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

Obligatory this happened a few years ago, but it’s a story I’ll never forget.

Just for some background context, myself and [f]riend. Let’s call her Emily, she’s a long term family friend & we grew up together in the same town for a while in our early teens but eventually we both moved away with our parents to different places. I would have considered her one of my best friends at one point but as years went by, we drifted apart with me going off to university ect…

Fast forward to 2018, it was late November and we’d met up for lunch to have a catch-up, super casual nothing that we hadn’t done before. While at lunch Emily mentioned that one of her friends 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, I figured a night out would do me some good.

A few weeks later, it’s the night of the party and I drive up to her mum’s house, as she lived over an hour away I’d not be driving back she’d offered to let me sleep on the sofa that night. So I get to her house, drop my things off in the living room for later. We chat/ chill for a few hours until her birthday [f]riend arrives, once the [f]riend arrives we head out and hit up a few pubs & bars. We get to the end of the night, we walk everyone in the group home 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 forgot to sort the bedding out” 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.

A few minutes later just as I’m getting undressed into my boxers for bed, Emily walks back into the room & goes over to her wardrobe and gets a bed shirt out, then just as I glanced up she’d taken off her dress & my jaw hit the floor. Underneath her dress, she was wearing this really nice black lace bra & thong, then shortly after she unhooks her bra to let the girls out, I definitely felt my dick twitch because wow! before covering them back up with a bed shirt. Up until this point in time, I’ve never even seen Emily in a swimsuit or a bikini let alone topless in a black lace thong, those were mental images I’m never going to forget.

Still very much processing all this, try to be mature about 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, cough* hard.

As we were spooning I could feel my dick 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.

As mentioned before I’ve known Emily for a long time & we’ve never been this ‘close’ before, I was so turned on at this point that I thought if anything were to happen then perhaps this was it? As we continued to spoon I was lightly touching around her stomach area. Then gradually moved my hand down towards and then over her navel and then down to the band of her underwear.

Slowly I slipped 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 she seemed okay with it? Hesitantly I moved my hand further into her underwear down over her clitoris & started slowly rubbing/ touching around her pussy.

After playing with her for a little bit I could feel her getting wetter so I moved my hand slightly further down and just as I slipped two of my fingers inside her, she let out a little whimper. She felt so wet and so warm it was like finger heaven

After a few minutes of finger fucking her, Emily grabs my hand and pulls it out from her underwear then turns to face me and pulls herself closer and we start making out, as we’re making out I can feel her fidgeting as I look down she’d pulled her thong off 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 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 each other 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, but god I wish it would happen again…..

Source: reddit.com/r/gonewildstories/comments/w8dhxm/i_m29_unexpectedly_slept_with_one_of_my_friends