How I Finally (Almost) Fucked My Oldest Crush [MF]

The end of college was bittersweet. After 4 years of partying without consequence, the get-togethers finally started to feel like going-away parties.
Shannon and I had gone to high school together, but hadn’t ever really met because of totally different friend groups. We stayed on the same co-ed dorm floor our freshman year and hit it off and had run in the same social circles ever since then. Everyone loved Shannon. She was involved in clubs, study groups, organized events. She was brilliant and everyone was just kinda drawn to her. It also helps that she’s drop dead gorgeous. Long, beach blonde hair, skinny, maybe 5’4” with a smile that takes up her entire face. She has one of those genuine laughs that makes you feel like you’ve known her your entire life. Shannon didn’t dress purposefully sexy all that often – could usually be seen in leggings and a tee shirt – but now and then when she went out, she’d really show off. She has a perky ass that was obviously built by squats. Her tits are almost big for her build, maybe just bigger than a C cup. She’s fit, with a toned stomach that deserved to be seen. Shannon was a huge flirt, even when she had a boyfriend or a girlfriend. She was always standing just close enough to make you nervous.

I had a huge on and off crush on Shannon since the dorms. She was super touchy and flirty with me (wrapping around my waist and looking up into my eyes when we hugged, touching my arms when we laughed together, one time even sitting in my lap) but bad timing made sure nothing ever happened between us. She always had a boyfriend when I was single, or I studied abroad when she was single, etc.

Everyone I knew was at this house party. The house was completely packed to the point it was hard to navigate with all the people that you would’ve had to squeeze past. I was in the kitchen grabbing a drink when I spotted Shannon. She wore a white, bralette style crop top that hugged her tits (the type that ties around the back of the neck, not sure what they’re actually called) and a tight, sage green skirt. We locked eyes from across the room and her face lit up. She slid through the crowd over to me. “Hey cutie” she said playfully before wrapping her arms around me in a tight hug. She teased me a bit for my outfit, a generic grey polo and jeans.
“Almost didn’t recognize you, thought you were some frat guy.” I laughed and said, “oh yeah? And what about you?” Gesturing at her outfit. She played along, doing a sarcastic little curtsy. “Try not to stare. Come on, let’s catch up.” She grabbed my hand and guided me to the living room. We sat on the floor in front of the couch sipping on cheap beer. The room was packed so we were squeezed in pretty close. I had a perfect view of her soft titties as we talked, gossiping about the last few years. She smelled sweet. “Okay so I heard a rumor but it was never confirmed.” she said with a challenging look at me.
“Shoot.”
She smiled and asked, “Did you and Lauren hook up junior year?” I laughed as memories from the previous year flooded back to me. What a summer. “Yeah, maybe 4 or 5 times last summer. She’s pretty wild.” Shannon laughed and grabbed my knee. “Dude, we’re eskimo brothers!” We laughed together, scooting closer and touching more, intentionally now. The conversation stayed on the topic of hook-ups and exes, who we had and who we hadn’t, almost-dids and never-woulds.
“You know freshman year in the dorm… I thought you were such a cutie.” My heart fell into my stomach. I’m not a very nervous guy, but Shannon gave me butterflies. I tried to play it cool. “Really..? I mean, I don’t think I exactly made it a secret that I was into you.”
“No yeah, I could tell.” she said with a wink. “It was just one of those bad timing things I guess. I was dating Louis, and then right after that ended you studied abroad for that semester.” She paused. “Otherwise I would’ve been all over you.” We locked eyes for a few seconds, sipping our drinks. “I guess the universe really fucked us on that one, huh? And now we’ll never know.” I said. She kept staring at me. She bit her lip and smiled at me. “Yeah, too late now, huh?” The party continued on and I did a quick lap of the room, losing track of Shannon.

Someone showed up with more liquor and everyone started rushing out back to take shots. I walked down the crowded hallway, making my way slowly towards the backyard. I was almost at the end of the hall, when the bathroom door to the right of me opened a crack and a hand reached out, grabbing my wrist. Shannon. She pulled me in. Her face was flushed and her drink was empty. She wrapped her arms around my neck and stood on her tip-toes. “I have to know.” She pressed her full lips against mine and slipped her tongue into my mouth. 4 years of built up tension finally released as I pushed her up against the wall. Our hands moved wildly up and down each other’s bodies. I ran my hands over her dainty shoulders and undid the strap on her top. Her tits felt so good in my hands. I let them fall and couldn’t help but stare as they bounced. Shannon grabbed my dick and let out a little gasp as she felt how hard it was. I grabbed her by the hips and lifted her off of her feet and onto the sink behind us. She wasted no time, pulling her skirt up around her torso and pulling her panties to the side. She ran her fingers over her wet pussy, pushing her pink lips apart. Her legs were in the air as she watched me undo my pants. Shannon reached forward and grabbed my hard dick and pulled it towards her. She was ready. I slid my dick up and down over her labia, feeling the wetness on the head of my dick. She tossed her head back and put a hand over her mouth, stifling a desperate moan. I pushed into her just slightly and the tip of my dick entered her wet pussy. I warmed her up, just thrusting a bit of my dick into her slowly. She moaned breathily while grabbing her tits. Finally, I pushed the entire length of me into her. “Oh, fuck.” She moaned out loud, pulling me by the waist towards her and grinding her hips against me. She was so wet. I was fully inside her now, and before I could even complete a second thrust – banging on the door.

There was shouting outside, and what sounded like a stampede down the hallway. Shannon and I released each other, both of us taken aback. I helped her off the sink and we confusedly put our clothes back on and made ourselves look presentable before leaving the bathroom and heading into the yard. People were grabbing their belongings, and calling Ubers. A middle aged neighbor shouted at us that she had called the police. There had been a fist fight between two of our classmates out front in the yard and it had killed the party. Before Shannon and I could address our situation our respective friend groups were pulling each other away, letting us know our rides were there and the party was finished. We both had social obligations for the rest of the night, so there would be no trying again. I looked at Shannon and she looked at me. The moment was over, but the tension remained. We had finally tried to give each other what we wanted for so long, and the universe fucked us one last time. We smiled at each other knowingly and laughed. I pulled her in for a hug, both of us giggling. “Next time.” I said.
“I’ll be waiting.”, she replied. She kissed me on the cheek. Her hand still cupping my cheek, she looked at me coyly and said “Brag about me.” We both laughed as she walked away from me towards her friends. She looked back at me as she disappeared into an Uber. I still think about her.

Source: reddit.com/r/gonewildstories/comments/v15lvo/how_i_finally_almost_fucked_my_oldest_crush_mf

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