No money changed hands during my filthiest experience so it's not strictly escort-related. But that applies to at least one of the above posts, so I'll pile in anyway.
Got chatting to a crossdresser on Birchplace one night moe than 10 years ago who wanted me to go to a hotel room on the A10 north of London and fuck him/her in front of his girlfriend. So I did.
Was more than an hour's driving there and back and it was made clear from the outset that the girl would not join in and could not be touched.
The CD – not convincing but young and slim enough to get away with it – wanted to be treated as a submissive slut. There was arse-slapping, nipple-twisting, throat-fucking and hard anal from behind, culminating in CIM.
The girlfriend was very attractive and she perched herself right next to the action, watching intensely as she frigged her pussy throughout, reaching several noisy climaxes. I'll never forget the pungent smell of her sloppy wet fanny.
Each to their own fantasies and I'm glad that I was enough of a perv to help them with theirs.