Category Archives: Being A Good Bottom

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?
Drew

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!

An Octoberfest Q&A Show — Podcast #239 — 10/18/10


Hey sex fans,

I’d better take a break from The Erotic Mind podcast series for some hot Q&A, or there will be hell to pay. I know, I know, I agree with you; talking to all these great erotic artists is so entertaining as well as informative, but I do have all these people breathlessly waiting on my sage sex advice. And I haven’t done one of these podcasts since the first week in September.

Today we hear from:

  • Carl who is a little timid about getting back into the (bottom) saddle.
  • I reprise my ever so popular: Finessing That Ass Fuck — A Tutorial For a Top.
  • BD has genital warts.
  • Jayme is just getting back into sex after a near rape experience.
  • Nick is kinda new to gay sex and is having difficulty staying hard.
  • Thomas has had a tomy and want to get back into getting it in the ass.

BE THERE OR BE SQUARE!

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.

DON’T BE SHY, LET IT FLY!

Look for my podcasts on iTunes. You’ll fine 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.

Today’s Podcast is bought to you by: DR DICK’S — HOW TO VIDEO LIBRARY.

drdickvod.jpg

Wild Things

Name: Terre
Gender:
Age: 54
Location: Nashville
I’ve been in a relationship for over 11 years. For sex, I was always the top; occasionally I would bottom. However, now that I have developed erectile dysfunction, I’m lucky to get slightly hard. I cannot penetrate my partner any longer. I’ve tried reversing roles; however, my partner is no good at being a top/aggressive and I’ve found anal sex much too painful including bleeding and profound pain after only attempting to be penetrated by my partner. What can I do to get over this hump? What other things can I try to maintain sexual balance in my relationship?

Get over this “hump,” Terre? You’re such a punster!

Have you tried a cock ring to keep yourself hard enough to bugger your old man? How about dildo play? You still get to be the top and he still gets to be the bottom, it’s just that you’re using a meat substitute instead of your salami.

And what’s all this about you being unable to take it in your bum? I have written extensively about learning to bottom. Check out some of my earlier postings, especially Liberating The B.O.B. Within. Use the site’s search function in the sidebar to your right; type in “Tutorial for a Bottom” and/or “Tutorial for a Top” and PRESTO! Once you’ve read through those tutorials you can find loads of other helpful hints on the site by clicking on the CATEGORIES section, also in the sidebar; scroll down till you find “Ass Fucking”.

Maybe you need to look at alternative sex practices that don’t involve his rump and your rod? Is ass fucking the only thing you guys can think of in terms of sex play and mutual pleasuring? That seems pretty limiting. How about some kinky power play? That sure enough will keep the sexual balance in your relationship. There’s bondage, discipline, milking, jelqing, CBT, edging, fantasy play, watersports, fisting, flogging, massage, rimming, cock sucking, role playing, group sex and vibrators — just to name a few.

How about hiring a pro to attend to your needs? A hot, hunky escort to fuck your partner and do god knows what to you. You see, darling, just because you are 54 and live in Nashville don’t mean your brain’s gone dead…or has it? Like I always say, if there’s a will there’s a way. And hey, maybe that’s a good place to start. Maybe it’s time to check in with your partner to see what new things he’d like to investigate and go from there.

Name: Gilbert
Gender: male
Age: 53
Location: Ohio
I discovered plushie sex long before I knew there were other people in the world who love their stuffed animals as much as I do. At first, I just cuddled and slept with my special plushie, but then I couldn’t help but show my feelings. I wanted to consummate my love for my plushy. The first time I did this I didn’t do anything to my plushie directly. I simply embraced it while I pleasured myself to orgasm. Now my favorite method of expressing my love is to press myself tenderly into my lovers’ plush fur. It’s a truly exquisite sensation!

Lonely are we, Gilbert? YIKES! Say, is your plushie a girl plushie or a boy plushie? Are you sure your plushie, regardless of its gender, likes having you be so…how shall I say this…intimate? And what about the clean up? You say you press yourself tenderly into the plush fur. Good god; it can’t be all that much fun for your plushie tryin to get all your goopy spooge out of its polyester fur, now can it?

And your message isn’t so much of a question as it is a statement, huh Gilbert? Can I assume then that you just wanted to tell the world about gettin your freak on with your beloved plushie? DONE!

