I take Halloween way too seriously. I go all out and get dressed up and really into the whole theme. I went out with a group of friends as a charismatic pirate. I was a huge hit and people constantly talked and took pictures with me. It was the closest to a celebrity I’ll probably ever feel.
At the time I was really into a girl who was not going out with us but knew everyone there. There was our mutual friend here on Halloween, a really pretty Filipina girl who I partied with a lot. She was a little shorter than me at around 5’3, dark medium length hair and I’d describe her frame as athletic as she had a pretty tight stomach but wasn’t slender. She had C cup breasts and a curvy ass with just the right amount of meat on her thighs. She was dressed as a witch in all black, short dress, black streaked makeup and a sheer black shawl that covered her ample cleavage. We’ll call her Vanessa.
I was always attracted to Vanessa but I didn’t think much of it. She had a habit of low standards which was surprising considering she was a good looking girl. I knew I was better looking than the guys I’ve seen pick her up, but I never made my move because one I was afraid or rejection and two I didn’t want to fuck things up with the girl I actually wanted to get with.
I didn’t think much of Vanessa that Halloween night outside of I did find her attractive as usual. We went out a lot together partying and in retrospect it’s kind of stupid that I never really made a move. We went bar hopping and I got uncharacteristically really drunk. It really sold my pirate act but I couldn’t even walk straight. We head over to a club and it’s there my judgement plummets.
I see Vanessa up ahead looking at me smiling and whispering to one of our mutual friends ear. I knew it, she was asking if I was single. Vanessa realized the chemistry and now she wants to pounce. But wait! Her friend tells her I’m into the other girl and Vanessa is surprised, happy for me and understanding. This is terrible, how can I make my move now? At least this is what I believed was said as I stood several feet away looking at them in a drunken gaze. What did they actually say? Stick to the end of the story to find out the surprising truth.
I buy a friend a drink and myself a shot and I take it. I needed liquid courage now, and this was the first time I ever got this drunk and the first time I got drunk to make a move. I go to approach Vanessa who now is moving away to go downstairs to the bathrooms. I follow downstairs and nod to her smiling. I stumble in closely to her outside the bathroom doors and say “You’re really sexy.” she laughs and says thanks you don’t look so bad yourself pointing to my elaborate pirate wig. “What about without the getup?” I asked as I leaned in way closer than I ever would have imagined sober. She didn’t say anything but closed the very tiny gap I left between us with a kiss.
We make out. I begin grabbing at her hips which she gently nudges me away…”Inside” she said laughing and we went into the girls bathroom and into a stall, making out. “You have such a sexy body” I tell her like an idiot as I squeeze her back and work down to her nice curvy ass as our tongues go deep into each others throats. I was groping at her like a school kid while working her neck “I want to fuck you so bad” I told her. She clutched me and I took a few gropes under her dress to feel her soft panties against her pussy and then together we slid them down until they dropped to her ankles. I grab her pussy with my entire hand and then I take a few swipes at her clit.
She asked if I had a condom, but I didn’t carry much outside of a credit card and ID since I was in costume so I shook my head no and hoping that wouldn’t kill the mood I dropped my pants and put her hand on my throbbing cock. I kiss her a bit more and I tell her “Wet it up” she looked a bit confused so I tell her to spit on my dick and she bends over a bit spits on it and begins to stroke all of me in her hand while smirking at me. “Wetter” I told her and then I proceeded to take a fistful of her medium length hair and gently nudge her downward to signal what I wanted.
She squatted on the stall floor careful not to touch it and put my cock in her mouth. She was smiling a bit but I know she wanted her quickie. She could get about 3/4 of my dick in her mouth and used her hand to support it. I told her not to stroke (because I didn’t want to get close to cumming). I’ve had women fully deep throat me before so this wasn’t particularly great head. But I wanted to say I saw her face with my cock in her mouth so it was mentally satisfying.
I pull my cock out of her mouth and guide her back up by putting one hand on her chin and one hand on the left side of her body and gently bring her upwards. I put her back against a wall of a stall and lift her bent left leg that had her panty dangling off her ankle and I awkwardly squat down and under and come up thrusting my soaking wet cock inside of her dripping pussy. At this point people already knew a couple was in the stalls and made passing comments so most of my jitters were out of the way. I removed her panty looked at it and we both chuckles and I dashed it in my pirate coat.
I pressed up against her as I kissed and sucked on her neck while her arms were around me. I worked to get her shawl off so I could kiss her cleavage a bit and then I pulled her dress down to reveal one tit but quickly revealed both. I wasn’t sure if I’d fuck Vanessa again so I wanted to see her tits so I didn’t have regrets. I just took what I wanted from her dress as my hands would go up the bottom of her and squeeze her ass and I’d squeeze and suck on her perky tits.
I pulled out and so much precum strings were evident and sticking to her. I turned her around and I placed her hands against the stall. I pulled her by the hips until she was bent over in a way I was comfortable and I lifted her dress displaying her entire ass to me. I felt like I got to see all of the places I normally can’t which made me feel better than all the men who hadn’t. I thrusted my cock into her and I began to fuck her hard. The clapping of my balls to her ass cheeks began to fill the bathroom. She was relatively quiet when we were standing facing each other but now she had muffled moaning that sounded like whimpers. I spread her ass cheeks so I can see her asshole and I decide to spit on it – twice so I can see it run down. Vanessa was my sexy little whore now so I verify that with one good smack on her ass as I pound away. Vanessa yelped a bit and someone asked if she was OK. I told her to tell them how good it was which she replied “So…so fucking good!”
I pounded extremely fast and hard I think the only thing stopping me from busting was all the people around us outside. Littered through her failing muffled moans were “shit” and “fuck” “right there, right there!” she exclaimed as I tried to angle a bit more upwards inside of her. I pounded as long as I could for her but I had to pull out and I unloaded my cum all over her ass. Most people didn’t care but someone said “finally” and another clapped.
I gave Vanessa some toilet paper and we wiped my cum off together and dropped it in the toilet bowl. She asked for her panties as she got her self together but I refused her telling her she could get them back another night. Her mouth dropped and she insisted I told her “there’s nothing to be embarrassed about everyone knows what you did!” we teased a bit back and forth but I didn’t give up her panties. We went on to go back upstairs and we danced mostly separately or in a group. We didn’t go home together but all went our separate ways by night’s end.
But one thing was still bugging me, what did Vanessa say to our friend? I ask our friend who declined a few times before I insisted I’d buy her a drink for telling me. She told me “She asked if you were gay”. My mouth dropped “Why the hell would she ask that?!” and apparently my elaborate getup and playfulness gave out flamboyant vibes which I understood. I was really embarrassed that me having fun could be interpreted that way, but my friend had told her that I was into another girl in our friend group so that part I predicted correctly.
I would get to have sex with Vanessa again as it would turn out. I did eventually date the girl I liked that didn’t come out that night and now she is in a very serious relationship with another guy. When I met him he’s a nice guy but I do get enjoyment knowing I’ve taken the love of his life and cummed all over her.
Source: reddit.com/r/sexystories/comments/n5htja/mf_i_fucked_my_friend_on_halloween