I’ve never been one of the popular kids in school. I’m a below average student academically and I’m not athletic at all. From a personality perspective, I can be goofy and lighthearted with my friends, but I get intimidated in big groups because I suffer from low self-esteem. In class, I’m always afraid to get called on by the teachers and exposed as being stupid. Half the time I’m not even paying attention, I’m just daydreaming, so when I get called on the whole class starts laughing as I make a fool out of myself stuttering to try to answer the question I only half heard. Looks-wise I consider myself a above average, with a skinny body, but I do have firm c cup tits and puffy nipples. I’m sixteen, 5’3’’ and 105 pounds.
My popularity would drastically change, literally overnight, all from a prank played on me. The prank was the idea of a few cheerleaders, who didn’t like me or were just mean girls. The prank was carried out by the quarterback of our school football team. His name was Tyson and he’s seventeen and a senior at my school. Tyson is a magnificent black teenage athlete. He is tall and muscular, fast and strong. Most of all he is gorgeous.
The trick played on me started off innocently. Tyson sat next to me in Math and one day asked me what I was doing that weekend. He is an outgoing and confident guy, so he has talked to me in the past, but had never asked me or cared what I was doing on the weekend. I told him that I was planning to go to the football game to watch him on Saturday. I didn’t really have plans to go to the football game, but I was proud of myself for the quick response to show I was interested in football. He told me, “Awesome. I’m glad you are coming to watch me play. Why don’t we hang out Saturday night?”
I jumped out of my seat and screamed with joy, “Tyson just asked me on a date!” Well actually, I just replied softly but with a big grin, “Sure.” But inside my head I was freaking out. Tyson replied, “Great it’s a date.” He took my number and said he’d call me later in the week. Then he turned his focus to the teacher.
Saturday came and I dragged two on my friends to the football game. Tyson played great and the team won…blah blah blah who cares. After the game I made sure Tyson saw I was there and he told me he’d pick me up at 8pm. That night I wore the tightest jeans I could fit into, low-cut hip-huggers with a half shirt to show off my flat belly. I also want braless, semi-covered up by wearing an unbuttoned shirt. Since my jeans were so low-cut my thong was showing so I took it off and went out with no panties on. I think I looked pretty hot and that is the first thing Tyson said to me when he picked me up.
When we got to the party Tyson left me alone and hung out with his football buddies. Most of the people at the party were part of the “In” crowd, so I didn’t talk with any of them. There were a couple of friendly faces, so I talked to them, but eventually I ended up sitting on a couch alone. I saw some of the cheerleaders across the room looking at me and laughing (Bitches). I knew they were talking about me, but I pretended to ignore them.
Finally, Tyson came over to me and said, “Hey Cadey, there you are. Come into the kitchen with me, we are playing some drinking games.” I was happy and excited to join him. Some of the other guys told me I looked hot and Tyson told me to take off my unbutton shirt, so now I just had my half t-shirt on and my nipples were clearly visible. I was sitting on his lap at the kitchen table as we played drinking games. I think he was giving me his beer when it was his turn to drink, so I had a nice buzz going. He also had his big hand on my inner thigh and he was massaging my leg and rubbing his hand firmly against my crotch, which was making me horny and getting my pussy wet.
After a half hour of playing drinking games with the football team, Tyson whispered in my ear, “Do you want to get out of here and go get stoned?” That got my attention as I like getting stoned with my friends so I told him, “Sure.” Tyson told his buddies we were taking off and one of the football players named Ron said, “Cadey, we can tell you don’t have a bra on. Flash us your tits before you go.” Tyson whispered in my ear, “Do it, make them jealous I what I got.” With my inhibitions lowered from the alcohol and to make Tyson happy, I lifted my half shirt up over my tits. The guys were amazed and hoot and hollered with joy. I left my tits exposed for about a minute as all the guys told me how nice my tits were. Their reactions turned me on and then Tyson told me, “That’s enough cover those titties and let’s leave.” Little did I know that wouldn’t be the last time they saw my tits.
As we left the house and passed by the bitchy cheerleaders they snickered and said out loud I was dressed like a slut. I didn’t care because on was on a date with the hottest guy in school. We drove to a deserted dimly lit parking lot near a wooded park. Once parked we got stoned. We chatted and laughed as we passed a bong back and forth to each other. Then Tyson, confidently asked, “Do you want to suck my cock?” I admittedly said yes and opened up and pulled down his pants. There was no kissing or foreplay, I just dropped my head into his lap and began sucking his black cock.
