TITLE    : New Years Eve Sissy Drop
STORYID  : new-years-eve-sissy-drop
SUMMARY  : Sissy finds herself on new years eve.
AUTHOR   : sissyashley4bbc@lit
DATE     : 2024-01-07
CATEGORY : transgender-crossdressers
FLAGS    : h
TAGS     : |bbc|sissy|feminization|big black cock|interracial|black cock|black dick|panties|black man|


All characters are over 18. consenting adults only.

It was New Year's Eve. I had just opened a bottle of red wine and sparked a joint. Just another quiet night alone.

Being 24 and several years removed from college, I had struggled in the dating pool. I had tried all the dating apps, but most women didn't come back after the first date.

After dates, I often heard, "you are really cute, but just not my type," likely alluding to my 5'6", 130 pound frame.

On the off chance that I was able to get invited back to a women's apartment, I would leave them unsatisfied with my short (in all the ways) performance. Not only was I "blessed" with being 5'6", my penis was a skinny 4 inches when fully erect and was subject to premature ejaculation. Good for me was lasting a minute.

Despite my engaging personality and cute face, my size (height and penis), prevented any repeat customers in the dating pool.

Sex became more stressful than fun as I became more aware of my shortcomings.

Which leads to me to now. Sitting at home on New Year's Eve. Smoking weed and drinking wine.

I just took a hit of weed when there was a knock on my door. I sat there still, paranoid it was my landlord catching me smoking again.

Another knock.

"Yo Sam, open up, it's Marcus," a deep voice said.

Marcus was my upstairs neighbor. I often saw him in the gym. He was massive. 6'5" and jacked.

While I spent my time on the stationary bike, he was always lifting weights that I could only dream of lifting. Regardless, we often made small talk and he was very pleasant.

I walked over to the door and opened it.

"You scared me! I thought you were Jeff, busting me for smoking again!" I laughed.

"Nothing of the sort!" he said, pointing to the blunt he had behind his ear like a pen.

"Me and some friends are going to a club, I saw your light was on and thought you shouldn't be spending the night alone. Why don't you come join us?" He said.

"Oh I don't know, I'm in sweatpants," I said.

"Go change, hurry up! I'm not taking no for an answer," he said stepping into my studio apartment.

"Can you wait outside? I don't have anywhere to change," I asked.

"Just change, don't be a prude," he laughed.

I blushed and walked back to my closet. I heard him sit on my couch, at least his back was facing me.

I picked out a pair of skinny jeans and a tight fitting black t-shirt.

I went to my dresser and pulled out a pair of black boxer briefs, I had been free balling.

I quickly dropped my sweatpants and stepped into my tight boxer briefs.

"Damn baby," Marcus cat called as I bent over to pull my underwear up.

"Oh my god, stop it Marcus," I said.

"I'm just kidding," he said busting out laughing, "you do have a nice ass though! All that time on the bike!"

I didn't respond. I just got dressed as fast as I could.

"Alright, let's do it!" I said turning around and walking towards the door.

"See how easy that was?" he said, handing me what was left of my joint.

I took the last hit and put it out on my coffee table.

We walked out and met up with his friends that were waiting for us in the lobby. I shouldn't have been surprised, but all of his guy friends were big and black. 5 of them.

There was one white girl with them.

"Took you long enough, what were you two doing in there? Did you break her in Marcus?" one of them said, which led to the whole group busting out laughing.

I blushed at being the butt of the crude joke.

"Easy guys. Sam here isn't gay," Marcus said, defending me.

"Yet!" One of them shouted, eliciting another roar of laughter.

The white girl, sensing my embarrassment came over to me and locked her arm in mine, like two good friends would.

"Looks like it's me and you tonight! I'm Jess," she said.

"I'm Sam, nice to meet you," I said, trying to play it cool.

"Don't worry about them, they are just having fun. Trust me, they will make sure you have a good time," she said, squeezing my arm for emphasis.

Arm in arm, we walked outside. As we walked to the club, I couldn't help but notice how me and Jess were the same height, and so much smaller than Marcus and his friends.

2 of them walked in front of us, 3 of the guys behind us.

"Are you dating one of them?" I asked.

"Not really," she said, "the one on the left is T, I first met him about a year ago. He introduced me to the group."

"Nice," I said, not really understanding her answer.

She sensed my lack of awareness to the dynamics.

"Basically, in case you are curious, the rumors are true," she giggled.

I had a feeling she was talking about their big black cocks, but I didn't want to presume and make her think I was gay and thinking about them.

"Rumors?" I questioned.

She squealed in laughter before leaning into my ear and whispering, "their big...black...cocks."

My mind raced as images of this sexy little blonde I had just met, fucking and sucking big black cocks flooded my brain. I had seen enough interracial porn to fill the gaps of my imagination.

"So you..." I started to ask.

"Yup," she responded quickly, "all of them."

"Even Marcus?" I asked.

"Oh my god, don't get all jealous on me Sam! Yes, even Marcus. He's the biggest of them all you lucky girl," she said, squeezing my arm again.

My mind spun.

"I'm not even sure why I asked about Marcus, I'm not gay," I said, feeling the need to defend myself.

"It's all good Sam! I like you! You are super cute and I think we are going to be great friends," she said as we got in line at a club I couldn't have ever gotten into on my own if I tried.

There it was, another sexy girl telling me she views me as a friend again. Maybe I will have better luck tonight, I thought. Obviously not with Jess, my little white penis would be such a disappointment to her, but maybe someone else at the club.

I watched as Marcus walked up to the bouncer and gave him a handshake before waving us up to come in.

I noticed girls standing in line giving us the evil eye as we skipped the line and walked in with a group of black men.

We followed Marcus as he led us into the VIP section and onto a big rounded couch with a table.

