Teaming up with [M]y awesome girl[F]riend to teach her borderline-virgin b[F]f how to fuck

SKIP TO **** FOR THE SEX

Hey all! For my first post on a newish account, I’m gonna share a bit about my girlfriend and the tale of my first threesome.

I’m an average-looking (imo) 25 year old white guy, on the taller side but with a stocky/heavyset build, brown hair, and a pretty average dick. Nothing special other then my high sex drive and luck in meeting my incredible girlfriend Billie.

Billie is a stunning 25 year old mixed race girl (Japanese/Irish tho she definitely looks more Japanese). I still don’t know how I was lucky enough to end up with her because I think she’s totally out of my league; a cute freckled face, wavy shoulder-length hair (black but at the time of the story she was dying it red), and a rocking curvy body capped with delicious 32DDD/F tits. She’s very confident, adventurous, upbeat, and sexually liberated; always teasing and making jokes, always looking for a good time, always passionate. She knows she’s hot and wants everyone to know it and I love it.

Me and Billie’s relationship is going amazing. We have a polyamorous/open relationship full of passion, fun, experimenting, and intimacy. We were both struggling through dry spells prior to meeting each other and getting together has made us very happy; we just click really well.

The backstory to us is it’s own story but the short version is this; we met by pretty much random chance, had a great hook up, hit it off really well, tried to take it slow and be fwb/fuckbuddies, only to throw that out and just start dating for real in less then a month because we have fantastic chemistry and all our friends could see it. This particular story happened during that funky period where we were being fwbs and trying to pretend we weren’t absolutely crazy about each other. We had decided that one of the things we’d be doing together was trying to help one another complete our fantasies that we had always wanted to do but hadn’t. I mentioned group sex as one such fantasy of mine and it caught Billie’s attention. She said that I could help with something.

That something was Sarah.

Sarah is Billie’s 20 year old best friend whose just out of college and is pretty much the polar opposite of Billie. She’s a young, shy, innocent, and inexperienced white girl with short dirty blonde hair, tiny flat tits, a petite frame with a surprisingly thick lower half (I’m a tits guy all the way, but her thighs and butt are to die for), and adorable buckteeth (Billie calls her “Chipmunk”). Prior to this, she had only been with one guy — barely — and had come from a very repressed background, which unsurprisingly led her to be very curious about sex and regularly pester Billie with questions about it. Billie loves Sarah like a little sister and wanted to help her build confidence/learn the ropes.

I’m a good prop for that, right? Billie thought so. So on a day we were all free, me and Billie went over to Sarah’s house for my first threesome and Sarah’s first proper fuck.

We got there early in the morning, and the first chunk of the day was pretty quiet. Billie sat me and Sarah down, introduced us and then did her “very-serious-adult” voice to lecture Sarah about stuff like getting tested, using condoms if she’s not on birth control/not sure the guy is clean, knowing when to say no, stuff like that. After a while of that, Billie decided we were ready to start (i.e., she got impatient) and told us to begin.

****

It started simply enough. I kissed Sarah and she kissed me. She was kinda clumsy about it at first but got into the groove pretty quick and started making out as Billie watched. Slowly I began also feeling Sarah up, all the while taking breaks to make sure she was alright and remind her we could stop anytime she wanted. That seemed to help her loosen up a bit and after a nice make out session, Billie suggested we should get moving back to Sarah’s bedroom. I agreed so I scooped up Sarah in my arms (she yelped in the cutest way when I did) and carried her to bed, with Billie close behind.

Once we got to Sarah’s room, I just dropped her on her bed and me and Billie started getting undressed. As we did, Sarah was blushing like crazy. When Billie pulled her bra off to let out her huge tits, Sarah turned practically luminescent and stuttered about how she wished she had big boobs like that. Billie — who is VERY proud of her looks and eats compliments like candy — managed to restrain the bragging and just said “maybe you’re not done growing, sweetie”. Once we were both naked we reminded Sarah *she* was supposed to naked too and helped her get undressed. We got her bed with her and Billie gave me my first task; get Sarah ready for cock.

So eat her out basically.

And I did. Licking her pussy, playing with her clit, fingering her. Doing everything I could to get her good and wet. As I did, Billie was rubbing Sarah’s shoulders and guiding her through it all, reassuring her. “You’re doing so well”, “tell him what makes you feel good”, “just roll with it”, stuff like that. Sarah, for her part, was just kinda moaning the whole time, lost in the feeling; I would later learn the one guy she had been with before had been terrible in bed and barely done anything with her, so this was all new to her.

Once I was satisfied with Sarah’s wetness, I put on a condom (me and Billie always fuck raw and we both hate condoms, but Sarah wasn’t on birth control and Billie wanted to teach her to be safe so…). I eased my dick into Sarah gently and here was where her voice really started to come out, as she moaned much louder then before. Then I did an experimental thrust and Sarah (who is so sweet and innocent she never *ever* swears) let out the loudest “FUCK!!!” I have ever heard in my life. She immediately slapped her hand over her mouth and blushed like a lightbulb, as if she had just swore in front of her parents, and after a solid minute or so of me and Billie laughing our asses off about it, I started to fuck Sarah missionary.

