***Author's note: This is closely based on a true story, with names and minor details changed to protect the not-so-innocent. Everyone was well over 18 when this occurred and certainly should have known better! If you have an issue with some moderately kinky rough sex, drinking, or cheating please don't read. Also, this took place around 2010, so bear that in mind when it comes to the instant messaging and livestreaming. Part one is fun but fairly tame; in part two things get a bit more kinky and dirty. And part three will shift over into the fetish category - but there'll be a disclaimer at the top of all of them just in case.***
Towards the end of college I was in a long-distance relationship with my girlfriend Kate. I'm not really sure how that happened - there's no way I should be trusted in any relationship let alone one where there's over 200 miles between us - but it was pretty clear it wasn't working out. Sure, the sex was still great but that only happened once a month when we got together and the rest of the time we mostly fought via text. Not a great situation and pretty much all my friends knew that.
At that time I was sharing a house with three friends, including an ex-girlfriend, Chris. We'd dated our Freshman year and had a pretty amicable split. Both of us had been looking for more of an initial college fling than anything too serious, so it was pretty natural that we'd stayed friends. We'd even double dated with later partners and would frequently complain to each other if relationships were going sideways. More recently things had gotten a little flirty, though we both made it clear we weren't interested in any future dating. I attributed her new forwardness to an increased confidence - she was looking better than ever and judging by the number of guys I'd see sneaking out of the house I wasn't the only one who noticed!
Also around that time another ex I'd kept in touch with had gone through a rough breakup and I was happy to be a sounding board for her. Liz was a high school flame. Our breakup had been a little more contentious (I feel like the first breakup out of high school always is!) but there really was no alternative given we were both going to different schools and a little too horny for our own good. We'd both gotten into new relationships pretty quickly, but while mine had been the fairly casual affair with Chris, hers had been long term and fairly serious. In fact, she told me that aside from a few early hookups, the relationship that just ended and her relationship with me were the only two significant ones she'd been in. She also told me her ex had been about the most vanilla guy imaginable. Sure they had sex, but always missionary with the lights off and only ever to the point where he came. She even told me she hadn't had anyone go down on her since me, which I found shocking. Certainly neither of us had really known what we were doing sexually when we dated, but she'd always struck me as a pretty sex-positive girl and very open to exploring, so the fact that she'd been stuck in such a boring relationship for most of college was really surprising.
So all that background aside, it's Friday morning and Kate is about to head for home after visiting for the week. It'd been the usual sort of visit - half fun, half fighting - so her leaving came with mixed emotions. This morning in particular was emblematic of the relationship. As usual we'd gone to bed nude, and I'd woken up first and decided to wake her up with an orgasm. I slowly move under the covers, feeling her legs and kissing the insides of her thighs. Kate moans slightly and spreads her legs, a half-awake state I'm familiar with. My access to her pussy now unimpeded, I take my time kissing the outside of her pussy before sliding my tongue inside her labia and up and down her warm and increasingly wet slit.
After a few strokes with my tongue as deep as I can into her pussy I focus my oral attention on her clit and slide first one, then two fingers into her. Her breathing changes and I know she's more awake now as I redouble my efforts, my fingers curled to massage her g-spot while my tongue flicks her clit. My fingers and face are getting soaked and, as confirmation that I'm bringing her close, she grabs a pillow and covers her face. Despite this her moans are pretty damn loud, to the point where I know my housemates have a good chance of hearing. I feel her clench and she gives an especially long, loud moan as her pussy pulses around my fingers and wetness gushes from her. I'm rock hard and incredibly turned on, but as I slowly remove my fingers and start climbing up higher on the bed to fuck her, her alarm goes off.
"Oh fuck, I'm gonna be late!"
"Kate, what the hell? Another ten minutes won't kill you right?"
"Sorry babe, I need a quick shower and then I can't be late. You know my folks are expecting me and if I miss this bus the next one isn't til two hours later. And besides, you got off twice last night!"
She's not wrong, but I'm sure not happy, especially cause I know she's built in at least 45min of spare time. In any case, she jumps in the shower, taking way longer than I think necessary, then I drive her to the station. Even with the long ass shower she makes it with ten minutes to spare, which doesn't really improve my mood. I see her off then drive back to the house. Chris and Mike, one of our other roommates, is in the living room when I get back.
"Sounds like you had fun this morning!" Chris greets me with.
"Ugh, well, one of us did", is my reply.
"Damn dude, sorry to hear that", says Mike. He's probably the least adventurous of the four of us roommates and has a long-term girlfriend, but understands blue balls as well as anyone and has never seemed to have an issue with tolerating the noises coming from any of our rooms. Chris gives me a look which I didn't quite understand but seems mildly suggestive, though her face returns to neutral before I can figure it out.
The three of us chat for a little longer, Mike telling us about his plans for the weekend taking his girlfriend to the beach, then I shower and go to my only class of the day. It's a boring lecture in a big auditorium-style hall and I quit taking notes pretty early and instead end up chatting with Liz. She's killing time before her shift starts - doing campus security for her college that's about an hour away from mine - and naturally we get to chatting about our love lives. I give her the overview of that morning, then make the mistake of telling her I'm stuck in a lecture.
[Wait... ur telling me she left u high and dry and now ur in class... did you at least jerk off before u went?], was Liz's oh-so-helpful message.
>>>>>[Nope, but I sure wish I had]
[What're u wearing?] Not the most common question from a girl to a guy, but Liz has always been an interesting one.
>>>>>[Boring stuff. Chino shorts, a tshirt, and flip flops.]