For those in my audience who are unable to fathom plushy sex, here is the 411 on this fetish. Some folks, like old Gilbert here, get started down this path by innocently stroking the stuffed animal over their naughty bits. This, I am told, can be the beginning of an intense connection with his/her plushie. Other enthusiasts aren’t satisfied till there is penetration. This is accomplished by modifying the creature at hand by creating what plushies call a ‘strategically-placed hole’ (SPH) on a said plushie. I suppose depending on the gender of the plushie; the ‘strategically-placed hole’ is either a plushie pussy or a plushie asshole, but I digress.

Some fetishists are on the receiving end of plushie sex. That is they create a ‘strategically-placed appendage’ (SPA) on their long-suffering plushie partner and make the little creature fuck them silly(er). SPA, indeed! I mean, god forbid that we call it what it actually is — a freakin’ stuffed animal with a strap-on.

Beyond the human on stuffed animal sex the plushie world also offers plushie on plushie sex too. Of course these are really humans dressed up as plush animals…I mean from head to toe…REALLY! These enthusiasts are generally referred to as furries. Isn’t that adorable?

There are furry sex parties, the like of which I will leave to your fevered imagination, where there’s no end to plushie perversion. I am told that it’s imperative that participants at these parties stay in character. How do you tell the gender of the furry, you might ask? Girl furries often have a bow in their fur. Boy furries, not so often. Ok, I made that part up.

Anyway, the furry outfits are equipped with Velcro held flaps in front and in back. These ‘strategically-placed flaps’ (SPF) give furries access to a fellow furry’s naughty parts. Full-on humping is proceeded by lots of sniffing and nuzzling…you know, exactly like ordinary animals do…only completely different. This is called yiffing. Honestly! Look it up.

I’ve had only two close-up encounters with real live furries. One was a client of mine. Another I met in an online chat room. The chat room connection was so delighted to discover that I was a sexologist that he could hardly contain himself as he revealed to me every gory detail of his furry sex life.

The guy who was my client revealed his furry persuasion in one of his early visits to my office. You see he was having this deep sexual conflict, and as it turned out, it wasn’t that he was dressing up as a big brown bear to get his rocks off.

Here’s how my client related the story.  “So here’s the deal,” the guy says. “I’ve been completely straight all my life. A couple of years ago when I discovered I was a furry I went to a few furry sex parties. At one of the parties another male furry began sniffing me and making sexual advances. I would have decked him if I hadn’t been in my bear suit. But because I was being my furry-self his advances were like this complete new turn on. To make a long story short, I got it up the ass but good that night for the very first time.”

You see my client was suddenly conflicted not because he was a furry, don’t ‘cha know. He was conflicted by the discovery that, despite being an exclusively straight macho dude out of costume, he was a freakin’ fag furry in costume. And that, my dear audience, is one of the most bizarre things the good doctor has ever heard.

Good luck ya’ll!

Sex Advice With An Edge — Podcast #175 — 12/14/09

Hey sex fans,sexy_santa_4

This is our special end of the year show.  We’ll be taking two weeks off for our well-deserved annual holiday break.  Today we have a bunch of Q&A, a little sexual enrichment programming and my 2009 tribute to all the wonderful guests that have graced this year’s podcasts in The Erotic Mind series and the Sex EDGE-U-cation series.

Among today’s correspondents are:

  • Bottom Wannabe is a dirty fuck.
  • Alvaro only dribbles; he does not shoot.
  • Marcus is freaked out by his own dick!
  • We also have a bunch of cock and ball questions.
  • I’m asked my thoughts on circumcision.
  • And what I think are the key ingredients for a healthy, happy sex life.

See a slideshow of all my wonderful guests for 2009.

Click on the thumbnails below.

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BE THERE OR BE SQUARE!

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.

DON’T BE SHY, LET IT FLY!

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

Today’s Podcast is bought to you by: The Holiday Sale at Eden Fantasys.

EFholiday

Fabulous Four

Because The Dr Dick Review Crew has been inundated with loads of swell adult products to review, we will be presenting several different toys each week till we relieve the backlog.

Despite it not even being Halloween yet, I know from my forays into the land of retail that holiday gift giving is not far from the minds of a lot of people.  Perish the thought!  So expediting our reviews will also give you loads of gift-giving ideas.  And that, my friends, is all I’m gonna say about that till at least the middle of next month when we launch our annual Holiday Gift Giving Guide.

