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Tricks Of The Trade — Part 1

A friend of mine, who is writing a book about male sexuality for women, asked me if I could be her go-to-guy for a bunch of questions she had about pleasuring a man which she wants to include in her book. I think it is only fair that you, my loyal audience, should get this information before anyone else does.

What would, in your esteemed opinion, be your five hot tips for giving a great hand job?

First, there are 10, not 5. Hand jobs are too important for just 5.

Most men love a good old-fashioned hand job. Here’s the deal with a lot of us folks who own a dick. We first become acquainted with the pleasure our cock can offer through handling ourselves. And when it comes right down to it, there is rarely a mouth, pussy or ass that can compete with the variety of stroke and firmness of grip that a hand can provide. Simply stated, the humble hand job is the ideal way to pleasure your man. Just remember, even though jerkin off your guy isn’t particularly exotic, as far as sex acts go, it never has to be boring for you or him.busy masturbating

1) I am of the mind that a brilliant wank begins with a first class lube. Many guys swear by silicone-based lubes for this purpose, but a hand job connoisseur will probably have his very own favorite. Start off with just enough lube to make things slick, you don’t want to over do it. Get a feel for his johnson and what you have to work with. Skillfully draw back the skin of his rod toward the root of his dick till it is taut. This is much easier to do on uncut men, but even most cut men will have some skin left for move.

2) Tell your dude how much you like his meat. A hand job is a perfect time to marvel at the work of art before you. Feel free to uooh and ahhh a lot. Your man will get off on you admiring his unit. For, as we all know, a hard man is good to find. Can you wrap your fingers around the base of his unit and get a good grip there? If not, you’ll want to consider a cockring for this purpose. if you use a cockring, you’ll free up both your hands for what’s to come.

3) Now that you got yourself a really nice boner goin’, get between his legs. Take his cock between the palms of your hands, interlock your fingers and guide your hands up and down his shaft. Your thumbs should be on the underside of his dick, so that on each stroke up and down, you hit his frenulum with the pads of your thumb. Now with his cock still between your palms, rub your hands together, like if you were warming them. This will provide a great new sensation for your guy.

cock,schlong, dong4) Hold his cock in one hand and with the well-lubed palm of your other hand, slowly move it in nice lazy circles all over his dickhead. This is a particularly delicate procedure, especially if your man is uncut. His dickhead will be super sensitive, now that he is fully aroused. And don’t forget, if you are using a cockring, his pecker will be even more engorged than usual, making it hypersensitive. Be sure to ask for feedback on this move. If he finds this too uncomfortable, move on to something more pleasurable. Here’s a tip: us men being who we are will, no doubt, already be giving you directions on what to do and how to do it down there. So all you have to do is follow his lead. Remember, he knows his way around his joint better than anyone.

5) Don’t forget to service his nuts. Since a guy’s jewels are less sensitive to touch than his dickhead, you can manhandle them a lot more. Squeeze and tug and even gently slap those babies to your heart’s delight. While you are doing that, and with his dick flat against his belly, shimmy the heel of your hand up and down the underside of his cock. You see how you are incorporating different sensations and movements all at the same time? Keep this up and your man will be putty in your hands, no pun intended.

6) Interlace your fingers and make a tight passageway through the palms of your hands. Pump up and down his shaft this way. As you get to the top of his cock close the passageway even tighter. Then make him squeeze his way in as you slide back down to the bottom. Then with one hand rapidly following the other in only a downward stroke, make like a perpetual penetration tunnel. This will make his eyes roll back in his head in ecstasy.titty fuck01

(This might be a good time to incorporate other parts of your body besides your hands. Most men get off on a titty –fuck. Cozy his cock between your boobs and have him hump away. You can also use your feet in the same fashion. Lots of guys can really get off fuckin’ a chick’s (or dude’s) feet.)

7) Now, back to the hand job. Rhythmically stroke only his rod. Watch as his dickhead swells and turns red or even purple. Once it’s bright red, use your fingertips on the tip of his dick like you are turning a doorknob, first to the right, then to the left. Lightly at first, but slowly increase the pressure till he begs you to stop. Now you got him right where you want him.

