*We had two sets of handcuffs, seventy-five condoms, five high-powered vibrators, a duffle bag full of ropes and a whole galaxy of bullet vibes, dildos, blindfolds, and cock rings… Also, a quart of lube, a quart of massage oil, a set of nipple clamps, a bottle of anal oil, and two dozen dental dams. Not that we needed all of that for the trip, but once you get into a serious sex toy collection, the tendency is to push it as far as you can. The only thing that really worried me was her fetish for orgasm denial. There is nothing in the world more helpless and irresponsible and depraved than a woman being denied right at the cusp, and I knew it’d be showtime pretty soon.* ~ Lust and Anticipation in Aspen
We had booked a cabin for basically one purpose, debauchery.
My partner for the weekend was Sarah, a short, slim, shockingly flexible redhead of a woman with a beautiful face and blue eyes to match. We’d fooled around some getting comfortable with each other, but she’d had a bdsm kink for quite some time and no chance to indulge it with her partner in the real world. Do I know how to do it?
Of course I do, I’ve got an opinion on how to do goddamned everything.
So I figured out every detail. We set up safe words. We talked about her likes, dislikes, every dirty thought she ever had, I wrung it out. I wasn’t here to be a fun fling. I was going to change a god-damned life. I was going to be a story so memorable that in 60 years she’d rub one out to that time in the cabin.
Sex is fundamentally play, but I play to win, friends.
The other two there this weekend were Steven and Alicia. They’d been attracted to each other without the chance to act on it for years. We arrived at the cabin and kind of milled about putting the food we had brought away, trying to figure out how to politely excuse ourselves. Eventually I suggested Sarah and I go get a few missing ingredients for dinner. Sarah shot me a frustrated look and I shrugged my shoulders.
So the two of us drove the fifteen minutes back into town. I set my hand on her knee just below the hem of her dress fingertips tracing little circles on her bare skin below as though by rote, my full attention apparently on the road and unrelated conversation. Sarah tried to put her hand on my leg but she couldn’t quite reach comfortably the way I was positioned. Eventually she gave up and relaxed back into the seat.
About halfway to the store she subtly spread her legs. Leaning back a little bit. In response I slid my hand a little bit up her thigh. Both of us kept adjusting slightly while pretending not to, so by the time we reached the parking lot my hand had reached her mid-thigh and we’d been totally silent for the last two minutes. I parked, gave her thigh a little squeeze and got out of the car.
The store was uneventful but full of anticipation.
On the ride back we started in on our little game again, as we left the lights of the town behind I abandoned subtlety and began running my fingertips up and down the whole length of her inner thigh. Pushing her skirt a little higher up each time. She put her hand on my upper thigh, just within her reach. She used her pinky to just barely trace along the outline of my cock in my jeans. She smirked at me noticing I was hard. I used the opportunity to take her knee and spread her legs wide, being treated to a gasp in response. I brought my hand up to her upper thigh and panties and palmed her, using two fingers along her panty covered pussy, just on either side of her entrance. I traced upwards, and then brought the flat of my palm down grinding against her mound. Her free hand grasped my forearm and she ground herself up against my palm.
She grasped my cock through my jeans, and then, unsatisfied and still grinding against my palm, she fumbled with the zipper to my jeans. Sarah pulled my cock out of my jeans and fitfully jerked it as she grew more and more tense. Just as I felt she came close I pulled my hand away. “Hey, I was so close!”
“We’re only a turn or two from the cabin, can’t have you going in all flustered.”
“Oh my god.”
“’God’, hrm, I don’t hate the title.”
“Ughh, you’re the worse.”
She started stroking my cock faster. “Alright, I’ll make you a deal Sarah.” I pulled the car over. “If you can make me cum in the next two minutes” I set a timer, “I’ll finish you off before we go back in.” Sarah hesitated for only a moment. “Deal” and dove for my cock, engulfing it in her mouth.
Well, I was *not* expecting that. Sarah was not messing around either, keeping a tight grip on my shaft with one hand and aggressively sucking my cock, moving her hand and mouth up and down in a rhythm intended to finish the job as quickly as she could.
She evidently was playing to win, too. Sarah sucked dick with a desperate earnestness that made you wonder if she thought she was getting graded on it and feared an **A-** more than anything else on God’s green earth. I snaked my hand around her waist down into her panties and she moaned appreciatively on my cock.
*Well, at least she doesn’t suspect I’m trying to distract her*.
I dipped my fingers into her, withdrawing them soaked, I used her juices as lube to rub circles around her clit. She withdrew my cock from her mouth and gasped. She used her saliva as lube to jerk my cock as fast as she could, caught her breath and then buried my cock in her mouth, an intense look fixed on her face as she attempted to take it down her throat swallowing it to the base.
My fingers involuntarily tangled in her hair on the back of her head, as I tried to hold back my shock and my cum. Thankfully at that moment the timer went off and I pulled her by the hair off of my cock. Her face was wet with saliva and she smirked at me through heavy lidded eyes. I won, but it was close and she knew it.
It was going to be a good weekend.
Source: reddit.com/r/gonewildstories/comments/z5a70x/mf_the_weekend_of_debauchery_arrival