Today we will hear from Review Crew Members: Madora, Joy & Dixie, Brad and Glenn & Hank.  So without further ado…

There’s something brand-spankin new goin on at Fleshlight.   Here’s Brad to tell us all about it.
Sex In A Can: Spread Eagle Brew —— $39.95

The Fleshlight company has been around for a lone time. They make the legendary Fleshlight and Fleshjack. I’m the proud owner of my very own Fleshlight; it is my go-to toy for spankin the monkey. I never get tired of my Fleshlight and I wouldn’t give it up for the world. That’s way I wanted to review their new product: Sex In A Can.large_1759

I am of the mind that foolin’ around with or trying to improve on a great product, an icon even, will sure enough just fuck things up. I just couldn’t see why the Fleshlight people were tempting fate by bring out Sex In A Can. But I promised Dr Dick that I would set aside my preconceived ideas and approach this new product with an open mind.

Damn! I’ll be the first to admit, I was totally off base in thinking the iconic Fleshlight couldn’t be improved upon. Wait, improved is not the word I’m looking for, because Sex In A Can doesn’t really improve on the original design, it just gives the consumer yet another option.

Those of you familiar with Fleshlight will know that every customer can pretty much customize every aspect of the unit he wants to buy. They have several “orifice” options: pussy, mouth, asshole or “neutral”. The plastic case comes in silver, black or clear. The insert comes in different colors, and there are several different internal contours for the insert itself.

Sex In A Can is basically just another option in terms of size and shape. Here’s what I mean. Sex In A Can is shaped like a tallboy beer, instead of the traditional oversized Fleshlight shape. It is lighter, more compact, less expensive, yet it has all the features of its big brothers.

There are three brand new “orifice” options — two different pussies (Mmmm, pussies!) and a mouth. Three new insert contours too. Everything else — including the patented Superskin insert remains the same. The plastic case, the thing that looks like a tallboy beer, has removable caps at both ends, as does the Fleshlight. The top cap covers the head of the insert and keeps it clean when your dick’s not in it. The end cap can also be removed for easy cleaning.

Just like the Fleshlight, ya gotta loosen the end cap a bit before you attempt to stick in your dick. Sex In A Can is a whole lot tighter than my stalwart Fleshlight. In fact, bein the hefty-cock brother I am, it was a very tight squeeze. I had to use a shitload of lube just to get me started. Oh, and by the way, you can only use water-based lube with all the Fleshlight Superskin products. Here’s a tip: you adjust the suction created inside Sex In A Can by either loosening or tightening the base cap.

Clean up is a super-easy. A little soap and water will do the trick. But once the insert is dry, you have to dust it, inside and out, with a little cornstarch, or body powder. This will help keep things as fresh as the day you got it.

My Sex In A Can: Spread Eagle Brew, came with the Pink Spread Lady orifice; (Mmmm, pussies!) mini vortex insert; the cleverly designed beer can case; and sample packet of lube.
FULL REVIEW HERE

Sex furniture?  You betcha!  Glenn & Hank walk you around this offering from the amazing folks at Liberator.
Liberator Ramp —— $200.00

Glenn: “Check this out! This is the best thing that’s happened to butt fuckin since the invention of the sling. The Ramp is just one of Liberator’s many sex furniture shapes that are designed to add more fun and lessen bodily stress for whatever kind of sex you have up your sleeve.”
Hank: “Or down your pant leg, as the case may be. We got us a plus sized Ramp and it is covered in black pleather. But you can choose from a bunch of sizes and fabric options.”

