My First Time: With a Girl [FF]

*Quick context: Based on the the DMs and questions I’ve been getting – which I fucking love by the way – I started thinking about writing a series of posts about my first times. E.g. my first blowjob, first time having sex, first threesome, etc. I can’t post things here that happened when I was under 18, so I’ll probably write those up and post them elsewhere, maybe on my Patreon.*

*And you know me. My name is Riley. I’m 26 years old, and a bit of a girl-next-door type. Specifically, I’m a 5’4” brunette with brown eyes, I wear my hair long, a bit past shoulder length, and I stay pretty toned with cycling classes. I’m no supermodel, but I’ve never had trouble attracting a guy (or even a girl).*

College was an exciting time for me. I went to a big school in New York, and there were a lot of new experiences, sexual and otherwise. My first year, I lived in a freshman dorm, and shared a room with my Asian roommate Nancy, in a hall with around 20 co-ed rooms.

At the far end was a girl named Theresa. She was also Asian, and about my height, obviously dark black hair, very beautiful, gorgeous skin, and a tendency to float in and out of rooms. I met her the first day I moved in, but mostly just thought of her as a pretty girl that I probably wouldn’t have much in common with.

Over the next few weeks, we occasionally ran into each other hanging out in each others’ dorms, on the street, etc. Once I saw her at an apartment party, but that was about it. I mostly hooked up with guys at the time, exploring my college freedom a lot, maybe too much, but all-in-all having a good time.

One night I was coming back from a night at a bar (I wasn’t 21 but had an ID) with a guy that I had been flirting with (Jason) and two other friends. We all agreed to head up to my room since it was 3am and nothing else was open.

In the elevator, we ran into Theresa and her friend, and we all got to chatting drunkenly, eventually deciding to go back to Theresa’s dorm, which was larger and apparently had a fridge stocked with drinks.

Hanging out there, the six of us, was fun, but after a bit, Theresa’s friend passed out on one of the couches, and of my guy friends left.

We were left as just myself, Theresa, and Jason, the guy I had been hanging out with and flirting with that night.

Jason and I were sitting on Theresa’s couch, not quite cuddling, but his hand kept finding it’s way to me, touching my shoulder, legs, etc.

It was getting cold in New York, so I was wearing jeans, brown leather boots, a blue blouse, and a fleece, which I had unzipped inside.

Jason clearly expected to get laid, understandably, since I had been leading him on.

But the drinks apparently were encouraging Jason to shoot for the moon, and he started making some comments that all three of us (Theresa, myself, and him) should go in to Theresa’s bedroom.

Theresa was surprisingly flirty about it, and she came over and joined us on the couch, sitting next to me, with Jason on the far end of the couch. Theresa’s friend was passed out cold a few feet away.

Theresa started playing with my hair, and asked Jason, “is this what you had in mind?”

Jason nodded, and said, “you should give her a kiss.”

Theresa smiled and leaned in, giving me the lightest peck on the lips.

“Like that?” She laughed.

What happened next still makes me giggle, and should be a lesson to all guys about how aggressive they should be in threesomes.

Jason started reaching down and unzipping his pants, reaching in and grabbing his cock before Theresa could shriek, “haha no don’t do it!”

He definitely had a shot that night, but had just blown it.

I’m going to blame the alcohol, but also we were all just young, including Jason.

Anyway, Theresa moves away from me, and gradually makes it clear to Jason that it’s time for him to leave, which he does.

He invites me with him, but I’m not feeling him as much anymore.

I was feeling Theresa though.

Once Jason was gone, and it was just me and her, we looked at each other and giggled, suddenly aware of the sexual tension. We also looked over at her friend asleep on the couch, and laughed a bit more.

“Should we hang out in my room?” Asked Theresa.

I nodded yes, and she led the way in, and I closed the door behind us.

It was a small single dorm room, with a twin size bed and a cheap desk next to it. She had some books, decorations, plants, etc around the room.

The bed was neatly made.

She took a seat near the head of the bed, and I saw a foot or two away from her, more in the middle.

We didn’t have any music on or anything.

I said some small talk about how it was nice to have Jason gone, and she started sliding over towards me on the bed.

Soon she had leaned in, and moved her face over to mine.

I was deeply aware of her Asian beauty, smooth skin, silky hair, and large oval eyes. I felt her soft breath on my face, and my own breathing quickened, as I also sat more upright, heart pounding, feeling my lips dry out and licking them nervously.

She kissed me on the lips. Not a peck this time, but a tender, passionate kiss. No tongue right away, but a passionate, moving kiss that made me want more.

Soon we had our hands on each other, our hips, touching our breasts, each other’s faces.

Clearly neither of us were prudes, but this was my first time with a girl, so it was all brand new, and I was just as nervous as I was excited.

I started pulling her shirt off, and she helped me, exposing her black bra underneath, which I struggled with momentarily, then unclasped.

I looked down at her slim, perky nipples and tiny breasts, breathing heavily, feeling like I was about to hold a delicate, precious thing.

She laid back on the bed, and I started licking and massaging her breasts, only sitting up briefly to take off my own fleece, and blouse, and then my bra, as she laid back watching.

I laid down on top of her, feeling my breasts against hers, and kissing her deeply, my tongue diving deep into her mouth as our bodies pressed against each other.

Soon we were grinding softly against each other, and feeling her hands grabbing my ass wasn’t enough for me.

I stood up, unzipping my jeans and shimmying out of them.

