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Overcoming a Fear of Sex: A Step-By-Step Process

All phobias can be overcome with some effort. The same is true for conquering a fear of sex. Here, I walk a young gay man through his trepidation with anal sex. We take simple, easy to accomplish steps to build confidence and dispel his apprehensions.

I’m gay, I’m a virgin, and I think I may be afraid of sex. In all the porn I’ve seen, the bottom guy looks uncomfortable and in pain— why would I want that? I’ve only done anything sexual with one guy, and I was so anxious that I couldn’t even get it up. I liked the guy, he was hot, and I enjoyed all the foreplay type stuff, but I just couldn’t do anything else. Any advice on how to get over this?

First thing—don’t ever look to porn for your sex education; you’ll surely be misled. Second, that grimace you report seeing on the bottom’s face as he is being penetrated may be a grimace of pleasure, not pain. I think you may be projecting your own discomfort on the guys in the movies.

Let me tell you a little story. Recently I was strolling in the park with my dog. We were each, in our own way, enjoying the sights, sounds and smells of nature in its glory. As we walked along, we encountered a father and son who were deeply involved in what appeared to be the boy’s first lesson in riding a bicycle—sans training wheels. Despite the father’s patient encouragement, the kid couldn’t seem to get the hang of it. He’d start out okay, but just as soon as his dad let go of the bike, it would begin to wobble and the boy would eventually crash. There were plenty of tears, a skinned knee, and the boy’s fear and anxiety were thick enough to cut with a knife.

The boy was convinced that he couldn’t ride on his own. His defeatism became a self-fulfilling prophecy. He finally gave up, sat down on a bench, his bike in a tangle at his feet, and refused his father’s pleading to give it another try. In his mind, the bike was the enemy; another attempt would only hurt and humiliate, and so the lesson ended.

What the kid lacked was self-confidence, a sense of adventure and probably more importantly—balance. I wish I’d had the opportunity to suggest to the boy and his dad that they try another ploy. I wanted to say, “Set the bike aside and work on that balance thing first.” This would surely increase the boy’s confidence, and it wouldn’t cost a blow to his ego or his knee—and it would be fun.

I’d have suggested the dad start by helping the kid walk on curb, balancing himself as he went. Then the dad could increase the challenge to include balancing on one foot, then the other. Once the kid discovered the power within him to accomplish these tasks, the bike could be reintroduced. The father would assist the boy in drawing upon his skill in balancing on the curb to master balancing on his bike.

The same will be true for you, Drew. Sex is nothing to be afraid of. Rather, it is a skill that one learns. Some, obviously, take to it quicker than others, but everyone can learn a happy, healthy sexual repertoire that will build self-esteem and bring great pleasure.

I want you to start exploring and enjoying your bottom on your own. Like the kid in the park, you need to acquaint yourself with the powers that lie within you. He needed to find a sense of balance; you need to find the Big Old Butt Pirate within.

Most all of the discomfort in anal sex is associated with your sphincter muscle trying to resist whatever it is being inserted. When this muscle resists to the point of spasming, things can become very painful. So here’s what I want you to do.

  • Before you start playing with your hole—relax. Take a relaxing shower, a warm bath, and/or try some deep breathing exercises to center yourself.
  • 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 little self-pleasuring. Stroke your dick with your lubed hand and get into your happy place.
  • Gradually slather some of that lube on to your balls and taint. With legs open, find your hole and play with your rosebud. Gently massage the area around your asshole, but don’t slide your fingers in just yet. Simply get used to the sensations 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 your cock, you will find that your 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 you are comfortable with your fingertip inside, try pushing it in further and move it around a little. Try pushing it and pulling it out of your ass. You know, like finger-fucking yourself.
  • Locate your prostate. (It shouldn’t be hard to find if you’re all horned up.) It will feel smooth and hard, like a flat stone. Give it a nice gentle massage. If you’re still stroking your wood, don’t be surprised if this prostate massage gets you to ejaculate. In fact, you will find that your prostate actually enlarges a bit and becomes more firm just as you are about to shoot. As you jizz, you’ll notice that your sphincter muscle will tighten around your finger and pulsate with each squirt.

