If you are negatively triggered by themes including hot wife action, cuckolding, adultery, extramarital sex, or prostitution, hit the back button now...
In the fall of 2017, my wife KK and I had an opportunity arise for a combined business-pleasure trip to Las Vegas. At KK's suggestion, she prompted me to think about organizing a sex encounter for one evening after our business was complete - she wanted to be surprised, and thought I should be the one to organize the encounter as a reward for a recent accomplishment she was celebrating.
I had about a month of planning horizon. As I began to think about KK's request, I decided that I'd want a "sure thing" if I could come up with a means of arranging it. We'd had our (un)fair share of flakes, fakes, and disappointments, so I wanted to avoid that if I could figure out how to go about it.
One evening, mostly out of the blue, I did some internet searches looking for male escorts willing to service woman. It took some refining, but the search terms 'straight male escort for women Las Vegas' and variants turned up some reasonably focused results.
After several days of on-and-off effort and research, I narrowed things down to a rough half-dozen services that had at least some air of legitimacy. I reached out, contacting them via their web and phone query pages to see what the process was like, gauge the opportunity, and evaluate the range of possibilities.
My notional thought would be to arrange an evening with a male escort for KK, a possible "sure thing," a means of avoiding the fake/flake problem, and less logistically troublesome than using dating sites or more casual means of finding a candidate encounter partner.
The rough idea was to find an attractive, willing escort that might provide sensual massage, as an opener, then follow through with more erotic, intimate pleasure for KK, while I watched and chaperoned the event.
It took some effort, but I found a service that was amenable, with a 'stable' of a dozen male escorts, willing to work with couples, a handful of escorts that advertised massage skills in their profile. I honed in on one candidate, a guy that I thought would definitely appeal to KK. Furthering my inquiry, he was available in the right time frame, OK with the scenario I laid out, and other than being exorbitantly expensive at $400/hour or $3,000 for a full night, a fit for the job.
I told him I'd be back in touch, in the interim, he suggested that we go through the agency's screening process to get the ball rolling. That took a couple of days, including some deceptive calls to verify my employment, exchanging photos and ID info with some stuff redacted, but it all went largely without a hitch - setting the discomfort aside.
Once the screening was done, I booked the appointment. The final detail I resolved was the massage table - the escort, Evan, suggested that the hotel could provide the massage table via their concierge, to save the trouble of having him haul in his own. I took care of that detail when I finalized the suite booking with the Venetian.
All that was left was the wait, the build-up to the main event. From the time I booked the session, throughout the early part of the trip itself, KK kept after me, pressing for details, asking questions, probing me for clues about her 'surprise' encounter. I used it as an opportunity to tease her, to build anticipation for the night, but stopped short of telling her about the guy, that he was an escort, or much else.
The day of the encounter, I'd booked an appointment for KK at the Venetian's in-house spa; a "full ride" including body treatments, manicure/pedicure, hair, and make-up.
While she was being pampered in the hotel spa, I got the suite set up. The concierge staff delivered a massage table, including a small cart with extra linens and various oils. An hour or so later, room service delivered some appetizers and two bottles of champagne, iced in buckets. I was running this show, so I'd brought along the outfit I wanted KK to wear - a strapless, form-fitting black cocktail dress, my then-favorite pair of her 'fuck me' stripper shoes - black platform patent pumps that I enjoyed seeing her wear. I laid out the dress and shoes - no underwear, no stockings, I wanted it to be simple, uncomplicated as I watched her being undressed by Evan.
KK came back from her spa visit, looking simply gorgeous. KK had some questions about the massage table, I told her that it was for her surprise. Then I pointed out the outfit I'd laid out for her to wear.
She argued a little about the outfit, but acceded to my choice with minimal pouting. Exactly on the dot, there was a knock on the suite's door. It was Evan, nicely dressed, in slacks, a blue dress shirt, red tie, and blue blazer. He looked fit, professional, a perfect match to the photos on his agency pages. KK was definitely pleased - her smile, flirty touching, and engaging conversation with Evan were all the go-ahead I needed to prompt for the next step.
I spoke up, "KK baby, I've arranged for Evan to give you a sexy massage... is that good for you?"
KK responded without speaking - she walked over, between the suite's window and the massage table, reached back and unzipped her dress, letting it fall to the floor. KK stood nude, save for her fuck-me heels, with a demure smile on her face.
Evan said, "You're gorgeous. Let me step into the bathroom and change, if that's OK?" I gave Evan the go-ahead, while he was doing his business, I uncorked one of the bottles of champagne, pouring three glasses, ogling my naked wife, anticipating the next move. KK took a sip from the glass I handed her, as Evan emerged, wearing just a pair of black silk boxers.
Evan said, "If you'd like, please make yourself comfortable, and I'll start with a massage for this lovely woman. Relax and I'll take things from here."
I'd already pulled a chair into good position for watching the massage action. Evan helped KK step out of her heels, then onto the massage table. My cock was hard, throbbing seeing his hands on KK's nude body.
Evan started with KK on her tummy, carefully warming oil in the palms of his hands. Initially, it wasn't sexual or even intimate - more business-like, technical, as Evan worked KK's shoulders, neck, down her body, to the small of her back. I could see KK melting, her body responding to Evan's touch. He was slow, deliberate, professional, eventually working his way down to the soles of KK's feet. Before transitioning KK onto her back, Evan spent a few minutes caressing my wife's ass-cheeks, kneading them gently, sliding his fingers between her thighs for a tease of her labia. He helped KK roll over onto her back.
KK's nipples were erect - it was clear that she was aroused, warming up to the process. I could see Evan was getting hard - his boxers formed a little 'tent' as he began teasing KK's nipples by allowing little droplets of the massage oil to fall onto her nipples. My cock was iron-hard, so hard it was painful, pressing against my boxers under my slacks. While Evan continued his now sensual massage of KK, I stood up, stripping out of my slacks and boxers, so that I could more easily stroke my cock.
The massage finished in about a half-hour - just under, culminating with Evan giving KK a nice clitoral orgasm while I watched, stroking myself. When KK'd caught her breath, she spoke; "I want to touch your cock... trade places."
Evan helped KK off the massage table, allowing her to take his boxers off. His cock was magnificent - curved, long, thick, with a mushroom head, hanging balls, and he was completely smooth. KK was tracing the veins with her fingertips, running them lightly down his throbbing dick, making it twitch, jerk as she gently teased him. Evan laid on his back on the table, letting KK explore his cock and balls. KK spent a few minutes fondling Evan, teasing him, stroking his cock, playing with his balls, finally bending to take him into her mouth. I lost it at that point, spewing jizz all over the front of my shirt. It was a little embarrassing, but the scene was just too erotic, too stimulating and I lost control.
KK sucked him for a few minutes, before they moved to the bed. I'd already stripped the spread, comforter, and top sheet, preparing it for them. Evan laid KK onto her back, she spread her legs for him. He went down on my wife, licking, sucking, and kissing her pussy until she had another orgasm. By that time, I was hard again.
I moved the chair I was using for a better view, just in time to see Evan position himself to take KK, right at the exquisite moment of penetration. Initially, Evan's thrusting was slow - gentle, shallow thrusts - it looked like with each stroke Evan was penetrating KK ever so slightly more. KK's moans of pleasure, her groans of "Do it... deeper... fuck me deeper... I want your cock - I want it all inside me..."
