Risky Rooftop Rendezvous [MF, extramarital, long] | 2016

Long time lurker, first time poster, yadda yadda.

This is a story about an extramarital affair. I don’t feel bad for doing it, for reasons I don’t need to explain to you. If you want to engage me in conversation to show me the errors of my ways, then kindly proceed to the next reddit thread without wasting your breath.

If the above doesn’t sound like you, enjoy! I’d love your feedback on my writing. I hope to need your feedback for future stories. :)

You can skip the buildup, scroll down to the sexytimes marker.

I work for a firm in San Francisco, but live on the opposite side of the world. About three or four times a year, I come to SF. It’s twenty-four straight hours of travel if you count from the shower before leaving until the shower when you get there — which really is the only way to look at it sanely.

Anyways. I work in tech I’m not a “tech bro” (ew.) She and I know each other professionally. We’ve always had a fun, easygoing friendship. We run in a lot of the same circles. Meet at conferences. She lives in San Francisco. We had hooked up previously but this one is by far the better story.

I’m married. Lana (names changed to protect the naughty) was in a long-term relationship at the time. Both of us were not getting what we needed at home. Her man, while a sensitive lover, was too reserved. She wanted to be used. Dominated.

I remember early on, she explained to me that she had an inner slut that had been languishing for years, and she needed to come out to play.

It’s not my natural role. I’m also more of the sensitive, lovey-dovey, thoughtful lover cliché. Acting alpha as fuck is not my natural inclination… But it’s a fun role to inhabit. And exploring that role, that self, was way hot.

We texted. The occasional dirty photo from her. I’d write her dirty fantasies. Close my eyes, and transcribe my senses, then go and make myself cum just thinking about her in that fantasy. Her thick, voluptuous body. How I felt the desire in her fingers gripping my thighs. The breathy moan when I would take her nipple in my mouth and tease her.

Alas, that trip, I found out I would be sharing an AirBnB with some coworkers. Without sufficient privacy, this was not going to happen. Stuck without where to meet up, we both mourned.

And then one night midweek, I found the rest of the people in my flat all headed for a pub in another part of town. I asked them to text me before they moved on to the next place “so that I could join them later.” She and I peeled off to go back to the AirBnB and get baked on the rooftop. Stopped off at the supermarket to get double stuffed oreos, as was our custom.

The AirBnB was some crazy industrial loft that was converted into a large multi-room AirBnB. The whole thing had a strong Burning Man vibe. The rooftop had all kinds of shit strewn around it. A big weatherproof tent corridor full of yoga stuff and cushions. A picnic table on a fake grass lawn. A claw foot bathtub underneath a jerry-rigged showerhead, in case someone wanted to take a bath out on a rooftop in the mission. This is probably a completely legit use case because San Francisco.

We smoked up and enjoyed some oreos. The doorway to the roof was on the other side of ther roof, and we decided that we would be able to hear someone coming with sufficient warning. With a furtive glance, we kissed a little, before getting up to do a very purposeful walk to find a more private niche for more.

Let me tell you, walking around with a hot woman to find somewhere to fuck is one of the finer things in life. Spiced with the uncertainty of when the flatmates would return…

Eventually, we settled on the tent with the yoga paraphanalia and the cushions.

————— Sexy times start here ————

The kissing, in that musty tent, started gentle. Stayed that way for all of maybe ten agonizing seconds, until I gripped her by the back of her neck and she wrapped her arms around me.

That kissing was better than most sex I’ve had. Hungry. Raw. Animalistic. We were devouring each other. My hands roamed freely over her body, cupping her delicious breasts. I cannot, for the life of me, remember what top she was wearing — it was chilly, so something a little thick — but the yoga pants left little to my imagination about her beautiful thighs and ass. I grabbed each in turn and squeeezed hard, enjoying the feeling of her flesh between my fingers, the taste of her lips and tongue on mine. The sound of our hungry breathing filling the tent. Her delicious skin up close. Feeling her chest against mine, her breathing deep and raw. The smell of her body lotion and makeup. She was sex goddess incarnate. I felt like I was king of the world.