Continue these self-pleasuring exercises until you’re comfortable inserting a couple fingers in your ass. Then try a small vibrating dildo. In no time at all, you will be ready to jump on your bike and ride…so to speak.

With these exercises behind you—no pun intended—the first time you actually fuck with a partner will be the incredible experience it is meant to be. If you encounter any discomfort, you’ll know what to do: deep breathing to relax and priming your hole with a lubed finger or two.

  • First, attend to your personal hygiene. Make sure you’re clean inside. This will help you avoid an unsightly and embarrassing mishap that might mess up the big event.
  • Remember to take it slow. There’s no rushing pleasure. Remember, you’ll be the one in charge of what goes in your ass, when, and for how long.
  • Warm up with some foreplay, kissing, sucking, licking, rimming, touching and massaging.
  • Have condoms and plenty of lube near at hand.
  • While you’re warming up, start loosening up your ass with your lubed fingers, just as you did in your self-pleasuring exercises.
  • Once you’re comfortable, offer your ass to your partner. Have him replace your fingers with his own. Try some finger-fucking first.
  • After you’re relaxed and loose, lie on your side with your partner behind you. Have him slowly push his cock against your rosebud.
  • Try pushing out like you are trying to take a dump. This will help open up your sphincter for his entry.
  • As he enters you, have him stop so that you can breathe deeply. Give your ass the time it needs to adjust to the new sensations. If there’s pain or discomfort have your partner reverse course and go back to finger fucking before you proceed.
  • Make sure that your partner knows that if you ask him to stop, he will stop. Trust is essential.
  • As he fills you with his dick he will hit your prostate. This will send waves of pleasure through your body and signal your sphincter to open for even more.
  • You may find that you’ll even want to push your ass back to meet and engulf his cock.

By the time this happens you will happily discover that you are riding your bike all by yourself.

Good luck!

Big, Bad Orgasm Machine

Hey sex fans!

It’s not just a Friday; it’s a Product Review Friday. And today we bring you a review of another wand-like massager. This product comes from our favorite retailer — Adult Sex Toys .com.

Here to tell us all about her new vibrator is Dr Dick Review Crew member, Christa.

Adam & Eve Rechargeable Magic Massager 2.0 —— $57.49

When I was like 17 I had my first orgasm and I did it with my aunt’s Hitachi Magic Wand. I wasn’t actually aiming for an orgasm, on the contrary. I had this splitting headache, that kind I would regularly get with PMS. I was staying with my aunt at the time and she handed me her Hitachi and suggested that I massage the back of my head and neck with it.

My aunt was this totally cool lady, so unlike my mother. When she handed me the vibe she gave me a little wink and closed the bedroom door as she left the room. I thought nothing of it at the time, but I soon discovered that moving the powerful massaging head from the back of my head to the side of my head and then to the back of my neck really helped alleviate my headache. I guess I just figured that if the massager felt this good on the upper part of my body, maybe it would help with my cramping. I gingerly moved the vibe along my torso. My nipples immediately sprang to life. As I moved it south the most pleasant sensations began to well up in me. Just for the hell of it I gingerly dragged the bulbous head of the Hitachi over my cunt. I was still wearing my jeans, but still I’d never felt anything like that before. Before I knew it, I’d discovered my clit and the rest is history.

Once I emerged from the bedroom and handed the Hitachi back to my aunt, and thanked her. I knew from her smile that she knew what I now knew. I loved and trusted that woman so much, In this regard; she was much more a mother to me than my own mother. Yet we never spoke about what had just happened to me.

Ya know what just kills me though? I can’t understand why one generation of women can’t just come right out with it and tell the next generation of women the secret of getting off. Wouldn’t we do one another a great service if we did? This coy winking and nodding that happens between women, if it happens at all, is just bullshit, if ya ask me.

Well, that was more of a story then I anticipated telling, but it feels good to say that out loud.

All of this is a preface to my review of the Rechargeable Magic Massager from Adam & Eve. This thing rocks! It is every bit as powerful as my trusty Hitachi, but it is cordless. And that, my friends, makes it revolutionary.