I sat down in between Marcus and Jess.

"Marcus, how much does this cost? I can't afford this," I said.

He put his hand on my thigh and leaned in to speak to me over the music, "I got you."

He left his hand there for a second and gave my thigh a squeeze. I couldn't help but notice how big his hands were. Even against my thigh they seemed massive. I thought about what Jess had told me.

"You didn't need to do this, but thank you," I said politely.

The next thing I knew the guys were hollering as two sexy, blonde, bottle girls walked up to us with vodka and sparklers.

"Happy new year fellas!" One of them said, setting the drinks on the table. "We are here to get you whatever you need for the night. Don't hesitate to use our call button and we will come running."

I saw T and one of the other guys smirking.

"Did Marcus special order you two?" T asked the bottle girls.

"Special request!" one of them responded.

"So, y'all are sissies?" T continued to ask.

Both girls stood up straight and lifted their skirts, revealing a small bulge in their panties.

"Damn, I would have never been able to tell if it wasn't for Marcus' preferences," T said.

"Thank you, that means a lot. Is there anything else you need?" one of them said.

"No, we are good for now," Marcus cut in.

I was in shock as I watched these two gorgeous sissies turn and walk away.

"I can't believe those are guys," I said.

"Were. Those were guys," Marcus corrected.

"Right, sorry, were," I said.

"Sissies are beautiful, confident, and sexy. They are usually white guys, like you that chase pleasure for themselves and others and understand they can't do that in traditional ways. I prefer them," Marcus talked down to me like he was educating me.

"I just couldn't imagine dressing so sexy like that. I would look ridiculous. Good thing I am a straight guy and not a sissy," I said, not wanting to offend him given his preferences for them.

"But you agree they are sexy, right?" Marcus asked.

"Yea," I said, not wanting to be a prude like he playfully accused me of earlier.

"And your comment of you looking ridiculous means you are imagining how you would look dressed up in sexy, lacy lingerie, right?" Marcus continued.

"No, I just mean...well..." I stuttered.

He interrupted as I struggled to answer, "It's OK Sam. I know it can be confusing. But you have a better ass than both of those sissies, you would look far better than you realize all dolled up like them...if you happened to be a sissy."

"Well thanks, but I'm not gay," I said, starting to get defensive.

He laughed and handed me a shot of vodka.

"Sissies aren't gay, they are just..."

"Sissies, I interrupted him.

"Exactly! They are just sissies. Highly sexual guys who realized they couldn't pleasure women so they try a new path," Marcus said.

"To sissies," I said, giving him a cheers.

"To sissies," he said.

We both took our shot. I was glad that conversation was over!

The next hour was awesome. We all laughed, played drinking games, sang songs that the DJ played. It was so cool being in VIP.

Every time our sissies came over I couldn't help but check them out. They were so feminine and sexy.

Eventually one of them caught me and winked at me.

Marcus noticed.

"You like her?" He asked as she stood there.

"You are very hot," I said, looking at her.

"Awww thanks sweetie!" she said, "you are very cute yourself! Which one of these real men is yours?"

I blushed and Marcus busted out laughing.

"Oh no, I'm a straight guy," I said.

At this point, it sounded like I was trying to convince myself that I was straight.

"I'm sure you are sweetie," she said, giving me another wink.

I blushed and took another shot.

"Let's dance!" Jess said, pulling me up with her onto the table.

I enjoyed dancing, and was good at it. Plus, I needed to prove my manhood by dancing with this sexy girl. Maybe another girl would see me dancing with such a hot girl and find me more attractive.

She turned around and put her ass up against me. I moved with her, grinding on her amazing ass. I felt my penis stiffen. She was so hot.

She felt it and pushed her ass back against my hard penis. She knew right where it was.

I moaned and held tight on her hips.

Eventually she turned around and put her hands on my hips.

She leaned forward to whisper into my ear, "not much down there, is there? Are you sure you aren't better fit to be a sissy."

She leaned back and grabbed my ass before a light spank, winking at me.

We kept dancing until the next song came on and we climbed off the table.

"You two put on a hot show," Marcus said.

"Thanks Marcus!" Jess said, "I think I got Sam here a little worked up though. His little penis doesn't realize I'm black only."

Marcus laughed, "Your little penis is hard right now? I can't even see it."

Embarrassed, I crossed my legs.

"Don't be such a prude," Marcus said again, handing me and Jess another shot.

"Ok fine, yes I have a little boner. Who wouldn't? She's super hot!" I said, deciding to lean into it.

"Thanks sweetie!" Jess said, giving me a kiss on the cheek before taking her shot.

"See, nothing to be ashamed of! We're just having fun," Marcus said before giving me a cheers and taking his shot.

"Alright enough of that though, I need to feel a real man's cock. No offense Sam," Jess giggled before standing up and going to sit on T's lap, leaving me with Marcus.

I looked around, the other guys had all invited random girls into the VIP area and were focused on them. One of them even had one of our sissy bottle girls on his lap.

I watched her intently.

"I bet sissies love black guys. Sorry, I'm not really sure why I said that. Is that offensive?" I rambled to Marcus.

Marcus laughed out loud and took a sip of his drink. He put his arm around me and gave me a side hug.

"Oh yea, why is that?" He asked.

"I don't know, I don't even know why I said that," I backpedaled, trying to think of anything to change the subject.

He looked into my eyes, "tell me Sam. Tell me why sissies love black men."

"Well," I paused, "just look at you guys. You are all so big and strong and manly. She looks so small and feminine on his lap. And she dressed up so slutty, I bet she loves big cock. Big black cock."

The phrase big black clock rung like a bell in my head after I said it. I couldn't get it out. Images from porn flooded my brain. I thought about Jess getting gang banged by this group. How big could they really be?