8) Here’s where things can get really interesting. When he’s least expecting it, move one of your hands down past his nuts and taint. You know what a taint is, don’t cha? That’s the patch of skin between his balls and his asshole. It got its name from taint ass and taint balls, ya get it? Anyhow, once past his taint you’ll find his rosebud. With a well-lubed finger massage his pucker. If this is virgin territory for your man, he’s in for the thrill of his life. Continue to stroke both his cock and asshole. Don’t be afraid to try and push your fingertip past his sphincter. If he lets you inside, you will have access to his prostate. But even if he doesn’t, massaging the outside of his hole will bring him very close to an explosive conclusion.

9) If you’re ready to finish him off, so to speak, pick up the pace of your stroke. He will be breathing heavily now and he’ll look down over his chest at the miracle happening between his legs. Tell him to throw his legs in the air and spread them as far apart as possible. This will add considerably to the muscle tension that you’ve already built up. And a thunderous orgasm is all about muscle tension.

Now bring this puppy home. Lick his balls, finger his hole and beat his meat. Insist that he keeps his feet in he air and his legs splayed. Momentarily, he will begin to quake with building mini-orgasms. He will no doubt try to buck himself to conclusion, but don’t let him. For the moment you’re in charge down here, not him. Tease him one last time as he nears ejaculation. When he’s almost there, suddenly stop what you’re doing. This will, of course, drive him crazy. And don’t resume your stroking till he begs for it.

It will probably only take a few more strokes before he gives up the spunk. Keep your face, or at least your eyes, out of the way, because when he finally blows it will be explosive. If you’ve toyed with him for any length of time, you will have built up quite a load and it will shoot in spurts till he is empty.

10) His cock will be hypersensitive after he cums, so be gentle.

 

ANAL PLEASURE AND THE PROSTATE

1. “Male G-Spot” clarification — we’ve heard the prostate referred to as the “male G-spot,” but we’ve also heard the frenulum given the same name. Which is it? Or is this term not appropriate for either one?cake & sodomy

Male G-Spot more appropriately denotes the prostate, definitely not the frenulum. However, let’s be grown up about this and skip the unnecessary comparison between the G-Spot and anything in the male anatomy. Because that’s like saying a clit is a female penis. If we must use shorthand for the prostate, try P-Spot.

2. How should a woman go about finding and petting the prostate?

  • First, trim your fingernails and file them smooth. And before you start playing with a man’s hole have him relax.
  • Take a relaxing shower, a warm bath, and/or try some deep breathing exercises will help him do that.
    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 nice hand job. Stroke his dick with your lubed hand to get him into his happy place.
  • Gradually slather some of that lube on to his balls and taint. While his legs are open find his hole and play with his rosebud. Gently massage the area around his asshole, but don’t side your fingers in just yet. Simply let him 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 his cock, you will find that his 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 he’s comfortable with your fingertip inside, try pushing it in further and move it around a little. Try pushing it and pulling it out of his ass. Ya know, like finger-fucking your man.
  • About an inch or so inside your man’s ass, move your finger in an upward motion along the wall of his rectum. You’ll discover a round bulb of tissue the size of a walnut — this is his prostate.
  • It shouldn’t be hard to find, particularly if your man is all horned up. It will feel smooth and hard, like a flat stone.
  • Give that puppy a nice gentle massage with your fingertip. If you’re still stroking his wood, don’t be surprised if this prostate massage gets him off. In fact, you will find that his prostate actually enlarges a bit and becomes more firm just as he is about to shoot.
  • As he cums you will also notice that his sphincter muscle will tighten around your finger and pulsate with each squirt.

3. What’s the best position to put the guy in to do this?

body as art5821Your man should be on his back, while you face him between his open legs. This gives you access to cock, balls and asshole.

4. Should a girl be worried about hurting her lover while playing with his prostate?

If you go slow and are gentle, there’s nothing to be concerned with. Don’t forget to ask for feedback. And if you want to know what he is feeling, finger your hole first.

