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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.

NEXT, ANOTHER SEXUAL ENRICHMENT TUTORIAL

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

Watch Your Language, Mister!

Before we get started today, I’d like to take a minute to explain something to ya’ll. You will notice just to the right of this posting there is a section called CATEGORIES. If you scroll down from there you will notice that there are loads of topics— well over a hundred — that I’ve written about and/or included in one of my podcasts. Next to the topic you will notice a little number. That reflects the number of postings that include that particular topic. Isn’t that fucking brilliant?

So if you’re looking for information about something, I encourage you to check there first, before you send me a question. You may find that I’ve already covered your concern at length.

The CATEGORIES section is also a great resource for those looking to investigate new and interesting aspects of human sexuality.

Name: Martin
Gender: Male
Age: 50
Location: ?
Thanks in advance for your assistance, Dr. Dick.
Here’s my dilemma; I’m so in love with my partner, he’s actually the man of my dreams. We met much later in life, he being 45 and I’m 50.
I was married before w/children, out now as a gay man and all is well with my children’s relationship.
My partner has always known he was gay, has had numerable relationships and was a sexual addict. He has wanted me to understand his past in relationship to his level of happiness now, stating that he was a bottom slut only because he was never truly in love or satisfied.
He wants me to believe that “I”m the one” that has changed his life-long addiction to strange dick up his ass.
I can’t seem to get past his past slut behavior, and oftentimes get so pissed off because he wants me to meet and develop friendships with many of these past fucks (primarily because they were military buddies also).
Why can’t I accept his slutty past and stop the suspicions?
Why do I get so upset just knowing that he was a total bottom slut??
How can I get him to understand that I have no desire to know any more about his sexual past and just focus on creating our lives???
Thanks.

Martin, Martin, Martin! How you do go on, honey. Take a look at your language, why don’t ‘cha? Could you possibly be more pejorative when speaking of the sexual experience of someone who has lived a different lifestyle than you? I doubt it. Look at how many times you use the word “slut” to describe the man you say you love. How can you tell me you love someone you have so little regard for or understanding of?

Your man wants you to understand his past, but you don’t take it at face value. You69201_7_122_1143lo.jpg belittle his experience, possibly because it doesn’t match your own very limited, sexually exclusive, predominately heterosexual lifestyle.

Listen, lots of gay men (and some straight men) have loads of sex for all kinds of reasons. Sometimes just for the fun of it…or, as your man suggests, just to be a big ‘ol bottom slut. There’s absolutely nothing wrong with that. A guy can be happily sexual without loving each and every one of his partners. And the sex can be really great too. Just like a guy can have very unsatisfying sex with somebody he loves deeply. None of these things are necessarily dependent on the other. Don’t make such a tangle of it all, Martin. Sex, love, intimacy are all very different things.

I also want to reinforce my belief that there’s no such thing as a sex addict. Compulsive behavior? Sure! Out of control behavior? You betcha! Self-denigrating behavior? Absolutely! Sexual addiction? No way!

Try for just a minute to extricate yourself from your sex-negative mindset by exchanging the notion of eating when you talk about your friend’s sexual exploits. Would you have the same revulsion if your guy said he had shared food with lots of other guys? Some of it was fast food that didn’t satisfy very much. Sometimes he ate just because he wanted to, not because he was hungry. And now he wants you and he, as a couple, to be friends with some of the men he ate with. Sounds perfectly reasonable to me!

Your man is trying to open you up to seeing life and sex as most openly gay men do. This is fundamentally different from how some formerly closeted men see life and sex. If you let him, he just might help heal you of your sex-negativity.

Finally, jealousy is one of the worst human emotions. It is a kind of hatred, you know. Sometimes it’s hatred of another, but it is always self-hatred. We’d have no reason to be jealous if we had enough self-confidence. You say you love this man, but I challenge you on that. It’s clear to me that you have a much greater love of your provincial notions about sex then you have for this guy.

Here’s a tip, Martin — jettison the unhealthy attitudes about sexual expression and give your guy a chance to be himself, not what you want him to be, or what you think he should be. You’d be well served by working with a sex-positive therapist to help you get over this. Do it now, because if you hesitate you will surely ruin the very relationship you claim to treasure.

Name: Pete
Gender: Male
Age: 60
Location: New England
What is sounding the penis and why is it called that?

Sounding is a kind of urethra play. It’s called that because the it involves sounds, a kind of dilator. Why not mozie on over to Dr Dick’s Stockroom and check out the Sounds & Dilators section. You’ll get an eyeful!

