When it comes to sex, pro and amateur alike have issues. (It’s a good thing too; otherwise I’d be out of work.) Weather one is just getting the hang of things or one is making bank pleasuring others, body awareness and sexual technique can be fine-tuned.
In our culture just about everyone, regardless of age, faces some kind of bugaboo about sex and/or intimacy. When we are young, inexperience and the sexual misconceptions and misinformation that accompanies youth can seem charming to some. Youth, after all, is a time for stumbling about.
Not so when we’re all grown up. Those who are old enough to know better, but don’t, are not judged as indulgently as greenhorn youth. Older folks are expected to learn the lessons of youth while we are young. And while there are a whole set of particular issues that arise for us in our middle years, it’s exasperating to encounter an oldster who is still clueless about the fundamentals.
Hey Dick!
As you know, I am an escort. My business is doing very well. In fact, so well I need to ask if you know of any meds, besides Viagra, that I can take that will help me maintain an erection over a longer period of time?
Can I be frank? Here’s the deal, let’s say I have I have two one-hour clients during the day. Then a regular of mine calls and wants an all-nighter. That’s not a problem other than the fact that this particular client wants to get fucked hard. I mean real hard, for hours at a time. He’s an insatiable power bottom.
I want to be able to ride his ass, like the bitch he is. Hell, I’m even attracted to him. I just can’t stay hard enough to fuck him like he likes (especially after having had the two clients before him that same day). Sometimes I have difficulty getting it up for him, and wind up finger-fucking him till my hand is sore. I do not want to lose this client. And shifting days is not the solution. Because when he wants it he wants it and I have to produce. That’s what I do, I sell “muscle.” I have a reputation for giving the best hard driving, dominating and controlling sex around.
Again, is there a medication I can take to maintain the erection?
— Works Hard
Dear WH,
Your life reads like a cheap porn movie script. Lordy, the good doctor nearly got the vapors simply reading through your very explicit missive. (As you can see, I had to edit out some of the more gory details so I could protect your identity in this public forum.) Of course, as you suggest, it never hurts to advertise. You’re so bad!
I thoroughly understand the pressures you and other sex workers face. It’s not as glamorous a life as it is often portrayed, huh? Ok, so you’re beautiful, men idolize you and crave your attention. You’re getting loads of sex, putting all those “bitches” in their place, and crying all the way to the bank. It’s a tough job, but someone’s got to do it. But then again, there are all those sniggling performance issues that even a he-man like you must contend with.
The trouble lies in the fact that you are a workaholic. And that’s never good, regardless of the work one does. Sex work, like any other work, will burn you out if you’re not careful. If you don’t learn to pace yourself, darlin’, you’ll fizzle. (How’s that for an appropriate euphemism?) And from what you tell me, this is already beginning to happen. Keep it up (no pun intended), you won’t be the first causality in this line of work, nor will you be the last. But If you ask me, and I happen to know a little something about sex work myself, the object here is to grow old (or older in your case) in your chosen profession.
I’m tellin’ ya, WH, if the erectile burnout don’t get ya the psychological torment will. I’ll bet you’re terrified the word will get out that MR. Big-Beautiful-29-year-old-Stud-Power-Fucker can’t get it up. That would be real bad for business. And you know how those johns can gossip. Bitches! They don’t know that you’re servicing men at a rate that would make a superhero blush. All they see is limp willie and that spells trouble right there in River City.
It’s not surprising that you are having erection concerns given the number of clients you are seeing in one day. I mean, girlfriend, when do you find time to eat? You don’t need a new med, you need a vacation. If Viagra and a good cock ring don’t do the trick, then, in my humble opinion, your body is telling you to slow the fuck down.
And here’s another tip; research is beginning to show that prolonged and persistent use of Viagra can have some very unpleasant side effects. Those who overuse this potent cardiovascular drug, particularly young men who use it recreationally, may be in for some very unpleasant surprises down the road. So, I have one simple suggestion, WH, have a care about your sexual wellbeing and treat your dick gently. Despite the pounding you can inflict with it, it is a very delicate mechanism.
Good Luck
Dear doc, I am just about to turn 50 years of age. Is there a sex life ahead for me? I love sex clubs and anonymous sex. But is it too late for me to get into a relationship.
— Washed up?
I regret to inform you, Washed, sex does, indeed, come to a screeching halt right as you turn 50. In fact your dick is gonna fall off too, cuz you ain’t gonna be needin’ that little thing no more.
I mean, come on, I’m sure you know better than that. Thanks to the wonders of modern pharmacology even Bob Dole is getting laid, for Christ sake. Wake up and smell the coffee, Washed!
Oh, and one other thing, since there’s no guarantee that you’ve taken note of this subtlety, especially seein’ how you missed the big picture above, I have a tip for you. If it’s relationship sex you’re after, you’re gonna have to look for that in a different venue than where you are currently skulking around for stand-up sex. And you can pretty much count on the fact that relationship sex is gonna demand a whole different set of skills than anonymous sex. Do you have what it takes? Hmmm, the jury is still out on that. But if you’re just now lookin to nest at 50, I’d say an acquittal is highly unlikely.
Good Luck
Dear Doctor, I am gay, 49 and after a “broken heart” in my 30’s I went back to the closet for 20 years. I feel so lonely. Seems I have wasted my life. At my age, how can I ever find a lover with whom I can truly be happy, both spiritually and sexually? This is very difficult for me and I really would appreciate any good advice. Thank you. Kind regards.
— Lonely in Louvain
Dear LL,
Hey, it’s never too late to find what you are looking for. However, this particular quest is not for the faint of heart. If you’re prone to retreat into your shell, or closet as the case may be, every time you are disappointed or rejected, don’t 
even start this adventure. But, if your life of loneliness and isolation has taught you to value the companionship and love of others, then your years in the closet may not have been a total waste. Get out there and make a difference.
Live authentically; it is the best aphrodisiac. You may not find everything you are looking for in one package, but that shouldn’t matter. That’s the stuff for fairytales. The object is to satisfy your needs. So, if you find satisfying sex with one person and spiritual fulfillment with another, so be it.
And may I suggest that you try and expand your concepts of what defines happiness for you. You don’t want to box yourself in now that you’re finally venturing out of the closet.
Good Luck
You see, my conversation with Monk is part of our look at the world of fetish sex, kink and alternative sexual lifestyles. As you know I’m chatting with prominent educators, practitioners and advocates of unconventional sexual expressions and lifestyles from all over the world in the hopes of gaining some perspective on edgy sex. And that’s why this exceptional bondage performance artist is here again this week.
Modern Hooker is a sex worker; but she’s also an activist, a poet, an educator, and the author of a kick-ass comic strip called, aptly enough, Modern Hooker.
Today, we add to this chorus of voices one that is rarely heard in public. I have the distinct pleasure of introducing you to my special guest. She is a working girl; ya know a lady of the evening, a trollop, a whore, a street-walker, an escort, a courtesan, a pro, a ho, a prostitute, a hooker. In fact, my guest is the one and only Modern Hooker.