5. In your experience as a sex therapist, do you find that straight men are wary of letting their female partners explore anal play?

Oh yeah, big time! Straight guy have it in their head that ass play is gay. I always respond that would be true if only the gays had prostates.

6. If so, how would you advise a woman to address or overcome any homophobic paranoia her partner might have in regards to anal play?

This is a very delicate issue. The best a woman can do is invite him to experience the new sensations. Anything more than that can backfire. If she is too insistent, or tries to shame him into it, the guy’s fears will quickly become a phobia.

7. In your experience, is male vulnerability a factor in anal play, and if so, is there anything a woman should do or say to psychologically care for her lover?

Oh yeah! Like I said above, ass play is often associated with gay sex. The best thing a woman can do is watch some hot butt sex porn with her man, where the dude is on the receiving end of things. These are called pegging vids. Then there are How To Videos like TRISTAN TAORMINO’S EXPERT GUIDE TO ANAL PLEASURE FOR MEN.  Check out Dr Dick’s How To Video Library for loads more titles.

Look for PART 2 of this series on Friday, October 10th.

Don’t Try This At Home

And now for a couple of very disturbing questions…

 

Name: Abe
Gender: Male
Age: 31
Location: NV
what will happen or is there any side effect if i put a single ball in the ass, but won’t come out?

Abe: let me ask you a question: Do you think your rectum was designed to hold man-made spherical objects? Leading doctors say NO.

All kidding aside. What the fuck were you thinking? Were you loaded on some substance or just bored to death? And why didn’t you include your email address so that I could actually respond to this pressing inquiry in a timely fashion?

By now you’ve either shit out the ball or you took your sorry ass to the hospital to have it removed.

Sex fans, NEVER, and I do mean NEVER put anything in your ass that you don’t have tethered to something that will not be going in your ass. You’re just asking for serious trouble if you do.

dont-try-this-at-home

 

Name: Sandy
Gender: Female
Age: 45
Location: California
During sex, I got an object stuck in my rectum. It went past the small outlet in the top of my anal cavity. To be honest, I’m scared. I cannot “fish it out.”  It is up past the holding area. We were using a hangable broom handle (plastic), which has a tip on it for hanging. I keep a rubber on it so it won’t come off in me, well the rubber broke; the lube I used caused the breakage. So what can I do? The tip/cap/hanger thing is as wide as a broom and about a half inch deep, but has the capability to act like a suction cup if it gets stuck. Next time I will make an air hole so it cannot get adhered in me. But how can I get it out? I have no insurance, so I cannot go to the DR. Help!

Sandy, I sincerely hope you haven’t been waiting patiently by the computer all week waiting for my response.

Again, this person didn’t include her email address with her query, just like Abe above.

This distresses me no end! There are so many things wrong here; I simply don’t know where to start. You’re 45 years old and yet you don’t know better than to fuck yourself with a broom handle? Holy cow! And you are using an oil-based lube while you have your broom handle, with its plastic hanging doohickey rapped in a latex condom? My god, teenagers know better than that.

And what is this about NEXT TIME you’ll make an air hole so it cannot get adhered in you? Are you completely out of your mind? If this one extremely embarrassing, if not downright dangerous stunt hasn’t taught you a lesson; then I suppose there’s no hope for you.

Like said to Abe above — By now you’ve either shit out the thingy in bum or you’ve taken your sorry ass to the hospital emergency room to have the object removed.

NEXT!

Turning Pro

Name: Kevin
Gender: Male
Age: 22
Location: Toronto
I’m just out of college and have a ton of bills and no real job prospects at the moment. A friend suggested I do some escorting to make ends meet. Guys tell me that I’m hot and I like sex, but I don’t know if I could pull it off. Suggestions?

You betcha I have suggestions…a lot of ‘em, don’t ‘cha know.

