Billy's Cheerleader Fantasy

Billy was your typical 30 year old guy. He'd grown up in a small town, went to college, gotten into a career. He thought he had it all figured out. His only issue is that he had only dated a few girls. One in high school and two in college. Although he was tall and considered handsome, he naturally had a submissive nature that did not fare well in pursuing women who wanted a more aggressive Alpha male. It didn't help that he had an unimpressive manhood (5 inches on his best day), plus an abnormally feminine physique. Although he was 6 feet tall, he had curves that would make most women jealous. He had thick legs, wide hips, and a big white butt. He was always so self conscious but never would admit it.

He always remembered having a crush on all of the cheerleaders in particular. They always seemed to be hanging on the arm of a big, cocky, athlete though, and he knew he never stood a chance.

After college he met the woman of his dreams, a beautiful white woman named Katie. Katie was by all definitions a knockout. She was short, curvy, gorgeous, all while still being smart and successful too. Even better, she was a cheerleader herself! When he started work she was in school to be a lawyer, so he supported her. While Billy was thrilled to be dating someone so incredible, he always felt like she was settling for him. Although she wouldn't admit it, he could tell she was never satisfied by him sexually. He knew she had dated quite a bit more than him, and almost always tall, muscular, black men.

As time passed they had less and less sex, and he started watching more and more porn. It started with interracial videos, something about seeing those white women being so submissive for those huge BBCs changed something inside him. The more he watched the more addicted he became. Eventually he stopped imagining himself as the man in the video, and started fantasizing about being the girl.

He went further down the rabbit hole and eventually led to cuckolding then finally sissy porn. He knew he could never be sexy as a man, with his small member, but maybe dressed up like a slutty girl he could finally show off his curves.

He started buying a secret stash of panties, lace, thongs, all sorts. He would wear them in secret when Katie wasn't home, modeling them in the mirror in all sorts of positions.

This went on for months, until one day when Katie left for school. He got changed like any other day and started checking himself out. He got so turned on, he started rubbing himself through his lacy red thong, not stroking himself like a man, but rubbing like a girl. All of a sudden he heard the click of a camera. In a blur he snapped out of it and turned his head. "Well I wish I could say I'm surprised, I always knew you were a sissy. Look at how adorable you are in your little thong". Then she turned and saw the computer screen behind me, it was a video showing a white girl surrounded by five of the biggest blackest dicks she had ever seen. "My, my, if I knew you were a snowbunny slut like me we could've been having way more fun this whole time HA. No matter, the real fun starts now. And just in case you have any thoughts of backing out or giving me attitude, don't forgot the picture I just took. I'm sure everyone would LOVE to see the real you".

I was stunned, but all i could do is sheepishly reply, "Yes, ma'am".

At least my submission seemed to make her happy, she got the biggest smirk on her face and replied, "good girl, we've got work to do".

That night was relatively normal, she had me cook her dinner, then clean up after we finished. As an added treat she had me do this wearing nothing but my thong! "Mmm your ass does look extra sweet in that", she said when I bent over to remove something from the oven. "I know some people who would love to meet you". I was too afraid to ask who she meant so I just nodded along and kept up what I was doing.

That night as we laid in bed, she reached over and started rubbing me through my panties. She never did this so I was extra excited. She started talking to me in a new voice, strong but sultry. It was like she was trying to simultaneously seduce me and let me know who was in charge. She started asking me to tell her my fantasies. I told her how I used to lust after the cheerleaders, how I started watching porn wishing I was one of those black guys, how it turned into wanting to be humiliated as a cuck, then be the ultimate slut myself to be used.

I could tell she was loving hearing this, and she kept rubbing me, feeling how hard I was getting talking about it. She then proceeded to tell me alllll about her past. How she was a cheerleader and they would always have parties with the football team. How it would always turn into an orgy, with all the players turning the cheerleaders into their submissive sluts begging to get fucked. How she was actually a size Queen and to this day lusted over her old boyfriend Tyrone. He was the captain of the football team and and a massive bully. Apparently he was double the size of me, and could fuck for hours. As I listened I thought, "wait why is this turning me on? If you were a real man this would piss you off, maybe you really are a sissy". She started asking if I'd like seeing her with a real man, seeing how desperate she truly is when she's with someone like that. She started rubbing me faster and faster, until I said "yes! Please show me how a real man treats a woman, I'm a pathetic sissy white boy and I love black cock". As the final word left my lips I had the biggest orgasm of my life, squirted all over my pretty panties. She held her fingers to my mouth and told me to clean them. I did so without a second thought, licking the cum right off her fingers. After that we passed out, but not before she told me to "get some rest, tomorrow starts our new lives".

