A male friend i used to see he introduced me to escorting. My first client was with his work colleague who had seen quite a lot of escorts before, aged mid-late 40s, a bit on the ugly side with a slight belly on him, casually dressed.
I was still living at my parents house so i got dressed at my friends house dressed to impress as requested in a bodycon mini dress, high heels and no underwear, my friend dropped me off at the hotel. We met in the hotels bar area - his suggestion, handed me the envelope (?200 for 2 hours), he bought me a few rounds of my fave double vodka redbulls to help me ease up more and find some chemistry between us.
Into the elivator lots of kissing and feeling, into the room, i couldnt get the condom on him (i was so embarassed i couldnt do it lol) he was so thick so he got his own larger condoms, we were in a rush to get at it so i didnt have time to goto the bathroom to put some lube on. A bit painful at first, sex for like 15 minutes he came, soon after he asked if he could have another hour with me he had the money so i phoned my friend to delay my drive home. Then we mustve been at it for 90 minutes he was quite good actually 2nd time around he made me orgasm.
We talked a bit more, i had a shower, got dressed, kissed him goodbye, walking past the hotel reception i thought if only they knew what ive just done they'd give me some right sleazy looks, ha. My friend picked me up took me home. The next day i was so chuffed i had ?300 i felt rich, lol. I went shopping and treated myself. The same week i auditioned at a gentlemans club where i started lapdancing, got myself a work phone and "business cards" for anyone who discretly asked for more than a dance. 18 months later here i am!