It wasn’t hard at first, but with very effort I had his cock growing. I was amazed how big it was and like the rest of his body it looked perfect! It had to be at least eight inches and thick. I especially liked his pronounced cock head that popped out of his uncut foreskin. He said, “I heard Jewish girls give great blowjobs?” I looked up at him and said, “Yes.” He then took off my shirt so I was topless. He said, “Those are some big titties for a skinny white girl! I liked you showed them to my teammates.” He was fondling and sucking on them for a few minutes.
Then he pushed my head back down into his lap and order me, “Get back to work Cadey.” I was determined to suck his BBC better than any of those bitch cheerleaders ever have. I did my best to deep throat him over and over. The more I did it the deeper I got until I was able to swallow the length of his shaft, with only the occasional gagging. After fifteen minutes he exclaimed, “Damn Cadey this is the best blowjob I’ve gotten and you haven’t even made me cum yet!”
For another ten minutes I drooled all over his big black cock as I took it down my throat. He was moaning loud now, so I knew he was going to cum soon. Then without warning his cock exploded and thick streams of his semen filled my mouth. He placed his hands on the back of my head and ordered, “Swallow my cum Cadey!” He didn’t have to tell me to swallow I, I had every intention to eat his black baby batter.
When he was done ejaculating, he pulled up his pants and said, “I need to go back to the party. You don’t mind if I drop you home first?” I was hoping the night wasn’t over. I was horny and wanted to ride his BBC, but I guess I satisfied him so well he had enough. I put my shirt back on and he drove me home by before midnight.
Monday at school I couldn’t wait until math class to see him, so I made sure to get to class early. When he walked in the classroom and saw me, he smiled, which made my entire day right at that moment. When he sat down, he asked me if I had a good time Saturday and I told him I had a great time. He nodded his head in approval, but then started talking to someone else. That’s all he said to me until after class when he asked, “What are you doing tonight?” I quickly responded, “Nothing.” He responded, “Same here. We should Face later.” (meaning FaceTime). I said sure and we agreed to 9pm.
A little after 8pm I got a text from Tyson saying he was very horny all day thinking about my sexy body and that great blowjob I gave him Saturday night. I loved hearing that. He asked if I wanted to masturbate with him while camming together. His request surprised me, but I said yes. He then asked if I had any sex toys or anything else I could use on my pussy. I told him I would sneak into my mother’s room and borrow a vibrator or dildo from her. He loved it and told me to take both the vibrator and dildo, so that’s what I did. He sent one final text saying “See you at 9 and I hope you are already naked when I see you.”
I was very nervous as I connected to him on my laptop and I was already naked as he wanted. He was wearing boxers and his muscular upper body was exposed. He was very happy that I was naked and immediately ask me to show him what toys I took from my mom’s dresser. I showed him a six-inch sleek silver vibrator and a seven-inch cock like rubber dildo that was black. I was sitting on my bed with my laptop towards the foot on my bed and in the center. He had me open my legs wide as he told me to pull on my nipples.
I was getting very turned on so quickly. That’s when Tyson asked me, “Do you mind if I connect some guys from the team to watch too?” I was stunned by his request and I didn’t respond. He continued, “Come on Cadey they already saw your tits and it will be fun putting on a show. Plus, it’s safe because you are in your room by yourself so at any point you can disconnect.” My response was, “Ummmm.” He added, “You won’t even know they are watching.” I said, “Okay.” The joy on his face as I consent was priceless. We then continued and not another word was said about who on the team he invited to watch and I couldn’t see the feed, so I had no idea how many guys were seeing me naked and masturbating.
Apparently, guys were texting him requests and he would tell me what to do and I listened thinking it was something Tyson wanted me to do. I have pretty big pussy lips. The first request I got was to pull on and stretch my pussy lips out as far as they’d go. Tyson told me his friends just gave me a nickname and I asked what it was. As I was pulling on my big pussy lips he told me, “They are calling you Flappy.” I could feel my cheeks turning red with embarrassment as Tyson asked, “Do you like your new name?” I submissively told him yes.
Next, I was told by Tyson, “Pull back your hood and show me your clit and then rub it hard.” I listen and my clit got big and erect. Then I was told to turn on the vibrator and push it against my hard clit. This drove me crazy and with the added emotional aspect that I was masturbating for Tyson and I knew he was live streaming me, that sent me over the top. I began having my first orgasm of the night so fast! I dropped my head back against the headboard of my bed and pressed the vibrator firmly against my erect clit as I made myself cum. I heard Tyson voice encouraging me.
