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Merrily We Roll Along!


Hey sex fans,

I hope ya’ll survived the holidays. I did! Although I can’t tell you how glad I am that all that nonsense is over.

Before we begin, I just want to remind you that my podcasts will resume next Monday, January 07. I have a slew of interesting questions that have been piling up over the past couple of weeks. So I can guarantee you it will be a juicy podcast. Don’t miss it!

Name: Fay
Gender: Female
Age: 23
Location: LA
I met this guy on the Internet and he seemed nice and all, but I wasn’t that turned on to him. All I remember is he was pretty nerdy and had really sweaty palms. We went out a couple of time, nothing serious. He just wasn’t my type. So I stopped responding to his calls. Last week I was out at this club with some friends and I saw Mr. Nerdy with this other chic. And I was like, wait a minute, that skank’s hornin’ in on my stuff! I know I wasn’t returning his calls, but still, I saw him first. It was like totally freaky, how they were all kissy-kissy right there in everyone’s face. What should I do?

Seriously? What should you do? How about getting a life. you vacuous twit? And Iwoman_screaming.jpg mean that in the nicest sort of way.

If you could just pull your head out of your ass long enough for you to listen to yourself; your misguided notions about dating and your fundamental lack of respect for the feelings of others would surly grate on you as much as it does me. Your mindless chatter is like fingernails on a blackboard. I mean REALLY!

Think about what you are suggesting here. You’re gettin’ all territorial about some guy you could barely bring yourself to give the time of day to and then blew off like he was excess baggage. You didn’t bother to take the time to look beyond his nerdy-ness and his sweaty palms like this other woman have done. Had you done so, you might have discovered what this other “skank,” as you so lovingly refer to her, has found. But ya didn’t!

Like most nerds, this guy probably developed other means of making himself attractive and interesting to compensate for his nerdy-ness. Maybe he’s got a big ol’ dick, or he’s great in the sack. Maybe he got a big bank account or maybe he simply has a handle on the basic social graces, something that you, dear Fay, have yet to grasp.

Your jealousy is neither cute nor charming. It does, however, mark you as self-centered and childish. For the most part, jealousy is a byproduct of a person’s lack of self-confidence and self-esteem. Here’s a tip: try and develop a healthier sense of self, so that you’ll mature into someone who can interact with others in a respectful manner that is befitting another human being.

Oh, and have a nice day!

Name: Joanne
Gender: Female
Age: 25
Location: Toronto
I’m 25, 5-foot-7 and weigh 105 pounds. I take care of my body by eating right and exercising regularly. My problem is that I hate the way I look. I am actually repulsed by my body. I take very brief showers and avoid the mirror as much as possible. I’m not a prude. Others being nude is fine with me. But my body image issues are hindering my sexual encounters. I always want to wear a shirt or have the lights off.

My current boyfriend says that if I trust him enough to sleep with him I should trust him enough to let him see me naked. He also has told me that we can’t continue seeing each other if this doesn’t improve. But I let him see every part of my nude body — just not all at once. So he knows I’m not hiding some monstrous deformity or anything. I guess I thought my boyfriend would be more sensitive to my fear and let me stay covered up. Do I owe him nudity?

Hold on there, girlfriend, you think your BF is being insensitive because he wants to enjoy your body in the buff…with the lights on? You think that he’s sticking around just to needle you about your phobia? Honey, get over yourself!

Do you honestly think that your body-positive BF oughta facilitate and participatecrystal_pussy.jpg in your pathology? Yeah, like why don’t we all just sink to the lowest common denominator? And here’s a tip, doll: you do have a monstrous deformity. Perhaps it’s not a physical deformity, but it sure enough is a psychological one.

I concur with your boyfriend; your relationship is on the line here. You need to get a handle on your hang-ups, darlin’, or you can just say good-bye to whatever sex and intimacy you may currently be enjoying.

Listen, I have a thing about sex and intimacy being a gift one gives another. So I ask you, how can you give yourself as a gift to anyone if you are disgusted with the gift you’re giving? And you’ll never convince me that your body issues aren’t seeping into and sabotaging the sex you may be having with your long-suffering BF. I’ll betcha you don’t let him get too close to the body parts you begrudgingly expose to him…when the lights are out.

