Category Archives: Being A Good Top

Pros and Wannabes

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

copy-of-ego_jock0.jpg

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.zoo_3_bg_070402.jpg

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 questleavemealone.jpg 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

Sex Advice With An Edge — Podcast #02 — 02/19/07

Hey sex fans,

This week we visit with

  • Jim from Sidney needs to get a life.
  • Maria gets spooge on her boobs!
  • Sexy Veronica puts down her Chester.
  • Doug recalls a boyhood stiffy.

And finally, a Sexual Enrichment Moment

  • Bottoming Out — 101

BE THERE, OR BE SQUARE!

Don’t forget The Lick-A-Dee-Split Connection. That’s dr dick’s toll free podcast voicemail. Got a question? No time to write? Give dr dick a call at (866) 422-5680. Again, the toll free voicemail number is (866) 422-5680.

Dr Dick is now on iTunes. You’ll fine me in the podcast section under the heading — Health, subheading — Sexuality. Search for Dr Dick Sex Advice With An Edge. Don’t forget to subscribe. I don’t want you to miss even one episode.

Today’s Podcast is brought to you by The Free Speech Coalition.

fscbanner.jpg

Slippery When Wet

Getting to the bottom of things, so to speak is not always as easy as it appears at first glance. I’d like to share with you an exchange I’ve been having with very articulate correspondent from Chicago…dr dick’s hometown. Pay attention to how the topic moves from a concern about finding the proper lube to issue of much greater importance.

Hey there Dr. Dick,

I’m a 31 year-old gay guy from Chicago, Illinois, and I’ve been in a completely monogamous relationship with my partner, who is 38, for almost nine years.I consider myself to be on the bottom side of versatile–what can I say? I love it when my guy fucks me! But my partner is never able to cum when he makes love to me because of the lube on his dick. For whatever reason, it desensitizes him, and he’s unable to get off either from fucking or masturbation. We’ve tried various brands of lube, as well as different kinds of lotion, but nothing works.

We’re both HIV- and haven’t used condoms for many years. One of my biggest fantasies is to feel him shoot his load inside of me. Unfortunately, he is unable to get to that point. Furthermore, I hate that I get to cum and he doesn’t. I’ve looked for different kinds of lube online, but to be honest, I just don’t know which one might do the trick. Do you have any suggestions?
Thanks, Dr. Dick,
Daniel

Hey Daniel,cum10.jpg

Let me see if I understand what you’re saying. Your partner is unable to 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?

Daniel, I need a bit more information before I can advise you. I hope you take the time to respond.

dr dick

Thanks for your thoughts on this, Dr. Dick.

That’s right, my partner can’t seem to bring himself to climax using either lotion or lube.He can masturbate to ejaculation with a dry hand. However, I will say that it often takes him a little longer to ejaculate in general, which may just be one of those things that happens to us all sooner or later. He goes wild when I go down on his butt while he masturbates — he usually cums pretty quickly then.

So if there’s no fucking involved, we’ll play around together for awhile, then I’ll concentrate on him until he cums, and then I either jerk off or he’ll jerk me off.When he’s fucking me, it usually becomes all about me, which I don’t think is very fair, because unless he takes a shower and washes off the lube with soap and water, he can’t cum at all. He is generally content to just enjoy our love making on these occasions without necessarily having an orgasm. That’s all well and good, but like I said, I don’t think it’s very fair, and I wish I could figure out a solution.

T hanks! Please let me know if you need any more information. I’m looking forward to hearing you’re thoughts on this.
— Daniel

Hello again, Daniel.

This is all very curious. I’d be willing to speculate that what you present here is nota.jpg merely a wet hand vs. dry hand issue. I took particular note of these comments of yours: “I will say that it often takes him a little longer to ejaculate in general…” “He goes wild when I go down on his butt while he masturbates–he usually cums pretty quickly.” and “… I’ll concentrate on him until 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.

