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What a pain in the ass!


Name: Dan
Age: 55
Gender: Male
Location: Illinois
My wife and I have enjoyed anal sex (giving and receiving to each other) for years, but now I have a problem I need help with. I had a hemorrhoidectomy surgery 3 months ago and we waited 3 months to start up again. Now using the same strap-on as we have been using it was very uncomfortable. The strap-on is only 1-1/2 “thick and I tried again by my self but it did not matter how much lube I used it still hurt. Then I started bleeding. It seems that when the hemorrhoidectomy surgery was done it made my rectum smaller. The question I have is; is there away to stretch the rectum back to the pre-surgery size or do I have to buy smaller toys (the 1-1/2” is the smallest we own right now)? I appreciate any help you can give.

Sorry to hear about the pain in your ass, Dan. I know that recuperating from invasive surgery like that isn’t fun.

ass-painHere’s the thing; I believe that you’re gonna need way more than 3 months to heal completely from the hemorrhoidectomy. I know, bummer, huh? If I had to guess, your down (pardon the pun) time will be more like 6 months to a year.

At 3 months, your ass is, no doubt, healed enough for comfortable bowel movements. But butt fucking is quite another thing. And I don’t think it’s simply an issue of stretching your rectum or the amount of lube you use. Internal healing isn’t like external healing. Plus, there’s the fact that every one of your bowel movements is stressing your rectum making the healing process more lengthy. I encourage patience.

That’s not to say that you still can’t enjoy your hole. External simulation on your rosebud will feel real nice. Digital stimulation, just inside your hole, might also be possible. Just don’t over do it or you will find the healing process will take even longer.

I have a question. Are you able to stimulate your prostate without pain? Or do you experience pain with any insertion to any depth?

Since you’re not here to fill me in on the gory details, I’ll try to respond to my own questions. If you are able to stimulate your prostate without difficulty, I recommend that you keep your anal wanderings to that depth. If, on the other hand, you can’t even go that deep without discomfort, then I suggest you stick to external stimulation for the time being.pain-in-the-ass

I already suggested butthole massage, but don’t forget your perineum, or taint, if you will. I suggest that you find a good strong vibrator, perhaps one that has a pointed (phallic) shape to it. You’re gonna want some fine pin-point accuracy for this stimulation. Move back and forth between your hole, over your taint, to your balls. Stimulate the whole shebang down there. I think you will find that pressing the vibe into your perineum will shiver your prostate in the most delectable way. Done correctly you will discover that your whole pelvis will light up.

[Anyone out there who is afraid of anal insertion, but wants to experience some of the fabled pleasures associated with being a butt pirate, will want to give this external vibration thing a try. Who knows, one day you might wind up slipping the phallic shaped vibe in your ass for real and discover that your insertion fears were unfounded.]

Dan, give your ass at least 3 more months to heal. At that time try doing some very careful and tentative insertions to see how things feel down there. If there is even the slightest pain [internal pain as opposed to sphincter discomfort] stop what you are doing. Don’t try and force the issue. Like I said, this could take a year to heal properly.

Keep me posted on your progress.

Good luck

What just happened?

Name: Selena
Gender: Female
Age: 37
I have been with the same man for 17 years now. Although he is not the only man I have been with he is most definitely the best. I suppose mostly that’s due to having years to experiment and practice, etc. Anyway, I have always had amazing orgasms all of which require clitoral stimulation regardless of position but the other night I had a gusher; I squirted a lot! He was inside me and I was using my vibrator. And when I got off, there was only this one big release, but there was so much fluid it made a spot on the bed twice the size of a large softball, maybe even larger. At first, I thought it was him until he asked if I was okay and that’s when I felt this warm honey-like feeling fill me. I have never had this happen before and would like to know if it’s normal or not to, all of a sudden, have an orgasm like that? Quite frankly I am not impressed for the fact that it was only 1 big release instead of my usual orgasm where I often climax for up to 2 minutes. And should I be embarrassed? What if his face had been down there? Thanks for your help

I’m so glad to hear that you have been having lots of amazing orgasms, Selena. Good for you! However, it The Amazing G-spotseems to me that you’ve wandered into some new and uncharted orgasmic territory with the one you describe. In fact, it sounds like you’ve had your first ejaculation. There’s nothing abnormal about it, although it’s not all that common.