Marcus said something but I didn't hear him as my head spun.

"I said, do you ever think about big black cock?" Marcus asked.

"Umm...no...not really," I responded.

"What does not really mean?" He continued.

"I didn't mean anything by it. It just means I don't think about it all the time," I said.

"But you think about it sometimes?" He asked.

"I mean, yes, of course. Everyone knows the rumors. Who has never thought about big black cock?" I responded.

The phrase big black cock again reverberated through my brain.

He pointed to a white guy dancing with a girl across the club.

"Do you think that guy is thinking about big black cock right now?" He asked.

"No, I guess not," I said meekly.

"But you are, aren't you Sam?" He continued.

I couldn't say it, but I nodded in agreement.

"But that doesn't make me gay. Just thinking about big black cock is perfectly fine," I said.

He put his arm around me as we sat next to each other.

"Perfectly fine...for a sissy," he said.

Before I could do anything, with his arm around me, he grabbed my little hard penis over my jeans.

I let out an involuntary moan.

"Stop it Marcus," I whispered, but I didn't do anything.

I just sat there and let him touch my penis.

It was like I had to say something, but I didn't want him to actually stop. My penis was so hard from dancing earlier, it hadn't gone back down yet.

"You know you aren't still hard from dancing, that was like 10 minutes ago. You are hard because all you can think about is big black cock," he said confidently.

He gave my little boner a squeeze with his thumb and one finger.

I moaned again as he began to gently stroke the length of my penis with his finger.

"You know what I think about sometimes?" Marcus asked me.

"What's that?" I said, trying to take my mind off my sensitive, worked up little penis being gently toyed with.

"Sometimes, I think about how every night, for the first time, someone gets fucked by a big black cock," he said as he whispered the last part into my ear.

I bit my lip and moaned.

There it was again. Big black cock. My brain was flooded once again. I looked over at the sissy straddling one of Marcus' friends. Making out with a big black man as his hands caressed her ass.

It was too much. I was about to cum when Marcus stopped rubbing me and pinched the head of my penis over my pants.

"Not now Samantha," he said, moving his hand off of me as the pressure of my near orgasm subsided.

I caught my breath and tried to regain my composure. Everything around us melted away as my orgasm neared. But now I was still horny but also painfully aware that I was snuggled up next to a very big black man in public.

"Do you think it's her?" I said nodding towards the sissy making out with his friend.

"Nah, she has definitely already had big black cock. It's probably how she became a sissy. But I bet it's someone in our section," he said.

I looked around, picturing the other white girls in our area taking a big black cock tonight.

My penis began to stiffen again.

"I wonder which one it will be," I said.

Marcus laughed, "you're cute when you play dumb like that."

He still had his arm around me, so he reached over with his other hand and grabbed me by the waist. In one motion he picked me up and spun me so I was facing him and sat me down on top of him.

He moved me like a feather. I was now straddling him like the sissy bottle girl.

I squirmed as he held me in place. One hand on my ass, the other on my shoulder.

My little penis was now fully hard as I felt what seemed like a baseball bat under me.

"It's going to be you Samantha," he said as he subtly but firmly thrusted his hips up.

I fell forward and pressed my hands against his chest to catch myself. I couldn't help but think about what his big black cock looked like. The big black cock that my little penis was smashed up against.

I gently thrusted my hips forward to rub my penis against his length. I was so curious. My mind raced. I wanted to know more but didn't have the courage to reach down and use my hands. Instead I used my hard little penis to explore.

I don't know how much time had passed.

"You like what you feel?" He said, fully knowing and calling me out for what I was doing.

Embarrassed, I froze like a deer in headlights before quickly swinging my leg over so I was sitting next to him again.

At that moment, I realized he wasn't holding me there. Yes, he placed me there, but he wasn't holding me on top of him. I was rubbing myself on his big black cock on my own free will.

"I didn't mean to make you stop. Do you want to get back on?" He asked.

I looked at the enormous bulge in his pants.

"I can't," I said, staring down at his crotch.

His big black cock was so close to me. Being short, it was no more than 2 feet from my eyes as I sat next to him.

"Can't? Look around. No one here gives a fuck what you do. You need to do what makes you feel good baby," he said.

I looked around. He was right. Everyone was focused on their own relationships, not us.

"What if no one knew it was you. If you had some sort of costume on. Would you want to be grinding on my big black cock then?" He asked.

"I don't know Marcus," I blushed.

"C'mon baby, it'll feel so good," he said, reaching over and grabbing my crotch again.

He smiled, feeling I was still hard.

I moaned.

"I guess that could be fun, but how would I get a costume?" I asked.

"I've got an idea, just go with it," he said before flagging down the other bottle service sissy who wasn't preoccupied with big black cock.

"What can I get you Marcus?" she asked, approaching our table.

Marcus stood up and whispered something in her ear before handing her a $100.

She looked at me, then the cash, then reached out her hand. I took her hand and stood up before she led me away.

"Have fun Sam!" I heard Marcus say from behind me.

She led me to through the club into a dressing room. I followed obediently and stood silently as she rifled through a closet.

"No...no...no...ah perfect!" She said to no one in particular until she turned around holding some clothes.

"Here put these on," she said, handing me some lingerie and a skirt.

"What? No way. Marcus said a costume," I said.

"I don't care what Marcus said. He gave me $100 and said there was $400 more if I made you passable. That's the costume, a passable sexy sissy," she said as if I was wasting her time.

I took the clothes that she held against my chest and ran my fingers through them. They felt sexy.

I sat them down next to me and started to get undressed. She leaned back against her makeup table and watched me undress.

First I took off my shirt.

