Am not sure this completely qualifies, but seeing a new ad in rentmasseur reminded me of the experience.
Was a guy in my neighborhood who was my regular for a while, maybe a couple of years. (This was around 15 years ago.) Looked a lot like this guy (the ad that triggered the memory), but a bit more muscular: https://rentmasseur.com/TallJsonNYC Maybe more like this: https://rentmen.eu/KevinEvans
He was an A+ masseur and a genuinely nice guy. We had very interesting chats during the massages, about all sorts of things (he had wide ranging reading interests), including discussions of his stormy situation with his boyfriend. We even went out to dinner together a couple of times after massages and another time went shopping together. He kept his shorts on during massages, which always ended with a fairly standard HE for me, and nothing for him. He was a 100% top, as am I, and I used to tease him a bit about topping him one day, to which he good naturedly would respond along the lines of "Yeah, right" or a responding suggestion that he'd be the one doing the topping. (He was a few inches taller than I am, outweighed me by at least twenty pounds of muscle, maybe more, and was intimidatingly well endowed. From what I knew of his current and past boyfriends, I was not his physical type.) Massages were usually at his apartment, on his table. One day, and I don't remember why, the massage was at my place, on my bed. When I turned over, all of a sudden, he leaned in and kissed me deeply. It turned into a major make out session. He shed his shorts, and we proceeded to have a passionate, uninhibited grinding session and mutual climax by frottage.
Did not ever happen again and neither of us ever mentioned it. Not long after, he moved in with his boyfriend and he stopped giving massages. We had dinner once but then lost touch.