The next day started off normal, but then Katie told me we were going out at lunch. I asked her what for, and she said "we've gotta get ready for our guest tonight silly".

First we went to the spa and got mani pedis, which was normal until she told me to pick out a pattern. I thought she meant for her until she clarified "no silly, for you!"

I was too stunned to speak, so she picked for me. She chose hot pink with little hearts on them, they were so girly but in a weird way I loved it. Then we went to grab some lunch, I tried to order a burger but before I could she cut me off and ordered me a salad. I was confused until she told me, "girls like us need to watch our figure".

After that she dropped me off at home but said she was running back out to pick up a few more things. After a few hours she came home with bags from various stores. She showed me what she bought for us both. For her it was a incredible lingerie set, it was white with a matching garter belt and stockings. My god she was going to look incredible in that.

Then came my bags. She started off with a long blonde wig, then a pair of knee high socks. I breathed a sigh of relief, not too bad so far. Boy was I wrong. Next came a new thong, white to match her, and a matching bombshell bra. That had me confused, but I knew better than to question her. Next came some makeup, I had never done my makeup but she promised to help teach me. The last thing in the smaller bags was a butt plug. It was pretty big, but thankfully she didn't get the biggest one. Then came the big bags. First she pulled out something big and rubber, it was a full chest plate breast form. My eyes got wide and I didn't know what to say, they must've been E cups, they were huge! She giggled and said, "Hehe, a proper bimbo needs to have big, bouncing, tits don't you think?" She had one more bag, and I couldn't imagine what was waiting for me after that.

She then proceed to pull out something I never expected. It was my own cheerleading uniform! It was bright pink and white, and the team name across the chest just said "SISSIES". I was so overwhelmed by all of this, I couldn't think of anything to say besides a meek, "thank you".

After that she told me we had to start getting ready, our guest would be there in an hour. We started with me, first she had me put in my plug so I could feel it while I was getting ready. Next she helped me pull the chest plate over my head and let me see my new boobs. They felt and bounced just like real ones, it was crazy. After that we put on the bra and panties. We weren't even finished yet but I couldn't believe what I saw in the mirror. With my curves I looked so hot!

After that she sat me down and did my makeup. She told me "eventually you'll need to learn to do this yourself, but for now I'll work my magic". She definitely didn't hold back. Putting a full face of makeup on me, even some fake eyelashes. I didn't even look like the same person anymore, it was stunning. The final touch was my uniform and pom poms. After she helped me carefully put it on, she showed me my reflection. My jaw dropped. I didn't even recognize the person in the mirror. I looked just like one of those cheerleaders I had spent so long lusting over. After that I helped Katie get ready, and my goodness was she a stunner. She looked drop dead gorgeous in her lingerie. She may have been tiny, but boy did she have the curves to fill out the outfit. Her boobs popped and her ass was to die for in that thing.

Before I knew it I heard a knock at the door. She squealed with excitement, threw on a trench coat, and hurried down the stairs. "Hurry up girl, he doesn't like to be kept waiting". I still didn't know who "he" was, but I would soon find out.

The door swung open and in walked the biggest, most muscular black man I had ever seen. He walked in with a swagger that said to anyone watching "I'm in charge". Here was someone I had never met and he was acting like he owned the place!

He took one look at Katie and said "damn girl, you look just as good as I remember". Katie giggled like a school girl and turned to me, "this is Tyrone, I haven't seen him in years but he looks as good as ever, don't you think girl?".

Tyrone saw me and just started laughing. "So this is the white bitch you told me about huh? No wonder you called me. You've always been black owned, so I knew you couldn't resist forever. Before long she'll be a black owned bitch too", talking about me. "What's your name bitch?"

"B... Billy" I stammered, and for some reason my voice was significantly higher than usual.