I needed her to suck on my cock, and I broke the kiss to tell her as much. Right there, on that rooftop, she sank to her knees, and gave me the hottest oral I have ever received in the life of me. She wasn’t smooth unzipping me or fishing me out—hard cock and stiff jeans don’t make that sort of thing easy. My cock was hard and felt blazing hot against the cool air when she finally wrestled it free. Seeing her regarding my cock with pure female lust made my brain melt — and then I felt her envelop the head of my cock in her mouth, and it was all I could do to not throw my head back and roar with approval. I threaded my hand in her hair and just let her motions move my hand. Like holding a pet on a leash. She made love to my cock with her mouth, slurpy, and warm, and hungry.

I told her what a good girl she was being, knowing that she liked being praised that way, and she made a little moan and slurped on the head of my cock even more vigorously. I could only groan and throw my head back, out of reach of anything I could hold onto, and dizzy from the pleasure.

She stoked a fire in the base of my cock with every motion. Every time I felt her lips or tongue brush past the ridge of my cock, I felt a little electric pulse that ran straight down to the base of my cock, to my balls. She kept building that pressure, that fullness until I felt like I had grapefruit balls.

I didn’t say any words. I just pulled her up off the floor by her head. There might have been an audible pop as I literally pulled her off my dick to stand. She might have made a moue of confused disappointment. I couldn’t tell you because I just too lost in the moment, and dizzy with the deisre of it.

All of my higher brain function was gone. There was only her pussy, and my need to feel it wrapped around my cock. My need to fuck her and fill her with my cum, until her juices and mine were dripping down her thighs. I spun her around to face a chest-tall stack of cushions, bent her over at the waist onto them, not entirely gently. I wasn’t asking. I was taking her, however I wanted. Using her mouth and her body and her sweet, delectable cunt.

Right then, her cunt was my entire universe. I grabbed the waist of her yoga pants and pulled them down to her ankles in one swift pull, crouching as I did. Left her pantsless and bent over, her pussy a dark curve in the dimness of the tent. It looked like heaven to me as I furiously worked the button and belt buckle of my jeans to drop my own pants.

Sliding into her was heaven. We both groaned as our hips took over. She arched her back and presented her pussy to me, and I took it. Over and over. Gripping her shoulders and hair as I slid into her wet, swollen pussy. The sound of our sex slapping together as we hit bottom. My balls landing softly on her clit.

Things became more and more of a blur as the pleasure started to overwhelm me. My fingers splayed across her delicious hips and ass, pulling her onto my cock over and over. Her burying a moan into the stack of pillows, as I felt the head of my cock slide between her wet lips and into the warm slick depths of her.

My flatmates could be home any moment and here I was, on a rooftop, sinking my cock into her with a hunger. The danger, the chilly January air on my cheeks. The smell of her, the sound of her. She was surrendering to me, and I was surrendering to my cock.

I felt my hips begin to tense up with each pounding thrust. That telltale tightness in the base of my cock that presages a geyser of an orgasm. I threw my head back, my teeth bared in a rictus of endorphins, my breath coming in heaving gasps through clenched teeth. I think the loudest noise I made was a low rumble in the back of my throat. I don’t know for sure because very shortly thereafter, the floodgates opened and I slammed into her, my hips not permitting any backwards motion. I felt my cock pulse, sending a fat spurt of my warm sticky cum up the length of my shaft, exploding into her.

I held onto her hips for dear life as I pumped her full of my cum. Felt every pulse, every delicious bit of my cum coating her cervix. If I could have, I would have roared like a lion as I made her mine. Something primal. Masculine. Uncivilized. It took us the better part of a minute to come down from cloud nine, with dry mouths and shaky breathing.

With no tissues nearby, when we actually did pull apart, she had to cup her own pussy to keep the mess inside while I pulled out of her. I pulled up my pants, our combined juices still drenching my cock and balls, and went inside to get a box of tissues.

After returning and cleanup we kissed some more, still regaining our breath, then returned to the picnic table area. The rest of the flatmates were not yet home. We smoked another bowl and had some more oreos.

“Wow. That was like something out of a porno,” she said incredulously between oreos. I could only agree with her.

We marveled at the crazy thing we just did and struck up more of our easygoing banter. She stuck around for a while and eventually went home to get to bed.

I don’t know that I like being a Dom, but I like being it with her. Supposed to see her again this fall, and I can’t want.