Supply and Demand

Start by interviewing a few working boys. This can initially be done via email. Ask for further information about services and rates. Many escorts have photos of themselves available to send to prospective clients, so you might respectfully request those. If at all possible, include a photo of yourself—or at the very least, an accurate description.

When communicating with a service provider, never suggest that you are offering money for sex; in most jurisdictions, that’s against the law. While most clients hope to get a little sex in the encounter, the money exchanged is not for the sex. It is for the provider’s time and expertise. This may sound like splitting hairs, but if sex happens it is by mutual agreement by consenting adults during the time you’ve arranged to be together.

Finding the right escort for you is your task. Know what you want and know how to ask for it. Don’t waste your time or that of the provider by beating around the bush. If you are new at this, say so. The rent-a-boy, if he’s any good at all, will be familiar with this territory and help you though the initial conversation. There are different levels of pros out there; each will have his own fee structure for services provided. If you’re looking for something kinky, be ready to pay more. Never bargain with the provider. If he’s out of your price range, move along. Or come right out with it and say, “Listen, I have X amount of money to spend. Are you available?” This gives the provider the option to see you at the discounted rate. You’d be a fool not to insist on safe sex, but there’s a shitload of fools out there.

When arranging an outcall to your hotel, there may be an additional surcharge for traveling cost. This should be agreed upon before the deal is struck.

Not all prostitutes are prostitutes because they want to be. But most guys turn pro because they’re good at what they do. And most enjoy the accompanying lifestyle. The truly successful provider will have a string of regulars, men they have a somewhat more intimate connection with. Kinda like finding a great Chinese restaurant and becoming a regular there. The proprietor might just offer you something not on the menu as a way of acknowledging your preferred customer status. Get it?

Some johns use the service of an agency, which can be a reliable way to go at first. However, I believe the hard-working independent entrepreneur is often one’s best bet.

You’ll also find among the independents a unique phenomenon—Gay for Pay. These are ostensibly “straight” (and I use that word in quotes with great intent) guys who will have gay sex with gay men for money. In the old days, we used to refer to them as trade. And like we in the business say, “today’s trade is tomorrow’s competition.”

Remember, a wise and informed consumer is happy and satisfied consumer.


I’m just out of college and have a ton of bills and no real job prospects at the moment. A friend suggested I do some escorting to make ends meet. Guys tell me that I’m hot and I like sex, but I don’t know if I could pull it off. Suggestions?
— Kevin

Being hot and liking sex are great assets if you decide to turn pro, but you’ll need a whole lot more than that. Being a sex worker is not like having sex for love, or even recreational sex. You will be exchanging sex for money, and that makes it a business proposition. You’d be wise to approach this with as much forethought as you would any other profession. It is, after all, the world’s oldest.

You’ll need the physical fortitude to be sexual with a wide range of people; some who may not be attractive to you. And when there’s an exchange of money, the john becomes your customer. And all pro sex is client-directed; it’s not about you, even when it looks like it’s all about you.

You’ll also need the emotional distance and psychological resilience to cope with the intimacy issues this line of work creates. This is precisely the point where most fledgling sex workers flounder. They either give too much, or not enough. Some actually resent their clients for sustaining them. Go figure! A lack of clarity on this issue will cause troubling boundary issues for both you and your john.

A cheap street hustler turning tricks to support a drug habit and an expensive rent-boy who is attending the rich and famous face many of the same pitfalls. A lot of sex workers are self-destructive, or have huge unresolved sex issues that they are trying to compensate for by making people pay them for what they usually give away.

If you still think this is a line of work for you, know that your mind and body are your greatest business assets. Take care of them. Keep them clean, fit and toned. Hygiene, both physical and mental, is a must. Improve your mind. Make yourself interesting. Stay abreast on current affairs. Develop other skills like massage and bodywork. Self-awareness, not the narcissistic type, and safe-sex practices are your frontline defense against STIs.

Stay clean and sober while on the job. More sex workers get busted for drugs than hustling. Know how to handle a drugged-out client. You’ll probably see a lot of those. Know that they can take forever to get off, and can sometimes be paranoid and dangerous.

Be fiscally responsibility. Plan for the lean times…and there will always lean times. You’ll probably be a hot property at first; the new meat phenomenon. Don’t let this go to your head. There will be cuter, younger, hotter competition getting off the bus tomorrow. Try to cultivate a number of regular clients. Have a thought to how and where you will market yourself. And I encourage you not to do this full-time. If you find it difficult to pay the rent, you’ll be tempted to do more and more risky things just to make ends meet.

Sex work is often more about being psychologically present than a sexual performance. Your clients will often be more lonely and isolated then they are horny. Always treat them with respect.

You should have at least one trusted friend who knows your whereabouts at all times, or who has access to your appointment book. Never make a date with anyone who won’t share his/her phone number with you. And always make a call back before you head out. Keep an appointment book, in code if you must.

Have a travel bag prepared with all the basics you will need: condoms, lube, massage oils, handi-wipes, an extra shirt, toys, mace (or other protective equipment). Have that bag ready to pick up and leave if there’s trouble.

Finally, I suggest that you connect with other sex workers in your area. There is strength in numbers. Other rent-a-boys will provide you with essential information about troublesome clients and help you get the lay of the land, so to speak.

Good Luck!