[MM]y Best [F]raternity Sexcapades: Sharing The Homecoming Queen | 2016

The school I attended was a public State University in my home state. I graduated from a Mid-Sized High School in a small town and everyone knew everyone. Coincidentally, this also meant that there were about 20 of my fellow classmates who attended the same school that I did, including my Best Friend who joined the fraternity with me. Tyra was also included in this group.

For starters I was a shy kid in High School. My social circle was with the "popular" crowd because I played sports, but I was a good boy and never partied. I was a bit of the ugly duckling, I had a major growth spurt in 8th Grade and I was tall, skinny, and awkward. By my junior year though I began to fill out and girls began to notice me, but I still wasn't the most confident so approaching a girl like Tyra in High School was out of the question.

She was the scholastic superstar in our High School Days: Homecoming Queen, Student Body VP, and numerous superlatives in the yearbook (Hey I got Best Eyes at least!). She was the epitome of a stacked body. She was 5'1 and probably around 110 pounds with a tiny waist, a beautiful ass from years of cheerleading, and 36C tits that appeared much larger on her frame. She had a stellar personality, a pretty face, and a voice that had a sexy rasp though she never smoked. She was also off limits as she dated the star LB since her Sophomore year.

Tyra and I were friends. We had the same honors classes, the same friends, and we both acted in Speech & Drama. But there was never anything else, and to be honest I wasn't confident enough to even find out. Even as my confidence grew as a Junior and Senior, she was still someone else's girl so I didn't even begin to pursue her. They had that classic HS Sweetheart relationship where they loved to fight just to make up.

My Freshman Year was an awakening for me with a new start and the new-found power of liquid courage. Though I definitely wasn't Don Juan, drunken makeouts and finger banging sessions outnumbered the epic fails and friend zones and my confidence grew even more as well as my physique. By Sophomore year there wasn't a girl I didn't feel like I couldn't get. My Best Friend wasn't quite as confident. He had his drunken make outs as well, but he had entered college a virgin and only successfully bed two girls, and both of them made the first move.

In those days it was Instant Messaging, not text messaging, that connected horny young adults. As mentioned I had about 25 people from my class at school with me, but between people I really was not friends with..and those that failed out after a year.. there were only about 7 or 8 of us that kept in touch including Tyra. Her boyfriend was one of those casualties of failing out and upon returning home he cheated on her creating a small town scandal. Suddenly Tyra was messaging me and my buddy wanting to get a group together to hang out.

I wasn't aggressive as we chatted, but after guilt tripping her about how she never has been available before and some playful flirting we began playing a game of 20 Questions. It was a tame version, but about 6 or 7 questions in I asked a very generic "What is Your Biggest Regret?" and was shocked by her answer.

"I regret that Scott is the only guy I have dated seriously and that I love him so much I also can't stand him at the same time"

She proceeded to tell me how she felt like she had missed out on so much and that this wasn't the first time he had cheated on her, it was about the 4th or 5th time, and that she just wanted to have fun for a while. BINGO! Suddenly my entire tone changed and I began hitting on her and turning the questions sexual..each one pushing the boundary more. She began telling me how wet and horny she was getting.Then the tipping point, "What is a sexual fantasy you wish I could fulfill?"

"Two guys at one time.. you being one of them"

Our game of 20 Questions was more like 35 Questions at this point, but I knew it was time to act. I called her and came to her dorm right away and fucked her like there was no tomorrow. For the sake of length and the fact that isn't the best part of the story I will just say that led to a solid week of us hooking up between classes and after she would hang out in the dorm. Our sex was purely fucking... we rarel cuddled and I never stayed over. I gave my best friend Shaun every detail and though he liked hearing them, I could tell he was a bit jealous as she was always messaging him as well. I also knew she spoke to her ex Scott every night and the calls were increasing and that my time was limited before she fell back into old habits.

It was some time close to Halloween when a group of us went to a Haunted House. It was a brisk fall night and we had a buzz from pre-gaming. Tyra was very flirty with everyone and alternated cuddling up with me for warmth as well as Shaun until we entered. As the group walked single file Tyra held my hand as well as Shaun's throughout. When we drove home she sat between us in the backseat and rested her head on his shoulder and not mine. We were going to the bars later that night, so we all had to change.

