[m]y girl[f][f]riend and the roommate (very, very long)

Hi folks, long time lurker, first time sharer. I wanted to give something back to a community that’s given me so many orgasms, so I hope you like this.

When I was 21 I lived in a two-bedroom apartment with a female friend (not my girlfriend), Melissa. We had worked together in the past, and found out we were each looking for an apartment around the same time. Melissa is bi, and had a boyfriend who she was constantly cheating on with men and women that she would hookup. We had hooked up a couple times before we moved in, nothing meaningful, just swapping oral for fun kind of thing.

Those encounters are a story for another time. I think it was just an unmet sex drive for her – she clearly really liked sex and people, and had a stronger sex drive than most men or women, and had no problem getting off and not telling her boyfriend. In terms how she looked, she is about 5’4” and has short blonde hair in a pixie cut about to her jawline. She’s really cute, with small but really firm breasts (like a 34) and a tight body. This isn’t her, but it looks a lot like her. Sorry to whoever this girl is: https://i.imgur.com/QBu1n1Y.jpg

The part I wanted to tell first was a wild encounter with her and my girlfriend. My girlfriend Allison was a couple years older than me, on the tall side for a woman (like 5’8”), with long blonde hair and great curves. She was a total nerd for animals and biology, and worked with livestock on a small farm. A lot of time outside and working keeps you fit and in shape, and she had some light freckles from the sun. Allison was also bi-curious at the time, interested in cute girls but had never actually acted on it. We had sometimes talked about what she was interested in on that side and what she would want to try… We both liked petite girls and had similar ideas about what was comfortable during sex. Again, this isn’t Allison but it looks a lot like her as well. Apologies again to this girl, ha. https://i.imgur.com/r8uNXQ0.jpg

I was lucky that Allison was comfortable with sex and her body, as an extreme reaction to her conservative parents, and so we could talk about the things we wanted or found exciting. We didn’t always act on those wishes, but it was nice to be open about it. We’re not together anymore, we weren’t very compatible for the long haul but it was a good two year relationship.

Allison and Melissa were pretty compatible with each other – I never outright told Allison that I had hooked up with Melissa in the past before we dated, but she knew Melissa was very open and got around a little bit. They weren’t close friends or anything, but were comfortable and friendly with each other. I wanted to encourage the idea of us having an FFM threesome at some point. Living with one really horny bisexual woman, and then having a curious girlfriend would be a bit of a risk, or potentially the perfect setup to a crazy night, but I really wanted to have a threesome and so I encouraged Allison to explore her curiosity.

I brought it up one weekend night to Allison, my proposal. I figured that if I told Melissa that Allison and I wanted to have a threesome with her, she’d jump at the chance. We’re all decently attractive people with healthy sexual attitudes and so I brought the idea to Allison first. As a result, there was a sense of inevitability to the first time I suggested it that made me nervous, like a little bit of deja vu. “I know you’re a little nervous about it. But I think Melissa would be into it and making you comfortable. Maybe we keep it light? Above the waist only or something, or just kissing” I figured if I could get her into it a little bit, if she liked it she’d want more and would develop from there.

“Maybe. We could start with just us making out and touching, with her in the room, and take it from there. I would be okay with that.” I felt like I had just gotten the ticket I had wanted. It was a way to get started.

I brought the idea to Melissa about one minute later in her room.. I did not want to risk letting Allison’s mood change or slip if I had this opening. Melissa was working on something on her computer in her room. I knocked on her door and she calls me in. “Allison and I want to know if you’d like to try a light three-way tonight.” Melissa looks up from her computer and freezes in her seat for a second, kind of squinting one eye at me. She’s suspicious but very curious, I don’t think I could forget that face. “Are you serious? Don’t joke.” “I’m completely serious, she just agreed to it. We’ll start out with you in the room watching and the two of us initiating, and then you can join in and kiss Allison and I after we get warmed up, we’ll go from there. Would you be okay with that?” “It’s a start.. I would like to kiss Allison a lot.” “Alright, well come over to our room.”

I came back to my bedroom with the news for Allison. “She’s into it. Let’s get a beer.”

In that moment I was just happy to have made progress on the topic and that Allison didn’t try to back away when proposed with the idea, or the confirmation that it could happen. She sat up and said “When?” “Let’s have a drink and then do it. I think I could use a drink.” My heart is pounding a little bit because it was just a high anxiety situation but it seems to be unfolding well.

We came out of my bedroom and Melissa was standing in the hallway looking at us. “You want to try this?” “We do.” Allison replied immediately. “Let’s just get a beer first.”

A drink was a good idea for us. It helped calm the nervous energy a little bit and gave us chance to go over ground rules quickly. We agreed that Melissa would sit in a chair at a short distance and watch Allison and I have sex at first, and then join us when Allison felt comfortable and start with just kissing. She’d stay above the waist on both of us, so maybe not the most fulfilling for her but we could have some kissing and breast play and take it from there. Being Allison’s first time she wanted to take it slow.

