How I lost my virginity (M22)

NSFW

Context: I was 18 at the time and she was 19. For this story I will name her Ashley and I will be Jack

So to start I was already kinda obsessed with her already, but she wasn’t really feeling that way to me. We worked at a fast food place together and we ended up going to college together. Me and Ashley and a friend of hers that we will call Valeria (Wish I would have fucked her to), oh also there is her roommate we will call Sophie(She was really nice hope she’s doing alright).

So one night I get a call from Valeria asking me if I want to drink with them (I had never drank before hand). Sophie goes out and buys some hard liquor and chasers while me, Valeria, and Ashley meet up at my dorm and just watch some movies for the mean time. Once Sophie gets there we all kinda jittery because it’s also Ashley’s first time drinking and Valeria was just excited to drink.

We start to drink I’m lowkey kinda chugging it because at the time I didn’t feel it I even started drinking it from the bottle, we’re all having a good time and laughing and all but then Sophie’s got to go and Valeria walks her to her dorm and it’s just me and Ashley. (I didn’t have a roommate at the time just quick fact incase). Me and Ashley have hung out alone a few times but we were a bit tipsy at this point and we have cuddled before but this time it was different.

We had the movie on and had a mattress on the ground because we were really all planning on staying in my dorm with Valeria and Sophie sharing a bed and me and Ashley sharing the other(Valeria’s idea W wingman tho). Me and Ashley watch the movie and cuddle but then she kinda starts rubbing up against my crotch I started getting hard and feeling up on her body. She begins to rub a little more aggressive and I slide my hand under her shirt holding one of her big tits on my hand.

We slowly start getting more and more sexual up until the point were she gets on top of me and making out like crazy I take her shirt and bra off and start sucking on her tits while grabbing her ass as she unzips my pants and spits in her hand and begins to jerk me off I get so hard automatically. She goes down and starts giving me some crazy head I felt so beautiful and so much spit on my cock. I cum almost instantly fro the head but Ashley looks and smiles at me and says she’s not done yet.

She begins to take her leggings and panties off she puts her pussy on top of my dick not yet putting it in yet and I feel how wet her pussy is as she rubs it’s up and down my cock. Then without warning it slips in and both me and her jump surprised as it went in raw I had already came once and had precum on my cock but she just starts riding it like crazy back and forth and with her wet pussy making noise the whole time it felt like heaven with how tight it was I don’t last very long unfortunately and I came inside I had warned her but she didn’t car she kept going it was so hot.

My cock eventually can’t go anymore unfortunately again. And she lays on me with my cock still inside but slips out when she lays on me I’m so drained at this point and she whispers in my ear and says your mine now. As I laugh we lay and just slowly make out for a good five minutes until Valeria comes back knocking on the door, we change quickly and open the door Valeria looks at us and smells the room and asks if we fucked we both just kinda blush and Valeria says Have fun and wear protection I’ll see you guys tomorrow morning.

After she left we layer there and laughed, I fell asleep shortly after I was so tired and she fell asleep in my arms as we cuddled to sleep. My legs felt so weak the morning after and I had a crazy hang over, we continued like friends for about a week it was a little awkward.

Let me know if you guys want anymore of my and Ashley’s story’s we dates for about a year and a half after

Posted Sep 15, 2026, 1:05 AM UTC

30
Loading comments…