Personally, i may be the big oposite of some people, but i like a classic urban look. No heels (please just no...) , pants, and tshirt/tank top with a good cleavage as best as possible. Especially when the lady is busty. Search Tara Babcock on youtube to find a look i really dig (in most of her video). Dresses can be ok when classy and very tastefull but i find it a bit awkward for a 1 hour meeting in an hotel room. Skirt i am just NOT a fan at all.
I saw a guy mention cosplays above, well i would like this a lot but again in a 1 hour meeting, in an hotel room, and i would have to buy the costume, make sure it fit her, well i just find it unfitting to the kind of meetings i usually partook in. But its a fantasy i would like very much.
Also i forgot but nice bra and panties is a must, matching. I feel there is a step missing if the SP remove her shirt and there is no bra... i like the view, even if the bra is "useless" to her sillicone breast lol.
Now do i request often? Not really. Especially when you see agency girls its something harder. Sometimes i just hope... Usually in winter im kinda lucky with the pants/shirt combo anyway since mini skirt at -15 is not really suitable lol.
As for scenarios or stories again it does not match very much my usual booking type. So i don't do that route despite i have tons of great ideas. Really if you have lots of money and always wanted to do adult movies, hire me as writer/director, i have some AWESOME ideas lol.
My meetings are usually very vanilla. Girls arrive, we talk, if im lucky she inititate the action herself and i just have to go with the flow. I don't like having to be like " ok can we begin..." or something, and im still kinda shy to initiate a contact directly myself. I know she is there for that, but i dunno , i love when she do it herself. It was the same when i got to stripper in the old days, so much better when the girl come sit down to you then having to walk to the bar and be like "hello, i would like a few dances please" . It gives a more natural style into it.
My perfect (in the current situation of bookings i opt for) session is more or less as follow.
She arrive, we meet and greet, exchange some routine questions even if they don't matter at all, like "are you from montreal" or stuff like that. Stuff just flowing enough to look like a normal conversation but that would last max 5 min, then she excuse herself to bathroom if needed(some ladies do, some don't, seem to be 50/50 for me, maybe they do more in the summer cause of heat) and when she come back if she got there she then initiate the action. Important also to not come out of bathroom half naked or naked, unless its one i saw multiple time before. Big part of the fun is to discover layers by layers lol. I mean at christmas, what is the best part of getting a present, the surprise of opening it of course. I don't want to compare women to object obviously lol, but its just to visuallize the point of view.
More or less im simple... as long as she is good at what she does and look as good as her pic sugest, i will be happy.
One of my big fantasy was anyway more or less realized in the past, it was obviously the GG2 meeting i had with Kate. I always fantasized about being in a party (like frat party type in movies) and going on with a girl upstair to have sex while the guest are there partying. Then coming back and resuming partying. Thats pretty much what happened there, we had sex while the guess where in the other room having fun. It was more men in there senior years than frat boys (lol) but well in the possibilities i had it was as close as it will ever be.
You can be sure if i win the lotto one day, the first thing i do is rent a house or a lake "chalet", throw a party with free beer and all, invite both my closest friends and peoples i know on the internet, maybe even fill a few spots with randoms if needed to, require the services of 8-10 girls of an agency for the night, maybe a couple indies as well, and have this huge frat boy type party. Girls would be paid to find a willing participant and take him upstair, the guy wouldn't even know she is an escort. They would be paid fully for the night by me, have to take on at least 1 "client", they would really have to play the game entirely. I would also mandate them to go for "nerds and shy ones", to make sure they experience a great fantasy and finally i would have one of them as my girlfriend of the night too obviously. Obviously doorman would be hired for age verification and there would be security too (but disguised as guest) and since the beer would be free, i don't think you need a permit or anything if you don't make money.
Thats the ultimate fantasy i have.