We finished our beers quickly and came back to my bedroom. There was a lot of nervous energy in the air. Melissa grabbed a chair and turned it to face the bed, a few feet away from it, and sat down, her legs slightly open a bit, looking at us expectantly. Allison and I sat down on the side of the bed, facing Melissa a little bit but mostly each other. I could feel my palms getting a little clammy, I wanted to do this but was trying to keep my nerves down.

I kissed Allison deeply, and she pushed her tongue into my mouth a little bit. I leaned closer to her and put my hand on her breast and rubbed it a little, and then started rubbing harder at the nipple. She sighed gently into my mouth and I pushed her back on the bed, rubbing her breast harder. I could hear some rustling to my left and looked over, and saw that Melissa was emulating my action on herself, teasing herself a little over her shirt.

Allison and I start pulling at each other’s clothes, kissing and touching each other all over and letting Melissa watch as we play and get more comfortable. I pull Allison’s shirt off over her head, and then unhook her bra right after. She’s unbuckling my belt, and whispering to me about how she wants to get fucked. I think Melissa is close enough to hear, but she inches the seat closer to us. She’s just a few feet away, close enough to put her feet up on the bed if she wanted to. Her feet are down on the floor but arching, as she spreads her legs a little bit. She’s still wearing pants but is rubbing both of her tits through her shirt.

Allison is tugging my jeans down on me now as I pull Allison’s bra off and free her nice tits. I like foreplay, but I also like losing most of the clothing first, I’m very visual like that I guess. I look over at Melissa, and she’s moved one hand to rubbing over her pants and staring at Allison’s tits. They’re like a great 34B, not huge but a nice shape and great to look at. She is never hurting for cleavage, for sure.

Having lost half our clothing, Allison and I start kissing again, lots of tongue and I’m roaming her body, especially her tits. Her hands are on my butt, kneading it a little bit through my boxers. She’s on her back on the bed, with the pillows under her head, and I’m kneeling between her legs facing her and leaning forward onto her, roughly missionary position but we’re still half dressed. She has my pants down around my knees but my boxers are still there and I have an obvious tent in them.

We kiss again for a minute, and then break to look at each other again. Melissa is clearly super horny and has unbuttoned her pants, rubbing her pussy on the inside of her jeans that she’s still wearing. I think she’s doing an admirable job of not pushing Allison too far too fast, she wants this to go well and everyone to be comfortable.

At that point Allison gestured or something at Melissa, because she appeared at the bedside suddenly. They kiss in front of me, and it’s incredibly hot to watch. They’re both very attractive, in different but still conventional ways, and seeing Allison kiss another girl in front of me is really exciting. Seeing Melissa kiss her is even better, it’s very exciting. There’s a lot of tongue and a soft moan from one of them, I think Allison. Melissa is still fully dressed though, and rubbing her own pussy through her pants. The kiss breaks off for a minute, and Melissa stands back and pulls her shirt off. She’s wearing a small white bra over her nice firm breasts, and unhooks it and drops it to the floor. I’ve seen them before and know they’re great tits, and Allison looks a little nervous but still excited. She’s smiling but there’s some nervousness behind it, an anxious smile.

I lean in and kiss Allison again, partially trying to add something comfortable and take her mind off it for a minute, and partially to taste Melissa’s breath on her tongue. It’s good.

Melissa leans in to kiss her again after we break off, and they do, for just a moment. Melissa’s hand reaches forward and she puts it on Allison’s breast. Then Allison suddenly pulls back, “I’m sorry.. This is too much.” My heart is breaking a little. “How about she stays on the chair and watches us, honey?” I want to save the situation and let this play out, or leave it open to escalate again. I don’t want Allison to be uncomfortable, but I’ve been hoping for this day for a long time.

Allison looks at me, back at Melissa’s tits, “Okay. I like being watched…” and then kisses me again. She and I are grinding on each other, and I’m trying in the back of my head to process what that last statement meant while focusing 90% of my attention on the half-naked woman in front of me and the one next to me. Melissa looks a little forlorn but is still standing there playing with her pussy, so she can’t be feeling too bad. I think she really just wanted to play with Allison and I instead of herself.

Melissa sits down in the chair and pushes her pants lower, pulling her panties down. She’s shaved down there but not recently, there’s just a thin layer of hair. Sitting back in the chair, she puts her feet up on the edge of the bed and is playing with one of her tits and her pussy. I know I can’t touch her but I feel an incredibly powerful urge to grab her and fuck them both right now. I know that feeling won’t end well though, so I push it down and just put the energy behind it into Allison in front of me.

