Recently, KK and I had an opportunity to travel together, a combined two-day/two-night business/pleasure trip. I love to travel with KK, because she is sexually triggered by hotel stays and the notion of a "get away."
KK had been on-line flirting with various guys, with one interesting candidate sourced from Ashley Madison. They've enjoyed a couple of Skype sessions, a few short, but hot sexting sessions, this guy happened to be in the city we needed to visit, and available.
KK made arrangements to meet face-to-face at a wine bar we use for screening meets, and set the thing up. The bar is just a short hop from the Marriott we use in that locale, and there are some good secondary screening locations nearby, including a generally empty and secluded parking garage, and some "cruising streets" in an industrial area which are good for back-up if there's an event that has the garage busy.
I made the hotel and rental vehicle arrangements. We did our business on the first day, so KK had set the encounter screening meet for the evening of the second day, our "play day."
On "play day," we slept in, had breakfast in our hotel room, later KK went for a manicure, pedicure, and massage in the hotel spa. KK returned, with that pre-encounter sexual glow, then we both got ready for the adventure with our usual ritual.
KK was particularly aroused, as one of the things she cultivated during the Skype and sexting sessions was the idea of a little kink play, specifically gauging the guy ("Sam") on his interest and willingness to be dominated, and let her do things like tie, or strap up his cock. Sam was apparently a novice at this, but very willing - KK'd showed him numerous photos of her peculiar talents in this domain, which tend to either terrify a guy, or get him, as KK says, "melt in her mouth, and her hands" ready.
At the end of our pre-encounter ritual, before I got dressed, KK strapped me up with a leather T-strap. I was already so hard she barely got it fastened in place.
KK's outfit for the evening was simple, sexy-classy; a black wool skirt that zipped on one side, hitting her about 6-inches above the knee - showing off her sexy legs, a black satin Victoria's Secret bra, a red silk blouse, pearls, and best of all, crotchless black pantyhose, sans panties, capped with a pair of shiny black, ankle-strap platform pumps - "fuck me" shoes...
KK favors the Leg Avenue brand of crotchless pantyhose. They're sheer to the waist, unlike suspender-style pantyhose, just the crotch is open. Admittedly, I have a women in pantyhose fetish, so I enjoy it when she wears them. They are very smooth, great for rubbing one's hard cock against her nylon-covered ass, while still giving great access to her pussy. They're also relatively inexpensive - about $4 a pair, and easy to find.
As a highlight, KK decided to tease me, wearing her wedding ring, and an anklet I bought her sometime ago - she almost never wears her wedding ring on an encounter, with the usual comment, "We're not married when I'm fucking other guys," or some such. She's only worn the anklet one other time, during a vacation cruise.
KK looked so sexy. Her nail polish was about the same shade as the blouse, she was quite a package, with her dark hair down, perfectly made up, and classy-hot.
We left the hotel in the rental SUV, then to the wine bar to meet Sam. He was early, and waiting on us. I gathered he was in his early 40's, professional looking, well-groomed, nicely dressed which was a good first sign.
Sam had taken a semi-circular booth in one corner of the bar. KK slid in beside him, I sat on the end, on her left side.
He'd already ordered a bottle of wine, the glasses were on the table, so Sam poured us each a glass, we toasted, making the usual small-talk. After we got over the initial awkward moments, I asked Sam for his ID, and his STD/STI test results. I pulled out the copy I'd downloaded from the provider, discreetly comparing the two documents. Everything checked out, putting us over the first hurdle of screening.
Over the course of finishing the bottle of wine, I noted the interplay of busy hands under the table, as KK did her initial grope of Sam's cock, through his slacks, while Sam took similar advantage, by appearances, pleasantly surprised by KK's exposed, smooth-shaven pussy through the open crotch of her pantyhose. I noticed KK twitch, then smile, as Sam's fingers found her bare, probably wet treasure.
KK nudged my ankle with the toe of her pump, giving me the little wink that she was good to proceed to the next stage of screening - the ride in our SUV for "cock inspection."
