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
I see nothing wrong with that! Other than when you’re done fuckin’ him, or he’s done fuckin’ you, the next unlucky woman he happens upon will have twice the work. She’ll not only have to tell him the truth — that he sucks as a lover — but she’ll also have to contend with his ego. Thanks to you and your deception, he’ll be convinced that he’s a fabulous lover when, of course, he’s not.
How about just enough to get his dick hard?
As to the issue you present, it’s not particularly uncommon. Many people aren’t able to, or choose not to get off in partnered sex. And there are several common reasons why. Without going into detail about that, let me just ask one thing. Are you able to masturbate yourself to orgasm when you are with a partner, like you can do when you are alone? If so, maybe you could incorporate that into your sex play with a partner.
Time to wake up, fella! Your “girlfriend” — and you notice I put that in quotes — is decidedly not YOUR girlfriend, and possibly not any man’s girlfriend. I’m gonna go way out on a limb here and say; I think your “girlfriend” is a certifiable, died-in-the wool, muff-divin’, coozie-lovin’ lesbitarian. All that’s really left for her to do to make the picture perfectly clear…even to you, is to show up one day in a mullet and a plaid flannel shirt. Holy cow, mike, how is it that you are missing the obvious?
ejaculate when he uses either lotion or lube while either masturbating or when fucking you. Right? Does that mean he can masturbate to ejaculation just fine with a dry hand?So when you guys have sex, and he’s fucking you, and you cum, what happens next? Does he pull out of you, wipe off the lube and beat off till he cums?
First, it’s not unusual for a man not to cum as a top in anal (or vaginal) intercourse. Sometimes there’s simply not enough of the right kind of friction. If, for example, your BF is like another client of mine and his masturbation style is very vigorous, or like my client who is only able to cum by concentrating his manual stimulation on his frenulum, he’ll not cum in anal intercourse…or any intercourse for that matter. He has to get himself off by hand.
exceptionally enviable relationship. Also sounds like you have plenty of room for spicing things up too.It’s so interesting that you mention your BF’s fart incident. I’ve had other people tell me similar stories. Almost to the one, each reported that this single fart incident during sex, altered their entire sexual response cycle for years. Isn’t that amazing? Aren’t we incredible creatures?
While the good doctor is truly entertained by your delightful story, he is as depressed as you to learn the lengths a gay man has to go to these days to get another gay man to suck his cock. I don’t recall it being so convoluted in the past.
Dear K,
I can’t tell from your comments if you are a man or a woman. That’s actually a good thing, because my advice is the same regardless of your gender. Our society can be a heartless place for those of us who don’t fit the “ideal” of youth and beauty perpetuated by the popular culture. And it looks to me like you’re guilty of the same bullshit you accuse others of perpetuating. You want a lover who is physically perfect, but you don’t want others to discriminate against you for not being so. Aaaa, hello! If you allow this unhappy double standard to control your sense of wellbeing, you have only yourself to blame.
Many people are able to perform sexually, while having difficulty with intimacy. When I see such a person in my therapy practice, I help my client overcome this rift by encouraging him to gradually increase the amount of intimacy he is comfortable with every sexual encounter. It’s a simple behavior modification thing.
While you may have enough in common to consume hours of internet time each week, (no big challenge there, you can train a chimp to do the same) the sex thing, or passion thing, or whatever else one calls it these days, simply isn’t there. And there’s no making it suddenly appear at this point in your association. Your internet “date” is not about to be dazzled by anything that isn’t highly combustible, regardless of how poorly this has served him in the past. Your method, on the other hand, ain’t getting you married either.