Category Archives: Ass Fucking

Back To School Q&A Show — Podcast #296 — 09/05/11

Hey sex fans, welcome back!

Happy Labor Day! I really loved having the last several weeks off from podcasting. As much as I love doing the podcasts they are loads of very hard work and a breather, from time to time is just what the doctor ordered. But now I’m back, all refreshed from the hiatus, and ready to address the concerns of the sexually worrisome who have been contacted me with their questions and concerns.

And I am delighted to welcome back my most excellent summer intern, Monique, again this week for her last show with us before she returns to the ivy-covered walls of academia. As you probably discovered last time she joined me, in Podcast 293, Monique is smart as a whip and has a remarkable talent for sex advice.

This week we hear from

  • Mystery Woman is involved in a very dangerous relationship.
  • Jerry is a crossdresser and he treats his wife like shit.
  • Worried has a “GF” but she won’t kiss him on the lips.
  • JGrant hasn’t been using protection while fucking around.
  • Laura is afraid she’ll fart at an inopportune time.

 

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: Hot Plus Size Lingerie.

Plus Size Lingerie

A Spot of Heavy Breathing

Name: Bob
Gender: male
Age: 40
Location:
I’m a bisexual male. Recently I’ve been seeing this black guy, 25 years old, with a very big 9” very thick cock. We’ve been suckin’ and he’s been fuckin me. But most recently he’s been wanting me to get together with two or three of his friends and have a party. I mostly want to do it, but I’m a little scared. Would I be able to handle 2 or 3 guys? Would I be able to take all their cocks up my ass? I need some advice.

Bob, you are a little breathless, huh? I’m so delighted you stopped by with this tantalizing tidbit. So let’s get this straight, so to speak. You’ve got this heavy hung black dude, 15 years your junior, rockin’ your world with his thick 9”. Oh sure, count your money in front of the poor, why don’t cha? Say, all of us here at Dr Dick’s Sex Advice are wondering; how in the world did you get this dazzling urban specimen to tap your honky ass in the first place?

But there’s more…besides your amazing good fortune with this one fella, your young playmate wants to introduce you to a few of his big boned bruthas for some hot group action. Mmmm, how you do go on, sir! I suppose it’s only natural to be a bit intimidated, what with all that weighty pipe that will be swinging around. All I can say is I hope you film the event for posterity, darling. Because if you don’t no one, not even me, will ever believe you.

You want some advice? How could I possibly advise someone who can handle…and I quote “a very big 9” very thick cock.” If that’s truly the case, you don’t need nothin’ from me. Let’s just hope your hole will be able to withstand the massive gang fuck. And that’ll depend on one thing — you being as big of an insatiable bottom as you are a braggart. If you are, you’ll have no trouble at all.

Good luck…you’re gonna need it.

Name: Ben
Gender: Male
Age: 17
Location: New York, New York
Dr- I have read up on some of the questions you have answered and realized why my penis is curved. Because I began to masturbate in sixth grade! (The older boys on the bus encouraged me too) Now I know that this may sound dumb. But is there any way to fix this? I haven’t ever even had a blowjob, or hand job because I’m so timid about a girl seeing my penis. I’m also scared to call anywhere, and when the doctor asks me if I have any questions about my body I’m even to scared to say yes to that. Should I ask the doctor about it just too see if there is a way to fix my penis, or is there a natural way to fix it with a special kind of vitamin that I can take? Thanks a ton! -Ben

Hey Ben, why are you being such are a scaredy cat? I mean how bad a curve does your dick have that you would avoid a blowjob or even a hand job when offered? Is it really that misshapen? I mean, how many erect cocks have you seen in your short life span that you can say for sure that your unit is so fatally flawed? Can you be absolutely certain that the curve of your johnson isn’t just a normal variation on an otherwise handsome and hearty tool?

Listen pup, even a precocious masturbator like you is unlikely to change the shape of his willie simply by jerking off. That’s not to say that one’s dick can’t run into trouble from injury or abuse. For as hearty a plaything as it is, our cock, it is a relatively delicate instrument. When you get a woody, your cock is engorged with oxygen-rich blood, which is essential for the upkeep of the smooth muscle tissue. This kind of tissue makes up about 90% of your cock. So you can see how a healthy circulatory system is to a vibrant sex life.

If you dissected your woody and looked at a cross-section you’d see three distinct spongy tubular structures, each are made up of smooth muscle tissue. Two of these tubular structures — one on either side of your cock, both of which run the length of your cock — are called the corpora cavernosa. These marvelous structures become engorged with blood lifting and thickening your cock to erection. The corpus spongiosum, the third tubular structure is located just below the corpora cavernosa. This baby houses your urethra, through which urine and semen pass during urination and ejaculation, respectively. This may also become slightly engorged with blood, but less so than the corpora cavernosa.

