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Liberating The B.O.B. Within


So ya finally decided to become a B.O.B. (Big Old Bottom)? Tired of missing out on all that ass-play everyone’s talkin’ about? Been secretly trippin’ on the exploits of your favorite porn stars? (“Jeez, would ya get a load of that. His hole looks like the Victory Arch in Paris, for god sake.”) And now want a piece of the action for yourself? But wait, there’s a wrinkle, you’re a virgin or worse yet, there’s been an “Exit Only” sign on yourgallerygay_20061125_085924.jpg poop chute for so long that the mere thought of someone diddlin’ your ass hole makes you blanch and swoon.

Dear Dr. Dick, Help! I want to be a bottom; at least I think I do. My boyfriend’s been begging for my booty big time, (my girlfriend just got herself a strap-on, YIKES!) but I’m just too tight down there and he’s really big (and she thinks turn-about is fair play). Our play time always end the same way, frustration for him (her) and a pain in the ass for me. How do those porno guys and gals do it?

fucking_men.jpgFirst off, darling, “porno guys,” as you so lovingly refer to them, are professionals (yeah, huh!). And Dr. Dick suggests that a novice butt pirate like you not try that fancy stuff at home before you know the basics.

So listen up, bottom wannabes, pleasurable buggering depends upon on three simple, but important things: 1) The will, 2) Being relaxed and 3) A considerate partner.

First. You gotta really want to get fucked. This may sound elementary, but it’s not. Some of my clients secretly confess that they don’t anyone near their precious tushie, and no amount of pleading and whimpering on the part of their long-suffering partner(s) is gonna change that. For some getting it up the ass is associated with11.jpg domination not pleasure. Manly men don’t bottom for nobody. (Oh sure Mary, me thinks you doth protest too much.) Others have religious reservations. (If god wanted me to get fucked he would have given me a vagina.) Still others have aesthetic concerns. (Oh no, that’s way too icky and messy.) I can assure you that these boys ain’t never gonna be a bottom no how.

Second. Let’s just say your dyin’ to get fucked, but you’re so intimidated by your top’s one-eyed monster that your quivering asshole is like totally shut down. Chill out! Why not begin your sex play with your partner giving you a relaxing sensual back rub. After awhile he could move on to a little butt play (and I do me play). The object here is pleasure not penetration. Have him tease your asshole with his finger. A tongue works nicely too. (This is called rimming, but you probably already knew that, because you’re not a complete idiot, huh?) A gentle circular motion works best. Have him use his hands to spread your ass cheeks, this will give your top better access to your rosebud and give you a double dose of pleasure. After a while, a lubricated finger can be inserted for a bit of a prostate massage, which is ohhh sooo delicious. When you’re ready to kick it up a notch, have your partner try inserting two fingers or a small dildo. Rhythmic deep breathing will help keep you relaxed. And when you’re all loosened up and ready to become like one of them “porno guys or gals,” you can him plug in the real thing. No more meat substitutes for you. Experiment with different positions. Try sittin’ down on that big old thang, or do it doggie style. Getting laid while on your side with your man comin’ at ya from behind gives you a bit more control over the depth of his thrusting. And of course, there’s also the traditional missionary position; you 12.jpgon your back, legs spread eagle and your pumps pointing to the stars.

Third. Having a big dick doesn’t automatically make a guy a good top. A considerate partner, big dong or not, will happily join you in exploring your asshole. He will concentrate on pleasing you first, because he knows that an investment in your anal pleasure today will reap a harvest of mutual pleasure tomorrow. (Coming soon! Dr. Dick’s tutorial for tops. Don’t miss it.)

Putting A Ring On It

Name: William
Age: 30
Location: UK
Hi There
I am new to this scene, and I have very little experience in anal sex and I am seeking your help and advice. I am a top but I have a problem keeping my dick hard or staying hard during anal sex. I find it harder to fuck an ass compared to fucking a pussy. Here is the problem: Once I get my dick hard, put on a condom and start fucking, my dick sometimes goes soft on me. Is that normal? How can I keep my dick hard long enough in the ass to enjoy the fuck? Sometimes even when my dick is hard, I find it hard to penetrate an ass. I use lube, so what am I doing wrong? People in gay porn can fuck and fuck like there is no tomorrow. I want to enjoy anal sex too!! Any advice? Please let me know if there is anything I can do to improve in this area?