You say your BF enjoys being rimmed, and this hastens him to orgasm. Does he enjoy any other butt play, like prostate massage? If he does, you guys could try something like this. You eat his ass while he is masturbating on his back. Using a small vibrating dildo stimulate his prostate. As he approaches ejaculatory inevitability add lube to his dick, straddle him and sit on his dick.This may sound like a whole lot of work, and it may very well be. My suspicion is that your BF has, for whatever reason, talked himself out of every cuming in your ass and the lack of success with traditional anal intercourse has reinforced that. However, if you can help him break down his resistance with a fucking success, some positive reinforcement might turn the tide.

I hasten to add that if what I describe above interferes with spontaneity of your sex play, you may just want to enjoy the sex as you already have it.

Good Luck!

Now that’s really interesting, Doc.
My partner is a bit vigorous when he masturbates, and that’s how he finally gets off 100% of the time. I can’t think of a single other instance when that wasn’t the case. But I just suddenly remembered something he told me a long time ago about his first sexual experience with a dude.

My partner was receiving a blowjob, and as he was cuming, he farted. Now, that particular fart was certainly unfortunately timed — and probably the result of the relaxation that comes with an orgasm — but now I wonderrimming2.jpg whether or not, way back when, something psychological occurred. I would certainly speculate that switching to masturbation as he’s getting close might not be some kind of mechanism to shift the focus from down there to somewhere else, if you see what I mean.

We’ve never tried any other kind of ass play. I fuck him sometimes, which he enjoys. But we’ve never been much for toys or anything like that. I did get him a latex dildo as a joke one Christmas — nicknamed Gloria, for some reason — but I think I played with that when I masturbated alone more often than when we were having sex. Anyway, Gloria’s gone now — it slowly turned a funny yellow color so we tossed it. A small vibrator sounds like a fun idea…I know I’d use it at the very least!I’m always a little disappointed when our love making isn’t as successful as I’d like it to be, but I’m always careful not to show it, because my partner genuinely feels that he’s not great in the sack — which is nonsense (it really is nonsense).

Sex is always great, and especially between two people who love each other like we do. That sounds a bit trite, but we’re always laughing and doing silly stuff when we’re in bed together, and generally having fun, and I think we communicate well too.I have to admit, we’re not as spontaneous as we would like when it comes to sex. I’m going to go out on a limb and say that lots of couples fall into this trap where the events of the day — work, school for me, dinner, paying bills, answering emails and phone calls, surfing the Internet, booking travel, etc. — gets the better of us, and before you know it, everyone’s tired and ready to fall asleep as soon as their head hits the pillow.

Sometimes, though, if my partner is home when I get home, we’ll find ourselves lying on the bed playing with the cats. When they get fed up with our antics, we usually joke around with each other, talking, laughing, which may or may not lead to sex. It’s great when it does. Other times, especially at night when we’re getting in bed, one or both of us might be horny and we’ll have sex. Many times, I’ll be in the mood but not him, and I’ll jerk off while he rubs my balls and my chest, or he’ll jerk me off, and then go to sleep. That’s about as spontaneous as it gets for us.

Sexual spontaneity is definitely something we both know we need to work on. I’d love to have one of those moments where we have to leave dinner, jump in a cab, and get home ASAP, because we’re so worked up that we gotta jump in bed and play!

— Daniel

rimming03.jpgDaniel,

Thank you so much for all of this. It’s brilliant. Sounds like you have an 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?

All the best,

Dr Dick

LETTERS, LETTERS, WE GOT LETTERS

Dear Doc,

So you’re a sex therapist – very interesting.

Here’s one for you – not that I am trying to get free advice – but when I meet someone I really like – which just happened about 6 weeks ago, I sometimes have a hard time getting hard. I know it is temporary – as when I am alone I always can get excited and masturbate at least once a day. I have a hard time relaxing and trusting the other person – any words of wisdom? Any ways I can relax. I just get stressed about it and worry that I won’t be hard – then it becomes a self-fulfilling prophecy. I know physically I have a very strong sex drive – but just have never explored it fully with another person.