An oxygen-deprived cock will build up a kind of plaque, which resembles scar tissue. This will cripple a dude’s rod (Peyronie’s disease) or rob him of his wood altogether. However, I don’t think this is the case for you.

So before you start tryin to “heal” or “fix” yourself with some contraption or herbal supplement visit a doctor first. If you’re too timid to make an appointment with your family physician, go to a free clinic, or neighborhood clinic near you. You’re living in the big apple for crying out loud; you have all these great resources available to you.

Good luck

Purely Sensual

Hey sex fans,

I have a swell, and oh so special, Product Review Friday for ya. Today is a twofer, don’t cha know. We’re experiencing a bit of a backlog in our reviews and while generally I post only one review a week, today we have two. One product comes to us from a new company joining our review effort for the first time. The other product comes to us from a good friend and stalwart in the industry. Please join me in welcoming Intimate Organics and welcoming back LELO.

These reviews are brought to you by Dr Dick Review Crew members Brad and Jada.

Intimate Organics Adventure – anal relaxing spray — $17.78

Brad
Hey everyone, I’m here to tell you about Intimate Organics Adventure. It’s an anal relaxing spray. Curiously enough this product is marketed exclusively to women. But ya know what? Men have assholes too. And Intimate Organics Adventure is equally effective on a dude’s bunghole as it is on a chick’s.

When I haven’t bottomed for a while, and I’m talking about either diddling myself with a dildo while I beat off or having my GF peg me, I want to ease into the experience. Gettin bum-fucked is a kick when it is worry free. So anything I can use to take the edge off is a big plus in my book.

Ok, after saying that I just realized that didn’t come out right. I don’t want to suggest that “anything” that takes the edge off is good. The reason I’m correcting myself is that I have tried other anal relaxers. Actually they were anal anesthesizers and that was the problem. Some of the products I tried in the past used benzocaine and it numbed the shit out of my hole. This was way over-kill and it was also dangerous. If I couldn’t feel what was going on down there I couldn’t tell if I was about to injure myself, nor could I be any help to my partner with the strap-on. So no more of that stuff for me!

Intimate Organics Adventure is different. Their herbal-based spray does not numb, because it doesn’t contain any anesthetic elements. Their unique formula contains a certified organic extract blend with the natural potency of clove, goji berry, aloe and lemongrass. It’s great. My GF, Kitty, thinks so too. Once she saw how much I enjoyed my butt she decided to give up her ass too.

I’m certain that the Intimate Organics Adventure was a big part of her decision to try anal. This chick is super fussy about what she puts in and on her bod. The fact that this product is organic really impressed her. The lady-friendly packaging didn’t hurt the effort either.

Intimate Organics Adventure is a spray, I already mentioned that, and it’s the consistency of a light lube. But ya gotta know that this product does not replace the need for a high-quality lube. When it come to anal penetration of any kind, you’re gonna want to use lots more lube than a couple of spritzes of this product. only thing ya got to remember is ya have to wait about 10 minutes after applying the Intimate Organics Adventure before applying the additional lube. This product is also latex and condom friendly.
Full Review HERE!

LELO Flickering Touch Massage Candle —— $29.15

Jada
I’m a sucker for scented candles. I have them all over the house. I once took a class in aromatherapy and I learned a lot about how essential oils, and other aromatic compounds can alter a person’s mind, mood, cognitive function or health.

So when Dr Dick offered me the Flickering Touch Massage Candle to review I knew I was in for a treat. I am very fond of my LELO pleasure objects. I reviewed The SORAYA way back in January and was so impressed that I’ve picked up two others LELO vibes since. One I gave as a gift.  I know, how generous!

The Flickering Touch Massage Candle did not disappoint. It lives up to the LELO name in every way. Lets start with the packaging. It came in a simply elegant black box, with mauve and black accents. And all the packaging is biodegradable. The candle itself comes in a gorgeous black glass container with a designer silver lid. It dresses up anywhere you put it.

I received the Vanilla & Crème De Cacao candle, but there are two other candles in the LELO line — Black Pepper & Pomegranate and Snow Pear & Cedarwood. (Please Mr LELO, send us others to review!)

The candle is made from natural soy wax, shea butter and apricot oil. And because it is a massage candle as well as aromatherapy, when you dab it on your skin, or your lover’s skin, the effect is outstanding. It absorbs nicely, like a fine body oil should. And it leaves your skin delectably smooth and lightly fragranced.