Boy, you’re in luck, William! One of my most popular tutorials, Finessing That Ass Fuck — A Tutorial For a Top, is waiting for you.  Check it out! It will answer a lot of the questions you have about butt fucking. You should also know that this is the companion piece to my tutorial for ass fuckin’ bottoms handsomely titled: Liberating The B.O.B. Within. Don’t know what a BOB is? No to worry, all will be explained.

gettin it from behindBut before you disappear to do your homework, I’d like to address one of the specific issues you raise, about keeping your dick hard while fucking. You are right to point out that fucking an ass (male or female) is different from fucking a pussy. But regardless of what hole you’re invading, a nice hard stiffy is essential.

Are you familiar with a cockring, William? If not, I suggest you acquaint yourself with these amazing low-tech wonders. Here’s what you should do. Mozie on over to the Dr Dick’s Sex Toy Reviews site and search for my tutorial, Cockring Crash Course. (The search function in the sidebar will assist you.) Prepare yourself to be sorely amazed at the variety and functionality of these little devils.

Cock rings can create larger, firmer erections. Since blood flow enters your dick through arteries deep inside your dick, and leaves it through the veins near the surface of your tool; wearing a cock ring can help to keep more blood inside your dick shaft. And as all you rocket scientists know, blood is what causes erections in the first place. Also some men claim that wearing a cock ring intensifies their orgasm.armour up04

And while you’re on the sex toy review site, use the CATEGORY pull-down menu in the sidebar and look for cockrings. You’ll find it under the last heading, Sexual Enrichment. This will bring up all the cockrings we reviewed, and there’s a load of ‘em, don’t cha know.

I recommend the flexible and/or adjustable cockrings. These are generally made of stretchable rubber or leather. For the more daring there are the metal variety. These may look pretty, but they can be a bitch to put on and to take off. Here’s how ya do it.

  1. Pull your ball sack through the ring first.
  2. Follow this by popping each of your balls through the ring one at a time.
  3. Now bend your cock down and pull it through the ring.

As you can see, putting on one of these little buggers before you have a raging hardon is gonna make it a whole lot easier. To take the cock ring off, simply reverse these steps, pushing your flaccid cock back through the ring first, followed by each of your balls and finally your ball sack.

It’s absolutely essential that you not wear an inflexible (metal) ring for longer than a couple hours. Make sure you don’t buy one that is too small either. If your dick is turning an angry red or worse, purple, or it is cold to the touch, you’re in trouble. Take that ring off immediately. If you don’t you will risk serious injury to your precious johnson. Remember people, play smart with all your toys!

Good luck

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Backdoor Basics at Wild At Heart

Hey sex fans!

Particularly those of you who are living in and around the Emerald City. I have some swell news for ya’ll. I’m scheduled to present one of my most popular workshops at Seattle’s very own woman owned sex emporium, Wild At Heart.

The title of the Workshop is
Backdoor Basics

Sunday, December 16, 2012 7:00 PM

Ticket information HERE!

Learn the ins and outs of anal pleasure in this introductory class to backdoor fun. Anal play is a source of curiosity for many, but often surrounded by fear that it’s gonna be painful, or worse- messy. This class will help answer those questions and put those fears to rest.

We’ll cover a wide variety of topics, including:

  • Anal anatomy
  • Preparation and hygiene
  • Lubes, toys, and safer sex
  • Beginner booty play
  • All-important warm-up techniques
  • Anal sex myths and misconceptions
  • Sex Toy giveaways
  • and so much more!

We all have one, lets relax and enjoy it!

This workshop is open to all regardless of gender, orientation, or relationship status.

Workshop attendees also get a 15% discount on any store merchandise while they’re at the workshop.

This workshop is based on my wildly popular tutorials — Liberating The B.O.B. Within and Finessing That Ass Fuck.


Wild Things

Name: Terre
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!

Do Do That Voodoo That You Do So Well!

A curious lot today, don’t cha know. Some folks are simply confused about the concept. Others are just pulling my leg.

Name: agrah
Age: 30 ish
Location: michigan
I am curious what the pregnancy rate is for people using anal sex as a means of birth control. While its not my method, (I have an IUD) it is disturbing to me that people think anal sex is fool proof birth control.