I messaged her asking why she was so flirty and was surprised with her response. In no particular terms she told me she loved fucking me and wants to do so every day even if she even got back with Scott, but she appreciates his tenderness and how he was so sweet and she needs that side as well. She then reinforced how bad she wanted me sexually and how she wanted me to take her later that night. Her words struck a cord though... it was clear she planned to get back with her ex nd my days were numbered, but I also didn't want the tension over her to create a rift with my closest friend. I devised a plan and called Shawn in to watch.

I began talking dirty to her and getting her worked up. She had a little fetish I discovered where she loved the thrill of me groping her or playing with her in public with the chance of being caught and I appealed to that. She also had a slight submissive hang up where she loved when I would tell her what to do. I told her that we weren't going out tonight, instead she was going to shower and shave her pussy right away. Slip on the skimpiest sundress she had with no underwear or bra. No makeup, put your hair up wet. Then drive to my dorm.

She liked this and obliged my request. Shaun's roommate was gone for the weekend and mine was still getting ready to go out, so I told him to wait in his room. She looked so sexy standing there at the front desk to get checked in. She had her arms covered to conceal the nipples that the cold October night had made rock hard. She gave a sneaky smile. As we got in the elevator another random guy stood before us getting off on the 11th floor..our floor was the 20th. He stared straight ahead and I lifted her skirt exposing her ass to me She pushed it down nothing "STOP" while laughing. I slid my hand under her dress and felt her wetness, she brushed it away and pushed her ass into me. She was ready to get fucked.

She began to turn into my room but instead I pulled her away and further down the hall to Shaun's room. I paused at the door and standing behind her kissed her neck and groped her breasts through her dress. "Why are we going to his.." I then interrupted her with a kiss and opened the door.

When she entered she was bit confused, but I knew it was no or never. I locked the door behind and grabbed her tit while whispering, "It's time for your fantasy". I then slowly peeled her left dress straps off her shoulder and kissed her neck as I motioned for Shaun to come over. He leaned in unsure of himself and she immediately kissed him.I explored my hand under her dress and up her thigh. I grabbed her ass with the other and kissed her neck the opposite side as she faced him to make out. He began with one hand on her chin and the other by his side. As they continued deeply kissing he fondled her breasts over fabric and touched her hard nipples.

We alternated kissing her lips standing there. His kisses were deep, slow, and long. Mine were aggressive with lots of tongue, often transitioning from her lips down her neck to her shoulders.She held him near with one arm and searched for my cock with her other hand. His hands began exploring more grabbing her ass and grazing her legs. It was time to see if she was ready, I removed the other dress strap and it fell off her body onto the tile of his dorm. If she was going to chicken out it would be now as she stood completely exposed. She didn't even act as if she noticed.

Now her body became a free for all for our hands. Shaun immediately grabbed her tit and sheepishly worked toward her freshly shaved twat. She now had one hand on my face and the other on his, guiding our lips where she wanted to feel them. I pushed the pile forward toward the bottom bunk (it was actually his roommate's bed..that will be our little secret). She lay there not saying a word waiting for the next move. I knew he was too nervous and unsure, I had to advance the situation myself so I stepped in front of her face and watched her hungry hands remove my shorts exposing my rock hard cock as I stood before her. She immediately began sucking my dick harder than she had ever before, attacking it with her lust.

Shaun was still timid so he climbed into bed still clothed and began kissing her breasts and enjoying the body he had longed to see for so long with each gentle kiss until he reached her dripping slit. He went down on her in complete contrast to what she was doing to me, slowly taking his time and gently lapping her with his tongue. The entire time I had been seeing her she always took a good amount of time to orgasm, but it seemed like it was no time before she cumming her first wave. She removed her mouth to moan and push his face into her... as she released she push his head up, sh struggled to speak "Pants...off...switch".

Shaun to my surprise replaced me and immediately deeply kissed her after she had been sucking me. She fumbled with his drawstring of his shorts and he had to untie them for her. I fingered her dripping pussy, she had never been this wet before. I began sopping her juices with my cock, lubing it up. She was on BC and HATED condoms...which was great for me.