If you are into sensual massages and romantic play the Flickering Touch Massage Candle is just the thing for you. My husband and I went to the San Juan Islands for an amorous weekend get away for our anniversary last month. I made certain that the Flickering Touch Massage Candle would accompany us. My husband liked the scent too. He’s sometimes critical of my aromas, because he claims some are too sweet or feminine. But he liked the Vanilla & Crème De Cacao just fine.
Full Review HERE!

ENJOY!

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!

Finessing That Ass Fuck — A Tutorial For a Top

This tutorial is for anyone who is considering being a top, regardless of whether the meat injection is 100% prime, or a beef substitute (a strap-on dildo), these words of wisdom are for you.

What Ya Need To Know

Let’s get something clear right from the get-go. And this is for all you sticklers for semantics out there. The word “top” has several sexual connotations. There are of course BDSM tops, but generally they go by the moniker “dom”. And one can accurately say there a “top” in any sexual activity that involves an active and passive partner — such as cocksucking and watersports. But today’s lesson is for the active partner in butt sex. But you knew that already. Because all you had to do is read the title of this article to figure that out, huh?

Some folks just aren’t open to the idea of experimenting with their assholes. They think it’s gonna be painful, or worse, messy.

So first off, prospective tops, you don’t want to try buggering these folks. A good top should know it makes no sense at all to try to force or belittle an unwilling bottom to give up his or her rosebud. This is simply a waste of everyone’s time. Because if you do succeed in getting the unwilling bottom to relent, and the subsequent fucking attempt confirms the bottom’s earlier suspicions that this activity is indeed painful or gross or both, you’ll have won the skirmish, but lost the war. Remember, it takes two to tango.

Secondly. Before a top commences a fuck of any kind, they need to consider whose pleasure is primary in this particular fuck. There is a big difference between fucking for the top’s pleasure, for the bottom’s pleasure, or for mutual pleasure. For instance, if a top is trying to finesse a novice bottom into exploring ass fucking, that top needs to concentrate on the bottom’s pleasure first.

Start by getting the bottom comfortable being touched where the sun don’t shine. Lubricate your hand generously and massage the outside of their hole. Make some lazy little circles with your fingers and drive your bottom wild with desire. When their sphincter starts to quiver, as it surely will, slowly penetrate your bottom’s bottom with a lubricated fingertip. After a few minutes of just hanging out with your finger in there, you can begin to slowly slide your finger in and out. Be sure to take your time. Allow their 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.

When a top fingers a bottom, they would do well, at this point, to reconsider the width of his dick or her strap-on. Once your bottom can take two fingers comfortably and three fingers with a minimum of discomfort, they’re ready to take a modest-sized cock or dildo. If you’re very well-endowed or you plan to strap on a monster dildo, you’d better adjust this finger-formula based on the width of your fingers and your equipment. And, you know, make sure your partner is aware of the girth of what awaits him or her.

A clean asshole is a fuckable asshole. Hygiene is essential for both tops and bottoms. Bottoms may wish to use a small bulb syringe and plain water to clean out a few hours before the event. And tops, once your cock or dildo has been inside your bottom’s ass, don’t go puttin’ that thang anywhere else until you’ve washed it down with soap and water. Carelessness in the hygiene department will only invite a very serious infection.

Making It Happen

Tops, be sure to use a good personal lube and have your favorite condoms within reach. 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. You may find that a pillow or two positioned under your bottom’s pelvis will help support and prop up your bottom’s bottom in most positions.

Painful fucking is a sign that something is being done incorrectly. It is not a sign from God that ass fucking is wrong. In most cases, pain is due to a few predictable factors:

  • The bottom is too tense and is tightening up.
  • The top is being impatient and is pushing too hard too soon.
  • There may not be enough lubricant.
  • The cock or strap-on is too big for the bottom’s experience level.

Obviously, both people should be comfortable and feel pleasure from it. 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 whose 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 listen to the feedback coming from your bottom.

The Top’s Handy-Dandy Tally Sheet

Ok, let’s review.

  1. Always use a lubricant. Both water-based and silicone- based lubricants 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, and 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 will not insure pleasurable cornholing. It’s nice that he or she might want to surrender their ass, but that’s not gonna make it happen on its own.
  5. Always communicate with your bottom. Keep your communication playful and dirty. 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?
  6. Spread the pleasure around. Keep your hands busy on the bottom’s clit or cock, at least initially. If the bottom can make the connection between the pleasure he/she is familiar with (cock or clit) with the new butt related sensations; then the battle has been won.

In Conclusion

Some experienced bottoms can orgasm with ass fucking alone. Women do so through pelvic muscle contractions and G-spot stimulation; men because of pressure applied to their prostate.

Oh, 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. 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.

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 carry the day.

Good luck!

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