I [M29] unexpectedly slept with one of my [f]riends, and I’ll never forget it

Obligatory this happened a few years ago, but still turns me on thinking about it now.

So just for some background context, myself and friend. Let’s call her Emily, we’ve grown-up together from our early teens, then in our later years we moved to different towns with our parents but kept in touch/ visited each other from time to time. We’ve never been anymore than good friends, inevitably as the years went by we’d drifted with me being off at Uni ect…

Fast forward, it was late November & we’d met up for lunch to have a catch-up, while at lunch Emily mentioned that her friend was having a night out for her birthday & asked if I wanted to go? Being the introvert that I am, I hesitated but ultimately agreed to go (why not)

So a few weeks later, I drove up to her mum’s house for the night out (Where she was living at the time) she lives around an hour away so offered to let me sleep on the sofa for the night as I’d certainly not be driving back that night.

I get to her house, drop my things off in the living room for later. We chat/ chill until her [f]riend arrives at the house then head out, hit up a few pubs & bars. We get to the end of the night, we walk everyone home then it’s just myself & Emily stumbling back to hers at around midnight.

We get into the hallway of her house, and just as I turn to go into the living room to head off to bed she says “Don’t worry about staying down here, you can sleep upstairs with me” I looked at her and agreed so I grab my things from the living room and follow her upstairs. We get to the top of the stairs and she heads into the bathroom, and I turn and head to the bedroom to start getting undressed into my boxers ready for bed.

Few minutes later Emily walks back into the room and goes over to her wardrobe, starts getting undressed. Up until this point I wasn’t paying much attention to what she was doing but as I glanced up my jaw hit the floor, up until this point in all the years I’d known her I’d never even seen her in a swimsuit/ bikini let alone a matching black lace bra & thong.

Still processing that image of her she then takes off her bra revealing her large soft breats, I definitely felt my dick twitch. She proceeded to then put on a shirt for bedtime. Anyway, I play it off cool like w/e we’ve known eachother for like 10+ years but that mental image was definitely ‘wank bank’ material.

Anyway so we get in bed, switch lights out and I turn over to head of to sleep room very much still spinning… Little while later, Emily whispers over to me ‘Hey, can we spoon for a bit it’s freezing’ so I turn back over like ‘Yeah, sure’ so I turn over and assume the position of big spoon, she then nestles herself in against me. Friend’s do this sorta thing right? I was trying to be cool about it but that mental image of her undressing in front of me was making it, hard.

As we were spooning my dick was getting harder by the minute, there was no way she couldn’t feel it rubbing against her incredibly soft ass. After maybe 5/10 minutes I was about as hard as I could be at this point… I tried to be mature & ignore it, w/e but as we’re spooning and to this day I’m still not sure if I was imagining it due to being drunk or she was doing it on purpose or if she was just fidgeting but it definitely felt like she was rubbing her ass against me…. Now up until this point in the 10+ years I’ve known Emily we’ve never been this ‘close’

I was honestly so turned on by this point that I figured I’d see where things go, so as we continued to spoon I was lightly touching around her stomach area I gradually moved my hand down to her navel and towards the band of her underwear. Then slowly I slid just the tips of my fingers inside the band of her underwear fully expecting her to stop me there but nothing?

I kept my fingers just inside the band of her underwear just for a little bit longer to make sure, but hesitantly I slowly moved my hand further into her underwear down over her labia, then slipping my finger inside her very wet, very warm pussy. It was honestly finger heaven. Emily let out a little whimper as I started fingering her harder & faster.

Still knuckles deep inside her she turns to face me & we start making out, and things start to get hot & heavy. As we’re making out Emily then proceeds to pull her thong off, and then as her hands come back up she reaches into my boxers with both hands using one hand to firmly hold & start stroking me, it felt amazing in her hand and the other hand to slide my boxers down she pulls my dick towards her so I pull my fingers out from her and she then starts rubbing the tip of my dick against herself, still firmly holding my dick she guides my dick towards her pussy, as I bite her lip I thrust my dick all the way inside her letting out a little moan as I enter her.

Still in complete disbelief, all I can remember was how amazing her pussy felt. We continue making out, thrusting into eachother harder & faster. I really wanted to see/ make her cum, so I pull out then roll her underneath me, then placing her legs over my shoulders then entered her again, her pussy was so wet I slipped straight inside her, As I entered began slow thrusting every inch of my dick into her, we continued fucking like this for good while, slowly getting faster & harder. I could feel her start to tense up & fidget around as she edged towards cumming so I take my hand and began rubbing her clit she starts moaning, grabbing the bed sheets then she arch’s her back, all I remember feeling is a rush of wetness filling her pussy as she came, that feeling pushed me over the edge I could feel myself starting to cum inside her so I pulled out as quick as I could and the biggest cum shot I’d made for a while, all over her pussy & stomach.

It’s been a few years since this night, but I don’t think I’ll ever forget and it god I wish it would happen again…..

Source: reddit.com/r/gonewildstories/comments/w7wegn/i_m29_unexpectedly_slept_with_one_of_my_friends

6 comments

  1. She undressed in front of you for the first time: “We’re very close friends, I guess.”

    She asks you to spoon for warmth: “Friends do this, right?”

    She’s literally grinding into your cock: “We’ve never been this close.”

    “I wish it could happen again”… have you ever approached *her?* Because if she lit the runway any brighter, it would be on fire.

  2. nice story and happened similarly to me

    even though it might be weird you should’ve done a little bit of talking so that you can be 100% sure it’s mutual or at least really take care about that part

    female friend of mine got raped by her former childhood friend when he was sleeping at her place after partying and she still needs to go to therapy until today

  3. It happened to me it was car play damn she was hot but wanted me to eat her out so i went down but it was smelly so I told her and got kicked out of the car that was the end of that friendship she told everyone I had small dick.. is 7 inch small? You lucky guy

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