I’m not gonna go on and on about a wand-type massager, like the Rechargeable Magic Massager, because if you are older than 18 and are still clueless about this type of vibe, then there’s just no hope for you. However, if you’re a younger woman, just discovering your sexuality, then you should immediately get yourself a wand massager. And I can recommend the Rechargeable Magic Massager with confidence.

There are several advantages of the Rechargeable Magic Massager, over the original Hitachi. This one weighs less than the original and it, as I said already, is cordless. The lighter weight Rechargeable Magic Massager will prevent wrist strain when jilling off. And it being cordless allows you to diddle yourself wherever you damn well please.

When my BF, Alex, and I hit the road for a little R&R, the first thing I pack is my Rechargeable Magic Massager.
Full Review HERE!


Sex EDGE-U-cation with Clayton Hibbert — Podcast #277 – 05/11/11

Hey sex fans,

Holy cow; we’re just nine days away from the opening of the Seattle Erotic Art Festival on May 20th. And the overworked, yet long-suffering Festival Director, Clayton Hibbert, is back with us today to continue the conversation we began last week. He’s here to fill us in on the last minute details of mounting this three-day erotic extravaganza and he’s here as part of both the Sex EDGE-U-cation and The Erotic Mind series. So yay for that!

But wait, you didn’t miss Part 1 of this delectable conversation, which appeared here last week at this time, did you? Well not to worry if ya did, because you can find it and all my podcasts right here on my site. All ya gotta do is use the search function in the header; type in Podcast #276 and PRESTO! But don’t forget the #sign when you do your search.

Clayton and I discuss:

  • What is erotic and what is Art;
  • Art that will challenge as well as excite;
  • The Literary Art exhibition
  • Publishing an anthology of the works selected for this year’s SEAF;
  • Details of this year’s Performance Art;
  • Information about this year’s Installation Art;
  • Spending the weekend at SEAF;
  • Seattle Erotic Art Festival reflecting Seattle’s sexual diversity.

Clayton invites you to visit the Seattle Erotic Art Festival website HERE! Don’t hesitate; pick up your tickets today, because this event does sell out.


Check out The Lick-A-Dee-Split Connection. That’s Dr Dick’s toll free podcast voicemail HOTLINE. Don’t worry people; no one will personally answer the phone. Your message goes directly to voicemail.

Got a question or a comment? Wanna rant or rave? Or maybe you’d just like to talk dirty for a minute or two. Why not get it off your chest! Give Dr Dick a call at (866) 422-5680.


Look for my podcasts on iTunes. You’ll find me in the podcast section, obviously, or just search for Dr Dick Sex Advice. And don’t forget to subscribe. I wouldn’t want you to miss even one episode.


I don’t know what to attribute this too, but in the last three weeks I’ve received no less than six anonymous messages from people asking about watersports. Some are into it; some are horrified. One person was looking for a way to entice his partner into piss play. Here’s an example of the kind of messages I’m receiving.

Name: Paul
Gender: male
Age: 32
Location: Seattle
I hope this isn’t the first time you’ve gotten this kind of question but I’ve recently discovered that I have a urine fetish. And I guess what I want to know is if among gay men I am in a minority or what? Do you know of other guys out there who share my fetish? Also I’m in a relationship and I don’t think my boyfriend shares my interests so I was wondering if you might have some ideas on how to break the news to him. Thanks a lot.

A urine fetish, huh? Ok! Are you talking about what those in the know call watersports or golden showers? I think you’re telling me you like to play with your pee, or the pee of other folks, right?

Oh my god, this is like a totally popular fetish, and not just common among the gays, don’t cha know. I’m surprised that you haven’t encountered it in loads other people before now. Folks of every sexual stripe and persuasion are known to enjoy piss play. There’s even a scientific name for it: urophilia. Doesn’t that sound fun? Honey, guess what? I’m a urophiliac and you can be one too!