Being hot and liking sex are great assets if you decide to turn pro, but you’ll need way more than that. Being a sex worker is not like having sex for love or even having recreational sex. You will be exchanging sex for money and that makes it a business proposition. Therefore you’d be wise to approach this with as much forethought as you would any other career move. It is, after all, the world’s oldest profession.

abs.jpgIf you do decide to set up shop, so to speak, you’ll need the capacity to have sex with a much wider range of people than if you were looking for a date. And probably just as important, when there’s an exchange of money, the john becomes your customer. And you know what they say about the customer always being right. The truth of the matter is that all pro sex is client directed. It’s not about you even when it looks like it’s all about you.

So let’s say you’re a really great fuck, fun to be with too. You’ll also need the emotional distance and psychological resilience to cope with the intimacy issues this line of work creates. This is precisely the point where most fledgling sex workers flounder. They either give too much or not enough. Some actually resent their clients for renting them. I know, this is totally absurd, but it happens all the time. This lack of clarity will cause you to have trouble establishing healthy boundaries between you and your john.

Regardless if you are a cheap street hustler turning tricks to support a drug habit or an expensive rent-boy who is servicing the rich and famous, the pitfalls are the same. A lot of sex workers are self-destructive or have huge unresolved sex issues that they try to compensate for by making people pay them for what they usually give away.

If you still think this is a line of work for you, Kevin, be aware that your mind and body are your greatest business assets. Take care of them. Nurture them. Keep them clean, fit and toned. Hygiene, both physical and mental, is a must. Body awareness, not the narcissistic type, and safe-sex practices are your frontline defense against STIs (sexually transmitted infections). Make it your business to be tested for HIV and the other common STIs on a regular (every 3-6 months) basis.

Stay clean and sober while on the job. More sex workers get busted for drugs rather than hustling. Know how to handle a drugged out client. You’ll probably see a lot of those. Know that they can take forever to get off, and can sometimes be paranoid and dangerous.

balls6.jpg

Speaking of getting busted; you know this line of work is against the law, don’t you. That of course doesn’t stop lots of people from plying their trade. But the successful ones will have their wits about them, particularly in terms of how they market themselves. Never suggest, in any forum — written or spoken, that you are offering sexual favors for money.

Be fiscally responsibility. Plan for the lean times…and there are always lean times. You’ll probably be a hot property at first; ya know the whole “new meat” phenomenon. Don’t let this go to your head. Count on there being cuter, younger, hotter competitors getting off the bus tomorrow. Try to cultivate a number of regular clients. Have a thought to how and where you will market yourself. And I fully encourage you not to do this full-time, at least not at first. If you find it difficult to meet your financial goals, you’ll be tempted to do more and more risky things just to make ends meet.

Sex work is often more about being psychologically present than a sexual performance. Your clients will often be more lonely and isolated then they are horny. Treat them with respect. Improve your mind. Make yourself interesting. Stay abreast on current affairs and the popular culture. Develop other skills like massage and bodywork.

You should have at least one trusted friend who knows your whereabouts at all times, or who has access to your appointment book. Protect yourself: use a pager or cell phone and never make a date with anyone who won’t share his/her phone number with you. Always make a call back before you head out. Keep an appointment book, in code if you must.

Carry a travel bag or backpack with you to all your “dates”. This should contain the basics: condoms, lube, massage oil, handi-wipes, toys, etc. But you should also have an extra shirt and mace (or other protective equipment). Keep all your belongings — clothing, phone, watch, and wallet — together and near your bag. Know where that bag is at all times and be ready to pick up and leave if there’s trouble.

I also suggest that you connect with other sex workers in your area. There is strength in numbers. Other rent-boys will provide you with essential information about troublesome clients and help you get the lay of the land, so to speak.

Finally, here’s a few of great resource for all sex workers — The Sex Workers Outreach Project, BAYSWAN, and St James Infirmary.

Pump It Up

Name: Celia
Gender: female
Age: 22
Location: Chico
I think my clit is too small. I rarely have an orgasm through oral stimulation and never through intercourse. Is there anything I could do to make my clit bigger? Do they make “penis pumps” for women?