And why would you be embarrassed to have had an ejaculation while your partner was eating you out?  Hasn’t your man ever busted his nut on your face?  Isn’t it the same thing?  I say, yes.  And no man ever apologizes for that stunt.

There is a lot of controversy about female ejaculation. Well-meaning people in and out of the sex community continue to debate the topic. Women and men, scientists, clinicians, academicians, scientists, and lay people all have very strong opinions that they don’t mind insisting are that last word on the subject. And yet the debate continues to rage. I find that curious. But so much about human sexuality remains controversial. That probably says more about our culture than about sex, but you I’ll bet you know that already.

Anyhow, I’ve written a bit about female ejaculation on my site, there are some podcasts that discuss the topic too. Use the CATEGORY pull-down menu in the sidebar to your right and scroll down till you find ‘Female Ejaculation.’ It’s near the top under the heading, BODY ISSUES.

This is the sort of thing you will discover.

Name: T
Gender: Female
Age: 46
Location: Canada
Do you have any suggestions about FE, I believe I have one once and it was total bliss. But achieving it again is quite another thing.

FE??? Are you talkin’ Female Ejaculation, darlin’? Ok, let’s start with a little background.female genital anatomy

The G-spot (or Grafenberg Spot after the physician who first wrote about it) or Skene’s gland is a small area of spongy tissue just behind the front wall of the vagina, between the back of the pubic bone and the cervix. This is analogous tissue to the male prostate. In fact, the G-spot is sometimes referred to as the female prostate. But like most things sexual, particularly if it has to do with female sexuality, there’s a lot of debate about whether the G-Spot is the same thing as the female prostate. I intend to steer clear of that controversy as much as possible.

In short, what I can tell you for sure is that during early fetal development all fetuses start out being potentially female. This does not change until a male fetus begins to produce its own hormones around the eighth week of gestation. Only then does the physical development of the male and female bodies diverge. Of course, this necessitates that all fetuses initially have structures that could develop into either male or female reproductive and sexual organs. This means the tissue that develops into the male prostate gland must also be present in females. Get it? Got it? Good!

Many women report that their G-area is more sensitive to stimulation than other parts of their internal genitals. To find your very own G-spot, put two fingers in your pussy and curve them upwards, like toward your belly. Now make a “come here” motion, stroking the upper wall of your vagina with a firm, upward pressure. Feel that? That’s your G-spot, darlin’! How fun is this?

female ejaculationFingering yourself like this will probably be more pleasurable if you’re already aroused. Some women have orgasms and/or ejaculate from G-spot stimulation, but not all women ejaculate and not all women find G-spot stimulation pleasurable…wouldn’t ya just know it!

Some women report that they feel like they need to pee when their G-Spot is stimulated. Therefore, I suggest, that before you go rootin’ around in your pussy lookin’ for your g-spot, that you completely empty your bladder. Oh and make sure your fingers are well lubricated throughout your exploration. Even if you have a lot of your own vaginal lubrication, I always suggest the use of a water-based lubricant to augment your own juices.

As an aside, we all know that post-menopausal women experience bouts of vaginal dryness, but even younger women have dry episodes, especially if they are taking antihistamines or antidepressants.

If ya want to hit your G-spot while fucking, may I suggest you try “the woman-on-top — cowgirl” position or the “doggy” position. These are best because your partner’s dick (or strap-on) will be better situated to hit the front wall of your pussy.

***Guys, most women need firmer pressure to the front of their pussy to have a G-Spot orgasm. This might best be accomplished by quick strokes and a lot of deeper friction. But let your partner be your guide.

Like I mentioned earlier, G-Spot stimulation may cause you to ejaculate a small amount of white or clear fluid. Some women produce more ejaculate than others. Just remember, the gushers…the ones you see in porno movies…are faked for your viewin’ pleasure. I mean, come on; some of these videos would scare the fuck out of Noah!

Enjoy your exploration, T. Like I always say, the more you know about the mysterious workin’s of your own personal pussy the more information you’ll be able to share with your own personal partners.

If you’re looking for a swell ‘how to video’ look to Dr Dick’s How To Video Library. Click HERE to see what I found when I did a quick search for ‘female ejaculation’ in my How To Video Library.