My orgasm came fast and didn’t last long. Tyson saw that and told me to stick the vibrator inside my pussy and turn the setting on high. Once again, I followed his orders. I found my g spot and held my mom’s vibrator against it and felt shivers going up my spine. I looked at my screen at Tyson and told him if I leave the vibrator inside like this I’m going to cum really hard. It was as if I was hoping he’d tell me to take the vibrator out of my pussy.
Of course, he said the opposite and told me, “Hold it there Cadey. Don’t take it out until I say you can.” Minutes passed and you could hear the muffled sounds of the vibrator buzzing as my moaning and panting intensified. This orgasm was taking longer to arrive, but the intensity was going to be far greater than my first orgasm. Finally, I hit the point of no return and my leg muscles tightened as my toes curled. It was like a wave of pleasure crashing over my body! I heard Tyson talking, but it was just background noise as I was completely consumed by my orgasm.
My whole body shook as the last part of my orgasm passed. I pulled the vibrator out and looked at Tyson in disbelief by what I just did. He looked like he couldn’t believe it either. For a moment we were both silent. I saw him looking at his phone at what I imagine was a stream of text messages. I asked him how many guys on the team just saw that. He told me don’t worry about that. He then told me, “Cadey that was fucking hot! That was such an incredible sight!”
He then told me, “Get the dildo. Fuck your pussy for me.” I hesitated because I was still recovering. I was wondering if the same football players, I was playing drinking games with on Saturday night, were the guys watching or was it all the guys on the football team. Tyson continued looking down at his phone and smiling. He repeated himself and he added, “Use the dildo to show me how you want me to fuck your pussy.” I would find out that line was texted to Tyson by one of the cheerleaders, who were also watching! However, it was that line that made me grab the big black dildo and lube it up.
I slid the black rubber cock into my soaked pussy and started fucking myself. Tyson commanded, “That’s it, show me how you want me to fuck your pussy!” I pumped my pussy harder and grunted awkwardly as he said, “Show me you can handle the fucking I would give you!” I bit my lower lip and scrunched my nose as I looked into the camera. My legs were spread open and I fucked myself knowing guys were watching me. I had the power to stop, but I felt powerless and that turned me on so much!
As I stared at Tyson, he had his big black cock out and it was so hard. He told me, “Harder.” I listened and yelled, “Oh my God, Tyson, I want you to fuck me so bad!” He replied, “Imagine that’s my cock. Now jack hammer your pussy.” I dropped back my head and did exactly that, I jack hammered my pussy so hard and fast. My forearm started to hurt, but at that moment my pussy exploded, literally! My pussy squirted onto my bed, across my thighs and onto my laptop. I had the most intense orgasm of my life up until that point.
I pulled the dildo from my pussy and let my pussy and Tyson yelled, “Don’t stop!” My clit was swollen and erect and I started to rub it. Tyson asked, “Can you squirt more?” I told him yes because I could feel I was about to explode again and I wanted it so bad. He told me to flip around and put my legs up over my headboard and against the wall. I quickly listened and he told me to get my ass up higher. My hips were well above my head as I spray a second gush of fluid. This time my juices sprayed over my face and tits as I rubbed my clit to prolong the orgasm. Tyson celebrated like he just scored a touchdown that he made me give myself a facial.
I completely drenched myself. Once, my orgasm was over I felt a wave of humiliation as I turned around and looked at Tyson. Tyson marveled, “Cadey what did you just do to yourself.” If it were just Tyson that saw that I’d be embarrassed, but knowing other guys were watching too added to my humiliation. I could hear his phone buzzing nonstop from his buddies texting him. I meekly told him I needed to go and I quickly disconnected our link without waiting for a response from him.
The next day at school it felt like everyone was staring at me and I didn’t know which guys watched me. I’m pretty certain most of the football team was watching me masturbate. I found out those bitch cheerleaders were also watching and they were the masterminds behind it all. Tyson did approach me and said he wanted me to know that I was the most incredible girl he knows and that he appreciated what I did for him. He said I was sexier than any of those mean cheerleaders. I’m not going to pretend I wasn’t completely humiliated by the whole experience and the aftermath, but it did teach me to enjoy my life and not worry what others think of you. As for Tyson, we didn’t date he went back to mostly ignoring me, but we stayed friends and I still had a massive crush on him. My nickname stuck and many of my fellow students called me Flappy, they all knew it was because of my big flappy pussy lips! At the end of the school year, much to my surprise, Tyson did ask me to his prom and I made sure he had one hell of a prom night and I finally got to fuck him!
Stay tuned for the next edition of, Flappy - Part II: Almost Arrested (also featuring Tyson and introducing my married neighbor)