Urethra play freaks out lots of folks. Most of us equate having something inserted into our urethra…for any reason…with a root canal by a sadistic dentist. Not something purposely done for the sheer enjoyment of it.a974.jpg

I’m always curious about how folks come to odd fetishes like urethra play. One of my correspondents back in July, Georgia, wrote that her urethra play began when she was a child. She asked her mother where babies came from. Her mother said it’s where peepee comes out. Georgia looked down there and saw this teeny-tiny hole. She knew having a baby was difficult and painful and thought, no wonder! So she decided she’d better try and make the opening bigger. And so it began.

Once a guy told me his fetish started when he was playing doctor with his older cousin. His cousin inserted a twig into his urethra, mimicking how he thought a doctor would take a patient’s temperature. This guy said that the moment was so sexually charged, even as boy of no more than 5, that his piss hole became an object of fascination and pleasure from that day onward. When I knew him, he was able to insert the bristle end of a toothbrush into his urethra. That bit of unsolicited information just about made me swoon into a faint back then. Even now, retelling that story gives me the willies.

So ok, this isn’t for me, but I am told by those in the know that because the urethra is such a sensitive organ, stretching it can provide exquisite sexual pleasure.

Practitioners of this unique kink often start out young, like Georgia and the other guy. Maybe it’s just a function of one’s natural curiosity about his/her body, when one day he/she discovers their urethra. They toy with it, stretch it and find pleasure. Once that happens, of course, it becomes like most pursuits of pleasure. It becomes a fascination, then a full-blown kink.

If a little accidental stretching is pleasurable, they wonder, what about intentional stretching with one kind of gadget or another — Q- tips, thermometers or a ballpoint pen? Once these kids are old enough to do some research, they discover an array of medical implements available to them; like latex or plastic tubing, catheters and urethral sounds and dilators. Well, you can see how this could just grow and grow…pretty much like any fetish. Pleasure is curious that way, spurring us on to higher and higher heights.

But like all pleasure related things, practitioners ought to have their wits about them when they play with their pee hole. I think it’s ill advised to be stretching your urethra with just any old thing lying around. One’s bladder and urethra are sterile areas and one ought only use sterile equipment and procedures while inserting anything in there. And one ought to take one’s time with this sort of play. Incremental stretching is advised. The use of mind altering, or body desensitizing drugs is not recommended, for obvious reasons. Like I always say, safe and sane play is happy play.

And here’s something you should know — the male urethra is approx. 10 to 13 inches long and has a “J-shaped” curve to it. The female urethra is much shorter, only approx. 2 1/2 to 3 inches long, and there is no curve. Therefore, a woman can stretch her urethra much easier and to a greater extent than a man can. You will find that these gender differences also makes for gender specific toys.

Name: Alice
Gender: Female
Age: 19
Location: Minnesota
My new boyfriend is really frustrated and doesn’t want to have sex anymore because he can’t come. He says he’s had this problem for a while and hasn’t come with any girl for over a year. I see how upset he is and I know he still wants to sleep with me but says it hurts when he gets excited and nothing happens. Is there something I can do? I tell him to see a doctor but I don’t think he will. thanks a lot!

Wow, that’s a bummer Alice. Unfortunately, you don’t supply me with enough information for me to make an educated guess about what might be up with him. So I’m gonna make a stab in the dark.

If I had to guess, I’d say the lad is suffering from a real bad case of performancetom03a.jpg anxiety. He doesn’t need a medical doctor; he needs to relax.

Here’s how this nasty thing works. Say a fella has a less than satisfying sexual experience for one reason or another. Before he know it, he replaying the incident over and over in his head, till that’s all he thinks about. The proverbial molehill becomes a mountain. He brings his anxiety to his next sexual encounter. His hyper-consciousness primes him for more disappointment. And he’s ready to interpret all disappointment as a failure.

Well, you can see where I’m going with this, huh? His fears become self-fulfilling. Before he knows it, he begins to avoid sex. His relationships suffer. He develops a full-blown sexual dysfunction. And his self-esteem takes a nosedive. His preoccupation with his problem makes it less likely that he’ll be fully present during sex with his partner, which pretty much fucks up his sexual responsiveness and any hope for spontaneity.

It looks to me like performance anxiety is putting a damper on his sexual arousal and short-circuiting his sexual response cycle.

