A couple of things to keep in mind, and to remember, both before and after your first experience.
1. Anticipation is at LEAST half the fun. Researching, looking at all the possibilities, fantasing about what the chick wil be like, how you will interact, what you'll do, what she'll do..all of it. A HUGE part of the experience is what leads up to it. Leading to my next point.
2. Sex is great, but for most guys, the second you pop your nut, your head swivels and suddenly you start to think of everything differently. Now imagine that not with your left hand on your shaft, but in a strange city, in a strange hotel, with a strange woman after plunking down a bunch of coin. It is that same feeling magnified 100 times. Don't sweat it. It's normal. Don't suddenly look at the experience or the woman or any of it differently than you did leading up to the second before she walked into the room..or before you walked into hers. It's all cool. Just know that an hour or maybe a few later, assuming it was a mostly positive experience...you will reflect on it positively. Don't begin to question yourself or your morals or whatever else your subconscious was fighting leading up to it. This is the oldest profession in the world....people have been doing this for a LONG time. You did it because it's an experience. Hopefully a good one. Don't let that post-nut-buster mess with your head or your experience.
3. Don't bother , for one second, thinking about what you paid. It's done. Over with. Regardless of whether it was good or bad, you made a decision, now it's over...don't look back and question the money you spent. Complete and total waste of time. This point is assuming you didn't get totally taken for a ride. This is based on your typical GFE experience. If you got robbed you should be pissed. But not due to what typically happens in #2. Also, it takes two to tango..if the chick was trying and you suck...that's on you. She probably did the best she could, so don;t blame her if you know deep down it's because you don;t know what you're doing.
4. There's a real person inside that chick's body you just manhandled. Most of these girls/women are really interesting people with interesting lives. Way more interesting than the typical cat paying for her services. Remember that. Before, during and after. If you take some of the time you ahve with her to appreciate her for who she is and what she is about outside of your sexual activities...you will come away feeling WAY better about everything. Trust me. Unless , of course, she's a bitch whore...but most of these women are absolutely not. TER providers are generally top notch ladies. And if they are a little screwed up..that can be an awesome side of them to get to know and try to understand. It ties a little bit into my first point. It's about a LOT more than the sex....if you let it...or open your mind to it.
5. Relax. Have fun. Don't try to be someone you are not. Unless that's your fantasy. Just be yourself. And don;t try to impress them. They are streetsmart chicks and they see right through all of that bs. They just want to have fun and be respected too....they aren't interested in falling in love..they just wanna enjoy the time you paid them for, just like you.
6. Don't misread the signals they send...before or after. They are good ladies, but they're providing a service, not looking for a boyfriend. It is REALLY easy to misread their signals as emotional exchanges with you. And from a pretty and smart woman..those signals are like heroin. Just remember...she is not your girlfriend and she isn't looking for a boyfriend. Keeping that in perspective is good for your head...afterwards...because you feel a lotta weird shit after that first time.. and you don't want possessiveness or emotions or assumptions to creep TOO far into it when she leaves.
7. If you had a good time, and leading up to it there was lots of emailing or texting...and what you felt was flirting....resist the urge to continue doing that. One text...."had a great time. would love to again sometime. thanks'. Never more, ever. Anything more and you are violating number 6.
8. You will be tempted to do it again. I guarantee it. Terrible experience or awesome one...once you have done it once...you can make yourself think another time is going to be the one you have always fantasized about....which brings you right back to #1.
Peace