Joanne, like I suggest above, being repulsed by your own body is a sign of a deep psychological problem. I’d suggest you get to the bottom of this with a sex-positive therapist right away.

When I encounter this sort of thing in my practice, inevitably my client and I discover a past body related trauma to be at root of his or her current disgust. Left untreated, this aversion could easily morph into a desire to do yourself harm. It’s a common enough phenomenon; so don’t let that happen.

And to your closing question about do you “owe” him nudity; what the fuck is that? Is your sexuality and the intimacy you share with your BF something to be bid and bargained for, like beads in a bazaar? Sex and intimacy is either a gift freely given or it’s coerced.

If you’re feeling coerced about being naked with the man who loves you, you’d better set him free and get thee to a nunnery.


Finessing That Ass Fuck — A Tutorial For a Top

Without further ado, here’s dr dick’s long awaited seminar on being a great ass fuckin’ top. This is a companion piece to an earlier tutorial for you novice bottoms out there — Liberating the BOB Within (That’s Big Old Bottom).

closeup1.jpgThis tutorial is for anyone who is considering being a top in butt fucking sex, regardless of whether the meat injection is 100% prime or a beef substitute — like a strap-on dildo, these words of wisdom are for you.

Some people are not open to experimentation when it comes to their precious asshole. They think it’s gonna be painful, or worse…the mere idea grosses them out. First off, you don’t want to try toppin’ one of these folks. A good top should know it makes no sense at all to try to force, or worse belittle an unwilling bottom to give up his or her rosebud if he/she is not inclined to do so. This is simply a waste of everyone’s time. Because if you do succeed in gettin’ the unwilling bottom to relent and the attempted fuck confirms the bottom’s earlier suspicions that this activity is indeed painful and/or gross; you will have won the skirmish, but you will have lost the war.

Second, before a top commences a fuck of any kind he or she oughta considerfemale_buttfuck.jpg whose pleasure is primary in this particular fuck-fest. There is a big difference between fucking for the top’s pleasure, for the bottom’s pleasure, or for mutual pleasure. If a top is trying to finesse a novice bottom into exploring his/her ass, that top needs to resign him or herself to concentrating on the bottom’s pleasure first and foremost.

Start by getting the bottom comfortable being touched where the sun don’t shine. Lubricate your hand and massage the outside of his or her hole. Make some lazy little circles with your fingers and drive your bottom wild with desire. When her sphincter starts to quiver, as it surely will, slowly penetrate your bottom’s butt with a lubricated finger tip. After a few minutes of just hangin’ out down there with your finger in his poop chute, you can begin to slowly slide your finger in and out. When you’re fingerin’ someone for the first time, be sure to take your time. Allow his or her muscles to adjust to being penetrated. You might want to incorporate a thin vibrating dildo and/or some expert rimming to pave the way for bigger things.

fingering.jpgWhen a top fingers a bottom like this, he or she ought consider the width of his dick or her strap-on while doing so. For example, once your bottom can take two fingers comfortably and three fingers with a minimum of discomfort he or she is ready to take a modest sized cock or dildo inside. If you’re very well endowed or you plan to strap on a dildo that resembles a floor lamp, you’d better adjust this finger formula based on the width of your fingers and your equipment.

A clean asshole is a happy and fuckable asshole. Hygiene is essential for both tops and bottoms. Bottoms need to anally douche beforehand. And tops, once your cock or your strapped on dildo has been inside your bottom’s ass, don’t go puttin’ that thang anywhere else (mouth, pussy, whatever) until you’ve washed it with soap and water. Carelessness in the hygiene department is just inviting a very serious infection.

Tops, be sure to use a good lube and make sure you have your favorite condoms near to hand. Getting your bottom into the right position, one that is comfortable for both of you is paramount. There are way too many positions for me cover here, but when choosing a position, consider —

  • your preference
  • the bottom’s preference
  • your cock and/or dildo size
  • your body type, and the bottom’s body type.

femalebutthole.jpgYou may find that a pillow or two will help support and prop up the bottom in most positions.