Good luck

Whataya Think?

Name: Alyssa
Gender: Female
Age: 26
Location: Vancouver
I’ve recently begun dating a very nice, attractive guy who has a unique fetish. He’s very sweet and complimentary in real life but when we play he likes to say dirty and very insulting and frankly pretty outrageous things about my mouth. I have enjoyed it when we’ve played this way but I kind of wonder deep down if he actually likes my mouth or not. He says it’s just a fetish and he thinks it’s beautiful. Can you give me some insight into this?

Seems to me, Alyssa, if the BF only does this trash talk during sex, then it is, as he insists a fetish. I recommend that you not try to read anything more into it than that. Don’t over think it and don’t second-guess this harmless fetish. In fact, you ought to revel in the fact that you have a man that enjoys something a little out of the ordinary. And hey, why not give dirty talk a try yourself. You can, you know. All ya gotta do is get into the same mind set as the BF, and give him as good as you get. I can pretty much assure you that this will turn his crank, big time.i just can't

Name: Baux
Gender: Male
Age: 18
Location: Colorado
I’m a young gay guy; I have been having anal sex on the bottom since I was 14 years old. There have been no more than 15 guys, though I’ve probably had sex around 50 or so times. Recently within the last few months, sex has stopped feeling good. The initial burn caused by penetration won’t go away. I truly do want to keep having sex; do you have any idea why my ass is suddenly so sensitive?

Wow you sure are precocious, my friend!

And yes, I do have some idea why your ass is suddenly so sensitive. I’d be willing to guess that you may have developed an anal fissure.

An anal fissure is a tear in the lining of the anus or anal canal. The fissure can be painful and may bleed. For more information on this; search my site using the term, “Anal Fissure.”

This is nothing to fool around with, pup. Have yourself checked out by a physician ASAP. Remember, our bodies often offer us warning signals when something isn’t right. A painful burning sensation is one such warning signal. Please, attend to this right away. Take yourself to a community free clinic for screening if you don’t have a general practitioner you can rely on.

Good luck

Tricks Of The Trade – Part 2

Today I continue the series I started on Monday.  You will remember from Monday that a friend of mine, who is writing a book about male sexuality for women, asked me if I could be her go-to-guy for a bunch of questions she had about pleasuring a man which she wants to include in her book. I think it is only fair that you, my loyal audience, should get this information before anyone else does.


What are some porn industry secrets to keeping men harder longer while shooting a film? I assume they use editing tricks (like repeating the same shots over and over), Viagra (or other ED drugs). Do they still use fluffers? What else?

Yes, editing, lots and lots of editing!

But nowadays, it’s “better living though chemistry!” No, fluffers are no longer necessary. Pity!

Loads of guys use CAVERJECT.  This will give a guy 8 hours of wood, regardless what he is doing. He could watch his mother get hit by a train and he would still have a boner. As you can imagine, this has nothing to do with being aroused, it’s simply a matter of circulatory mechanics. It’s just one more thing that’s faked in the industry.

For the rest of us mere mortals, I always suggest the use of a cockring. Be sure to check out my tutorial: Cockring Crash Course HERE!


I will be discussing sex guilt and its repercussions. As a former Catholic priest, we’re sure you’ve dealt with your fair share of sex guilt either in yourself, your penitents, or your current sex therapy clients.

Yep, in all three!guilt-and-shame

What are some reasons behind sex guilt?

The truth is, there is very little sex related guilt without the accompanying shame. In my opinion, the shame comes first. Someone or some institution instills the sense of shame for the behavior; the individual experiences guilt when he/she engages in the shamed behavior. And, mind you, this stigmatized behavior could be anything from masturbation or eating pork.

How does sex guilt manifest itself?

In many different ways. It’s such a personal experience. For most people guilt reinforces and internalizes the shame that was engendered by someone or some institution outside of the person. (See my comment above.) A common response to sex guilt is hiding, suppressing thoughts and feelings, denying thoughts and feelings, avoiding triggers, or just shutting down. Others punish themselves, which can engender a vicious cycle self-hatred.

However, the most pernicious form of guilt actually reinforces the behavior. Here’s how that works. I do something I’m ashamed of; I feel a deep sense of guilt; then I punish myself for my transgression. This in turn makes the behavior all that more seductively attractive to me, which makes me do the behavior again, all so that I can punish myself again. And, as you can see, the punishment, not the pleasure, becomes the reward. It’s all really very insidious.