Hell, this is such a popular fetish that it has a full subset of associated fetishes. There are clothes wetting, bed-wetting and diaper fetishes, urinal fetishes and for the BDSM crowd there are humiliation scenes and bladder control scenes just to name a few.

Historically speaking, people have been drinking their own urine as an alternative medicine for as long as…well, as long as there’s been pee to drink. Bathing in urine is also very common in some cultures.

Curiously enough, watersports is not necessarily always a sexual fetish, although it can be sexual in nature. Activities where piss is taken internally (swallowed or received anally or vaginally) can be risky. The pee-ee will no doubt ingest any and all un-metabolized drugs — pharmaceutical as well as recreational — which were consumed by the pee-er. In some societies and in some situations, this is the actual intent — for example intensifying and prolonging the effects of a hallucinogenic drug.

Prospective pee drinkers should be aware that there are a few drugs that pass through the body either partly unchanged or entirely unchanged, like those nasty amphetamines and their derivatives. So it’s all together possible to get really high from drinking a druggie’s piss.

Finally, how do you come out as a pee-queen to your boyfriend? I’m of the mind that the direct approach works best. There’s less room for misunderstandings. You could come right out and ask him for what you want. Darling, meet me in the bathroom. I want to show you something really festive and entertaining. I mean, what homo’s not gonna fall for that?

A less assertive way would be to visit several golden shower oriented websites, they abound on the internet, ya know. Leave the page open for the BF to find. That will surely stir things up. And unless he’s as dense as a post, he’ll begin to get the message. You could also “accidentally” download a watersports video. That would, no doubt, open the desired discussion. “Holy cow honey, look what I got up by mistake. You wanna watch it? Isn’t this hot? Oh my god, I think I just wet my pants. Wanna see?”

Good luck.

Healing Sexual Trauma through Sensate Focus

One of the most difficult things for me to deal with as a therapist is the aftermath of sexual trauma. And I know that the trouble I have with this is only a tiny fraction of the difficulty my client has as he or she faces his/her past. I share with you a correspondence I’ve had with a 36-year-old man from Boston named Trent.

Dr. Dick,
When I was 10 years my parish priest molested me. It went on for over a year. Mostly, I’ve been able to put this behind me. I’ve been married over a year to this really great gal. She’s been very understanding and supportive, and we love each other very much. A couple of weeks ago when we were having sex, my wife started to massage my bottom. This was the first time someone touched me there since I was 10. At first it felt good, but then I remembered how I felt when I was a kid and freaked out. I started to cry. My poor wife was devastated at the thought of triggering this painful memory. I told her it wasn’t her fault, but we haven’t had sex since. I’m worried, but I don’t know what to do.

Working through a sexual trauma, like the one Trent experienced as a kid, is difficult. But it is essential for regaining a healthy sense of the sexual self. I told Trent—and this applies to any anyone else who has had regrettable early sexual experiences in their past—that I strongly suggested that he and his wife engage a sex-positive therapist to help them get back on track.

Many people have dealt with some kind of sexually related trauma in their lives.  However, some trauma is more severe than others. Emotional scar tissue and painful memories may linger, but you can learn to insulate yourself from the disruptive effects of the past in the present. Thanks to the indomitable human spirit, most of us live through our difficulties and go on to develop healthy, integrated sex lives.

Sensate focus is a process that helps individuals move through painful sexual memories and heal the rift between the affected parts of the body and the pleasure they can produce. I thought this technique would be of particular value for Trent because of something he’d said: “At first it felt good, but then I remembered how I felt when I was a kid and freaked out.” This tells me that he was able to enjoy the sensations before the association with the molestation kicked in and ruined everything. Sensate focus offers a way to short-circuit this disruptive connection and rewire it for pleasure instead of pain.

What follows are structured therapeutic touching exercises for couples. They are not a prelude to sex. You need to be clear on that. Your genitals will be involved. There will be pleasure and arousal, for sure. But the object of this process is to desensitize the trigger (in Trent’s case, his butt), then re-sensitize it for pleasure. These exercises take about an hour one day a week over the course of a month. If you embark on this course, make sure that you dedicate that kind of time commitment. Please, don’t short-change yourselves; this is an investment in your sexual health and wellbeing.

