I started late in life as a mature TV escort, having cammed for a few months on AW and getting a good reaction. First client was only a year ago, outcall to a local hotel. I was wondering if it would work at all. As a transvestite the client might say "you're just a middle-aged bloke in a dress, go away". Luckily I had confidence from the webcamming.
It went amazingly well, I felt sexy and he found me attractive. He had even brought PVC outfits for us both, which he let me keep afterwards and I still use them. I had a quick peek in the mirror and thought I looked pretty good. And in a 60 minute session he managed to cum twice, which has not happened with a customer since!
So my first experience was a good one and I keep managing to get the guys aroused and not get rejected.