I’m a married man who travels … a lot … and fools around. A lot. Most of my flings are rather unremarkable one-night stands. Most of the stories I post here, however, revolve around my occasional slave, the Night Owl. This is not one of those stories…
You see, I’m not usually into that kind of sex.
—
I met Sherry over drinks after a long day at a conference. I’m 40, she was just short of 50. We’re both married, we both are away from home substantially from work. I have a free pass – as long as I’m on the road, and as long as I share all the gritty details if asked – but Sherry does not. I haven’t gone up to my room from the conference yet, so I’m still in the requisite suit and tie. She leans back, with a little saucy attitude, wearing a slinky black dress that barely containers her enormous breasts.
The waitress, a sultry redhead I mentally note to ask after on another night, delivers our drinks and saunters off with an almost joyful bounce to her step. Sherry seems to look after her just as longingly as I do, but ultimately brings her attention back to me. I’m barely lifting my drink to my lips when she gets down to brass tacks.
“You know, it’s been a while for me. I just … I just want someone who’s interested in making sure I come.” The bluntness of her statement catches me a little off guard, but I roll with it. While not exactly crass, the directness of it along with her midwestern accent comes across a little disjointed… but also sexy as hell. I like a woman who knows what she wants, and Sherry definitely seems to fit in that category. “I’m putty in your hands, or around your dick, if you can do that.”
I just sort of smile into my drink. “I think we’re on the same page here.” I gesture towards the elevators. “Shall we?” I imagine this may her first time to step out on her husband, as she tips back her glass of wine and swallows it in one gulp. Not one to be outdone, I do the same with my Jack and Coke.
—
The door has scarcely closed behind us before we’re ripping each other’s clothes off. She is downright ravenous, almost immediately falling to her knees and beginning to grope at my crotch for my cock. I reach down and gently caress her cheek, causing her to look back up at me, doe-eyed. I lead her to stand back up, and then we collapse onto the couch together. I immediately begin to kiss her upon her collar bones, up the side of her neck, and end nibbling on her ear lobes. As I playfully bite at her ears the first time, she gasps aloud and melts into the couch in a wave of relaxation. My hands find their way to her enormous breasts, discovering them to be entirely natural to the touch. I begin to gingerly kiss her back down the length of her neck, back to her collar bones, then down her chest.
I’m surprised to find her bra is front-closing, which I almost never see women with such ample cleavage wearing. As my kisses make their way to her breasts, I unlatch her bra, causing her breasts to spill out directly into my waiting mouth. At first I lick, then gently suck, and finally playfully bite at her nipples, causing her to moan in pleasure. I worship at her breasts, first one, then the other, for quite some time, before I realize that she was not wearing panties when we started.
My kisses begin to trace down her stomach, then to her hips, where I find her just as mirthfully ticklish as women half her age. She squirms as suckle at the flat of her stomach just inside the point of her hips. As she wiggles, I maneuver an arm under her leg, and begin to move lower to her pubic bone, subtly kissing and sucking on the smooth skin there. She tenses up slightly, sensing of course where my next kisses will be.
I don’t give her any more time to consider this, aggressively diving into her pussy. Her juices quickly coat my face, as my tongue laps alongside her clit, never quite touching it directly. She moans with pleasure with each lick. After a few of these, l lick straight up, slowly, across her clit with the flattest part of my tongue.
“OOOOOooohhhh my goooooodddddd…..” she whimpers, starting out loudly and then trailing off. I continue to lick along the sides of her clit repeatedly before occasionally going back to the source of her pleasure. The second time I do this, she grabs me by the back of my head and pushes my head away from her. “Nonono… I can’t … that’s too much…”
She doesn’t let go, but she also doesn’t move. For a moment, I’m not really sure what I should do next. Before I have a chance to decide, she rams my head back into her pussy, and I get back to work. She never takes her hands off my head, and with each pass around and over her clit, I can feel her tense up, I can feel her doing everything she can to let me finish my work. It’s clearly too intense, she’s having trouble allowing me to continue, but ultimately she doesn’t push me away again.
She doesn’t seem to notice when I slip one finger into her pussy and start to rub circles around her g-spot. She’d been silent for a while now, apparently trying to concentrate on forcing herself not to push me way, but now she begins to moan loudly… loudly enough that I’m sure the room next to us could hear it.
She grunts slightly when I insert a second, and then third finger, but the moaning only intensifies, and she can no longer hold the back of my head. She grabs the couch cushions with a death grip, and is practically screaming now – not just moaning. “OH GOD PLEASE DON’T STOP OH GOD,” she yells at me. I come up for air, but begin to rub her clit with the thumb of the same hand that’s practically buried in her pussy at this point.
My hand is now pounding away at her pussy, when she begins to convulse. She grabs a nearby pillow and covers her face to muffle her screams of joy.
It takes her a good 10 minutes to regain her composure. We crawl over to the bed and cuddle silently for a while, before she breaks the ice. “I don’t know that I’ve really come at all in the last 15 years. That was … amazing…” she trails off. She reaches down and grabs me by the cock, stroking me gently. “How can I repay you?”
I lay back for a moment and luxuriate in the sensation of her soft hands stroking my cock. After a few moments, I open my eyes to see her staring at me intently. “You know what? Surprise me.”
She continues to stroke me softly for a few moments before she quietly takes my cock into her mouth. The feeling of her tongue across my cocks feels amazing, but she stops almost as soon as she started, then climbs up and mounts me. My cock slides effortless, deep into her pussy, and she starts to grind her hips into mine. She gyrates slowly atop me, groping her own magnificent breasts as she does. I simply lay back and enjoy the sight.
After a few moments, she starts to moan again, and before I know it her hand darts down to her own clit, and it’s almost like she’s lost to me: she begins to heave harder and harder against my hips, driving my cock deeper into her pussy, and rubs her own clit harder and harder.
Before she can progress much further, I abruptly rollover, dumping her onto the bed. At first, she looks confused, but I grab her by the knees and drag her hips to the edge of the bed. Standing off the side of the bed myself, I throw her knees up over my shoulders and plow my cock back into her pussy. Without skipping a beat, she starts rubbing her clit again, and the moaning begins anew.
She came a second time shortly after, smaller, less intense that the first time. Or perhaps she was just in better control of herself. I pulled out, threw her knees off my shoulder forcing her to roll over to one side, and shot my first streams of cum across her ass and up onto her back. A few more streams followed, leaving her ass nicely glazed.
I laid down, face up, next to her. She rolled over and snuggled up into my armpit. A few moments of silence followed before she wrapped her hand around my cock again, stroked it a few times, eliciting a small glob of my remaining cum to ooze out. She began to roll it around between her finger tips before greedily licking it all up. “That’s a shame,” she said. “I like it on my face…”
“You’re in luck,” I told her. “Give me a few minutes and I’ll be more than happy to oblige.”
“Mmmmm,” she said. “It’s been a while. And after that, it’s the least I could do.”
Source: reddit.com/r/sexystories/comments/6xqxko/a_random_encounter_mf