"Not bad," she said, commenting on my toned but not jacked chest and abs.

Next, I sheepishly took off my pants and boxer briefs.

She giggled.

"Awww so cute! At least we know the thong will hold everything in place," she said.

I looked down at my very small, very hard penis stood directly out at a 90 degree angle.

She picked up the thong and held it open for me to step into.
<hr pg="2" />"Have you ever wore panties before?" She asked.

"No, I'm a straight guy. I'm just having fun trying something new tonight," I said.

"Well if that's the case, be careful around big black cock," she giggled.

That phrase again. Big black cock. Images flooded my brain. Memories of my tiny penis rubbing through our clothes against Marcus' big black cock. How tiny I felt against it. How manly and strong his cock felt. My brain tried to piece together what his cock looked like.

I bit my lip trying to suppress feelings as my thoughts made me horny once again.

"Step into the panties now," she said, breaking my trance.

I slowly stepped in, left leg, then right. She was behind me, so I had an unobstructed view of myself in the mirror in front of me as she slid the bright pink, lacy thong up my legs. She gave one final tug up and the thong lodged in between my ass cheeks and my hard little penis and balls were neatly tucked into the pouch, pointing to the sky.

She cupped my penis with one hand and leaned forward, whispering into my ear, "see sweetie, doesn't it feel nice all neatly packed in a lacy thong? You were made to be a sissy, just be careful around big...black...cock."

I bit my lip and almost came in my panties right then and there thinking about big black cock with her hand on my penis.

"My penis feels so sensitive against the lace," I said.

"I know, it's the best isn't it?" She smiled at me in the mirror before giving my thong encased package one more loving tap.

I stood still in front of the mirror, like I was her personal barbie.

She walked over to the bench and came back with a matching bright pink bra. I held out my arms as she slid it on and clasped it from behind.

"Sexy!" She said, admiring my body.

I thought about how everyone only called me cute. I haven't been called sexy in a long time.

She walked over to the closet and grabbed a pair of heels.

"Size 8?" She asked.

"Yup," I said.

"Sit down on the bench," she instructed.

I sat down as she knelt in front of me. She held my ankles as she slid the tall, black stilettos onto my feet before clasping the ankle strap.

She stood up and reached out her hand to help me up.

"It can be a bit tricky at first, but you'll get the hang of it," she reassured.

I wobbled a bit as she let go of my hand. It was a strange feeling walking on my pointed toes but having a tall heel.

"It helps if you rock your hips back and forth," she said.

I took a few steps, exaggerating my hip movement with each step. One foot, right in front of the other. I felt my thighs squeeze my tiny balls and rub my hard little penis with each step.

I smiled and bit my lip.

"Feels good, right?" She asked, knowing the new sensation I was feeling.

I nodded before taking my place back in front of the mirror.

"What's next?" I asked.

"Eager sissy!" She laughed before going back to the closet.

I blushed in embarrassment at the eager comment. I looked at myself in the mirror, I couldn't believe my penis was still rock hard in my panties. I looked at the little bulge it made, it was sexy. In a sissy way.

She walked back to me and noticed I was admiring my little bulge.

"It's really a blessing to have such a small penis, gives you a lot of options as a sissy. Here, step into this," she instructed, kneeling down in front of me again.

I stepped into a tight black skirt that she shimmied up my legs. She pulled it up so it started about an inch below my belly button, and rested just below my ass.

"You have a nice round ass, so you will need to tug it down a bit when you walk. Unless you want everyone to see your ass that is!" She laughed.

Next, she brought over a white crop top that I put on.

I stared at myself in the mirror. I looked hot. But still clearly me.

"This isn't much of a costume, everyone will still know it's me," I said.

"Eager sissy!" She laughed again, "sit down in this chair."

She spun around a salon style chair and I took a seat. Instinctively, I crossed my leg to not leave my skirt open.

She took a step back and looked at me. For the next 20 minutes she went to work on my face. Lipstick, mascara, eye liner, blush, the works.

Eventually, she took a step back and nodded in approval at her work.

"It's nice you are hairless, do you shave everything?" She asked.

"No, I just never had any body or facial hair," I said.

"Lucky! Now close your eyes for the finale." She instructed.

I heard her walk back to the closet, then back over to me. She grabbed my head and stretched a wig over it, then clipped an earring on each ear.

I felt her brush my hair back then spin my chair around so I was facing the mirror.

"Go ahead, open your eyes Samantha!" She said, proud of her work.

I opened my eyes and my jaw hit the floor. Gone was cute Sam. Sexy Samantha stared back at me in the mirror.

I was speechless.

She put her hands on my shoulders and leaned down, whispering into my ear, "No one will have a clue it's you. Now you can play with your man's big black cock...all you want!"

I bit my lip and thought about Samantha rubbing Marcus' big black cock. Working it with both hands. Admiring it. Worshipping it.

Big black cocks are meant to be worshipped.

"Time to go! I need to get back to work," She said.

I panicked.

"I don't know if I can, what if people..."

She cut me off.

"We have made it this far, no turning back now," she said as she pulled me up.

I caught my balance on my heels and followed her. As we entered the club she pulled me along with her, it was loud.

She turned her head and shouted back to me, "just remember, you are our new sissy bottle girl since Lexi left me hanging."

I nodded and did my best to walk. My hips swayed. My little penis was hard and enjoyed the sensation. People were checking me out, in a good way. I smiled back.

My heart started to race as we approached the VIP section. The moment of truth.

"Found some back-up since Lexi is off the clock! This is Samantha," she said to the group.

Only Marcus looked up, everyone else was preoccupied.

A big smile washed over his face as he looked me up and down.

He held out his hand, "Nice to meet you Samantha, I'm Marcus. But you can call me Sir."

