be me 24 hrt femboy 3 years on hrt (probably just trans in denial but I don't have the emotional energy for that discussion)
sex worker
regularly hookup with this one client who's a single father
reminds me of my dad alot
tall black hair and green eyes
he's 37 ish
he's always tired when he calls me over
usually in the middle of the day on his day off, or in the dead of night in his car in his garage while his kids are asleep
he's literally such a sweet man
always talking about his kids (like 7 and 9 respectively. Also they're totally adorable.)
always asks for the same role play
wants me to pretend I'm his wife who passed from cancer two years ago
on the days where he has a day off while his kids are at school, I cook, talk to him about work, watch a movie with him, and then we usually have slow, gentle sex in bed
he lies on his back and I ride him, while I tell him how proud I am of him for working so hard
he actually has pretty good stamina, takes usually around 45 mins of slow riding to make him cum
after he cums he usually feels really guilty, needing me to comfort him and tell him he's not a creep, or a pervert for this, that he's just a man with needs
he insists on doing aftercare, and he's very good at it
when it's in the car it usually means he's pent up so there's less role-playing
usually just leans the seat back, bends me over and goes berserk on my ass
he's pretty big, like a little over 7 inches
not the most insane I've taken but it's pretty absurd especially with how girthy it is
he's my favorite client by far
kind, respectful, and he always overpays by a little
yesterday we were talking and he asked me why I do this job I mentioned how I need the job to pay for hrt and rent
he gives me a sad look and offers to pay for both
only stipulation is that I don't hook up with other guys besides him anymore
Anons, should I do it? Tbh, if he asked me to date him I'd say yes. I just feel like I'm taking advantage of his kindness... :(