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Learning to ride

Hey sex fans!

We’re all back from Spring Break. Did you miss us? We sure missed you. So ok, let’s get this ball rolling again with a timely question from one of my correspondents.

Name: Drew
Gender: Male
Age: 23
Location: Boise
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 up. I liked the guy, he was hot, and I enjoyed all the fore-play 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 will surely be misled. Second, that grimace that you report seeing on the bottom’s face as he is being penetrated, may be a grimace of pleasure not pain. I think you are projecting your own discomfort on the guys in the movies.

Let me tell you a little story. The other day I was walking in the park with Ginger the dog. Actually, I was trying to walk like a normal person, but she was pulling me along like a maniac. We were both, in our own way, enjoying some beautiful spring weather and the sights, sounds and smells nature in its glory. As we walked along we encountered a father and son who were seriously involved in what appeared to be the kid’s first lesson in riding a bicycle…without training wheels. Despite the father’s patient encouragement the kid couldn’t seem to get the hang of it. He would start out ok, but just as soon as his dad let go of the back of his seat the boy would wobble and eventually crash. There were plenty of tears, a skinned knee and the boy’s fear and anxiety was thick enough to cut with a knife. It was quite a scene.

The kid was convinced that he didn’t have what it took to ride on his own. His defeatism fueled itself and became a self-fulfilling prophecy. He finally gave up. Sat down on a bench, his bike in a tangle at his side, and refused his father’s pleading that he try again. In the kid’s 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 had had an opportunity to suggest to the boy and his dad, that they might 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 would have suggested the dad start by helping the kid walk on 4” 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 expression 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 within himself; you need to find the Big Old Butt Pirate within yourself.

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

  • First, before you start playing with your hole — relax. Just like the kid in the park would have needed to calm himself before attempting to balance on the curb. The same is true for you.
  • 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, oil-based lubricants aren’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 wide find your hole and play with your rosebud. Gently massage the area around your asshole, but don’t side your fingers in just yet. Simply get used to the feelings of playing 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. Ya know, like finger-fucking yourself.
  • Find 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 that puppy a nice gentle massage. If you’re still stroking your wood, don’t be surprised if this prostate massage gets you to bust your nut. 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 will also notice that your sphincter muscle will tighten around your finger and pulsate with each squirt

Continue these self-pleasuring exercises until you are 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. We don’t want any unsightly and embarrassing mishaps to mess up the big event.
  • Remember to take it slow. There’s no rushing pleasure. And 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 lots of lube near to hand.
  • While you’re warming up, start loosening up your ass with your lubed fingers, just like 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 swell finger-fucking first.
  • Once 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 very important in butt fucking.
  • 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 ridding your bike all by yourself. And you will be very happy.

Good luck

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!

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!

No Song Unsung, No Wine Untasted

Hey sex fans,

Listen up!

I’m adding a new feature to my Q&A columns.  Whenever possible, I will include in my response a link to a movie in my HOW TO VIDEO LIBRARY (see the VOD tab at the top of the page) that will further educate or enrich the person who is asking the question.

Think of it as at HOMEWORK or further study on the topic at hand.  I hope all of you will benefit from this terrific instructional and enriching resource.


Name: Bob
Gender:
Age: 48
Location: Long Island, N.Y.
Almost 20 yrs. ago I had a transexual encounter. It was different but wonderful. Now I find myself wanting to explore this experience again. I’m now married with kids and I know it’s cheating but it won’t leave my thoughts. I don’t know what to think. I love being with a woman but this hunger won’t go away and I ‘m not entirely sure if I want it to. I don’t know if this means I’m gay, bi, or what. Please, please, if you’ve any advice your help and thoughts would be greatly appreciated. Thank you.

Hey Bob, the question of weather this craving makes you are gay, bi or what is the least of your issues, darlin’.  You got this jones about chicks with dicks and it won’t go away because you don’t want it to go away.  It’s a hunger that you feed by starving it. And I’m gonna go way out on a limb here and guess that you will, in pretty short order, go out and get you some of this exotic monkey love, just like before you were married.  And I also predict that you will make it a habit, risks to your comfortable life and cheating on you wife not withstanding.