I took his hand, "Nice to meet you...umm...Sir."

He looked at the sissy who just got me dolled up, "sorry to put you out sweetie, but I'm going to need to keep this one with me."

He handed her a wad of cash, likely the remaining $400 she told me about.

"Anytime. Take it easy on her though, she's a virgin. She's never had the pleasure of taking a big black cock," she said, winking at me.

I bit my lip thinking about his big black cock destroying my virgin ass. There's no way. That's not where this night is headed. I couldn't even fit him in me if I wanted to. We are just fooling around.

He pulled me down towards him and I stumbled on my heels.

He spun me around so I sat on his lap, leaning back against his chest.

Immediately, I could identify his big black cock under my ass. I wiggled my ass slightly as I settled down on it.

"All I can say is, wow, baby. You are even sexier than I thought you would be," he said, handing me a shot.

"Thanks Marcus," I started to say, but he cut me off.

"Sir," he said, "you will refer to me as Sir. I'll take great care of you baby, but there is a clear hierarchy here. You need me more than you even know right now."

I leaned into the role.

"Yes, Sir," I said.

We clinked our shot glasses together and took it down.

"Want to dance, Sir?" I asked, looking at him with big doe eyes.

"Absolutely Samantha," he said.

We got up and I led him to the dance floor. We got lost in the crowd, just me and him. No one thought twice about us. No one had a clue I was Sam, just a sexy girl dancing with a big black man.

After a couple of minutes, he spun me around so my back was facing him. With one big hand, he held my wrists and lifted them up in the air. With the other, he grabbed my right hip and pulled me tight into him. I moved my ass on his big black cock in a circular motion. It felt enormous. I leaned forward and moved my ass down, searching for the end of his big black cock through our clothes. Eventually, I found what felt like the bulbous head and made a circular motion with my ass against it, feeling him out.

He pulled me tighter, clearly liking what I was doing. He stretched out his long fingers until he could feel my hard, little, panty encased penis through my skirt. I bit my lip as he circled my penis head with his pointer finger.

He gently stroked me as we danced. Everything felt so sensitive. I started to tense up as I felt a pressure build inside me. I was about to cum on the dance floor around all of these people.

He let go of my wrists and I reached backwards and steadied myself by holding onto the back of his neck as I rubbed my ass along his big black cock, hoping he liked it.

He kept rubbing my little penis with one finger, faster and faster.

With his free hand, he grabbed my neck gently, but firmly, before holding one finger in front of my mouth.

In the heat of the moment, I took his finger into my mouth. Sucking on it, licking it, swirling my tongue around it. I closed my eyes. It was so hot.

With a pop, he pulled his finger out of my mouth and moved his hand under my skirt. I felt him move the thong to the side and slip his finger into my ass.

I moaned. I was about to cum. I pushed back into him and moved my hips so my penis rubbed against his hand.

He knew I was close.

He lodged his whole finger into me and once again pinched the head of my hard penis, preventing me from cum. My penis spasmed but nothing happened. I wasn't granted any relief.

"Please sir, please just let me cum," I said, leaning my head back so he could hear me.

"No baby, not here," he said.

As my ruined orgasm subsided, he turned me around so I was facing him. My skirt hoisted above my ass, his hand over my ass cheeks, and his finger deep inside me.

He pulled me towards him and we danced like that, face to face, his finger inside of me.

I rested my face against his chest and wiggled my ass while trying to rub my penis against the tip of his big black cock. He was an expert at keeping me on edge. Refusing to let me cum. Making me delve deeper as I chased an orgasm.

"I like the way you dance baby. But Let's go back to the VIP area, it's almost midnight," he said.

We got back to the table. The desperate sissy from earlier was dancing on the table by herself, down to just her panties. She had dollar bills around her and tucked into her waistband.

"Who do you have here?" T asked, looking my way.

"She's mine. And I'm not in the mood to share tonight," Marcus said, quickly shutting it down.

"Alright alright, maybe next time," T responded before turning his attention back to the sissy.

I made eye contact with Jess. It took her a second, but her eyes quickly got big with excitement.

"Where did Sam go?" Jess asked Marcus.

"Who knows? I think he bailed. Couldn't hang," Marcus said, covering up for me.

Jess winked at me, "that's too bad. I thought you were going to teach him all about big black cock. You've been talking about it for months. Your cute little neighbor who needed a big black cock."

I blushed as my mind raced. This had been in the works for months. This whole time I thought this was just a courtesy invite out. How had he known? I was straight!

I turned to him and whispered into his ear.

"You know I'm straight, Sir. We are just having fun on new year's eve. This isn't anything more, even if you had been wanting to get with me for a while," I said.

He lifted me up and sat me on his lap so that I was straddling him, facing him. I felt his big black cock between my legs as my little penis mashed against it again.

He brushed my hair out of my eyes.

"Baby, you just called me Sir. You have been trying to get off on me all night. I had my finger in that tight little ass of yours on the dance floor. You are dressed like a sissy slut for me. How can you say you are straight?" He asked bluntly.

"I...I...I just," I started to defend myself.

"What is it? You are straddling a big black cock as we speak. You want this. You need this," he said.

He flexed his big black cock under me, reminding me of its size.

I moaned in a mix of embarrassment and lust. He was right. I was twisted up. I couldn't recall a time in my life I had ever been as horny as I was right now.

He slowly slid his hands down from my hips to my ass. His large hands made me feel so small.

With one finger, he traced the outline of my asshole. Teasing me. Tempting me.

"C'mon baby, look me in the eyes and tell me you don't want to see what type of pleasure my big black cock can bring you," he said, confident in his words.

"Here? In public?" I said.

"Again baby, nobody cares. Look around. Also, you aren't Sam anymore, you are just another big black cock loving sissy," he said.