How can one overcome their guilt about sex acts?

One starts by unraveling the system that instilled the shame in the first place. One goes back to the source of the shame — church, parents, etc. He/she tries to understand the reason why the shaming was done — protect the sanctity of the body, a means of controlling human urges, etc. Then one demythologizes the shaming. Without shame there’s little to no guilt.

Have you heard these statements and how would you respond to someone who is dealing with these specific issues:
1. A women who go down on a guy is a whore.

I would help the individual see that statements like this are made by people who don’t believe that women should enjoy sex; they shouldn’t be active participants. Sex is for procreation, not pleasure. There’s only one way to have sex—particularly for women—they should be unengaged and passive receptacles, nothing more.cordially invited

2. Men who go down on women are unmanly.

I would help the individual see that this kind of statement is made by people who are trapped in a perverse sex-role stereotype. I mean, who gets to determine what is manly and what isn’t? The one who makes this determination wins the debate, right? Each individual ought to get to decide what is manly, womanly. There is no artificial norm.

3. Anal sex (between straight people) is wrong/dirty/gay.

I would help the individual try to take apart that statement. Wrong? Does that mean there’s a right way? Who gets to determine that? Dirty? Are some parts of the body more wholesome than others? Whose prejudices are at work here? Gay? Why must we demonize this particular class of people? Where do the phobic reactions to same sex behaviors come from? Are they legitimate things to be feared, or are they culturally induced? If they are culturally induced, what was the original motivation? See my response to your question: How can one overcome their guilt about sex acts?

4. The lady/whore complex that straight men may entertain.

Someone set up this dichotomy long before any particular modern straight man bought into it. Who set it up? And why did they set it up? At who’s expense? Who’s sexuality do they fear? Does preserving the male privilege have anything to do with it?

5. Pornography is evil/degrading/terrifying/wrong.

Again, why evil? That’s a throwback to an outmoded cosmology, right? And even if someone decided there is dirty magazinessuch a thing as evil, who gets to decide what evil is? What was evil 100 years ago, or in a different culture, may not be considered evil today, or in another culture. This suggests to me that “evil” is not a universal, but culturally determined. Again, who gets to determine that? And whose prejudices are at work when the determinations are being made? Degrading? Sure, porn can be degrading, but so can working at Walmart! If it is consensual and free of coercion, can it be degrading? And if porn is degrading why is it that we are not as concerned about all the other things that degrade human kind? Terrifying? I think comb-overs are terrifying. Wrong? (See evil above.)


Some people argue that the anus can suffer damage and begin to leak with too much anal penetration. Is there any biological basis behind this? Or is it just another “myth”?

Sure, one can injure him/herself with irresponsible penetrations of any orifice. But what is “too much” penetration, anyhow?

Any butt pirate, from the rank amateur to the power bottom, knows the importance of keeping their pelvic musculature in tiptop, no pun intended, shape. This is where Kegel exercises come in handy. Strong and toned PC muscles (pubococcygeus muscle) will allow you to enjoy ass fucking for a lifetime without the heartbreak of springing a leak.

PART 1 of this series HERE!   PART 3 of this series HERE!

Tricks Of The Trade — Part 1

A friend of mine, who is writing a book about male sexuality for women, asked me if I could be her go-to-guy for a bunch of questions she had about pleasuring a man which she wants to include in her book. I think it is only fair that you, my loyal audience, should get this information before anyone else does.

What would, in your esteemed opinion, be your five hot tips for giving a great hand job?

First, there are 10, not 5. Hand jobs are too important for just 5.

Most men love a good old-fashioned hand job. Here’s the deal with a lot of us folks who own a dick. We first become acquainted with the pleasure our cock can offer through handling ourselves. And when it comes right down to it, there is rarely a mouth, pussy or ass that can compete with the variety of stroke and firmness of grip that a hand can provide. Simply stated, the humble hand job is the ideal way to pleasure your man. Just remember, even though jerkin off your guy isn’t particularly exotic, as far as sex acts go, it never has to be boring for you or him.busy masturbating

1) I am of the mind that a brilliant wank begins with a first class lube. Many guys swear by silicone-based lubes for this purpose, but a hand job connoisseur will probably have his very own favorite. Start off with just enough lube to make things slick, you don’t want to over do it. Get a feel for his johnson and what you have to work with. Skillfully draw back the skin of his rod toward the root of his dick till it is taut. This is much easier to do on uncut men, but even most cut men will have some skin left for move.

