My most (not best) unexpected moment was when I didn't get FS, lol.
And it wasn't really a muscle session.
I visited an escort when I was quite young, and pretty much all I knew about her was that she was 5'10 and 240lb while at the time I was under 180.
On the phone I'd tentatively danced around the subject saying she must be really strong, and she'd boasted she could easily lift me if that's what I liked. This was at a time before you could see muscle women on the Internet.
Once I was in her boudoir, she was blonde, quite rough looking and had thighs like tree trunks and arms the size of my thighs. I don't really like the term bbw, but she was in that territory, though solid looking.
No visible muscular definition, but her thighs and hams thrummed with power when I grabbed at them during wrestling, and I could feel big rolling muscles in her back when she lifted me. She had a big lumpy ass that was quite firm to touch and the only thing that wobbled much were her big boobs.
Anyway, I'm getting ahead of myself, but yes she did pick me up in a bearhug quite easily, and I wasn't quite able to get her toes off the floor when I lifted her.
Then we wrestled on the bed and I eased into it over the first 2 rounds while I gauged her strength. I let her pull me down initially, and only began struggling with all my might once she was sitting on me, and found her immovable.
To cut a long story short, I gradually built up to grappling with full force, but it was clear she could also go up plenty more gears, and after being submitted with some brutal and intimidating headlocks, I wound my force levels back down again to lose the final few rounds pretty quickly and within 10 mins and almost as many rounds, I was totally defeated and had enough.
She had been wrestling in bra and panties and me in y-fronts, and near the end she'd pulled my pants off to give me a quite humiliating spanking, while telling me what a cute little ass I had.
She stood up next to the bed now, so I got up panting to face her and ran my hands over her upper arms, gushing how strong she was. I didn't feel any real biceps, but her arm solidified when she did a flex for me.
Then she hooked her hands under my buttocks and picked me up again, walking round the room carrying me in a front straddle while asking if I really thought a cissy like me could handle a big strong woman like her.
I'd started off with a boner when she first picked me up, and lost it during the wrestling with all the exertion, but it came back full force now as I felt those strong hands cupped around my buttocks and squeezing them and I felt equal parts helpless, humiliated and excited.
I felt spasms as her fingers pressed on my perineum, and she said in a knowing tone "I know what you like", but I whispered "Please don't" and she didn't push it.
The agreement had been wrestling and sex, and when she sat back on the bed while holding me on her lap and reached for some lube, I thought this was just another layer of humiliation while she got me ready.
But then she wrapped one beefy arm around my torso pinning both my arms and began energetically sliding her other hand up and down my shaft and I gasped out "But I thought ..." but she just carried on, saying something like I didn't deserve to have such a big cock if I couldn't even defend it against a woman.
This wasn't the sort of hj that coaxes you over the edge, it was a firm brutal pumping that hurtled me almost involuntarily to the final explosion, and I was feeling so helpless that I vocalised it loudly.
As my shudders faded, the pleasure turned into a deep stinging humiliation that this woman had done as she pleased with me, and she had basically taken my sex by force with her hand, rather than let me fuck her and take her sex.
And then the humiliation gave way to an excited satisfaction that I had tangled with a big strong woman and gotten my just desserts by being forced into her choice of an ending.
To this day I feel a combined tingle of humiliation and excitement that a woman who was basically a hooker had turned the tables on me and made me her play object, sexually molesting as she pleased, and denying regular intercourse.
It was more memorable than just having sex, and I'm sure that if sex was all I wanted I would have gotten it (that was her job description!) but the wrestling and lifting had emboldened her to assert her dominance, and also revealed my submissive side, which she read and exploited.
