That time I (M23) fucked a lesbian (F21)

Longtime lurker in general, just found this sub recently and have been reading it voraciously, so thought I’d finally make an account and contribute a story or two of my own. My sex life has overall been fairly by the books and unremarkable, but there have been a handful of notable experiences. Names have been changed. Sexy stuff begins after the row of hyphens. Begin now!

I was 23 at the time of this story (not currently), and it was the summer between my junior and senior years of college (first senior year anyway, woooo victory lap). I was back home for the summer, living in a house with my brother “Bill” and one of our old friends “Matt.” The house was Matt’s, and his girlfriend stayed over more often than not. We were all working a lot and came and went as we pleased, Matt in construction, Bill at a particular “big box” electronics store that is no longer around, and myself at the deli counter in our local grocery store (part of a big chain here in the south).

It was a pretty great summer, all in all – me and my bro and our friend all living together in a nice house in a newly developing suburban area of the city, playing videogames and getting shithoused constantly. I was in a pretty weird mental state at the time, though; my girlfriend and I had broken up at the beginning of the summer. We’d been dating for three years, and the breakup was messy (a story for another time). So I was pretty bummed about that, but then on top of it I ran into a girl I had a crush on in high school within the first week of moving home and we hooked up the night before she left for Europe on some big group trip for a month. Between the bad breakup and kind of pining for this girl who basically used me to trial run her equipment before spending a month getting plowed by various swarthy Europeans (no offense to you swarthy Europeans), I wasn’t really looking for much at the moment other than playing Guitar Hero and getting drunk.

One of my coworkers in the deli was a girl we’ll call “Liza.” She was one of the few other people my age working in the deli, so we struck up a friendship fairly quickly. She was mixed Colombian and Vietnamese (I think), about 5’6″ so a solid half a foot shorter than me. Naturally tanned, fairly slim and athletic build with a bit of a bubble butt and probably about a full B cup. She had kind of mousy features, and her black hair was cut in a shaggy pixie style that sometimes looked almost like a baby mullet when it was wet.

She made it clear early on that she was a lesbian. I think it might have actually been the first thing she said to me. “Hi, I’m Liza. I like titties.” She had a thing for the girl working next door in the bakery and was convinced she could convert her. In the past I was very shy and nervous about approaching girls, but I think the fact that Liza was a lesbian made it easier – she was basically non-datable, so that was that and it made it easier to just chill around her.

I should point out that this was about ten years ago and she was maybe the second or third lesbian I’d met at that point in my life. I was fairly sheltered growing up, and hadn’t met anybody who described themselves as bisexual ever by then. I don’t know if Liza was actually bi, but she only ever described herself as a lesbian (which she did repeatedly), so that’s what I’m sticking with.

She lived close by so we eventually started hanging out after work. We’d each buy a six pack and play Guitar Hero at Matt’s house with the guys, she even came to my mom’s house and met the rest of my family a few times. I met her ex girlfriend (they were still trying to be friends after their breakup) and then helped her egg the girl’s house two nights later (the friendship thing wasn’t working out I guess). She was loud and vulgar and funny. It was good times.

As it turned out, I would often have the house to myself overnight – Matt traveled a lot to other cities for his job, and Bill had other friends nearby who he would stay out drinking with and end up crashing at their places. I enjoyed these particular nights because I have always hated wearing clothes in general, and I could just take everything off on my way inside, grab a beer, and sit on the couch in my boxers watching cartoons or whatever. I didn’t actually have my own room in this setup and slept on the couch in the living room, so opportunities to be a slob like this were few and precious.

On one of these nights, Liza tagged along to hang out and drink. I started taking off my uniform as soon as we got in the door without really thinking about it and had gotten my top shirt off and my pants halfway down before I froze and looked over at Liza. She blinked maybe twice, shrugged, said “Fuck it man, I hate clothes too” and started undressing as well. We each grabbed a beer and plopped down on the couch, I in my boxers and socks, and she completely topless, wearing only some bike shorts she always had on under her uniform.