2) Tell your dude how much you like his meat. A hand job is a perfect time to marvel at the work of art before you. Feel free to uooh and ahhh a lot. Your man will get off on you admiring his unit. For, as we all know, a hard man is good to find. Can you wrap your fingers around the base of his unit and get a good grip there? If not, you’ll want to consider a cockring for this purpose. if you use a cockring, you’ll free up both your hands for what’s to come.

3) Now that you got yourself a really nice boner goin’, get between his legs. Take his cock between the palms of your hands, interlock your fingers and guide your hands up and down his shaft. Your thumbs should be on the underside of his dick, so that on each stroke up and down, you hit his frenulum with the pads of your thumb. Now with his cock still between your palms, rub your hands together, like if you were warming them. This will provide a great new sensation for your guy.

cock,schlong, dong4) Hold his cock in one hand and with the well-lubed palm of your other hand, slowly move it in nice lazy circles all over his dickhead. This is a particularly delicate procedure, especially if your man is uncut. His dickhead will be super sensitive, now that he is fully aroused. And don’t forget, if you are using a cockring, his pecker will be even more engorged than usual, making it hypersensitive. Be sure to ask for feedback on this move. If he finds this too uncomfortable, move on to something more pleasurable. Here’s a tip: us men being who we are will, no doubt, already be giving you directions on what to do and how to do it down there. So all you have to do is follow his lead. Remember, he knows his way around his joint better than anyone.

5) Don’t forget to service his nuts. Since a guy’s jewels are less sensitive to touch than his dickhead, you can manhandle them a lot more. Squeeze and tug and even gently slap those babies to your heart’s delight. While you are doing that, and with his dick flat against his belly, shimmy the heel of your hand up and down the underside of his cock. You see how you are incorporating different sensations and movements all at the same time? Keep this up and your man will be putty in your hands, no pun intended.

6) Interlace your fingers and make a tight passageway through the palms of your hands. Pump up and down his shaft this way. As you get to the top of his cock close the passageway even tighter. Then make him squeeze his way in as you slide back down to the bottom. Then with one hand rapidly following the other in only a downward stroke, make like a perpetual penetration tunnel. This will make his eyes roll back in his head in ecstasy.titty fuck01

(This might be a good time to incorporate other parts of your body besides your hands. Most men get off on a titty –fuck. Cozy his cock between your boobs and have him hump away. You can also use your feet in the same fashion. Lots of guys can really get off fuckin’ a chick’s (or dude’s) feet.)

7) Now, back to the hand job. Rhythmically stroke only his rod. Watch as his dickhead swells and turns red or even purple. Once it’s bright red, use your fingertips on the tip of his dick like you are turning a doorknob, first to the right, then to the left. Lightly at first, but slowly increase the pressure till he begs you to stop. Now you got him right where you want him.

8) Here’s where things can get really interesting. When he’s least expecting it, move one of your hands down past his nuts and taint. You know what a taint is, don’t cha? That’s the patch of skin between his balls and his asshole. It got its name from taint ass and taint balls, ya get it? Anyhow, once past his taint you’ll find his rosebud. With a well-lubed finger massage his pucker. If this is virgin territory for your man, he’s in for the thrill of his life. Continue to stroke both his cock and asshole. Don’t be afraid to try and push your fingertip past his sphincter. If he lets you inside, you will have access to his prostate. But even if he doesn’t, massaging the outside of his hole will bring him very close to an explosive conclusion.

9) If you’re ready to finish him off, so to speak, pick up the pace of your stroke. He will be breathing heavily now and he’ll look down over his chest at the miracle happening between his legs. Tell him to throw his legs in the air and spread them as far apart as possible. This will add considerably to the muscle tension that you’ve already built up. And a thunderous orgasm is all about muscle tension.