Thanks,
T

Hey T,

jeans1.jpgIn terms of the intimacy problem you present, I think you pretty much answer your own question. You need to relax. Easier said then done, right? Relaxation techniques, like deep breathing, are very helpful, give it a try.

Some guys also have enormous emotional investments in every one of their sexual connections. This never makes for a relaxed encounter. And as we both know, no relaxation can also mean no erection either.

If I had to guess, I’d say you don’t have a great deal of sexual experience to draw upon; this too can add to performance anxiety. There’s a pretty simple remedy for that too. Go out and get the experience you need.

Sexual experience for the novice fucker is as essential as behind the wheel experience is for a novice driver. The more experience one has behind the wheel, or in your case, in the sack, the more likely that person will be a relaxed and confident driver, Mmm…I mean…fucker.

Good luck

Dr. Dick,

I’m 55, single, and never have been with a man. I view the gay galleries and j/o. Frightened to come out and even more frightened to have an affair. Am I gay or not, is the first question. Second I’m really turned on by men of muscle in the galleries and jo daily.
from dilemma

Dear dilemma,

You have many more pressing emotional and psychological problems than yourassorted1.jpg concern about jerkin off to muscle boy smut and what it might say about you being queer.

When I get this sort of letter from an 18 year old I tend to be a bit more compassionate. After all, a young man doesn’t have the bank of life experience that you do to help guide him in his journey of self-discovery. But you’re 55 years old, for christ sake! Where have you been for the last 30 years? You’re crippled with a shit-load of fear, guilt , shame and self-loathing and that sucks (and not in a good way either). When do you suppose you’re gonna get around to addressing all this baggage, darlin’? You ain’t no spring chicken no more, honey! Time’s a wastin’.

Dr. Dick suggests that you place a moratorium on chokin’ the chicken for a few weeks and spend some of that down time with a qualified therapist who’ll help you face your fears and embrace your identity. For the time being, I can safely say that you are not gay. Dr. Dick reserves that designation for those of us who can self-identify with pride.

Good luck

Ok, Doc. I gotta question for you. I was “playing” with a friend of mine this past week and every time I top him, he can’t stand getting fucked for more than 10 minutes. We start off with him riding me. Then after let’s say 5-7 min, I turn him over on his back and try fucking him with his legs in the air only to have him ask me to pull out after 2 min b/c he’s sore. This is the 2nd time this has occurred. Would it be advisable to let him ride it for the duration of the fuck (I kind of like to be in control, but am totally cool with whatever the bottom wants as long as he feels good). Any other suggestions? I do rim and sometimes I finger him.
Anyway, I’d thought I’d ask a professional like you just so that I can be a better top.
—BMOC

Dear BMOC,

Do you ever bottom? The best advice I have for tops is to bottom on a regular basis. Really! In fact, my rule of thumb is, if ya can’t be a bottom you oughtn’t be a top.

0821.jpgSome tops are angry tops. They have something to prove, or more precisely, something they’re compensating for. That being said, I would add that in your case, your desire to be in control might very well be the root of the problem, at least with this particular bottom. Sounds to me like you are being too aggressive for this guy. Some boys like a nice gentle fuck. The fact that he’s more comfortable riding your dick then you pounding away at him tells me that he needs to be in control not you.

Good luck

Hi Doctor Dick.
I am a French black Bodybuilder into local contests.
My question: Can a dick turn curved from daily j/o? For some years my cock is “looking” to right.
Thanks for answer.
—Mike

Hey Mike,
No, frequent j/o has nothing to do with your dick curving one way or another. That is unless you’re brutalizing it in the process.
black207.jpg Your cock is made up of two blood filled channels (corpora cavernosa) and one sponge like tube encasing the urinary passage (urethra). Sometimes the two corpora cavernosa are not equal in length from birth. Sometime the shortening of one or the other occurs as a man matures. Either way, the result is a curve of the cock towards the shorter side. Some dicks also curve up or down a bit. This is TOTALLY normal and it’s nothing to be concerned about. If, however, the curve becomes very pronounced, or becomes uncomfortable, it can be a sign of trauma. This is technically known as Peyronies disease and can be corrected surgically.
The best bet is to make sure that when you’re jerkin off you treat your dick with care. Remember it’s the only one that you’re ever gonna have.

