I have a dilemma and will be talking with Kit and Josh today about a proposition I received from a former client of mine when I worked for a very exclusive escort service.
This guy has money. He is a typical workaholic who has no time for relationships, which is why he would hook up with me. When his business brought him into town he would arrange for me to be his date through the escort service. Since that service shut down he has kept in touch with me and has arranged a number of dates between us. His dates have always included some sort of “girlfriend experience” taking me out to dinner or something before I got to changing into something slutty and fucking his brains out. Not going to lie.. he is good at it and has a lot of stamina.
But that’s been a while. And after we stopped swinging and made our dedication to each other I was off the market for a bit. Now that I am back on the market but just for hooking, it seems convenient that he sent me a “are you still not booking dates” email.
I am booking dates and enjoying my sexual freedom (provided its paid for) so I responded to him last night that I was infact full service escorting again.
Then came the proposition.
He wants me to go on a trip with him for 5 days. He rarely relaxes and is taking an all inclusive vacation and wants me to go with him. He wasn’t shy about what he would expect of me on this trip. I would be his trophy slut that he would show off while doing normal vacation stuff, and the rest of the time I would be his willing cumslut. He wants to take me shopping to buy slutty clothes and heels that he likes, then pay for my ticket
I have no problem with that.
I just don’t know if Kit and Josh would be cool with me going away that long, knowing I will be getting laid all the time. The offer he gave me was impressive, and I cannot hide the idea that it would be sexy fun to go on a hooker vacation.