Now bring this puppy home. Lick his balls, finger his hole and beat his meat. Insist that he keeps his feet in he air and his legs splayed. Momentarily, he will begin to quake with building mini-orgasms. He will no doubt try to buck himself to conclusion, but don’t let him. For the moment you’re in charge down here, not him. Tease him one last time as he nears ejaculation. When he’s almost there, suddenly stop what you’re doing. This will, of course, drive him crazy. And don’t resume your stroking till he begs for it.

It will probably only take a few more strokes before he gives up the spunk. Keep your face, or at least your eyes, out of the way, because when he finally blows it will be explosive. If you’ve toyed with him for any length of time, you will have built up quite a load and it will shoot in spurts till he is empty.

10) His cock will be hypersensitive after he cums, so be gentle.



1. “Male G-Spot” clarification — we’ve heard the prostate referred to as the “male G-spot,” but we’ve also heard the frenulum given the same name. Which is it? Or is this term not appropriate for either one?cake & sodomy

Male G-Spot more appropriately denotes the prostate, definitely not the frenulum. However, let’s be grown up about this and skip the unnecessary comparison between the G-Spot and anything in the male anatomy. Because that’s like saying a clit is a female penis. If we must use shorthand for the prostate, try P-Spot.

2. How should a woman go about finding and petting the prostate?

  • First, trim your fingernails and file them smooth. And before you start playing with a man’s hole have him relax.
  • Take a relaxing shower, a warm bath, and/or try some deep breathing exercises will help him do that.
    Have a ready supply of a water-based lube handy. Silicone-based lubes are swell for these exercises too. However, this type of lube isn’t recommended for use with a condom.
  • Start with a nice hand job. Stroke his dick with your lubed hand to get him into his happy place.
  • Gradually slather some of that lube on to his balls and taint. While his legs are open find his hole and play with his rosebud. Gently massage the area around his asshole, but don’t side your fingers in just yet. Simply let him get used to the feelings of playing at the opening of your ass.
  • Let your play include the tip of your finger entering your ass.
    If you do this while you’re stroking his cock, you will find that his hole will actually open and invite your finger. That’s the great thing about pleasuring one part of your body while learning to pleasure another.
  • Once he’s comfortable with your fingertip inside, try pushing it in further and move it around a little. Try pushing it and pulling it out of his ass. Ya know, like finger-fucking your man.
  • About an inch or so inside your man’s ass, move your finger in an upward motion along the wall of his rectum. You’ll discover a round bulb of tissue the size of a walnut — this is his prostate.
  • It shouldn’t be hard to find, particularly if your man is all horned up. It will feel smooth and hard, like a flat stone.
  • Give that puppy a nice gentle massage with your fingertip. If you’re still stroking his wood, don’t be surprised if this prostate massage gets him off. In fact, you will find that his prostate actually enlarges a bit and becomes more firm just as he is about to shoot.
  • As he cums you will also notice that his sphincter muscle will tighten around your finger and pulsate with each squirt.

3. What’s the best position to put the guy in to do this?

body as art5821Your man should be on his back, while you face him between his open legs. This gives you access to cock, balls and asshole.

4. Should a girl be worried about hurting her lover while playing with his prostate?

If you go slow and are gentle, there’s nothing to be concerned with. Don’t forget to ask for feedback. And if you want to know what he is feeling, finger your hole first.

5. In your experience as a sex therapist, do you find that straight men are wary of letting their female partners explore anal play?

Oh yeah, big time! Straight guy have it in their head that ass play is gay. I always respond that would be true if only the gays had prostates.

6. If so, how would you advise a woman to address or overcome any homophobic paranoia her partner might have in regards to anal play?

This is a very delicate issue. The best a woman can do is invite him to experience the new sensations. Anything more than that can backfire. If she is too insistent, or tries to shame him into it, the guy’s fears will quickly become a phobia.

7. In your experience, is male vulnerability a factor in anal play, and if so, is there anything a woman should do or say to psychologically care for her lover?

Oh yeah! Like I said above, ass play is often associated with gay sex. The best thing a woman can do is watch some hot butt sex porn with her man, where the dude is on the receiving end of things. These are called pegging vids. Then there are How To Videos like TRISTAN TAORMINO’S EXPERT GUIDE TO ANAL PLEASURE FOR MEN.  Check out Dr Dick’s How To Video Library for loads more titles.

Look for PART 2 of this series on Friday, October 10th.

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