Now, me and Billie are both very passionate in bed. We go hard and we go fast, practically competing to see who can dominate who. Obviously we were concerned Sarah wasn’t ready for that, so instead I just took it slow with her. Sliding in and out, trying to get a nice rhythm going. Wasn’t my best work (like I said I hate condoms; they always feel awkward to me and throw off my groove and that was on top of me going way slower then usual), but Sarah certainly liked it; before long she was writhing and groaning under me, mumbling out things like “oh gosh” and “keep going” and “yes please yes”. Billie was still next to us, fingering herself and whispering encouragement to Sarah and instructions to me, clearly loving what she was seeing.

Then Sarah came. Holy shit. Can this girl *scream*.

Me and Billie froze as Sarah yelled out and quivered on my dick as she orgasmed. After a moment, she just kinda went limp (I almost thought she passed out for a second but thankfully no) and began murmuring “wow” and “thank you”. Turns out the loser she had been with before hadn’t even managed to make her cum, so this was her first time orgasming from sex. Sarah asked for a break to recover and we agreed to that. I pulled out and as I did, Billie gave Sarah a deep kiss (obviously Sarah’s first time kissing a girl too because her eyes went wide as hell) and then whispered “now watch and learn”.

It was time to show Sarah how it was really done.

Billie moved over to dick, yanked the condom off and started sucking me off to make sure I was still good and hard. After a bit of that, she switched to giving me one of her godlike titjobs (“no fair I can’t do that!” protested Sarah. “Better hope you’re still growing then, Chipmunk!” said Billie). She slid her amazing tits up and down my cock, making sure to lick and suck the tip. I could only take so much and warned Billie she would make me cum if she kept it up, so she grinned ear to ear, laid on her back and told me to fuck her. I got right to it, sliding in her soaking wet pussy and immediately starting to pound the ever-loving fuck out of her.

Poor innocent Sarah just laid next to us, an expression of pure shock on her face, as me and her “big sis” Billie fucked each other’s brains out, Billie letting out a stream of some of the filthiest dirty talk known to man (Billie cusses like a drunk sailor even outside of sex). Eventually, she began fingering herself. Before too long I was ready and Billie wrapped her legs around me, pulled me close and told me to cum. So I came hard and deep into Billie’s pussy. After a moment of catching our breathes, she had me pull out and told Sarah to clean me. Sarah said “huh?” and Billie rolled her eyes and said “blow him”. *That* Sarah understood so she got up and cleaned my dick off with her mouth. Her blowjob skills were pretty impressive for someone so inexperienced.

After a while of playing around between the three of us, I was hard as a rock again and Billie told me to lay down on my back. Billie then had Sarah sit on my face while she rode my dick hard, the two of them making out as I licked Sarah’s pussy and spanked and played with her juicy ass. After a bit of that, Billie said “switch”. Sarah and me asked if we should get a new condom but Billie was long-done being patient by this point and snapped for Sarah to just get on my dick, she would make me pull out. So they switched; Billie on my face, Sarah working my cock back in and riding me. And after another bit of that Heaven, I was in fact getting close again. I managed to pull my mouth off Billie’s pussy to say so, but before Billie could give the order for me to pull out, Sarah spoke up to say “in me in me please I wanna feel it”. Billie said fuck it and told me to fill Sarah up.

So I did. And as I did, Sarah came on my cock, trembling and screaming again.

After *that*, Sarah tapped out. Hey, she’s new to this. She laid next to us and just rubbed her pussy, clearly taking in what happened and letting my jizz flow out of her. Billie snapped back to “big sister” mode for a second to chew her out for letting me cum in her, I pointed out that Billie said it was okay and Billie snapped that “she shouldn’t be listening to horny Billie!”. It quickly became apparent that Sarah was a little too lost in her post-orgasm bliss to really pay attention to the lecture, so Billie just shook her head… and got right back to me.

Sarah proceeded to get quite a show as me and Billie fucked the absolute shit out of each other. We just went at it like animals. Switching through all sorts of different positions as we banged each other hard until Billie came twice and I came a third and final time in her pussy. After that we were all fucked out so we just collapsed on top of one another, whispering mushy romantic sweet nothings and kissing and hugging each other while my cock remained in Billie. Sarah said nothing aside from the occasional “wow”.

From there it gets very personal so I won’t go into a whole lot of detail, but the gist of is that we got cleaned up, had pizza, Sarah encouraged us to get together, and I drove Billie home while we had a serious talk about our feelings and how things would work. The next day, Billie made Sarah get a morning after pill. Barely a week and multiple fucks later, me and Billie started serious dating. We’ve had more interesting experiences since and will continue to do so I imagine.

Maybe I’ll share some of those too. But this was the one I felt best to open up with.

Source: reddit.com/r/gonewildstories/comments/sk1yx3/teaming_up_with_my_awesome_girlfriend_to_teach