Painful fucking is a sign that something is being done incorrectly. It is definitely not a sign from god that ass fucking itself is wrong. In most cases pain is due to a few predictable reasons: the bottom is too tense and is tightening up. The top is being impatient and is pushing too hard. There may not be enough lubricant. Or the cock or strap-on is too big for the bottom’s experience level.

Obviously. both top and bottom should be comfortable and feel at least some pleasure in the fuck. However, it’s perfectly fine, on occasion, to concentrate on one person’s pleasure over the pleasure of the other. Just make sure you both agree on who’s pleasure is gonna be the focus of any given fuck.

Topping is a skill like any other. Practice will improve your technique. And while practicing, invite and then listen to the feedback coming from your bottom.

Ok, let’s review.

  1. Always use a lubricant…and a lot of it. Water-based lubes are latex-compatible and highly recommended.
  2. Stop immediately if your partner asks you to stop. I’m not suggesting that you stop trying altogether; just don’t push yourself onto your bottom when he or she wants you to stop. Find the source of the problem lubrication, position, whatever, resolve the problem, then resume the fuck.
  3. Take it slow. There is no need to rush, especially if you’re experimenting with anal sex for the first time.
  4. A bottom’s desire to be fucked does not insure pleasurable cornhole-ing. It’s nice that he or she might want to surrender his or her ass, but that’s not gonna make it happen on its own.
  5. Always communicate with your bottom. Keep your communication playful and smutty.
  6. Tops, be open about what you want and how it’s feeling. “Oh baby, that’s right you’ve got such a tight hole. You want my big meat in your ass? Yes you do! Open up for daddy…or momma…as the case may be.” Get the picture?

Some experienced bottoms can orgasm with ass fucking alone. Women do so through pelvic muscle contractions, men because of pressure applied to their prostate.

inthehay.jpgOh, and here’s something you need to know. We all have two sphincter muscles. If you insert a finger about one half-inch into your ass and press your fingertip against the side you’ll find them both. There is less than a quarter-inch between them.

The external sphincter is controlled by the central nervous system, which means you can tense and relax this sphincter at will. The internal sphincter is quite different. This muscle is controlled by the autonomic nervous system making it involuntary. This muscle responds to fear and anxiety. It may cause your bottom’s hole to tense up automatically even if he or she is trying to relax.

Tops, remember the rectum is not straight (no pun intended). After the short anal canal that connects the asshole to the rectum, the rectum tilts toward the front of the body, sometimes as much as 90 degrees. That’s way some people are anatomically less suited to ass fucking than others.

Finally, the best attribute a top can have is his or her sense of humor about the whole friggin deal. Fucking ain’t as easy as it looks, at least not at first. But perseverance will win the day.

Good luck ya’ll




A cluster of email arrived lately from folks in inter-generational relationships. They raise some very interesting issues. Check it out.

Dr. Dick, I’m a 20-year-old lesbian and have been involved in a relationship for a year and a half. She is also 23 years older than me. As much as we don’t want to admit it, our age difference is becoming a problem for us. We have had a difficult and stressful ride for the time we have been together. We are just at different places in our lives. Neither one of us truly wants to break it off; we have put far too much effort into this. I don’t doubt our deep feelings for each other, but is love enough to keep a relationship healthy? I would like to think so, but then of course I don’t have any prior experience. I am young and have many years and many possibilities in front of me. This doesn’t concern me, because more than anything I want this to work. What can we do? – Dena

Dear Dena,

The issues you present get right to the heart of some of the stickiest stuff of human relationships — sex, intimacy and love. Each one of these is different from the otherlesbian01.jpg and each satisfies (or frustrates) a specific need in each of us. The problem, of course, is that many of us jumble them all together and make a muddle of things. Let’s see if we can parse things out a bit.

You ask, “is loving someone enough to make a relationship work?” The short answer is, yes, absolutely. The rub comes with defining what that particular relationship will look like. Simply loving someone will NOT be enough to satisfy a need for sexual expression, nor will it satisfy every intimacy need.

