There was a time in my life where I hadn't had sex for a few years and got all anxious about it, like a born again virgin lol. And that's on top of my general shyness and social awkwardness etc. So I read some other forums where people suggested not picking the hottest escort you can find, because you dont want unnecessary performance anxiety from being in the presence of a super hot chick. So I just picked a nice looking chick and it went well enough.
If you want to know all the details about how it went down, this was at a brothel in Melb about 10 years ago now. I rang the bell, went in and got sat in a small entrance room (the place was more like a converted townhouse than a commercial building). Then girls started coming in and introducing themselves. There was all sorts coming through saying hello, and like I planned I just picked the first nice one that seemed eager (some sounded/looked like they weren't in to me, which is fine because I have rather unique things going on, so I wouldn't want to pick one of those girls and put them in a situation they would rather not be in. And yer there were some pretty damn hot ones that I didn't pick). Then we went to another room where I paid for 30min, then upstairs to a bedroom. Then I took off my pants so she could examine my penis, then I had a shower, then we got on the bed and started things (she supplied the condom). I kept getting in my head with the anxiety and stuff so my dick was going up and down, but she handled the situation like a pro and didn't make me feel embarassed or anything, and eventually I got the deed done. Then another quick shower before getting dressed to leave, they gave me a bottle of water on the way out, and then on the way home I felt pretty good about the whole experience.