She’s wearing this obnoxious braided belt on her pants, which I almost rip open and then I’m pulling her jeans down. They’re tight and it’s a little struggle, but she’s free in front of me soon and naked. She always shaves completely, every day, and there’s a perfect fresh pussy in front of me. I dive into it for a minute, licking from her vagina up to her clit and back again, doing laps around her lips and then adding a finger to her vagina while I focus on her clit. She’s having a blast and there’s incredible heat and moisture coming down at me. She’s groaning and arcing her back in front of me, and pulling on her nipples. This is basically girl heaven I guess. After a couple more minutes of that, I pull back and push my boxers down the rest of the way, kicking my pants off finally.

I look over at Melissa for the first time in a while, and she’s staring at my throbbing cock and making slow circles around her clit. From the look on her face I’m pretty sure she wishes I was about to fuck her wildly instead of Allison, but we both know it’s not going to happen. I smile at her and lean forward, and push my cock into Allison’s throbbing pussy. I don’t come in her unless invited (sometimes she lets me as a treat at the right time in her cycle), she’s on birth control so we haven’t used condoms since we started dating. I prefer to come on her tits, and she doesn’t care as long as it’s not in her pussy or on her face.

We’re in that missionary position for a while, and then we roll over and she mounts my cock. She rides me, and we both watch Melissa fucking her pussy with her fingers and teasing her nipples. Melissa is staring at Allison’s bouncing tits and furiously fucking her pussy and pulling and pinching on her nipples. She pulls her fingers out of her pussy and tastes them for a second, then continues. Allison is watching her while riding me and starts playing with her clit with one hand. I’m holding onto her hips and rocking her back and forth a little bit.

Melissa stops fingering her pussy for a minute and spreads it open with both hands for me. Allison is staring at it too, it’s perfect and gorgeous and bright pink, with a little bit of girl cream around the edges and more coming down it. She’s giving us almost as much of a show as we are her, showing us how hot she can be for us. I know I’m not far off from blowing my load at this point, I’m way overstimulated by the whole scene and incredibly turned on by the two girls.

“I’m not far off, let’s switch” I tell Allison, and we roll over so that she’s under me again, kneading her own breasts with one hand and toying her clit with the other. I have her ankles crossed over one shoulder to create more pressure on my cock, and start pounding away as fast and hard as I can. This is basically my ideal position for a great orgasm, there’s a ton of pressure on my cock from her and I have complete control over speed and depth. Allison starts getting louder and more vocal as I get faster and harder, knowing I’m at most a minute away from bursting all over the place. She’s shouting “Fuck me!” over and over, and I am so happy to fulfill the request.

I’m thrusting as fast as I can while looking back and forth between Melissa playing with her clit and nice little tits while whimpering, and Allison laying in front of me holding her breasts and screaming “Fuck me! Fuck me! Fuck me!”. Then I can feel her cumming on my dick and her pussy contracting strongly over my shaft. She’s incredibly tight and firm on my cock and I can feel the pressure mounting really quickly in my cock.

That feeling plus the scene is really stimulating and I can feel I’m about to come, so I pull out. Allison knows what I like and sits up a little on her elbows, but still in her own orgasmic world and looks up at my cock, and shouts “Yes! Come on me.”, cupping her breasts as I start to shoot my cum all over her tits. Half a dozen blasts fly out and land mostly on her tits and a little on her stomach. She’s sitting up on her elbows when I’m done groaning and looks up at me, clearly a little cum drunk. I’m wobbling a little myself on my knees and lean back on my butt and heels.

Before either of us can say anything, Melissa sits forward from her seat, and with one hand still fingering in her pussy, reaches out, grabs one of Allison’s tits, and licks it with one big stroke, picking up a bunch of my cum on her tongue and swallowing it. She moans right away and keeps rubbing her clit and then she cums a few seconds later, her naked body writing in the air next to us. Watching her lick my cum off Allison’s tits was easily the hottest thing I’d ever seen and I almost felt like cumming again right away from seeing that. I was heavily stimulated at that point but that was almost too much to watch. The taste of my cum on her tongue set her right over the edge and I was so turned on by watching that!

Allison was okay with it I think – less mess to clean up… I sit back on the bed so that I’m not busting my knees, and Allison has two tissues in her hand from the box by the bed, wiping the cum off her tits and looks pretty happy. The post orgasm high probably loosened her boundaries a little. “That was awesome. I came so hard thinking about you watching us Melissa. We should try this again another time.” Melissa smiles, “You two are great. I would watch that anytime, that was better than any porn I’ve seen.” Some laughter from all three of us as we get dressed again. My dick is damp with Allison’s cum.

This was definitely not the only time we three fooled around, but it was a good way to set some rules and open up our relationship and permission. If you all like my writing style and this story I can share more stories of my 1:1 hookups with Melissa, some of my sex adventures with Allison, or one of the other threesomes we had in that house. We had a few more that got a little more loose on the rules as we each got more comfortable in the situation. Or if you have any questions ask away I guess.

Source: reddit.com/r/gonewildstories/comments/3j68of/my_girlffriend_and_the_roommate_very_very_long