The night I cuckolded my friend

This happened a few years ago and I’ve never told anybody. So one night one of my friends and his wife hosted a party for our friendship group, there was 10 of us there, 3 couples and 4 singles guys, one of which included me. The dynamics in the friendship group have always been somewhat strained because my friend, the bf of the chick in question, had hooked up with one of the girls coupled with another of our friends in the group.

Anyway my friend’s girlfriend (Jessica) is so hot, things were always a little bit awkward between us when we were alone together. The first time I met her we got on like a house on fire and after that she was always a bit cold with me, I didn’t know why at the time but now I put it down to her probably liking me.

Anyway, this party was getting a bit out of hand as they sometimes did because we’d all end up drinking a ton of beers, but we were all in good spirits and having a blast. Jessica had been kinda flirty through the night which was weird for her as she was kinda cold when she was sober. She’d been making eye contact with me across the kitchen while she was sipping her drinks, but I didn’t think anything of it.

It must have been about 2am and my friend and Jessica wanted to go back to their place, so being kinda wasted I decided to hop in the Uber with them so I could sleep in a bed as there were too many people staying at the hosts place.

We got back to their place and I was still buzzing, my friend was totally wasted and decided to go to bed, but Jessica and me stayed up and carried on drinking downstairs. She was wearing a short red dress and heeled boots, she looked incredible and I was getting hard looking at her all night, so I was happy to stay up. She was drunk so she starting talking loads of shit about my friend and how she’s never been happy, I was just kinda nodding and agreeing making the right sounds, but I didn’t really care what she was saying as she was insulting my friend.

The next thing I know she’s telling me that she’s always found me attractive, and that she’d once seen me jacking off through keyhole in the bedroom door another time I’d stayed over. I was really shocked as I thought she was kind of prudish. She then went on to tell me in detail how she’d cheated on my friend with a guy in a bar in revenge for his adultery, she told me about the lace underwear she had to worn and how she had to throw it away because he’d literally torn it off her as soon as they got back to his apartment. I could feel my big, cut cock leaking precum as she told me.

Without warning Jessica got off the couch and onto her knees in front of me. I knew her bf was upstairs passed out but my heart was throbbing as much as my cock was. She unbuttoned then unzipped my pants and pulled down my boxer shorts and grasped my big cock with both hands, looked into my eyes and started sucking. The thrill was unbelievable, to this day I’ve never felt such a rush of adrenaline. She spat all over my balls and sucked them, making my shaft so sloppy, she began stroking and twisting my shaft and massaging my scrotum. You could see in her eyes she was desperate for my cum, but I had no intention of cumming in her mouth.

After a few minutes of receiving the best blowjob of my life, I stood up, she was drunk so she still tried to carry on sucking me. I push her down onto the rug and pulled her little black thong part way down, and without wanting to wait another second I put my cock deep inside her tight, dripping pussy. I watched her eyes roll back in her head as soon as she took all of me. I put my hand over her mouth to mute her moaning as to not wake my friend. I pulled out her natural DD titties from her dress and watched them jiggle as I fucked her brains out there on the carpet. I was so ready for her, two years of sexual tension was lifted almost instantly. I slowed down after a while and began doing deliberately slow and hard thrusts inside her, trying to get deeper with each one. Each time I went through her a muffled scream escaped my hand. I couldn’t hold it any longer, I moved in to a slow passionate groove inside her and told her inside her ear that I was going to cum. Jessica’s acrylic nails dug into my back as I emptied myself inside her slutty pussy. I removed my hand from her mouth and first she panted in my ear and then swirled her tongue inside it.

I got up and could see the cum dripping onto the carpet from her tiny hole. She was just laying there, used and fully clothed with her panties down round her boots. I should have felt guilty, but I didn’t. She went to the bathroom to clean up, while I made a quick exit to bed.

The next morning I woke up to the sound of her and my friend fucking. I could hear her moaning through the paper thin walls. I was so turned on I put my ear against the wall and jacked off listening to them. It wasn’t awkward the next day, luckily, we both played it really cool. She messaged me on telegram the next day saying she loved it and apologised if she had been loud the morning after, but she was so turned on thinking about my cum being inside her as her boyfriend fucked her.

It was always really weird being around them for me after that night because my friend was so oblivious of what had happened and I do feel guilty about it now. They broke up a few weeks ago and was thinking about messaging her, not sure it’s a good idea though.

Source: reddit.com/r/eroticliterature/comments/kvv0fw/the_night_i_cuckolded_my_friend

1 comment

  1. I’ve never really understood this particular genre or found it very tantalizing until I read this one. Seems like the sucker was being played like a full at least in my mind was always some asshole who deserved it. Clearly the friend in this story doesn’t fall in that category so your guilt at the end of it is strangely reassuring. I’ve totally done the exact same thing and never thought of it as cuckold ing. Like it would be totally a turn on to have some wife beater witness me getting his wife to scream my name LOL

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