"Nah, that's a mans name, and you definitely ain't no man. Whatchu think my new bitches name should be slut?"

Katie then replied, "hmmm something super girly, how about Dani? It can be short for Danielle".

"I like that, from now on your my sissy bitch Dani".

He then told Katie to lose the jacket, she did without a second thought. All I could think about was those white girls in the videos, drooling over those huge dicks. Now I could only imagine Katie doing the same thing. He turned to me and said "get me a beer bitch, then meet us upstairs". He then proceeded to smack Katie's ass and lead her upstairs, her perfect ass bouncing with her step.

I did as he commanded and followed upstairs, weirdly I found myself swaying my ass side to side while I walked. I walked in and my beautiful girlfriend was already on her knees. I could see the lust in her eyes, but he was making her beg, seeing how desperate he could make her. He looked over at me and said "the fuck you doing standing, men stand, bitches crawl. Crawl over her and bring me my beer bitch". Once again I did as I was told, swaying my ass while I crawled. "Mmmm yeah you got a sweet ass too, my boys are gonna love that". I gave him his beer and he told me, "now my slut here is desperate for my dick, but I don't know if she deserves it. What do you think? Should I give her what's she begging for?".

Here I was, on my knees, dressed like a slutty cheerleader, and all I could say was "yes sir, she's been so desperate for a real man for so long. She's never been satisfied by my tiny pathetic white dick. Please fuck her like she deserves, show me what it means to be black owned."

He looked at Katie and said, "you hear that? your "man" wants to see how you treat a real man. Better get to work before I change my mind". In a flash she unzipped his pants and out flopped an absolutely massive black cock. It must've been as big as my arm! I was stunned, knowing there's no way I could have ever competed with that. The next thing I knew it was in Katie's mouth, she was hungrily bobbing up and down on it. There's no way she could take the whole thing, but she certainly tried. I'd never seen someone act in such desperation before. It was like she was possessed. He looked me in the eyes and said, "you like what you see sissy? Bet you've never seen her act like this before for you". He laughed and then told her to stop. He looked at me and said, "it's HER turn". I didn't know what to say, was I really going to do this? But it was like something took control of me and before I knew it, my lipstick covered lips were wrapped around his incredible dick. Suddenly I understood why Katie acted how she did. I started hungrily slobbering all over it just like she did. "Damn bitch, you're a natural born cocksucker!" He let me work my hardest for so long I lost track of time. Eventually he stopped and said, time for the main event! He picked up Katie like she weighed nothing and threw her on the bed. "You're a cheerleader, so get to cheering for a real man. Cheer us on and show me how appreciative you are to have a real man pleasing your girl".

"Yes daddy" I squealed in a high pitched voice. The next thing I knew Katie was bent over in the bed, huge tits hanging, giant ass begging for the pounding that would surely follow.

"Pleeeeaseee Daddy Tyrone, please fuck me. I need it so bad!" I couldn't see it, but from Katie's face I could tell she was being stretched in a way only he could. He then proceeded to slowly slide in and out, pumping into her, making her moan in pleasure with every thrust.

He looked up, never breaking his rhythm and yelled, "cheer bitch!". I jumped to my feet and started dancing around the bed, cheering for the man who was giving the girl I loved the fucking of her life. I could feel my tits bouncing with every step, the plug stretching out my ass. My god I couldn't believe the sensation. Here I was, dressed like a slut, bouncing around cheering on a man fucking my girlfriend in my own bed, and my tiny dick was rock hard.

"Ty, ty, he's our man, he fucks better than any man can", I cheered. He was relentless, fucking her, spanking her. I'd never seen a woman in such ecstasy. Her eyes were rolling back in her head, she was moaning and screaming from the repeated orgasms.

After what seemed like an eternity he stopped and yelled for us to drop to our knees. We did instantly and after only a few seconds he exploded. Incredible amounts of warm, thick cum painting both of our faces. We were both covered completely. He looked down and said, "no going back now, you're both my black owned bitches. Welcome to your new life". And I knew he was right, I was no longer a man, not really at least. I was now a black owned white sissy slut, on my knees covered in cum side by side with my gorgeous girlfriend. We were both now the property of Master Tyrone and our adventures were just beginning...