Here’s the thing about sexual obsessions of any stripe.  The more you starve them the more the hunger consumes you.  So rather than treat the desire head on, perhaps you need to address the underlying issues that give rise to it.  I’d be willing to speculate that your life has become so predictable, mundane and lethargic that you long to be startled a114542_xlfawake from this slumber.  You entertain these juicy revelries as a way of keeping yourself from completely succumbing to the boredom.  Am I right, Bob?  I think I am.

You see, the real issue here is not your cravings for a walk on the wild side; it’s the boredom at your core.  Desperate men do desperate things.  And bored men do foolish things.  So I suppose you need to ask yourself, to what lengths are you willing to go to satisfy this craving?  And once you answer that, the more important question remains to be answered.  How many times will you have to satisfy your craving to balance out the monotony in the rest of your life?

You see, how this has virtually nothing to do with your sexual orientation, gay, bi or whatever; it has to do with your lifestyle.

Perhaps, indulging your sexual fantasy in the relatively harmless form of some video consumption might assuage your obsession.  It sure beats skippin’ out on your wife and family to satisfy your jones.

Name: Fran
Gender:  Female
Age: 33
Location: South Africa
I have a new lover, 10 years my junior.  We meet at a play party about three weeks ago.  He is very adventuresome and totally submissive.  He told me he wants me to shave him from head to toe and he wants me to do this while he is restrained and gagged.  I’m confident about my bondage skills, but I’ve never saved anyone.  Do you have any tips?

Some gals have all the luck!  You gots yourself a submissive pup; good for you!  Just think, this shaving scene could be a real Samson and Delilah kinda set up, and hopefully one of biblical proportions.  HOT!

The overall body shave can be a bit tricky, especially for those sensitive areas of the body not used to being shaved.  You can pretty much count on some nicks and cuts and there will be a fair amount of post-shave skin irritation too.  It’s just par for the course.  Ya’ll can minimize a lot of this by attending to some fundamentals before the event begins.

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Most us men have discovered that shaving our face later in the day, or better…at night makes shaving easier.  The same is true for fetish shaving.  Nighttime is the best time!  Work in a clean, well-lit place.  The darkened dungeon is good choice for after-shave play, but you’ll need lots of light for the shave itself. You also need ready access to lots of clean hot water.  So why not strap the boy to the bathroom sink, shower head, or better yet the kitchen table.

If the pup resembles the missing link, you’ll want to start the whole business by trimming his body hair as close to the skin as possible before you employ the razor. I suggest using a high quality barber shears for this.

Choose your razors carefully. Unless you are a real connoisseur and know how to wield a straight razor, stick with safety razors.  Since you’re gonna be doing his whole body, be sure to stock up on a shit-load of the quality plastic disposable kind.  You will find that the blades dull really fast when they are shaving course body hair.  Dull razors, as everyone knows, will nick and scrape more than a sharp razor.  You’ll want to minimize the number of times you pull the razor across any given patch of skin so as to minimize razor burn.

Cover the area you are about to shave with a hot, wet towel. It’ll soften the hair and makes it easier to remove.  Use lots of shaving gel.  Gel is better than shaving cream for sensitive skin.  Always shave with the growth of the hair, not against.  Be sure to have a styptic pencil or gel handy to stop bleeding when you nick the little monkey.  And depending on how fastidious you are; keep a pair tweezers handy for yanking out the stray hairs you and your razor miss.  This will give your sub something to remember!

No matter how careful you are, there will always be microscopic nicks and cuts afterwards. Left untreated, this can leave the skin open to a nasty infection. To prevent this, apply a liberal amount of an astringent, like which hazel.  Hydrogen peroxide is and excellent and inexpensive alternative.

Ya know those nasty little red bumps that are caused by ingrown hairs?  You can cut down on these little buggers by buffing the freshly shaved area with a cosmetic buff pad.  Finally, a liberal application of a moisturizer is recommended to cut down on the itching that will inevitably follow.  If the sub has never done this before, he will soon find out that he will be plagued by itching as his hair starts to grow in.  Too bad for him, huh?