This is nothing to fool around with, especially for someone at his tender age. When I see this sort of thing in my private practice, I always begin the therapeutic intervention by calling a moratorium on fucking of any kind. This immediately takes a great deal of the pressure off the couple. From there we begin to rebuild the partnered psychosexual response one step at a time. We begin with sensate focus training, stress reduction and relaxation exercises. I have the greatest confidence in this method. It succeeds over 90% of the time.

Name: Roxy
Gender:
Age: 37
Location: SF Bay Area
Dear Dr. Dick, I am slowly but inexorably marching to my wits end over my current dilemma. I’m a part time TV married to a wonderful girl who I find very satisfying emotionally, mentally and physically. So what’s the problem, you’re asking? The problem is that before we got married I had several sexual encounters with men (yes, with me dressed and made up as a girl). Some of which were quite thrilling, and now I find that I am yearning to get all dressed up and find a male partner who will satisfy the girl side of my psyche sexually. I don’t want to cheat on my wife (with whom I’ve talked about marital fidelity…if I cheated and she found out, her line is that our sex life would be over), but I feel the compulsion to act getting stronger all the time… what should I do? Sincerely, Distraught in downtown

Before I respond to you, Roxy, I want to make sure my audience knows what we’re talking about.

Folks, Roxie here is identifying as a part-time TV. That, of course, has nothing to do with the box in your living room on which you watch The Brady Bunch reruns. TV in this context means transvestite. Which is literally the practice of cross-dressing, wearing the clothing of the other sex. Which as we all know, or should know must not be confused with a TS. And I don’t mean the poet, but a transexual. A transexual is a person that self-identifies as the gender other than the one he/she was assigned at birth. I hope we’re all down with that now.

It appears to me, Roxy, that you’re really overreaching here. Desires are wonderful2070257205_55f002f39a.jpg things. We just better know the difference between a desire and reality. I encourage you to think twice about realizing this particular desire of yours if it means upending your marriage. Seems to me your long-suffering wife’s feelings deserves more than the casual consideration you afford them.

Most TVs I know would give their left falsie for a partner as understanding and accommodating as your wife. And look at you, considering fucking this up by skipping out on her. Just so you can get all gussied up and find a dude to pound the bejesus out of you to satisfy the girly side of your psyche.

I never advocate the cheating option. But I know how compelling sexual fantasies can be. On the other hand, maybe some kind of additional accommodation could be made with your wife. Maybe she’d be up for a 3-way.

I know this marvelously kinky woman, Abby, who pimps out her beautiful straight boyfriend to totally hot gay gays they meet at the best gay nightclubs. She does this just so she can watch the straight BF get pounded. I hasten to add that the beautiful straight BF is a willing participant in this unusual ménage. Curiously enough, he’d never think of doing this on his own. For him, the turn on is not the part where other guys fuck him, although that is pleasurable. It’s pleasing and being dominated by his kinky girlfriend that turns his crank. So when Abby snaps her finger, you know for certain that Ty will soon be buggered senseless. Now that’s devotion. And while this is not for everyone, it sure as hell works for them.

Will your little woman go for something like this, Roxy? Got me! One thing for sure, you’ll never know unless you ask. Here’s a tip. To sell this whole ménage thing to the wifie, I encourage you to play up how HOT it will be for her. How much fun she’ll have watching and possibly even directing her pansy-ass husband take it up the bung-hole. How it’s gonna blow her mind, and shake up your traditional sex roles and really spice things up in the boudoir. With a sales pitch like that she might just give it a whirl.

I don’t envy your dilemma, Roxy, but I think something interesting could come of this just as long as you’re upfront about it with your wife. If ya don’t, you’ll soon be a cock in a frock with his marriage on the rocks.

Good luck ya’ll

 

wad.jpg

…don’t let me get too deep

Name: Mystery man
Gender: male
Age:
Location
Hi Dr,
I was wondering how do I make my scrotum more looser? I like to jack-off with them loose for some odd reason…is it something natural where you cannot because its all about the temperature? Thank you, and e-mail me back when you respond! =) Thanks a bunch

Lots of guys are into stretching their balls; it’s a very common practice (fetish). Like you suggest there’s nothing like a pair of low-hangers slappin’ against your junk as you pull your pud.180px-scrotum_by_david_shankbone.jpg

Oh, and you have the whole temperature thing backward. Your nuts hang outside and away from your body so they stay slightly cooler than you normal core body temperature. This keeps sperm production at its peak.