200

Glenn: “Pleather is great, because it cleans up fast. And that’s a big plus because our sessions can get pretty messy.”
Hank: “Ok, so what is the Liberator Ramp exactly and why is even better than a sling, or a swing for that matter? Good questions. The Liberator Ramp is a big triangular shaped, sturdy, comfy and solidly made cushion. Ours is 29” X 35” X 12”. And it can be used in a multitude of ways.”
Glenn: “It’s better than a sling or swing, because it’s portable, storable and you don’t have to suspend it from the ceiling, or set it up every time you want to shag. It does stow easily under the bed. It’s perfect for butt fuckin, because regardless of what position you like the Liberator Ramp is gonna make the sex a whole lot better for the top as well as the bottom.”
Hank: “Glenn likes it doggie style. I just bend him over the Ramp and plow away at his ass. It’s easier on me, because his ass is elevated to just the right position for the ass-ult. I can go as deep as possible, because his pelvis is supported by the Ramp. Oh, and ya can’t really do doggie style in a sling or swing!”
Glenn: “Hank is right! I don’t have to arch my back or strain my arms and wrists pressing back against his manly thrusts. But he can still grab my hair and pull.”
Hank: “You joke, but I know you love it deep and heavy. You’re just a dirty little piggy bottom, aren’t you?”
Glenn: “Oink, oink! I do enjoy a furious ride, that’s for damn sure. Ok, so if you want to do another position, all you do is reposition yourself on the Ramp for a little face-to-face action. Like I lay down on the Ramp, with my head at the lowest part of the incline. I scoot my butt to the highest edge of the incline.”
Hank: “Again, his ass is perfectly positioned for me to fuck him silly. With Glenn already angled down, I can lift and open his legs with ease.”
Glenn: “My toes are pointed to Jesus, and I’m in fuckin’ heaven.”
Hank: “Oh, the Ramp is great for cocksucking too. I just lay back on the Ramp, in the position Glenn just described, which elevates my hips 12” off the floor. Glenn has all the access he needs to my dick, balls and rosebud. He can service me till his heart’s content.”
Glenn: “Again, there no stress or strain on my neck or back while I blow him. And in this position Hank can grab his knees and pull open his own legs. PERFECT!”
FULL REVIEW HERE

Joy & Dixie have the pleasure of introducing you to a new kid on the block, Duncan Charles Designs. They specialize in unique, handcrafted ceramic adult toys.

Signature —— $55.00

Dixie: “Here’s something refreshing, this ceramic textured dildo is handmade! I’m so tired of mass-produced sex toys, aren’t you? Oh to have something unique, something that is crafted not manufactured.”
Joy: “Dixie is so right; I love knowing that no one else on the planet had precisely the same toy as we have. Each Duncan Charles Designs piece is unlike any other. In fact, it’s beautiful art. And it is GREEN!”
Dixie: “Signature has a food grade high-gloss coating that makes it as smooth as glass. But it is also textured, just the way we like it. Despite it being ceramic, there is nothing fussy about this beauty.”
Joy: “However, you will want to treat Signature with loving care, not because it’s fragile, but because it is a fine-looking sculpture.”
Dixie: “Signature comes wrapped in a lovely lined ultrasuede pouch. Ours is jet black, but it also comes in red. It’s just under 8″ long and weighs in at just over 8 ounces.”
Joy: “It has a rounded head on top of its scalloped shaft. The ridges add immeasurable fun. Because of the super high-gloss finish, we only had to use a little bit of lube. And you can use any type of lube you want with this ceramic baby.”

DCD signature black

Dixie: “This dildo is designed for g-spot, clitoral or prostate massage. Unlike most of the other G-spot stimulators that have a curve to them Signature is straight as an arrow. And yet it is just as effective as the curved ones.”
Joy: “I also really like the fact that I can warm and chill the Signature to suit my mood. You can chill it in the refrigerator for a few minutes or warm it by placing it under running hot water.”
FULL REVIEW HERE

Finally, Madora, has something fun from Big Teaze Toys to show you.

Super Flower Power: 2 Piece Bouquet —— $29.99

Home; batteries included (triple A), YES! I love it when that happens. Inside there’s a bonus Flower Power keychain, a mini version of the vibe that looks like a little daisy without the stem, this one even comes with bonus extra batteries (the little watch kind), EXCELLENT!sfp-500px

My first impression is that the vibrating part, the center of the flower, is a little hard for me. At least for direct contact with my “flower”. The center of the flower is hard plastic. But I like the soft petals which spread the vibes out from its petals to yours. It’s like a gentle labia massage, which is cool and rare in a vibrator. These are especially nice if you use a little lube on the petals.

I’m starting to get used to the texture and hardness. I actually like it and like the strength of the vibe when I’m using it through my clothes, the barrier makes it not seem so hard and yet it’s still able to convey strong enough vibes right through to where they’re needed. I was thinking it could be fun for when you want to tease your partner right through her clothes. Did I mention these toys are waterproof?

All in all it definitely did the trick but when I really start to get into it, either with the vibe or the little keychain, the soft petal ring pops right off the vibrator. I either hafta kinda hold it on, or stop and put it back on, if I wanna keep playing with that part. So that’s a bummer.

The keychain has been a godsend. I’m on a trip right now and brought it with me and wasn’t concerned about security seeing it, It just looks like a toy. I ended up having cramps and everyone knows an orgasm is the best thing for cramps so I put it to use, you know, for medicinal purposes.
FULL REVIEW HERE

ENJOY

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