Hello everyone. I’ve been a big fan of reading this kinda stuff for a while, but I don’t have any crazy sexy stories except for the occasional risky sex with my GF. We’ve been together for two years, and things are pretty good.
I moved in with my GF – let’s call her Molly I guess – last month. She has been living with her best friend for a couple of years, but they’re both about to graduate. I already have my degree from last semester, but I am still jobhunting and doing gig work on the side, so I decided to just move into their student apartment after leaving my dorm.
Molly’s got this friend that we’ll call Jasmine, ‘Jazzy’, for short. They’ve been friends for a while. Jazzy has a *great* fucking body; her tits are probably Double-D’s, but she’s shortish (5’6) and petite so they really pop. She also has a really, really nice ass; tbh I think my GF’s is better, but I can’t help but stare at Jasmine’s when we swim She’s white, but not scandinavian or european or anything. I honestly wonder if she’s got a bit of Ashkanzi jew in here sometimes, because she has a pretty face sculpted like somebody of that lineage. She has brown eyes, and very good skin, but I wouldn’t say she’s like, scarlett johannson or anything. Greaaat body though.
She’s pretty weird, haha. Nothin’ wrong with that, she’s just a huge geek that dresses like a sorority sister and always talks about Rule 34 of her favorite shows. For as much as she talks about porn, I’ve never seen her bring a guy home; but it’s not like she doesn’t like male attention.
I don’t mean that in a demeaning way. What I mean is that she has said herself that she’s a little vain and likes harmless attention (that isn’t creepy).
And then there’s the whole Omegle thing. – probably about three times now – she’s brought up Omegle while the three of us were drinking. And every time, I have assumed we were just looking for interesting people to talk to or whatever, but every time, she gets kind of horny about it, which is so weird because she always acts kind of reserved until she’s looking at someone jerking off on a computer. She’ll linger on those people if they have a big dick, and this last time we did Omegle – last night – she even admitted that she wanted to “see someone stroke their cock”. My GF and I just kind of rolled with it.
As a dude in his early 20’s with a healthy sex drive, it can be weird living in this small apartment with Jazzy. She usually wears plenty of clothes, but every now and then we’ve had awkward encounters when one or the other person has snuck into the kitchen with just underwear on. And the clothes thing isn’t even always true.
Jasmine wears a lot of low-cut stuff, especially when we go out. She’s said she thinks she’s pretty hot, and so like, good for her, you know? She never brings guys home though – like, *ever*. She’s never dated anyone long term either. Honestly I’d wondered if she’s asexual until the omegle stuff started happening. But she knows she has nice tits and shows them off sometimes, even if she doesn’t bring people all the way on it.
Three times now, she’s sat next to me and my GF and flashed her tits. Usually its quick enough that the best view I can get is from omegle’s camera (that shows you what the other person sees), and I don’t ever want to make a big deal of trying to see them, cause we live together and my GF is always right there and I don’t wanna make it weird. Casual tiddy flashing. Whatevs, I can hang (and lowkey try to see them in the Omegle cam).
Last night, though, when she was comfortable mentioning to us that she was kind of horny, and we had all drank a decent but, Jasmine almost fully stripped at one point. She was eclectic, manically cackling at the reactions of men as she’d lift her shirt up and shake what she had. She finally got to where she just left her shirt where it was, bunched up at her neck. Usually she put it back down quickly – I assume cause I was there, cause I know she and my GF are usually comfortably topless when alone – but this time, she decided to just let her boobs hang out while skipping between guys.
I’m honestly hard and trying so hard not to obviously look, especially with my GF sitting next to me, when we skip and find a dude with a huge dick. You know, the kind that makes you feel like you got a pinky for a penis, even if your size is just fine. I’m not even into dudes and couldn’t help but stare for a second cause, like, it was a huge dick, you know? Like, damn. That’s a big dick.
Well Jazzy, breasts free, seemed to be pretty hype about this. He typed, “do you want to see me stroke my cock?” And Jasmine nodded, saying,
“I’d *love* to see you stroke your cock”.
So she just… watched. And Molly – a tall, skinny, A – cupped cutie with curly brown hair – watched for a sec before going to grab another drink. So I just sort of awkwardly sat on Reddit for a minute until I saw that monster-dick had sent another message.