Think of the fun you’ll have with a partner too. Do you know about tea baggin? It’s all the rage, don’t cha know! When you stretch out your balls, you’ll be able to straddle your partner and do deep knee bends, while you’re family jewels dip in and out of your partner’s mouth as you proceed with your up and down motion.

a576.jpgDon’t know a ball stretcher from a hole in your head? Not to worry. There are several kinds of devices, all encircle your sack above your balls and then either pushes your balls away from the body, or yanks down on your nuts. Most stretchers are made of soft leather, or metal, or a combination of both. Persistent use can stretch your sack a good 3 inches. By the way, the stretching itself can produce a very erotic sensation both in your balls and your testicle cords (vas deferens). See Dr Dick’s Stockroom for the 411 on all things relating to stretching your balls

For example, check out this little number: The Parachute Ball Stretcher. This is a classic, handmade Parachute Ball Stretcher, made of black leather with a snap closure. The parachute snaps around the balls, and a metal O-ring hangs below, connected by three chains. The Parachute is adjustable and is made in two sizes. You can pull gently on the ring, or attach a leash, etc. Weights can also be attached, but for god sake, have your wits about you when you try this. You can injure yourself if not careful.

Name: Dan and Rebecca
Gender: Couple
Age: 25, 20
Location:
We are a happy but frustrated couple looking for advice. I’m a 25
year old male, and my lovely girlfriend is 20.
I have no problem bringing her to orgasm and pleasing her, but since we’ve been seeing each other I have not been able to cum once. In the past it was always difficult for me to cum during sex, my first time (age 18) my then gf and I went for about three hours before we just gave up. Usually I would have to jerk myself off afterwards but now I can’t even do that.
However if I am alone with porn I am easily able to masturbate and can get off a few times a day. How is it that I can jerk off to pictures that mean nothing to me, but can’t cum for the woman I love the most?
I’ve spoken with a doctor and he said medically there is nothing wrong with my penis. What do you suggest we do? We are really getting frustrated and just want to be able to please each other.

Simply put, there’s a difference between the psychosexual response we have when we are alone and the one we experience with a partner. Your doctor is right, there’s probably nothing wrong with your unit. It’s all in your head…or your mind, to be more exact. And I’m not being flippant.

If I had to guess, I’d say you have a real bad case of performance anxiety. Here’s how this nasty thing works. Say I have a less than satisfying sexual experience for one reason or another. Before I know it, I’m replaying the incident over and over in my mind’s eye till that’s all I can think about. The proverbial molehill has become a mountain. I bring my anxiety to my next encounter. Mykovalik.jpg hyper-consciousness primes me for more disappointment. And I’m ready to interpret all disappointment as a failure. Well, you can see where I’m going with this, huh? My fears become self-fulfilling and I find I’m beginning to avoid sex, my relationship suffers, I develop a full-blown sexual dysfunction and my self-esteem takes a nosedive. My preoccupation with my problem makes it less likely that I’ll be fully present during sex with my partner, which pretty much scuttles my sexual responsiveness and any hope for spontaneity.

It looks to me like performance anxiety is putting a damper on your sexual arousal and short-circuiting your sexual response cycle. Get thee to a sex-positive therapist ASAP, darling! Believe me this is nothing to fool around with, especially for someone at your tender age. When I see this sort of thing in my private practice, I always begin the therapeutic intervention by calling a moratorium on fucking of any kind. This immediately takes a great deal of the pressure off the couple. From there we begin to rebuild the partnered psychosexual response one step at a time. We begin with sensate focus training, stress reduction and relaxation exercises. I have the greatest confidence in this method; it succeeds over 90% of the time.

Good luck

Name: Gene
Gender:
Age: 45
Location: Orlando
I am a homosexual, and I have a “friend” who has been incarcerated for five years. The relationship while he was out with me was excellent. I have asked him numerous of times is he having sex with the homo’s in jail and he responds by saying no. I think otherwise, and he wants to come back to me upon his release. My question is “should I wait for him”?

Gene, Gene, Gene, there are so many things wrong with this picture, I hardly know where to start. Your man’s in the big house for 5 years, and you expect him to keep it in his pants for the duration…just for you? Like WHY? Hey, he’s in the clink, not in a monastery. Oh wait; even monks in the monastery don’t keep it in their habit nowadays! At any rate, it may not be completely up to him if he has sex or not…if you catch my drift. Maybe he’s someone’s bitch right now, he’s just not telling you about it.

Should you wait for him? You mean, all alone by yourself with no one to comfort you while your guys’ doin’ his time? This sounds like the script for a real bad 1950’s prison movie. You could play the Linda Darnell part — the long-suffering girlfriend pining away while her good-for-nothing man pays his debt to society.