We learned a long time ago, that even with Skype and technology, that KK needed to see a potential encounter partner's package up close, and in person, because so much of this for her is all about the cock. So our screening includes what KK calls the "cock inspection." It is actually pretty erotic, usually in the back seat of whatever vehicle we're using. Sometimes it even leads to sex-on-the-spot, if KK is overcome with lust for a particular cock.
Sam paid the tab, the three of us went to our rental SUV, KK and Sam in the back seat, with me chauffeuring. They were already making out before I even got out of the parking lot of the bar.
I headed for "Plan A," the secluded parking garage - which for some reason was not at all secluded that evening. I drove in, taking the ticket, cruised around the garage, finding it almost full, way too busy for our needs, then exited. It was an awkward moment, because the exit gate booth attendant was a little too interested in the backseat action, while KK and Sam were completely oblivious, engrossed in each other. That was fortunately short-lived, I announced as a courtesy, "Plan B, we're going for a drive."
With some measure of disappointment, along with a raging hard-on, I drove around the warehouse district for about 40-minutes, while KK and Sam fooled around in the back seat. Thirty minutes or so in, KK said aloud, "We're good to go baby, Sam's the real deal."
I'd only managed to catch short glimpses of the back-seat action, which appeared to be mostly kissing, groping, and teasing - KK's head disappeared into Sam's lap for a short while, so I assumed he was getting a little of my wife's hot blowjob action as part of the "inspection." I think the only thing that stopped them from fucking was that I couldn't find a place to park.
By the time we got back to the wine bar parking lot, they were buttoned up. I gave Sam a card with the floor and room number on it, telling him to meet us at the hotel, follow if he wanted, or that he could join us up to a half-hour later if needed, but not after. He elected to follow us in the moment.
On the short drive back to the hotel, KK said, "He's got such a hot cock baby. I can't wait for you to see me suck it and fuck it!"
She was fingering herself, legs spread, alternating fingers between her pussy and her mouth, and talking about what she might do with his cock in between sucking her own juices from her fingertips.
KK said, "I'm going to tie up his cock baby. Then I'm going to suck it, and fuck it, and not let it cum. Do you wanna watch, or do you wanna help? I can't decide!
I hope he's not a scaredy-cat. Maybe I'll let Sam watch you fuck me?"
I was a little torn - the SUV smelled of pussy, I had a raging hard-on, but the choice of valet versus self-parking was driven by lust, so the valet was going to get a big hit of pussy-musk. Apparently Sam got the hint, he valet parked as well. The three of us almost fled the valet stand, heading to the elevator.
On the ride up, KK was the aggressor, pushing Sam against the elevator wall, kissing him, guiding his hand under her skirt. Once we finally made it to our suite, KK directed Sam to go strip naked in the bathroom, telling him, "Get ready for me to fuck your brains out."
She had me strip down, while I was undressing, KK pulled the desk chair out to the middle of the room, taking a seat. My strapped up cock and balls were aching, throbbing, I was flushed, hot with the anticipation of what might be coming next.
Sam returned from the bathroom, naked, as KK had instructed. He was semi-erect, which is a positive sign. We've had too many experiences where an encounter partner couldn't get it up, and keep it hard in the presence of another male.
I took note that Sam had a nice cock, cut, and he was shaved smooth, cock, balls, and pubic area, which matches KK's preference - she loves giving head, sucking balls, but hates pubic hair in her mouth.
Sam approached KK, who was still seated in the chair, looking very seductive. KK said, "Baby, go and fetch the other T-strap from the toy bag, so I can teach Sam a lesson."
While I was doing her bidding, KK was talking dirty to Sam, "Look at JW's big, hard cock. See how pretty it is, those big popped out veins, his big, tight ball sack? See how hard it is, with that big fat, purple cock-head? I'm gonna do that to your cock, OK? I promise, it'll hurt sooooo good!"
I got a little distracted, listening to KK, and trying to watch, which caused me to fail in immediately locating the toy bag.
That summoned an annoyed, "You're keeping me waiting..." from KK.