On the bed, she was unzipping hers, and raised her hips to push them down.

I was now naked, and bent over to help her, pulling her jeans down, and peeling them off her ankles.

The last item of clothing between us was her panties, and I kneeled on the bed to kiss her stomach, and kiss down over her panties.

I was surprised at how aggressive I had become, since she had initially taken the initiative, but the horniness was really kicking in, and I wanted her so badly.

I grabbed the sides of her panties and pulled them down, exposing trimmed black hair around a delicate and beautiful pussy.

I remember her plump but streamlined pussy lips, glistening wet, and her slightly undulating hips, just inviting me to lean down and taste her.

I went down on her, reaching out with my tongue and running it across her pussy. I was rewarded with an incredibly sweat, almost vanilla taste, and her moans and trembling encouraged me more.

Soon I was flicking my tongue across her clit, completely confused and not knowing what I was doing, but still delighted with the reaction I was getting from her.

She was squirming against my face, legs kicking out, and wrapping around my body. She reached down and grabbed my head, grinding against my mouth slightly.

I felt my own pussy getting wetter, and I felt so empowered by the effect I was having on her.

I slipped a finger into her pussy – I can’t imagine I found her G spot at all that night, but I loved penetrating her, and she loved it too.

There is a stereotype of Asian girls being submissive, and maybe it’s true sometimes, but Theresa was not like that. She fucked almost like a boy, and it was incredibly sexy.

I couldn’t have imaged a better first girl to have sex with.

She started building to a climax, almost shrieking, face contorting, and pulling at my hair and shoulders.

I felt her legs go rigid, and her toes curl, and her pussy started pulsating and squeezing around my finger.

After a few moments, it was over and she relaxed down in the bed, pushing me away slightly and telling me to stop because she was sensitive.

It was the first time, but definitely not the last time, I made a girl come.

She laid there panting. “I want to get you off, Riley.”

I can’t say why, but I was more excited at the idea of making out with her that of her going down on me. I laid down next to her, and we laid on our sides facing each other. I started kissing her on the lips, while I moved her hand on top of my vulva.

When her hand touched my clit, I gasped. It felt like I was finally feeling the release from hours of built up tension.

I was already wet, and as we played with each others’ tongues, and I grabbed the back of her head with my free hand, she rubbed my clit more aggressively.

I started moaning desperately into her mouth, looking directly into her eyes just inches away. I wanted her so badly, and felt so completed by feeling her so close.

She started whispering sweet things to me, “Riley you are so beautiful, you made me come so hard. Oh baby I’ve been wanting to make out with you all night…”

Then my body twisted, and my back arched – she kept on me, rubbing me, leaning down to suck on one of my nipples. Breathing heavily with me and experiencing my orgasm build right alongside me. I grabbed her hand, want to feel even more of her with me…

And then I came – hard – my back arching, moaning, eyes closed but suddenly clenching her hand hard.

We passed out, since it was almost light outside at that point. The next morning, I went down the hall back to my own room, elated and barely able to believe that it had happened.

It was incredibly hot. Years later, with her married (to a guy), and me moving on to new places and people, I still think about her regularly and touch myself.

Source: reddit.com/r/gonewildstories/comments/a35d00/my_first_time_with_a_girl_ff

16 comments

  1. Damn, I relate to the feelings you describe so much (I’m a bi girl).

    There’s something about pleasuring another woman that is hella empowering. Maybe because you’re more in tune with the reactions and can empathise fully with the sensations being felt.

    And — as someone who can’t wait for a guy’s face to get between my legs when I’m having a straight encounter — I’m surprisingly not bothered about whether a girl goes down on me (I mean, I am if it gets serious, but I’m not if it’s casual — obviously with my long-term partner there’d be something amiss if she wasn’t giving me head lol.)

    I wonder why this is. Almost like there’s so much else I want to do and experience with another girl — often on a more intimate level than what I desire with men. And as much I love giving blow jobs, eating pussy can be so incredibly hot, especially when you’re really into someone. Like, literally nothing makes me wetter.

    Anyway, great story!

  2. By the way, I’m not allowed to post of lot of my “First Time” stories because of various reddit content guidelines.

    So I have them in my Patreon, e.g. the story of my [first ever sexual experience with a boy is here](https://www.patreon.com/posts/my-first-time-23132832). And I’ll post more over the next few days that I’m working on.

    Obviously I would love to have more patrons, so I can dedicate more time to these stories, but I definitely get that its not for everyone. DM me to hear more, or to give me any feedback. Thanks!

  3. Your story is really amazing and hot. Let me tell you my Jason story and biggest sexual regret. I was in my early 20’s Sitting on the couch with my then gf and her best friend. I was sitting in the middle. I could tell my gf was feeling a little frisky under the blanket. All of a sudden and to my surprise she hops off the couch and kneels between my legs. Now I’ve never had a 3some at this point. She looks at her friend and says I’m going to go down on him and starts to take my dick out of my pants. Her best friend does not object. Just as she takes her first lick I blurt out of my stupid mouth, “maybe she can help too.” My gf says no and her friend got up a minute later and says, ” I think I’m going to go to bed” I totally blew it. Moral of the story…Don’t be a Jason. If a woman has the courage to take the lead of a 3some. Then shut your mouth and let it happen. I still think of that night 23 years later.

  4. I came so hard reading that!! And you are also a very talented writer. I gotta go read the rest of your stories now!!

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