I tried this, just a few months ago. It went… eh, okay.
As background, my early-40s wife (we’ve been together almost 15 years) knows that the thought of her being with a black bull is a near-obsession for me. She likes the fantasy and we’ll often role play around it, but insists that it’ll never never happen irl.
So this January I told my wife I wanted to book a hotel room downtown (L.A.) and to hire an outcall masseur to come and give her a massage. I insisted to her (because she was, of course, immediately suspicious) that it was a legitimate masseur I was hiring for her, and that he was coming to do a legitimate massage. And that was technically true! But what I did not tell her was that I
found the masseur here on B2W, and that I’d personally met with the guy ahead of time, and had told him all about my IR fantasy, and the fact that I’d be totally okay with that legitimate massage veering off into the erotic zone, should he sense an opening from her. He and I agreed, though, that he should definitely not push things, if he wasn’t getting any sort of willing signals from her (and I warned him that—given her firm reluctance regarding the notion of cuckolding me irl—such willing signals would probably be very unlikely).
So the day came, and my wife and I checked into our hotel room, and then I went away (my wife had said she’d prefer it if I were gone before the guy arrived). And then the legitimate masseur showed up, and what happened next was… he gave her a legitimate massage. There were no willing signals came from her, so alas, it did not transition into erotic massage (or more). Furthermore, because my wife gets massages very infrequently, she ended up enduring a not-insignificant amount of muscle pain and discomfort involved in this particular massage, which is not necessarily the freeway to sexytown. All of this was well in line with my full, realistic expectation, though I confess to having had that .0001% hope that maybe some alchemy would happen that day or something. But, well, I guess that’s the difference between stroke stories on tumblr and what actually happens in the three-dimensional world.
Still, I consider the experience a win, in that it was an hour of my gorgeous wife being alone and naked in a hotel room with a black stud touching her. That’s not nothing! And then, when he was gone and I returned to the room, my wife and I had some good sexy storytime in which that B2W masseur was her (imaginary) lover. That’s not nothing either.
I expect I’ll try all of this again sometime. And there’s, of course, a 99.9999% chance that it’ll all go exactly the same way. I understand.
But oh, that .0001%...