“If you take your pants off, I’ll cum for you.”
This guy was having his lucky day, because Jasmine shot up and started teasingly dancing, laughing as she did it. She was partially making fun of him – as we normally did with these guys – but then she pushed her tights down to her knees and showed him her pussy. I didn’t get much of a look at it at all because she was too close to the screen, but I did get to see most of her ass while she stood there. And she didn’t seem to mind that I was sitting on the couch behind her; she didn’t look to catch me staring at an ass that she half-on, half-off sculpts at the gym.
She pulled her pants back up eventually, and got distracted when Molly came back into the room and started talking about something – but she didn’t pull her tights back up all the way. You could just barely catch the top half of her ass cheeks anytime you looked.
Something about this whole thing turned me on, soooo much. Like, this person that I’ve honestly get a little bit of sexual tension about is so casual about her best friend’s boyfriend being around when she’s showing off her body. It’s even more of a turn-on because I spent so long thinking she was legit asexual or some shit, but now I don’t know what to think. I fucked Molly’s brains out after we all went to bed, and I thought of Jazzy when I came on her ass, bent over our bed and waiting.
So like, that could all just be drunken shenanigans, right? But what happened this morning was really confusing. Just like always, Molly headed off to her Wednesday morning class. Jasmine and I are usually alone at the apartment for the first half of Mondays, Tursdays, and Friday’s, because she only does online classes because of COVID or something. I didn’t expect to see her so early after all the night’s drinking, but to my surprise, she came out into the living room while I was drinking coffee and watching the news.
She wore a bikini top and denim shorts, and said she was going to go for a swim at some point. We chatted a bit before she looked at her phone. Just like always, it is a *conscious fucking effort* not to look at Jasmine’s cleavage. I don’t want to make it weird with my roommate and GF’s friend. I like to think that I am extremely good at feigning disinterest in Jasmine – call it a survival mechanism, lol. She’s never caught me looking on Omegle nights, or ever, really – mostly cause I rarely look in the first place. Jazzy’s hot, but Molly’s the one for me and all.
Still, it was an effort not to look at her tits while she sat criss-cross applesauce on the rug across from me and stared at her phone. I didn’t though, until she looked up and asked, “why do you think my photos with cleavage get more likes on IG”?
I nearly spat my coffee out, mostly cause the question seemed to have an obvious answer. And she’s smart! And she knows she’s got a good rack, so I wasn’t sure why she was asking. But I fumbled through a few different scenarios with her, all the while she looked at me, unwavering, over a rack loosely cushioned by a red bikini top.
I never gave her an answer that wasn’t the obvious, “because your tits are out in those pics, and she never seemed happy with any of my half-assed explanations, and so honestly I still don’t even really know why she asked. She eventually dropped the subject and went back to her room for an online class (she never actually went to swim)
I looked at my IG just now. I rarely use it, so I didn’t have ‘likes’ on many of her pictures, just like I wouldn’t have many for anybody else. But on the swimsuit/cleavage pics she posted? I’d liked every single one. Yikes. Didn’t even realize I did that.
Man I don’t know people, but between her increasingly open sexuality and that weird conversation this morning I kind of wonder if Jasmine thinks its weird that I don’t oggle or something. And last night, she did sit on my lap very briefly, just like she’s often cuddly with Molly in the way that girls are. Idk if she wants it or not but living with her is proving to be super challenging.
Source: reddit.com/r/gonewildstories/comments/pt8quy/i_think_my_roommate_wants_me_to_look_at_her_tits
I had a roommate back in college, total Lesbian (dang it) and she thought nothing of running around the room in various stages of naked, ignoring me.
In fact, she really didn’t like me at all, always some snarky comments.
I admit, even with the situation, I really didn’t mind.
Keep us posted on further developments
Slyly encourage her to escalate the stuff she does. Get her to touch herself more, then a little masturbation while clothed, then less so. All while your GF is around. Then full out. If your GF doesn’t react, good. Next get a little touchy with the GF, then a little more, and more. If she keeps letting you and things escalate, you may end up with a 3some.