HUH? Girl, how’s a chick gonna get pregnant via ass fucking? You explain that to me and I’ll be happy to comment further.

Name: Rocket Man
Age: 31
Location: Nashville4_afro.jpg
Big Dr. Dick, Between busy work schedules, travelling and such, I had not had much time for sex. It was actually about a 5 week span without sex or masturbation. When my wife and I finally got together I was built up big time. I new my response would be quick and my load would likely triple it’s normal oozeage. Being that it had been so long, there was not much foreplay…we just wanted to get down to the hardcore humping. I was sitting on a couch and she climbed on top. On her 3rd downstroke, I blew like a friday afternoon work whistle. She shot off my cock back first into the coffetable, broke it in half and received a few splinters in her ass! Should we replace this piece of furniture, or should I just make her kneel in the floor and rest my legs on her when she’s done sucking me off in the future?

You Nashville folks have all the fun! You get extra points for making me laugh. Perhaps all ya need is sturdier furniture.

PS: don’t be surprised if I steal this: “I blew like a Friday afternoon work whistle.” That’s downright hilarious.

Name: colleen
Age: 28
Location: california
I have noticed lately that i am way more horney than normal it is like I can’t ever get enough and the slightes touch gets me going. Also my natural smell from my vagina seems to be extra strong lately and sometimes after my husband and i have sex I have a clear but chunky discharge. I was regulalry with summers eve wash and I have never smelled so strong as I do now. I feel like I am a dog in heat. What is wrong with me?

WHAT’S WRONG WITH YOU? Simply put, you’re 28 and you’re as randy as all get-out, darling. Sounds like you’re pert-near feral. If you were in the wild your super-strong odor would attract males from far and wide; each and every one hoping for his opportunity to satisfy your vixen lusts.

And that “clear but chunky discharge” you’re having after the hubby bones you? Doll, I’d be willing to guess that’s his spooge drippin’ out of your cunt. Ahhh, youth!

Name: lulu
Age: 19
Location: dallas
normally my boyfriend wears a condom and if he doesnt he always pulls out, but the other day he cummed inside me and it stung horribly. is this normal??

Hell, no! That ain’t normal, honey. Nobody’s jizz is supposed to sting, unless it gets in your eye!

And what the fuck are you two doin screwin around without always using a condom? You actually trust him to pull out in time…every time? What kind of cockamamie contraceptive strategy is that?

I sure as hell hope you puppies are doubling up on birth control — he, a condom; you, the pill or a diaphragm. Slip-ups happen like clockwork for youngens, like you. That’s why it’s better to be doubly safe than eternally sorry.

Get it done, LuLu! Clearly, your numbskull BF doesn’t use the good sense god gave him, or he’d seal himself in latex before he jumped your bones. Unplanned pregnancies can ruin lives!

Name: Mace
Age: 31
Location: Oklahoma City
5497486_400.jpg I have an issue with my current girlfriend. She and I are both on the same page with a high sex drive. We both also put a higher priority on satisfying the other before ourselves. My problem is this, I tend to take a longer time to orgasm than my mate. Although she is physically satisfied, she is discouraged at her own sexual prowress because she believes that my climaxing when she does shows that I am as turned on as her. How can I ensure a matching climax, or reassure her that I still think she’s sexy even though I don’t climax?

If it ain’t one thing, it’s another. Are simultaneous orgasms really all that important? Hey, If it happens, it happens. Fine! But personally, I think they’re vastly overrated. Obviously, being turned on and climaxing are not the same thing, so have the GF chill out. Besides, lots of people find it a huge turn on to watch their partner cum. And one can’t hardly enjoy the show if one is busy producing his or her own display, right?

Mark my words, the added pressure to cum simultaneously will only induce a serious case of performance anxiety in one or the both of you. And that will sure-as-shootin’ throw a monkey wrench into the sweet thing you guys got goin on.

Name: sarah
Age: 18
Location: detroit
why do anal sex hurt so bad what can i do to stop the pain

Nope, it doesn’t always hurt so bad. Sometimes it hurts so good.

Chances are the guy who’s pluggin you doesn’t know what the fuck he’s doin. Just because he has a cock and you have a bunghole don’t make you experts butt pirates.

You kids need to read this: Liberating The B.O.B. Within

Good luck ya’ll!

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