Sure. Hiring an escort is pretty straightforward. Easier in the bigger cities, but still available all over the place.
1. research. ask friends, go online. no one site is more reputable or cooler. think about how much you can pay, and, most importantly, what you want. most guys are pretty explicit on their ad about what they like to provide.
some guys will blow you in an alley for 20 bucks - others will take you to the opera and bang you in the wings for $1000. whatever gets you going, just look for it and make an offer.
some johns like to go through agencies. they can take some of the guess work out of hiring an escort. no matter how discerning it says they are on their website, however, they will say yes to you no matter what, then call around to everyone they know until they find a warm body to go to see you - no matter who it is...
2. decide if you will be more comfortable at your place, his place or a hotel. each has something to recommend it. though very very rare, police conduct stings at motels, so if he'll only meet you at a motel, you're going to want to feel very comfortable he's not a cop. for example, you've seen his ad for awhile, or he has good reviews.
3. narrow down to a few guys and call them up. how does he sound? polite? friendly? if he's pushy or a jerk, pass. unless that's what you like.
remember, it's illegal to exchange sex for money. so you will only be able to talk a price for his time on the phone. if you press for more explicit details, he'll likely hang up on you. this can be a little ticklish for you. all I can say is that if he charges more than $100/hour, he'll likely do everything you ask. if less, he may try to upsell you when you're together (e.g. 'the $80 is for a massage and JO, but if you want a BJ, it's another 50, and another 80 if you want a fuck"). If you get him through an agency, he will almost certainly be trying to upsell you. You won't be able to nail this down on the phone, however. That's where his explicit ads or reviews can help you from getting in the clutches of an asshole. As far as not getting any tail at all for your money - I've never met an escort who didn't know he was going to have to put out when he got money.
4. tell him you'll call him back. how does he take it? after you've talked to a few, pick the guy you want to see, and then call to make a date.
5. the vast majority of guys don't make their whole living as escorts or porn stars. They do something else too. if escorting is part time for them, it's likely they are just like you - a little nervous, honest, looking to do a good job. they are also human, so will respond to you better if you are polite, with brushed teeth and a recently washed ass.
I usually try to speak or email at least twice with each date to set him as much at ease as possible.
6. when you make a date, show up! after you have met and you have decided you feel comfortable, pull your money out and put it on a table. repeat the deal so there's no ambiguity "$200 for an hour/$350 for two hours/etc" some escorts take the money then, i usually leave it on the table as a show of good faith.
some guys are real clock watchers, so you should be too. if you pay for an hour, make sure you are on schedule to get your nut before the hour is up or you'll be paying for more time, or using your hand. if you can afford it, set aside enough money for two hours. if you and the escort are hitting it off an hour can go by very fast (though it can D R A G VERY S L O W L Y if you hate the guy!)
7. have a lot of fun. ask for things you might feel uncomfortable about with someone else. he's likely heard it all and will have no problem trying to accommodate. sometimes it can be fun to lay back and have him show off his amazing technique. but you will likely have more fun if you pretend you are an amazing lover and focus as much on his pleasure as he is on yours. great sex takes two.
8. if it's going badly, just tell him to leave - you'll still have to pay something but don't continue if you are having a bad time. it happens sometimes, as with everything else in this world (I've got a few of those stories on my homepage!)
9. don't forget that he is not your boyfriend, he is a prostitute. you can have a great time together, but at the end of the allotted time, he is going to leave. he doesn't want to meet you later to hang out; he doesn't want to offer you a deal because you give amazing head; if you bankrupt yourself because you love him, he might feel bad, but it's your problem not his.
10. that said, if you click with a guy, repeat with him. sex between two people generally gets better the better they know each other.