with a cock. Pauline refilled the coffee cups for both of them and that's when Curt decided to make his move. Curt made up his mind to hit on Pauline and since Pauline never changed out of the short terry robe, Curt was certain that Pauline would be receptive to his advances. Curt stood up and walked up behind Pauline and put his arms around the pretty young woman.
Pauline tensed up briefly when Curt put his arms around her and held her tightly. Curt nuzzled Pauline's neck and then let his hands slip inside the robe to find Pauline's medium sized firm breasts. Curt fondled the breasts and tweaked the nipples causing Pauline to groan. Curt then opened the belt on the robe and when the robe parted, Pauline's erect 6" erect cock peeked through.
"Jesus Christ, what's going on?" Curt yelled when he saw Pauline's cock.
Curt backed away as he was stunned momentarily. "I'm sorry Curt, I should have told you right away. Please sit down and I'll explain," Pauline spoke.
Curt sat back down in the kitchen chair. Pauline brought over the two cups of coffee and sat down at the table. Then Pauline explained everything to Curt and obtaining Curt's agreement to keep the secret. When Pauline finished explaining the situation Curt was more relaxed and then he felt obligated to tell Pauline about his own bisexuality. Curt explained his relationship with the Smit's to Pauline who was pleased to hear the story.
"Curt if you are still attracted to me I would love for you to fuck me just like you fuck Ricky," Pauline said in the sexiest tone he could muster.
"I would love to fuck you," Curt accepted.
Pauline then led Curt into the bedroom and dropped the robe to the floor. Curt stared at Pauline's naked form and then asked, "What do they call you?"
Pauline smiled and replied "There are lot's of names for people like me. Transsexual or tranny for short, ladyboy is another and of course there are a few not as flattering," Pauline explained.
"I think that I like ladyboy," Curt said.
"Good, now let's get those clothes off of you," Pauline said as she approached Curt.
Pauline undressed Curt ever so slowly and by the time his underwear was peeled down his legs, Curt was rock hard. Pauline stared at the 7+" cock in front of him and then lowered his mouth on the shaft and began to slowly sucked Curt's dick. As Pauline sucked Curt's cock, Pauline wondered how it would feel in his ass. It would be the biggest cock that Pauline ever had in the ass and the prospect of it excited him but frightened him as well. Curt was incredibly turned on and without warning he ejaculated into Pauline's mouth. Pauline was caught off guard by the volume and force of Curt's ejaculation but Pauline recovered quickly and managed to swallow Curt's entire load. It had been awhile since anyone had cum that much in Pauline's mouth.
Pauline stood up and patted Curt gently on his balls. "I know at your age that there is plenty more where that came from," Pauline said as he licked his lips and then added, "Now I want you to fuck me but first we have to grease up that ass buster of yours."
Pauline took out a tube of lubricant and applied it to Curt's cock. Curt stayed hard the entire time as Pauline stroked the impressive young shaft. "I like playing with your cock. I bet I could do this all day but I do want you to fuck me first," Pauline cooed.
Then Pauline got on the bed on all fours and handed the lube to Curt. "Get my ass ready for your big cock," Pauline whispered.
Curt took the lube and squirted a gob right on Pauline's anus and then pushed it in. Curt worked first one finger and then a second In Pauline's asshole. Pauline put his head down on the bed and arched his back further emphasizing the shape of his curvy ass. Curt was still amazed how much Pauline resembled a girl and it served to turn him on even more. Curt caressed Pauline's lovely ass as he lubricated his asshole. Curt then left his fingers drift over Pauline's scrotum and tickled his perineum. Pauline's cock twitched when Curt's finger ran over the perineum and again when Curt caressed the tight ball sac. Satisfied that Pauline's ass was ready, Curt knelt behind him and eased his cock into Pauline's ass.
Pauline placed his hand on Curt thigh as if to guide the penetration. "Nice and slow, let me stretch out for you slowly," Pauline gasped as his ass was spread wider than ever.
"Oh my, you really know you have someone in you when you're there," Pauline gasped.
"God you are really tight," Curt echoed.
Curt took his time slowly feeding his cock into Pauline's ass and then withdrawing it slightly. Each time Curt would go a little deeper and then stop to allow Pauline to adjust. Pauline wondered if Brad would be able to tell the difference once Pauline's ass was stretched by Curt. Then Pauline felt Curt's pubic hairs tickle his buttocks and he knew that Curt was buried to the hilt. Curt began a slow methodical fucking of Pauline's ass and he relished every second he was in the beautiful derriere. Curt reached around Pauline as he leaned over and his hands brushed against Pauline's tits. Curt had momentarily forgotten that Pauline had tits but now he held the tits and caressed them teasing the nipples as well. At that moment Curt truly felt like he was fucking a girl in the ass. It was much easier and more exciting to fuck Pauline than it was to fuck Ricky.
Curt that felt that familiar twinge and he pushed his cock all the way into Pauline's ass and held it there as he fired a barrage of cum into Pauline's rectum. "Oh I feel it, I feel it!" Pauline exclaimed as round after round was released from Curt's cock.
Curt placed his hands on the smooth curvy ass cheeks and caressed them as her filled Pauline's ass with seed. Curt stayed hard and continued to fuck Pauline slowly until Pauline begged him to move to their sides. Keeping his cock deep in Pauline's ass Curt guided them on their sides and then he resumed fucking Pauline. Curt had his left arm wrapped around Pauline's waist and he was holding a tit in his left hand. Pauline asked Curt to jerk him off. Curt's right hand sought out Pauline's stiff 6" cock and jerked him off as he fucked him. "Oh that's it play with my clit," Pauline moaned. Curt liked it that Pauline called his cock a clit.
Pauline came twice before Curt came a third time. Curt felt Pauline's cum shoot through the stuff rod and land on the bed sheets. Curt then placed both hands on Pauline's tits and held them firmly as he drilled Pauline's ass until he came again. The two of them then lay in bed perspiring and breathing hard from their sexual marathon. Pauline checked the time and realized that they had been having sex for almost two hours. Pauline suggested a shower and they showered together.
Curt could not keep his hands off of Pauline's shapely body and he loved washing Pauline's tits and ass. Curt got hard again and he had to fuck Pauline one more time. He slipped his soapy cock into Pauline's ass again and they fucked until Curt ejaculated one more time. Then they finished their shower and got dressed.
"Curt you are hired if you want the job," Pauline offered.
"I'll take it but I can't do it on Tuesday, Thursday or Friday," he told Pauline.
"Wednesday would be best for me. Say around 9:00 AM," Pauline replied.
"Okay should I start this Wednesday?"
"By all means," Pauline said in a sexy voice.
Curt left sexually sated once again and headed home. He was going to be busy as all get out that week. Between cleaning swimming pools and servicing clients it had turned out to be quite a summer. He wondered if he should tell the Smit's about Pauline but decided to hold off on it at least for awhile. Curt then realized that he had crossed the line of bisexuality and he knew then that he could enjoy both women and select bisexual men. Curt knew that he would never suck a cock or take one in his ass but he would enjoy having his cock sucked and fucking cute guys or ladyboys in the ass.
NEXT CHAPTER
The next chapter will also be the final chapter in this series. Curt will make the most of his time at home before he goes off to college. He will enjoy the pleasures of Nadine, Nicki and Pauline and his first bisexual clients Cindy and Ricky.