(This is the first post I’ve done and it’s waaay longer than intended so apologies but I remembered lots of detail)
So for New Year’s Eve a few years ago I (M21) was going to a bar with some workmates. On our last night out I had kissed one of the girls, and she was here tonight too. We’ll call her Chloe, she was 19, had blonde curly hair, good figure with a great ass. However, my ex had told me she was going out in the same city as me for the night, and was hinting that we should ‘bump into each other’. I almost regretted replying to her messages at this point because I didn’t want to meet up somewhere, especially with Chloe being here so I made sure I always dodged the question when she asked where I was going and just said we hadn’t decided yet.
(For context my ex had began to message me about a month or so before this having not spoken at all in 6/7 months. It started off as just friendly catch up chat but we’d been getting more flirty with each day, and some teasing soon began. For example, she would forward old nudes she had sent me, and I would tell her to try and not imagine how good my tongue feels right as she was going to sleep)
Fast forward to the midnight countdown and I’m in the bar with about 8 of my workmates, all quite drunk. Everyone is doing the standard ‘Happy new year!’ going round and hugging each other, and the couples getting their new year’s kiss. Chloe turned to her female friend and kissed her before they hugged. As her friend pulled away, Chloe looked straight at me and began to walk over. Without hesitating she planted a kiss straight on my lips. I pulled her in and we made out in front of everyone and I could feel them all watching. The kiss was intense with lots of tongue so she clearly didn’t care about that which was hot.
Now my issue was that I was very sure she was a virgin. I know, doesn’t sound like an issue at all right? However I was also very sure that she wouldn’t lose it for some hook-up with a workmate. I hadn’t had anything in the 6/7 months after splitting with my ex so to be very blunt all I wanted was a good fuck. So I thought I’ll just try to play my cards right and see if she’s had a change of heart since our last drunk kiss.
Then the night went to shit as one of the girls (we’ll call her Kelly) had just thrown up all over our table. It wasn’t even 12:30 and people were getting ready to take her home. I was pissed off because the night was ending as quickly as it had started, and I wasn’t even properly drunk yet either. I could tell a few others felt the same, including Chloe, so I suggested an afterparty at my student house. All my housemates weren’t going to be in either so there was good chance I could get Chloe to stay over.
We walk to my student house, Me and Chloe are leading the way with 2 guys and Kelly behind us. The time passed from leaving the bar to now had sobered everyone up a bit so the afterparty was just chilled out drinking and chatting. I can’t remember much about the next 2 hours or so, us guys were enjoying ourselves but the girls were flagging. Because my housemates wouldn’t be coming back here I said anyone could stay if they needed to, Chloe, Kelly and one guy took my offer. The other guy lived near by so he walked home as it was about 3am now. I was already planning in my head how I was going offer my room to Chloe. I’d been picturing her naked since we got back to the house but I could tell she was getting tired and that my chance was slipping away.
Then my phone begins to buzz, I look and see my ex (lets say Rachel) is calling me. I stepped out the room to answer it. I remember she laughed as she said hi to me, and asked if I was still out. I briefly explained how my night had gone to shit and that I was about to go to bed, and she went straight in with “So can I come over?”. I paused, I wasn’t interested in trying again with Rachel and I was worried that was what she wanted. Before I could come up with a reply she said “Come on I just want sex, that’s all”. For once it seemed like we actually had something in common lol. I warned that I had 3 people staying in my house, and asked her how much she’d had to drink, she replied “well yeah lots, but I know what I’m doing. And I know you want to fuck me too”. I hesitated again, I kind of knew I wasn’t going to get anywhere with Chloe now she was falling asleep and Rachel and I had always had great sex.