Good luck

Liberating The B.O.B. Within

So ya finally decided to become a B.O.B. (Big Old Bottom)? Tired of missing out on all that ass-play everyone’s talkin’ about? Been secretly trippin’ on the exploits of your favorite porn stars? (“Jeez, would ya get a load of that. His hole looks like the Victory Arch in Paris, for god sake.”) And now want a piece of the action for yourself? But wait, there’s a wrinkle, you’re a virgin or worse yet, there’s been an “Exit Only” sign on yourgallerygay_20061125_085924.jpg poop chute for so long that the mere thought of someone diddlin’ your ass hole makes you blanch and swoon.

Dear Dr. Dick, Help! I want to be a bottom; at least I think I do. My boyfriend’s been begging for my booty big time, (my girlfriend just got herself a strap-on, YIKES!) but I’m just too tight down there and he’s really big (and she thinks turn-about is fair play). Our play time always end the same way, frustration for him (her) and a pain in the ass for me. How do those porno guys and gals do it?

fucking_men.jpgFirst off, darling, “porno guys,” as you so lovingly refer to them, are professionals (yeah, huh!). And Dr. Dick suggests that a novice butt pirate like you not try that fancy stuff at home before you know the basics.

So listen up, bottom wannabes, pleasurable buggering depends upon on three simple, but important things: 1) The will, 2) Being relaxed and 3) A considerate partner.

First. You gotta really want to get fucked. This may sound elementary, but it’s not. Some of my clients secretly confess that they don’t anyone near their precious tushie, and no amount of pleading and whimpering on the part of their long-suffering partner(s) is gonna change that. For some getting it up the ass is associated with11.jpg domination not pleasure. Manly men don’t bottom for nobody. (Oh sure Mary, me thinks you doth protest too much.) Others have religious reservations. (If god wanted me to get fucked he would have given me a vagina.) Still others have aesthetic concerns. (Oh no, that’s way too icky and messy.) I can assure you that these boys ain’t never gonna be a bottom no how.

Second. Let’s just say your dyin’ to get fucked, but you’re so intimidated by your top’s one-eyed monster that your quivering asshole is like totally shut down. Chill out! Why not begin your sex play with your partner giving you a relaxing sensual back rub. After awhile he could move on to a little butt play (and I do me play). The object here is pleasure not penetration. Have him tease your asshole with his finger. A tongue works nicely too. (This is called rimming, but you probably already knew that, because you’re not a complete idiot, huh?) A gentle circular motion works best. Have him use his hands to spread your ass cheeks, this will give your top better access to your rosebud and give you a double dose of pleasure. After a while, a lubricated finger can be inserted for a bit of a prostate massage, which is ohhh sooo delicious. When you’re ready to kick it up a notch, have your partner try inserting two fingers or a small dildo. Rhythmic deep breathing will help keep you relaxed. And when you’re all loosened up and ready to become like one of them “porno guys or gals,” you can him plug in the real thing. No more meat substitutes for you. Experiment with different positions. Try sittin’ down on that big old thang, or do it doggie style. Getting laid while on your side with your man comin’ at ya from behind gives you a bit more control over the depth of his thrusting. And of course, there’s also the traditional missionary position; you 12.jpgon your back, legs spread eagle and your pumps pointing to the stars.

Third. Having a big dick doesn’t automatically make a guy a good top. A considerate partner, big dong or not, will happily join you in exploring your asshole. He will concentrate on pleasing you first, because he knows that an investment in your anal pleasure today will reap a harvest of mutual pleasure tomorrow. (Coming soon! Dr. Dick’s tutorial for tops. Don’t miss it.)

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