"Oh my god...shhhh...don't say that so loud," I said, playfully slapping his chest.

His finger was still teasing my asshole. I moved my hips gently against it, while also dry humping my penis against his big black cock.

I turned my head and looked around us. My eyes grew wide at what I saw.

To my left, the sissy bottle girl was naked except for her bra and heels and was riding a big black cock on the couch while leaning over and giving head to another black guy. It looked like her little penis was leaking a pool of cum onto her black man's stomach. She must have been enjoying herself to be cumming like that.

I couldn't take my eyes off of it. The big black cock she was worshipping looked huge. Her one hand, gripping it to steady herself, didn't come close to wrapping around it. It was so thick.

The one jammed in her ass looked equally as menacing. How did all these guys have such lumber. I guess the rumors were true. If size truly matters, then black guys were king.

I don't see how size couldn't matter. Their big black cocks can just hit places my little penis could never reach in its wildest dreams. They can have sex in different, more unique positions that my little penis could ever be able to manage.

I stared at the erotic scene while my mind raced with thoughts of big black cock and my own limitations. I thrusted my hips, slowly, back and forth to feel Marcus' impressive length. Further comparing my little white penis to his big black cock, which had still been shrouded behind the secrecy of his clothes to me.

I moaned and bit my lip. I was at an inflection point. I needed to see his big black cock. I needed to hold it. To feel it. To compare it to my little white penis. I needed him to put me in my place. To make me a sissy.

Looking at the big black cocks around me, and feeling his under me, I knew I couldn't compete. It was time I try something new.

"It's time you see it with your own eyes," he said.

I turned and looked at him with big doe eyes, exaggerated with my make-up. I nodded in agreement.

"Yes, Sir," I said as I reluctantly but excitedly swung my left leg over him and got into kneeling position next to him.

On the couch, I was on all fours, perpendicular to him as I eagerly fumbled with his belt, button, and zipper. With my left hand steadying myself, I reached into his pants with my right hand. Electricity shot through my body as I first felt the warmth of his big black cock. It felt so hard, so strong, so muscular.

I tried to pull but it was much to big to pull up through the leg of his pants.

"I need a little help Sir," I said looking up at him from my submissive position.

"What is it?" He said, playing coy.

"Your big black cock is too big, I can't get it out of your pants," I said, giving it another playful tug.

"Nothing more frustrating for a sissy than not having access to a big black cock, eh?" He said, winking at me.

I blushed, but didn't let go of his big black cock. My mouth was watering like it does when you are hungry and smell good food.

I swallowed my saliva and reverted my attention back to his crotch. I stared as he lifted his hips and slowly pulled his pants and boxers down.

Inch by inch his big black cock was revealed to my sissy eyes. It was truly enormous. Eventually, he lowered his pants to his knees and the head was free, allowing his entire big black cock to spring upwards without the constraint of clothes.

Eagerly, I grabbed in with both hands. One hand on top of the other. I was amazed at how I could hold it with both hands and there was still several inches sticking out on both sides.

I thought about how when I held my hard penis with one hand, the tip barely protruded from my fist.

And the width. I could easily wrap my hand around my thin penis. But his cock was so thick, my hand made it halfway around, maybe! It felt like I was jacking off a baseball bat.

My poor sissy brain spun at the realization of my comparison.

"This is a real cock," I said to no one in particular, nothing else mattered. It was just me and this big black cock.

I moaned and wiggled my ass as he slipped his finger into me. It felt oddly comforting and protective having his hand on my ass, with just one finger firmly plugging me.

He controlled me from that position. He could communicate with me with just his finger. He was so strong, he lifted me up by my ass and pulled me closer to him. My face was now inches away from his big black cock. If I stuck my tongue out could lick him.

I breathed in through my nose. He smelled manly. Strong. It was different, but not bad. The scent of his big black cock hit my nostrils and I a new feeling happened in my penis.

I didn't have an orgasm, but I felt a bit of cum push out of my penis.

I was curious, so I sat up, kneeling, leaning on my heels. Still holding onto his big black cock with my left hand, I lifted up the front of my skirt to find a large wet spot.

I looked down and pulled my pink thong forward so I could see. A significant amount of pre-cum had leaked. A string of it ran from the tip of my penis to my thong.

There was no doubt at how turned on I was. This night had been sexually intense. I watched more leak out as I looked at my little penis, neatly kept in the confines of a thin thong, while I held onto a big black cock that would hang out of most shorts that I own.

With his hand not firmly on and in my ass, I watched silently as he reached over and with one long finger he scooped some pre-cum out of my panties and held it in front of my face.

I knew what he wanted, but I needed a nudge. I felt his finger go deeper into my ass, pushing me forward to take his finger into my mouth. To suck my own cum off of him.

I opened my mouth and stuck out my tongue, inviting him in. He left his finger there, still.

I moaned in embarrassment as I realized he wanted me to make the move. I leaned forward and sucked on his finger, down to his second knuckle.

I expected it to taste bad. But I was surprised! It was delicious. Delicate, sweet, almost flowery. I had no idea. My tongue swirled around his finger cleaning off every last drop.

I relished in the feeling of sucking on his finger while one of his other fingers was in my ass. I rocked back on it, pulling him deeper, feeling more pre-cum ooze out of my hard little penis and into my pink panties.

Eventually, he pulled his finger out, causing me to lean forward as I chased it. I lost my balance and fell forward, face first onto his big black cock that I was still holding with my left hand.

Instinctively, I held it steady with my left hand and rubbed my face up and down the length. Inhaling his manly scent. Admiring the velvety soft skin against my cheek.