Honey, you need to get out more.

Name: omg
Gender:
Age: 32
Location: al
Is it wrong for a married woman to want to masturbate when alone?

I doubt it. What could possibly be wrong with wanting to pleasure yourself when you are alone? As we all know, many women only get off through masturbation. Hell, nowadays liberated women folk everywhere are comfortable enough with their sexuality to jill-off with their partner.

Besides, there’s no better way to get to know your body and your sexual response cycle than through self-pleasuring. Once you’re well acquainted with how your body works, you’ll have a whole lot how much information about how you tic that you can share with your partner when the time comes. It’s a win/win situation.

While I’m at it, let me invite you to send me information about technique, style, fantasy, setting and perhaps implements used in your masturbation. I invite you to submit stories of your earliest experiences; failures as well as successes. You can contribute by using the comments section on the Jillin’ Off page.

Name: JR
Gender:
Age: 20
Location: Florida
Hi Dr. Dick. I’ve been having gay sex since I was 12, so it’s not new to me but I have 2 problems. Problem 1 is that no matter what anyone does to me they can not make me cum. I have had people put it to the test by jerking me off, sucking me, fucking me and jerking me off, but it doesn’t work. I can cum no problem if i do it on my own but the thing is my b/f feels like he can’t please me. problem 2, my boyfriend is new to the whole being gay thing. we have been going out for about a year now and he has been the top. I have only been able to top him 2 since we started going out. that was in the first 6 months of our relationship. but now no matter what i do i can’t top him. i have taken hours to help him prepare, by stretching himself, to rimming, fingering, everything. I can only get my head in when he says that it hurts. we thought that if he sat on it and take more control of it all it would be better but it doesn’t help at all. what can we do for it?

Like I said to Dan and Rebecca above, there’s a difference between the1721-1.jpg psychosexual response we have when we are alone and the one we experience with a partner. Many people are unable to, or choose not to, get off in partnered sex. And there is any number of reasons why. Since you’re able to get yourself off when you are with your partner, why not just leave it at that?

Some people think a sexual encounter is only “successful” if one of the partners gets the other partner off. This is nonsense. Some guys, you may be one of them, can only get off by their own hand. It doesn’t diminish the quality of the encounter, just proves that each person has a unique sexual response. Folks, there’s no necessary connection between an ejaculation and sexual satisfaction, just like there’s no necessary connection between an ejaculation and an orgasm.

As to your hapless boyfriend who can bottom no how…probably it’s simply not his thing, for whatever reason. It seems so unfortunate that you guys are so balled up with all these “shoulds” about what a pleasurable encounter must be like. Why not just relax and enjoy what comes naturally in your being together? No need to force or script the passion into a preconceived idea of how things ought to be.

Name: joy
Gender:
Age: 21
Location: california
I have been dating this guy for almost 3 year and also live with him. I love the way he makes love to me and i love dick, but sometimes i just want to make out with girls… does this make me a lesbian at all?

vol1_avenger.jpgHardly! Takes more than suckin’ face with another chick to make a gal a lesbiterian. You’re gonna need to get yourself a she-mullet, some plaid shirts and a vibrator that you can kick-start. Now that’ll make ya dyke for damn sure! Sheesh!

Good luck ya’ll.

A Curiosity In His Pants

I’ve been having an interesting exchange with a young fellow in England. His name is Dean and he’s concerned about the way his dick looks. I share this with ya’ll for several reasons. First, it’s always good to have an opportunity to talk about the mysteries of the male member.

Second, it’s SOOO refreshing to discuss a concern other than dick size. —Holy cow guys, give me a freakin’ break with the “how do I make my cock bigger? questions. I’ve written and talked about this so much it’s makin’ me nutty. My definitive response to all such inquiries is here: Much Ado About Very Little!— Or you can search the categories on the left-hand side of this blog. Look for Big-dick Envy. If ever I change my mind about any of this, or discover a product, technique or device that really works, you’ll be the first to know. I promise!

Third, there are a lot of men out there who sport a curiously shaped cock and I want to give them some time and attention. Our friend Dean, here, is one such fellow, but he is surely not alone. I try to get to the bottom of this with him, but I don’t think I was overly successful. You be the judge.