We ended up doing this a lot, just hanging out nearly naked and drunk. She was like a bro with boobs. It was funny when someone else would come home unexpectedly. Matt’s girlfriend was with him one time and she did not think it was funny. I realized that Liza had a pretty banging body (definitely the hottest girl I’d seen naked-ish), but she was still about as sexual to me as a piece of furniture at that time. She was a lesbian, I was kind of meh about women on account of my achy breaky heart, plus I was drinking a lot. So it never occurred to me to make a move. Why would it?

—————————————————————————————————–

One of these nights, we arrived at the house already pretty buzzed (we’d gone with some coworkers to the shitty Applebee’s bar near the store before heading home). Matt was out of town for a few days, and Bill was there on the couch, messing with his phone.

Liza was pretty greasy and smelly from working the rotisserie ovens all day, and I wasn’t much better off. So we walked in and immediately the clothes started coming off. She grabs a beer in the kitchen and keeps on walking to the master bedroom (Matt’s), saying “God dammit do I need a shower. Come on, Glib, wash my back.”

I just grabbed a beer and followed along, stone-faced. For all our naked hangouts thus far I hadn’t seen her completely nude, so I figured why not, I’ll see what’s going on down there. Bill heard this exchange, sighed, and walked out the front door.

I lingered in the bedroom proper, getting undressed and finishing my beer. By the time I got into the bathroom, she was already in the shower shampooing her hair. I climbed in behind her. It was a big shower, separate from the tub, so there was plenty of room for both of us.

She handed me the bar of soap over her shoulder and held her shaggy hair up so I could get her neck. Now, my type has always been extra curvy and top-heavy, but Liza was definitely the most traditionally physically attractive girl I’d ever been naked in a shower with. I soaped her back, starting at her neck and working my way down, massaging slightly as I went. I still had a pretty solid buzz going so I lingered for a while on her butt, making a big show of groping it and kneading it thoroughly (we’d grabbed at each other’s bits and pieces during our many naked nights so it wasn’t anything we hadn’t done before, but this was the first time it was skin-on-skin). I squatted down and soaped up her thighs, then her calves, taking advantage of my position to admire her butt some more–

–then she turned around, and I was staring at the nicest pussy I’d ever seen. She was waxed bald and had two small stars tattooed just above it that would be covered by a swimsuit. I had never seen a waxed one in person before. It was mesmerizing.

“Okay, your turn,” she said. “Turn around.”

I reluctantly got up and realized I was sporting a semi, the first time I’d actually gotten one around her. As I turned around, it sort of grazed against her stomach.

“Careful with that thing, asshole!” she laughed. After giving my back a good soap and rinse, we both got out and dried off. She realized she didn’t have any clothes at the house other than what she took off at the door.

“Fuck it, let’s just go to bed.” Pause. “Go get more beers first.”

I grabbed four beers from the kitchen and headed back to Matt’s room. The lights are out and Liza is under the sheets. I hand her a beer and get in next to her. She’s warm and soft, but her hair is still mostly wet and clinging to her neck. We lay there chatting quietly between sips. The subject of exes and conquests comes up.

“You know,” she says, “I’ve actually been with a guy before, once.” Long sip. “A friend of mine in high school. It was alright.”

I have always been really bad at picking up on signals. Notoriously bad.

“Yeah, I mean, I definitely prefer girls,” she continued. “I’ve only really dated girls. I don’t think I could love a guy like I could love a girl. But every once in a while you just need some real…penetration, you know?”

“Can’t say I know that, no.” I said. Another thing I’ve always been really bad at is making jokes.

She didn’t laugh. Silence for a few moments. She killed the beer she had and rolled the empty can lazily off the side of the bed.

“Hey Glib?” she said.

“Yeah?”

She swung her left arm across her body and in one smooth motion reached under the sheets and put the palm of her open hand at the base of my cock. Then she closed her fingers around the shaft and grabbed my balls. She had a handful of my package, basically.

“Do you think you could help me out?”

Two months of heartache and numbness evaporated like that, and I was at full attention immediately.