I wondered if his cum tasted as good as mine did. I needed to know.
<hr pg="3" />I felt more cum squeeze into my panties as I thought about my new inflection point. Should I suck his big black cock? All signs pointed to yes. A man like this deserves to be worshipped. If it wasn't by me, it would be from some other lucky girl or sissy.

Why shouldn't it be me? I was deserving of such a man. I was sexy as Samantha. Samantha deserves big black cock as much, if not more, than any other sissy.

Mustering up all the courage I had in my little sissy brain, I confidently held his big black cock with both hands and pursed my lips to kiss the base.

My lips felt small against it. I kissed it again. And again. Working my way up. 12 kisses, one for each gorgeous inch. Until I got to the head.

I arched my head up and over and took the head of his big black cock into my mouth. My tongue swirled around as I struggled to take more than the head into my mouth.

I slowly started pumping his shaft with both of my hands, working his head with my tongue. I imagined how different it would be to manage my little penis. Maneuvering around his big black cock was a process.

He tasted as good as he smelled. I loved his big black cock. It was fun. It was a challenge. Every now and then his finger in my ass would move and I would feel him take a deep breath, letting me know I was on the right path.

I kept going, faster and faster. I lost track of time. Until I felt his finger move and his other hand grabbed my head and held me firm.

He bucked his hips up and rope after rope of thick, manly cum flooded my mouth. I lost track of how many shots there were, but eventually, it stopped.

I couldn't swallow leaning over him on all fours. I sat back so I was kneeling upright, leaning back against my heels.

He looked at me and smiled, his finger deep inside my ass as I sat on it. My cheeks were completely full of his cum, I probably looked like a squirrel with acorns tucked in its mouth.

His cum leaked out of the side of my mouth. I scooped up with my finger and looked at it. It was much thicker and creamier than mine.

"Don't spit it our baby, my cum is too important for that," he said.

I nodded. I must have looked so absurd. Dolled up like a sissy, my hard penis poking into my pink panties, sitting on his big finger, a big black cock standing in front of me, and my mouth overflowing with his cum.

I breathed through my nose then took a big gulp. Then another. Then another. Then another...and another.

I licked my teeth, my lips, then scooped up what was dribbling down my chin before licking that off my finger like it was dust from Cheetos.

"Good girl," he said, wiggling his finger inside of me.

"Your cum tastes so good, Sir," I said, turning to look him in the eyes, "I think I need more."

"You make a great sissy," he said before lifting me up by the finger in my ass and placing me back on top of him.

I could feel the heat of his still hard, big black cock, through my panties. My skirt had now ridden up to being completely around my stomach. Nothing was left to the imagination.

He looked down at me and with his free hand pulled my face towards his. I opened my mouth as he kissed me. His tongue swirled along mine. He was a good kisser. I melted into him. He took the lead. I followed. It felt natural.

I was amazed that his big black cock never fully softened. My little penis would shrivel up and go to sleep after an orgasm, but he seemed ready for more.

I needed more of his cum. His cum tasted different than mine. Mine was delightful and yummy, his was flat out addictive. His cum was not to be wasted.

Without breaking our kissing, I reached down and began rubbing his big black cock again.

I started to shift my weight back so I could slide down to the floor and suck his cock again, but he held me firm with his finger in my ass.

"No baby," he said, breaking our kiss.

I looked at him with pleading eyes, "please, Sir. I need some more of your cum."

"The next load goes in here," he said as he wiggled his finger in my ass.

A bolt of electricity shot through my body from my brain to my ass to my little penis. I felt pre-cum leak out of me again as I wrapped my head around his comment.

"Sir, I can't..." I moaned in frustration.

"You can. If you want more of my cum, you will. I can make you feel things you never even thought were possible. You were made for this baby. You are no man. You are a panty wearing, big black cock loving, sissy. And it's perfect for you," he said, sternly, looking deep into my eyes.

I nodded in acceptance. I wanted this.

I looked him in the eyes as I moved from my kneeling position to a squatting position. I reached down and positioned his big black cock at my tight hole. Luckily he was still nice and lubed up from my blowjob.

Without breaking eye contact, I began rotating my hips, moving support off of my squatting knees onto his big black cock.

He sensed my frustration in the lack of progress. I couldn't get him in. He was too big for my virgin sissy ass.

"I can't Sir. It isn't working. I'm sorry. Can I please just suck your big black cock?" I begged.

He gave my ass a pat and reassured me, "you got this baby, one sec."

He waved his hand and Jess came running over.

"Need some help Samantha?" She asked, rubbing my back.

"Yea, please. He is too big. I can't do it. I'm trying. I really am," I sounded hysterical.

Jess laughed, "sweetie you are doing great. Just relax. This is the best part. You'll never forget your first."

I watched as she opened a small bottle of lube and squirted a healthy amount on her hand. She reached down and began massaging it onto my ass before inserting two fingers into me.

"It itches," I said.

It didn't hurt, but it left me with a strange sensation of an itch that needed to be scratched.

"That's where your man comes in," she said as she pinched my ass, "now get back to it!"

I refocused on the task at hand. I could feel how much more receptive my ass was with her lube. I wiggled my hips and POP the head of his big black cock broke through my barrier.

"Oh my god!" I screamed, involuntarily.

I quickly covered my mouth with one hand as I felt pre-cum squeeze out of my penis.

"That's the hard part baby, the rest is easy. Well maybe not easy, but it's the fun part," Marcus laughed.

I continued to rotate my hips, working my way down his big black cock in tight circles. I felt like I was going to explode, but could feel only the head was in.

The itch inside of me grew stronger. Determined I kept going, deeper and deeper I sunk.

"Oh my god your big black cock feels incredible. I had...i had...i had no idea," I said, losing my breath.

"Halfway there baby. Want me to take it from here?" He asked.