As you can see, this is gonna be a whole lot of work for you.  And there’s gonna be a lot of clean up too.  Lucky for you, you’ll have a freshly shaved sub to do all the work while you relax kick your feet up and eat your bonbons.

This might be helpful too — check out my review of The Ultimate Personal Shaver Kit HERE!

Here are some video suggestions to accompany my thoughts.

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Name: Susie
Gender:
Age: 25
Location: Indianapolis
My husband and I are beginning to experiment with some light bondage and discipline.  We’d like to know more about this and how to play safely.  Unfortunately, because of his job we are stuck here in Indianapolis for another whole year.  We have yet to find even one other person around here who shares our kink.  So we don’t have anyone to ask about this.

Ahhh, the joys of the heartland.  I’d be willing to guess there are other kinky pervs, like you guys, right there in Indian-apollis, but they don’t know how to find you anymore than you guys know how to find them.  Kinda sad, huh?  Well probably ya’ll are gonna need to turn to them internet tubes for the help you’re looking for.  Kink and BDSM sites abound.  Almost all of them have great “how to” and “helpful tips” sections geared to the budding kinkster.  Several of these sites also feature profiles, chat rooms and bulletin boards for like-minded folks to connect and play.

For something really special, check out my newest podcast series — Sex EDGE-U-cation.  I’m chatting with prominent educators, practitioners and advocates of unconventional sexual expressions and lifestyles from all over the world.

But since you are here, darlin’, I do have some preliminary thoughts to share.  First, every scene should be negotiated before play begins.  Never bypass this important step even if the two of you only play with one another.  Ya see, what you don’t want to have happen is to break the mood mid-scene to ask a question or seek direction.  All that should be taken care of before you start the play.  Get use to working out all the logistics a head of time.  These important negotiation sessions will also force you to communicate with each other and give you a ready vocabulary for talking with other prospective partners should the opportunity ever arise.

Negotiating a BDSM scene is not a “I’ll do this for you if you do that for me” sort of deal, like in vanilla sex.  Rather it’s an honest discussion about you and your partner’s wants, needs, expectations and limits for the scene. Regardless if you are the dominant top or a submissive bottom, you must be equal partners when negotiating each scene.

If you do this sort of play a lot, the negotiations may become perfunctory.  But like I said, a114592_xlf1they ought never be skipped.  The nature of these negotiations is to set parameters, ascertain boundaries and establish limits — for example the intensity and duration of the scene. You may find that you need to set a time limit for your play, or discuss the type of restraints and means of discipline to be used.  Debriefing (also known as Aftercare), once the scene is ended, is also a real good idea.  You’ll, of course, need to establish safewords for your play.  And if you don’t know what those are; you’d best stick to vanilla.

The more experience you have, the more likely you will develop a shorthand for negotiating your play.  However, the less experienced you are, the more important it will be to spell out absolutely everything.  Your negotiations ought to be a frank and open discussion, no holds bared as it were.  Remember, you are not in the scene yet.  So no one, dom or sub, has more input than the other.  Speak and question one another freely.

The first question the dom needs to ask of the sub is “What are your limits?” Be specific, direct and pointed when you ask about one’s limits. The novice sub may not know his or her limits, so the dom will have to proceed with the utmost caution.  This is where the safeword will most likely come into play.

The sub ought to have unqualified trust in the dom; without this the scene isn’t play, it’s abuse. Remember, there is never room for coercion in the negotiations.  Save the guilt tripping, shame-inducement and intimidation for the scene itself.

Here’s some at homework for you and your husband.  Check out The Surrender Of O.  This is just one of the exceptionally fine enrichment videos in my How To Video Library.

Name: juan
Gender: Male
Age: 32
Location:
When me and my wife have sex I like to cum in her ass. Is that bad for her?

If her’s is the only ass you cum in, there’s no problem.

However, if you’re dippin’ you wick in other bung-holes, or have multiple partners of any sort, exchanging bodily fluids is not recommended.

Good luck ya’ll