You and your partner will take turns being the one touched and the one doing the touching. Both of you will have 30 minutes to touch and 30 minutes to be touched: 15 minutes lying on your front; 15 minutes on your back.

Week 1—Breaking the Ice
Structured touching will be unfamiliar to you at first. I want you to use this first session to connect with each other in a sensual and playful way. I want each of you to explore every inch of your partner’s body from head to toe, first the back of the body then the front. This first week, however, avoid one another’s genitals.

This isn’t massage, where touch is directed toward pleasuring your partner. Sensate focus exercises are about gleaning information. Focus on how it feels to touch different parts of your partner’s body in a non-seductive way. Be aware of the different textures contours and temperatures. Use different pressures—heavy and light; different strokes—long and short. Use fingertips, palms, the back of your hands and forearms.

When you’ve finished the first 30 minutes, swap places. This will work best if the one being touched relinquishes control as much as possible. Keep verbal communication at a minimum. Once the hour is over, thank one another for the experience and get on with the rest of your day. Don’t try to process things right then and there, just sit with the sensations. Or better still; write your feelings in a journal that you might want to share later.

Week 2—Making Things More Interesting
Building on what you learned in the first week; this time, kick it up a notch by expanding the structured touching to include anal and genital areas. These are sexually charged zones, but the touch must remain non-seductive. Begin the exercise with some full-body touching before moving on to the new areas. Again, the emphasis is on obtaining information and awareness of physical sensations.

This is where things got a bit challenging for Trent. When his wife touched his butt, I told him I wanted him to want stay in the moment and focus on who was touching him and why. Trent’s wife was not touching him in a sexual manner; she was gathering information.

Staying in the present helps take the edge off. If anxiety builds, deep breathing can help you to relax. Your partner will probably be very nervous too, so breathing together can be helpful.

A guided touch technique can also be useful. Place one of your hands on top of your partner’s and guide it over your trigger area. Try using more or less pressure as you see fit. Remember your trigger spot is just like every other part of your body. Even though an early trauma has sensitized this area to be off bounds, sensate focus exercises will re-sensitize and reintegrate it with the rest of your body. You’ll have to trust me on this.

Week 3—Mutual Touching
This week, we move on to mutual touching. However, it must remain structured and non-seductive, both in the giving and receiving. Mutual touch will provide a more natural form of physical interaction than the previous weeks. You’ll also be shifting attention from how it feels to touch to being aware of how your partner is receiving your touch. Keep verbal communication to a minimum. Let your body tell your partner how you are enjoying the touch. If you must talk, assign a number code to the touch you are receiving: 5 being, ho-hum, 1 being Yowsa!

Remember, no matter how sexually aroused you become, this is not a prelude to sex. If you need to release your sexual tension, feel free to masturbate afterward. No partnered sex during the exercises. Okay?

Week 4—Bringin’ It Home
This last week of exercises continues the mutual touching, with a focus on overcoming any final reservations you have about your trigger zone and the pleasure you derive from it. More of your partner’s touch should focus on that area. For Trent, I advised that his wife include a nice lotion or personal lube for this investigation. (Touching with a wet hand is different from touching with a dry hand.) While concentrating on his butt with one hand, I suggested she fondle his genitals with the other. By playing with the energy around Trent’s sphincter, his wife was able to redirect it and help him reconnect his ass to the rest of his body.

Try receiving your wire’s touch in different positions. Being proactive will facilitate the healing. While she is touching your trigger area, move your butt toward her to meet the caress. You’ll immediately see how being in control will help you move beyond any remaining anxiety. You are not just being passive recipient anymore; you are actively involved with inviting the pleasure. If there are still reservations, take it slow until they too, melt away.

Once he’d freed up his ass for pleasure, I told Trent be sure to incorporate butt play into his future lovemaking repertoire, but I also reminded him to take as much time as he needed to resolve the issue. There is no quick fix. I assured him, though, with diligence and care, sensate focus would remove the fear and shame of the molestation, and replace it with a sense of wholeness, joy and pleasure.

Good luck