That being said, if maintaining your relationship at all costs is your objective, I’d suggest that you consider making some kind of adjustment to your current relationship to allow you to experiment with satisfying your sexual and intimacy needs outside the relationship. Of course, this is often easier said than done.

If your girlfriend is mature enough, she’ll understand your needs and give you the permission you request. If not, you’ll have to do it on your own. You need to grow; so does your partner. Pretending that this issue will somehow disappear, just because you love one another, is foolish. Unattended, these needs will worm their way into every facet of your being together and they’ll destroy everything you currently have in place.

I always favor the up-front approach. Have a frank discussion with your partner. Work out some new, temporary parameters for your relationship. Check in frequently with one another. Take note of how each of you is adjusting to this fresh approach to problem solving. Assure her of her rightful place as your primary partner. All other relationships are merely satellite relationships that are meant to augment what is available on the home front. Of course, you’ll need to grant her the same latitude you seek for yourself. Honesty, communication and assurance will be your keys to success.

Good luck,

Doc, I am 72 years old and I live with a 38 year old young man. Ours is a celibate life but with lots of touch and love. We decided that sex between us could be destructive so we put that aside. We are free to make sexual liaisons outside the relationship, but they have been minimal. We enjoy each other so much without the tension of having to perform that we would like to share the idea with others. We have a freedom that others could cherish. Many have sex without love why not love without sex? I am happy for the first time in my life and suggest these kinds of alternatives in every forum I can. Thank you for your time. – Bill

Dear Bill,older01.jpg What a joy it was reading your e-mail.

You and I share the same mission. We’re both encouraging others to consider the array of different models of loving, intimacy and sex that are available.

Most of the mail I get is from people who, despite being intelligent and sophisticated in most other matters, have absolutely no creativity in terms of the relationships they form. Just about everyone wants to know how he/she can mimic the look and feel of the dominant heterosexual, sexually exclusive model. As if that were the only legitimate means of being together. Why are gay men and lesbians so eager to buy into a lifestyle that rarely works for straight people? Maybe the wisdom you speak of is that which only comes with age and life experience.

There is one thing I’d like to point out. You say, “Ours is a celibate life…” I think you mean to say that you and your partner live a sexually abstinent life together, correct? Celibacy means something very specific; it means not being heterosexually married. This is a common enough mistake, one that permeates the popular culture.

I applaud your determination to bring the “good news” of alternative models of loving, intimacy and sex to every forum you can. I’m doing the same. Good luck in your efforts. You have a kindred spirit in Dr. Dick.

Dr Dick, I’m currently in a long-term relationship with a man who’s 18 years older than I am. I’m 29. It seems that I want to have sex more often than he does. It may be the age difference between us. I have tried masturbation to relieve my need, but it does not work too well. Whenever I’m with him in bed, I feel like touching him and so on. What should I do? – I Need More

Dear INM,

Congratulations! You’ve discovered the joys of inter-generational relationships. And I see you’ve also discovered the challenges.The issue you present is a common one, even for people dating within their own ageolder_male2.jpg group. A disparity in terms of sexual needs often appears between individuals in a relationship. This can be an opportunity for some creative problem solving or it can destroy the whole damn thing.

Here’s my suggestion.

  • First, try to discover if the difference in need has to do with sex or with intimacy. They’re not the same things, ya know. Does your partner even know that you are withering on the vine? Give yourself permission to explore other options to satisfy your libido. Could you have a sexual playmate outside the relationship? Is a three-way possible? Spice things up with some role-playing or a new sex toy. It’s easy to lose interest in sex when the play is boring, repetitive and ho hum.
  • There are lots of sex manuals on the market, to be sure. You could consult one of them for ideas if you can’t tap into your own god-given creativity. Of course a less expensive, and I think a more fun way to do this is to visit your local sex emporium. Don’t have one in your town? Too embarrassed to darken the doorway if there is one in your town? Never fear there are loads of them online. Make a date with your partner to visit a store. Pick out something new and naughty for him/her. Let him/her do the same for you.
  • Remember that sex oughta be an adventure even for an old “married” couple like you. Take all the opportunities that present themselves to make magic happen. You’ll be saving more than your LTR.

Good Luck




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.


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.

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.

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