MK0329

Wow thank you guys for the helpful insights. Im thinking of going for it for real. 

Exactly.
Mine is low. So I dont discuss paying for sex with someone I haven't yet fucked.
MY usual repertoire is to hire for "erotic massage". Explain what "interests" we have in common and let them do their thing.
If I feel there's a nice vibe and the guy has some skill...THEN I ask about S*E*X for hire. At that point if you're sitting there with a cop who just jerked you off and licked your ass..hes got some serious 'splainin to do back at the precinct.

Public_Assistance’s advice is probably good advice. Each of us has to decide what our risk tolerance is. IMO, in the US, your chance of getting busted by Lilli Law is one in tens of millions. Are you a prominent politician of any stripe? Is it election season? Would your name be found in the gossip columns of newspapers around the world? Does your wife have a dick following you? Etc etc. If not, in fact there is little to worry about. I could walk down the street carrying a sign “I pay to take it in the ass” and no one would care, police or old ladies. I have made out like a bandit leaning against a tree in front of the KGB headquarters in the (former) USSR. I’ve participated in orgies in more than one moslem city in the Middle East. Whatever you decide for yourself is correct. Just don’t overly obsess to the degree you spoil your sexual adventures. You only live once and an adventure now and then will extend the quality and extent of your life. My 2 cents. 

My advice (like a broken record).
NEVER discuss sex for money.
Tell them you are interested in their profile. Tell them you thought they were attractive. Tell them you have several "interests" in common. (If they list sexual interests) ..and tell them you would love to meet. Its NOT illegal to pay people for their company. It IS illegal to pay them to suck your dick or fuck you up the ass.
So as long as you don't ask for that business arrangement directly, you cant be arrested. (And even if you are for some bizarre reason... they dont have a valid case. )

Use the search function to see if there's already feedback on guys whose ads interest you on Rentmen.  If you don't find any previous discussion, you can start a thread to ask about them.

Thanks for the tip. Im gonna figure out this site and how to navigate through. Also what would be the going rate? I don’t know what would be a reasonable rate. 

stick with well-reviewed providers (in this forum) for legal safety.....always be respectful and friendly....smile, talk slowly, be professional.....don't text/email too much before the meet....to-the-point and discreet......firm handshake, look them in the eye!....here are some newbie hints:
  https://www.companyofmen.org/topic/142802-etiquette-for-initial-communication/
https://www.companyofmen.org/topic/130365-caveats-in-hiring-please-contribute/
https://www.companyofmen.org/topic/83821-advice-for-a-newbie-please/
https://www.companyofmen.org/topic/103088-newbie-question/
https://www.companyofmen.org/topic/13389-recommendations-for-newbie/

Hello, newbie here. Im looking to book at rentmen for the first time here in New York City.  Im a bit scared to run into law. Im kinda paranoid that I might be able to book an undercover or something. Does that happen? Or worse, I get scammed off of my money. Any tips please?