— If there are other men in my audience who are similarly challenged, I’d love to hear from you. Maybe we could get a little discussion going. Write to me! —

Name: Dean
Gender: Male
Age: 18
Location: England
Hey! I am having difficulty with the appearance of my penis. When I watch porn, the guys on it have a different top part to mine. Mine’s rounded, and does not have a ‘slit’ or extra skin. Its just like a bent oval, stuck on a rod. Why?

Hey Dean,

This might be hypospadias, but I can’t be sure. If it is, it’s not particularly uncommon. But I can’t say for sure, because I can’t see, or picture in my mind’s eye, what you are describing. I don’t suppose you have a photo of your dickhead that you could send me, do you? The only way I could say for sure is if I could see what you’re describing for myself.

hypospadias.jpgWhat I can tell you is this. Hypospadias is a condition where a guy’s dick does not fully develop in the womb. As a result, the baby boy is born with a penis for sure, but the urethral opening is not at the tip of his dick. It is often on the underside of his dickhead or even somewhere on the bottom of the cock shaft. Sometimes other malformations are associated with hypospadias too, like a twisted shaft, a hooded foreskin, and/or an otherwise hooked appearance to the guy’s unit.

This condition has levels of severity, from the hardly noticeable to very obvious. Some children are born intersexed, and have ambiguous genitalia, which requires sexual reassignment surgery. But I’ll save that discussion for another time.

Some guys, particularly those with conspicuous hypospadias can develop a complex about their appearance. This in turn, impacts on their self-image and complicates their ability to form lasting sexual/partner/marriage relationships. Severe hypospadias can also interfere with procreation. Other men, perhaps those with less conspicuous or severe hypospadias show little to no concern for the appearance of their dick and live completely normal lives.

Some parents of children with mild hypospadias seek a surgical correction to the problem. I view this as a highly risky means to solve a less relatively innocuous cosmetic problem. There are men who were operated on as a child who now, as adults, resent the interference. Matters are often made worse rather than better. And of course, there’s always the risk of complications, infections and the like. There are, however, more serious cases of hypospadias that demand reconstruction. But I don’t think that’s what’s going on with you, Dean. If your dick issue is causing you anxiety or low self-esteem, help is available. Check out: The Hypospadias and Epispadias Association

Good luck

Unfortunately, I do not have a picture. However, description wise: It is about 5″ long. The rod part looks completely like other men, a tube with a thick ‘vein’ at the back. At the head, there is a bent oval shape slanted on the top of the rod shape. It only i on one side but covers both. it does not bend or anything, and does not have a slit in the middle like the diagrams on the URL’s shown in your previous email.

This is covered in skin (obviously! lol). At the top there is a little circle uncovered in skin. It is from there I wee and release cum. do u think it can be very late puberty?

However, something inside my penis (on my right hand side) occasionally starts to hurt when I wee. If I drink a lot of water (or something with water) for around 2 days, it decreases and then goes within a week. It doesn’t hurt otherwise. What’s happening?

Anyway, if there’s anything I can do please tell me! By the way, if I don’t get the operation done, and I have the disease will anything happen?

Thanks a lot for your help!

Luv Dean

Well, Dean I still can’t make heads or tails out of your written description. Any chance you could just cut to the chase and see a doctor about your concern. He’d be able to advise you much better than I, at this great distance.

I am concerned with your comment that your dick sometimes hurts when you pee. That oughtn’t be happening. You’ll definitely want to have a physician take a look on that account alone.

Finally, if your dick issue is truly hypospadias, it is not a disease. It’s a condition. And like I suggested above, I do not recommend reconstructive surgery except in the most severe cases.

Good luck

Hey! I have found a picture on google. Take a look. Mine looks like the first one. However, if you push the skin upwards, it reveals something that looks like the second. However, mine doesn’t like that. My skin covers my penis head, but there’s a little hole ‘cut out’ of it; from which I piss and release cum. What’s happening? — Dean

circumcised-vs-uncircumcised.jpgOnce again, darlin’, I simply can’t say with any certainty what’s happening with you. I appreciate you sending me this diagram, however. And I applaud you going the distance in searching the internet for something helpful.

Why not just take yourself to a doctor, or a free clinic, or even an STD/STI clinic and have someone tell you about your special dick. Once you get the 411 on this, get back to me ASAP. I’m dying to know what you discover.

That being said, I can tell you that if your cock looks like the first illustration, then it’s safe to say that you’re uncut. What you see when you retract your foreskin is still a mystery. Please, do us both a favor and have your johnson looked at by a professional. Once you have some clarity about what’s goin’ on with you, you’ll be able to share it with me and I can share it with everyone else.

Good luck

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