"Yes, please sir. Give me your big black cock. Make me your sissy," I begged.

He pushed my shins back so I was no longer squatting over him, but straddling him on my knees. I had enough of him in me that we could be in this position.

"You know what's the best part of this Sam?" He said.

"Samantha," I said, as my breathing raced.

I leaned against his chest and stuck out my ass as he began working me from below.

He grabbed a fist full of my hair and held me face in front of his. In and out his big black cock sawed into me. Deeper and deeper.

I looked him deep in his eyes, as he did mine. I saw a man. A man that commanded respect. That deserved to be worshipped. A man that I could never compare to.

I hoped he saw a loving sissy that wanted to be his.

"As I was saying, Samantha, the best part of this is that for the rest of your life, even if you decide not to permanently be a sissy, every new years when that ball drops, you will remember that time you dropped down my big black cock and had a mind altering orgasm. You will drop whatever you are doing and you will jerk off your little white penis as you remember what my big black cock did to you tonight," he said as he pulled me in and kissed me deep.

I heard the countdown to midnight start.

10...9...8...7...6...5...4...

I moaned into his mouth. I felt like I was going to split open. There was so much pressure in my ass and in my penis. I was about to explode.

I broke the kiss and flung my head back.

3...2...1!!

Everyone screamed "Happy New Year."

But not me, I screamed "I'm going to cum!!!!"

In one last move, Marcus grabbed my hips and lifted me up the 8 inches I had worked my ass down, leaving just the head in, and slammed me down the whole 12 inches.

I screamed in pleasure. My legs went numb. My whole body shook.

Rope after rope of thin, sissy cum shot through my lacy panties. It wasn't much compared to Marcus, but it was the most powerful blast I had ever felt from myself.

He lifted my body up and down like his personal flesh-light as he hammered every last drop of sissy cum out of me.

I closed my eyes. I grabbed my bra like I had tits. I tried to keep up. But he was in complete control.

My penis nothing left to give as my very wet panties clung to it. Yet, it remained hard even after the pressure had been released like a tea kettle.

In one motion, Marcus stood up, picking me up with him. He turned around and laid me on the couch, inverted, with just my shoulders and head on the couch. He pushed my legs over my head.

From my vantage point, it was an amazing juxtaposition. My tiny penis, pointing directly at my face through my panties. And his big black cock behind it, hammering my newly formed sissy pussy.

He was a real man. I was lucky to be fucked by such a man. Most women live their whole life not knowing what sex can really be. I was a lucky sissy.

He climbed onto the couch to get a better angle and stood above me, dipping in harder, faster.

My asshole had gone numb, but he still felt amazing inside me. I moaned every time the ridge of his head grazed my prostate. There were pleasure spots that I never knew existed.

He had me completely immobilized. Not that I wanted to be anywhere else, but I couldn't have moved if I wanted to. He must have had me by 125 pounds. And I was pinned in submission with my asshole wide open for him to do with as he pleased.

I lost track of time. His stamina was unbelievable. Every now and then some cum would drip from my penis, through my soaked panties, and I would try to catch my own sweet nectar in my mouth.

Eventually, Marcus let out a roar and sunk his big black cock all the way into me, leaving it there as his cock pulsed, shooting another massive load into me.

He rested in that position as my ass milked every last drop out of him before slowly withdrawing his cock.

He slapped my ass and unfolded me from the pretzel I had been pounded into submission in. I laid there, I didn't have the strength to move.

I marveled at his big black cock that swung low between his legs, finally soft again after dumping two massive loads into me. My asshole quivered in a mix of pleasure and confusion. I felt cold air hit my insides. He had left me gaping.

"Yo, T, Jess, come check this shit out," Marcus yelled.

I watched in horror as everyone came over. Marcus, T, the 3 other black guys I hadn't gotten their names, Jess, the other sissy, and 2 other white girls that were new additions to our section.

Marcus took a shot of vodka and walked back over to me. He grabbed my ankles and pushed them above my head again.

"Check this gape job! Sissy ain't never going to be the same. Asshole is shaking like it's asking for more!" Marcus announced to the group before slapping my ass.

"Damn, you did some work Marcus. where did you find this one?" T asked.

Marcus laughed, "it's just Sam. Sissy ass white boy. Told you I'd be breaking him in."

I turned beat red. He outed me. How could he do that.

He reached down and pulled my wig off.

"Oh damn!" Said T, "there he is! He sure makes a goos sissy."

The 5 black men, including Marcus were all stroking their big black cocks looking at me as I laid there in my sissy clothes, heels, makeup, and earrings, but no wig.

The girls giggled, looking at Marcus' big black cock then back at me.

I didn't care anymore.

I reached down and peeled my wet panties off, revealing my hard little penis. I took a deep breath and stood up.

The girls giggled as cum dripped out of my ass and pre-cum leaked from my little penis that stood at attention.

I swayed my hips and walked right up to Marcus, who was standing with everyone.

I looked up at him with my big doe eyes, grabbed his big black cock with both hands and said, "thank you for fucking me so good Sir, can I please suck your cock now, or would you like to fuck me again?"

Everyone gasped. Even Marcus was surprised at my insatiable thirst for his big black cock.

He reached down and grabbed my neck firmly before leaning down to kiss me.

He broke the kiss, still holding me firmly and said, "I've never met a sissy or a woman who can take a fucking like you and bounce back looking for more, you might just be the one. You showed me something here Sam."

Holding onto my neck he pushed me down to the floor. I slowly dropped to my knees, feeling pre-cum leak out of my hard little penis as I began to suck his big black cock in the middle of the crowd.

Sure there will people watching, but nothing else mattered.

Please leave any comments and 5 stars if you like it!!! Comments are motivation for me.