“Uhh…uhh….c-condom!” I blurted out, and reached over into Matt’s bedside table. I fumbled in the dark for the box of condoms while Liza stroked me under the sheets. After what seemed like ages, I managed to get one on.

Liza slung her leg over me and maneuvered into position to ride me. She whimpered a tiny bit as she worked her way down around my dick – I’m not exactly huge, but she was very tight. When she finally had all of me inside her she sighed.

“Ahhhhh, goddamn. That’s good. Do you wanna suck on my tits? It’ll help.”

“Okay,” I replied, still not entirely sure that any of this was really happening but being of sound enough mind to remember that I did in fact love tits. She leaned forward, grabbing the headboard for support. I lifted my head up a bit and started licking her perky right breast, groping the left one simultaneously. I kept this up while she used the headboard as leverage and began riding me proper, slowly for the first few strokes and eventually pounding down on me like it was the end of the world.

Liza must have been pretty worked up from the get-go because it was probably only a solid four minutes of this before she came, unleashing a stream of obscenities such as I had never heard before (she did love her swears). She writhed around for a bit catching her breath, then climbed off of me and rolled onto her back next to me. I was about to get upset, but then she kept rolling, stopping on her hands and knees, ass up in the air.

“I guess I’d be a dick if I didn’t let you get yours too. Hop aboard. Stay out of brown town though.”***

I wasn’t used to having sex with a condom on, but even with the decreased sensitivity I didn’t last much longer. After maybe three minutes of trying my hardest to fuck her through the mattress, I told her I was about to finish.

“Oh! Oh hey!” she shouted, and suddenly pulled herself off and away from me. I was confused and worried I’d done something wrong, but she spun around to face me. “Do it on my face! Like the pornos!” she shouted, way more excited than she should have been about the prospect. She laid down perpendicular to me; I was still up on my knees facing the headboard, she now had her legs dangling off the right side of the bed with her head positioned just below my junk.

“Are you serious?!?” I was in disbelief, but already pulling the condom off.

“Yeah man, I’m a lesbian,”–which struck me as a funny thing to say in light of the thorough dicking she’d just received–“I’ve never done it before! Do it!”

“Do what?” I asked her as I began furiously stroking myself. I leaned forward and supported my weight against the headboard with my left hand, positioning my cock directly above her nose.

She smirked. She knew what I was trying to get out of her, and she obliged. “CUM ON MY FUCKING FACE, GLIB!”

Three more strokes and I was shooting my load in all the worst places possible – some got up her nose, it went across both eyes, a little in her mouth, and if I’m remembering correctly, one of her ears. It was violent chaos all over her face.

To Liza’s credit, she managed to wait until I was mostly done before she jumped up and ran blindly towards the bathroom, shouting “WHYYYYYYYYYYYY DID I DO THAT!?!” as she struggled to get the jizz out of her eyes. A quick wash in the shower and several q-tips and muttered curses later, and she was back in the bed.

You might think this kind of event would make things weird between people like us…and you’d be right. That ended up being the last night she came over to the house. We had a conversation the next day at work about how we both clearly just needed to get our rocks off and that it wouldn’t happen again and we would still be friends, but things just weren’t the same. Two weeks later I walked out on the job – I think she told some of our coworkers that we hooked up, and one of the particularly gross older ladies started making some very lewd suggestions to me when she’d get me alone. That, plus Liza and I not really talking anymore, just made the place uncomfortable, so I just left and went back up to the town my college was in a few weeks early and crashed on someone’s couch until school started. I was kinda bummed that our friendship ended in that awkward, sad way, but I at least got something good for the spank bank out of it.

**TLDR: college summer, lesbian coworker becomes buds, we get drunk and naked a lot and she eventually suggests we do a fuck, we do and then it gets awkward forever.**

***(To this day that’s the one thing I remember most clearly about the whole incident – the moon illuminating the room through the blinds, Liza bent over, offering her slender body up for me to vent my sexual frustrations against, her wet hair shining in the light as she warns me to “Stay out of brown town.” Ridiculous.)

Source: reddit.com/r/gonewildstories/comments/572zqc/that_time_i_m23_fucked_a_lesbian_f21