She removed his shorts and I tried not to look and create awkwardness. I could tell I was larger because she was taking all of him into her mouth whereas with mine she would gag about 3/4 of the way down. I grabbed a pillow and elevated her and stuck it beneath her and slid easily into a normally pretty tight pussy. I lifted one leg into the air and rested it against my chest as I pounded ferociously. Her beautiful tits bounced in tune, and she continued an assault on his cock. It didn't take long for her second orgasm, something she had only achieved with me a couple times. The sound of her sexy raspy moans and the moments she would pause sucking to beg "Fuck me...please don't stop.." apparently effected Shaun as he began grunting and tensing up.

"In her mouth!" I directed as I slowed my thrusts to let her recover... "She's ok with it".

He then grabbed her head and obviously planted his seed in her mouth. She pulled away to swallow what must have been a thick load, his dick still cumming.This turned me on. I removed my cock and lifted her petite body and carried her the four feet or so to the couch. "Ass up..doggy!" I placed one knee on the couch and supported myself with my other leg on the ground and forcefully entered her again.

Her hair was now loose and Shaun sat down before her for another round of dick sucking. I couldn't pass up the novelty so as I gripped her ass with one hand I lifted my other for a High Five. I then smacked her ass and gripped her hair..determined to fill her pussy. She was borderline screaming when she would lift her mouth to catch air. The sight of this and then her immediately forcing his cock in her mouth finished me and I thrusted deep inside and filled her with my load. She collapsed as I emptied every drop. Shaun put his hand on his head thinking it was done, then I said "Tyra..Tyra...his turn"

I could see the surprise on his face and a little apprehension, she lifted her head from the fake leather though and replied, "Please..I want that". She then sat up and straddled him. He adjusted his cock around her back but his first thrust went sideways. She then reached back and positioned it herself and he slowly sank in.

My cum leaked from her and down his shaft onto his balls. He didn't fuck like me, he was slow and methodical. e enjoyed every stroke and he held her back tight. He deeply kissed her.. after all this he was making love to her. There were no screams or "Fuck me's" coming from her..the only sound was sighs and soft moans. There wasn't much for me to do except watch, massage her, and assist with lifting her up and down. Tyra was down for anything with me, but she would not entertain anything anal.

Eventually I caught my wind and just watched. Their pace picked up a little and then I saw him make sudden thrusts as he came inside her as well. They didn't stop, they continued kissing and as his sensitivity wore off he layed her on her back.. the back of her head in my lap. They continued on and though my cock was right by her face she had no interest. I was relegated to holding her hair as she mad love to him. It didn't take long before she reached her final orgasm and though he wasn't as skilled as me.. his dick constantly slipping out and his thrusts short.. she began seizing up and reacting more intense than I had ever made her cum. He had never made a girl orgasm during sex until then, and the sound made him unleash his final load in unison with her.

As he pulled out a stream of cum or juices oozed onto the couch and they held each other. They continued kissing and touching their faces together as if I were not even in the room. I'll admit, for the first time I was jealous during the whole thing and I put on my shorts and left.

The next morning I hear a knock on my door as it was time for her to leave. She slept in the bed with him and they apparently had sex a couple more times. She was wearing his hoodie and pajama pants. He escorted us to the desk and when I retrieved my ID I said my goodbyes and watched him walk outside with her. He gave her a deep goodbye kiss.

In the wake of it I stopped responding to her calls and messages. He would talk to her but never had the guts to proposition another night with her at first. On top of that, the fact IU was ignoring her apparently made her want me more so she began incessantly talking about me to him. She came over to hang out one last time and I did not know she was coming. She spent the entire night being quiet and trying to pull me to the side to talk. When I finally gave in she pushed me to the wall by my room and said "I need your dick!"

I told her to get naked and wait for me and I just left her in there. I went to Shaun's room and told him and though he didn't say it I could tell he was pissed. Eventually she realized I wasn't coming back and dressed and came to Shaun's room and said she "wasn't feeling well". After that night he was through with her and it became nothing but a story we kept a secret.

She got back with her ex very soon after and eventually married him after college. They divorced after having a kid... then got back together. HAHA. Whenever me and him hang out away from our significant others we always wonder if she ever told Scott about how she was tag teamed by two of his classmates and filled with cum. We never had a girl come between us since then.