“Come on, just fuck me”, she says down the phone. That was all it took for my horny, intoxicated self to give in. I told her my address and that we’d have to sneak her in. She agreed and hung up, now I had about 15 minutes to get 3 people to sleep. I didn’t tell them what was going on, they were all falling asleep as it was. The remaining guy said he’d take the sofa he was already on. I put Kelly in one room and took Chloe to another, I showed her the bed and she crashed straight into it. I waited a second just to see if she would asked me to join, one last chance to get out of going there with my ex, but nothing. I shut the door and wait to hear Rachel’s taxi pull up.
I try to open the front door as quietly as possible to let Rachel in. She’s 20, and doesn’t have as good of a body compared to Chloe, but has slightly bigger tits and long straight brunette hair. I lead her upstairs and we go to my room, we chat for about 5-10 minutes about her night and whatever else before she asks me why I still have my clothes on. I say the same to her, and we start to undress ourselves. This isn’t some romantic reunion, I’m not helping her take her clothes off and we haven’t even kissed yet. Though the sexual tension begins once we’re both naked, as neither of us want to be the first to lean in to kiss the other. Instead I grab her by her throat and pull her towards me, we both tease to kiss each other but our lips don’t touch. When they finally do touch she kissed me aggressively, her tongue straight in my mouth, I can tell how much she wants this.
I force her down to her knees and she kisses and licks my cock as it grows harder. She put it in her mouth and gags almost straight away, her gag reflex had always been bad and she never often got much further than half way down my length. I then laid back on my bed and watched her fully lube me up with her mouth, spitting on my dick. “Go on then, sit on my dick”, I told her. She’s not getting any foreplay from me even though I usually like it. Though she mustn’t have needed it as I could feel how wet her pussy was as she lowered herself down my cock.
She didn’t mess around and she started riding me harder than she ever had before, she was fucking like her damn life depended on it. I was in shock, it was like she was possessed or something. She let out little whimpers of pleasure as she tried to keep quiet. She then put her feet flat on the bed and squatted over me, as she aligned my tip with her entrance I thrusted upwards so I was deep inside her. A loud moan escaped her mouth and from then on being quiet kinda went out the window. She grabbed hold of the rails at the head of my bed and bounced up and down my cock with such stamina I’d never seen from her. I didn’t even need to fuck her back, I just lay there as she fucking went for it. I was used to doing most of the work and being on top, so I enjoyed using her in this way. I started to fuck her back a little, matching her rhythm, and she let out a long moan and squirted almost straight away. I felt her pussy tighten around my hard dick as she slowed.
I told her to turn around into reverse cowgirl and she obliged immediately. One of the most sexy things Rachel would do is ride me in reverse cowgirl while she slowly runs her hands up her body and through her long (almost down to her ass) dark brown hair. This is exactly what she did, playing with her tits too while still keeping up a fast pace. She repeated these three riding positions for what felt like half an hour. It became one of those sessions where you lose all track of time, probably down to all the drinks too. She eventually wore herself out after 2 or 3 orgasms and lay next to me panting heavily, but I wasn’t done. I have good stamina and it’s very rare that I cum in less than 15-20 minutes, clearly the alcohol was having a strong effect on this too.
I sat up and put her on all fours, still panting I spank her ass hard a few times as I tease her clit with my dick. I grab all of her long hair and wrap it all once round my wrist before pulling it tight, and push myself inside her. She moans deep into a pillow as I fuck her hard and rough. I did this until her legs collapsed from beneath her, so I put her on her side and held her leg up. I know she likes this position and I watched her face change as my dick went deeper inside her. Now I wanted to cum, so I held on to a rail on my bed with one hand and choked her with the other, and railed her as hard as I could. It was so loud, her moans, my moans, the bed and our bodies coming together, I can’t believe anyone slept through it all. Then her moans became more of a scream as she came for the final time, and it was just what I needed to finish. I emptied myself inside her pussy, with my cock pulsing away as it drained.
A surprising end to a failure of a night.
Note: The guy who slept on the sofa heard it all and thought I was fucking Chloe until I told him lol.
Source: reddit.com/r/eroticliterature/comments/k9u0g7/failed_nye_night_out_ends_with_some_of_the_best