I never did hear of a too small of a clit, darlin’. Listen, there’s way more to your clitoris than what meets the eye. While it is clitoral anatomytrue that those adorable little pleasure buttons come in a wide variety of sizes, shapes, and colors. What is externally visible is only the tip of the iceberg, so to speak. Wanna know more? Use the Google, why don’t cha? Search for “clitoral anatomy.” You’ll be amazed at what you find. Did you know that your clit has a hood, head, and a shaft? The whole complex looks like this winged alien creature. And did you know that your clit’s only purpose is pleasure. Men don’t have anything that even faintly resembles this astonishing thing. And the head of your clit has 8,000 nerve endings? That’s double what a guy has in his much larger dickhead. Pretty gal-darn amazing, huh? So to my mind, clitoral size is not an issue.

During sexual arousal your clit, as well as your whole pussy, engorge with blood and change color, just like a guy’s cock does. The more the engorgement, the more sensitive the area becomes, just like for a guy. Thus, the more aroused you are; the more pleasure you will receive, just like a guy. clitProblem is, few women are afforded the time necessary to become fully aroused. Imagine if a guy was expected to perform sexually before he was fully aroused. He’d be trying to fuck with a limp dick. And you know how successful an event that would be.

Conquering a limp dick is precisely the genesis of the fabled penis pump you mention in your question. The Austrian inventor Otto Ledever reasoned that if a stiffy was all about blood flow then maybe he could come up with a device that would draw blood into a cock creating an erection where there wasn’t one before. In 1917, our hero patented an airtight cylinder topped by a bulb that created a vacuum within the chamber. Insert a limp dick — pump, pump, pump and tada! — An impressive erection resulted.

Well then, since girl parts are pretty much like boy parts, at least in terms of the whole blood flow thing; the same principle will indeed work for your parts, Celia, just as well as it would work for a dude’s parts. Which gets me to my answer to your question. Yes, my dear, there are “penis pumps” for women only they are called a Clitoral Suction Cylinder or a Vagina Suction Cylinder.

The purpose of the suction is to increase blood flow making your clit, and/or your whole pussy, more sensitive to the touch. And again, my point from above, the more sensitivity in the area, the more pleasure you will have from your own touch or that of a partner.

I invite you to visit Dr Dick’s Stockroom and take a look around.  You’ll see, in the left hand sidebar, a list of product categories. Under the main heading, Sex Toys, there is a subcategory titled, “Suction.”  Click on it. There you will find two more headings, one of which is “Nipple And Body.”  Click on it. There you will find loads of things that will make your clit sit up and take notice. Here’s a tip, most all the nipple suction devices will also work on your clit. And if you want to pump up your whole pussy, you can do that too. How fun!

Clitoral Suction Cylinder  Clitoral enlargement system

Now if you want to be all primed, so to speak, for an upcoming fuck fest with the BF, or whomever, do your pumping before the event begins. This will get you all engorged, sensitive and loaded for pleasure before your partner joins in the fun. In fact, if you get the hang of the whole pumping thing on your own first, you’ll be able to show your partner the ropes, as it were; so that he or she will be able to incorporate the pump-job into the sex play next time you’re together.

Good luck

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Quickies

Name: r68tool
Gender: Male
Age: 52
Location: Montana
Doc, I have been an insulin-dependent diabetic for 25 years. I’m also a post-operative kidney transplant recipient. I have not been able to achieve nor maintain any kind of erection for the past 19 years. I have visited several urologists, but they have been useless. I am able to manipulate my cock to have a semi-hard erection by tying a leather string around my scrotum and cock. I can sometimes get very erect. But when I orgasm, I NEVER ejaculate sperm. I’m convinced that there must be blockage to prevent an erection and semen flow. Any suggestions? Do I need surgery?

Do you ABSOLUTELY need to ejaculate when you orgasm? Lots of guys with medical issues, like yours, don’t. There are also many men who practice ejaculation control as part of Tantric sex.cock,schlong, dong

I don’t believe you have a blockage of any sort. The glands that produce the bulk of your ejaculate may have atrophied due to the diabetes. This is not uncommon. If this is the case, no surgery is gonna fix that.

That being said; I have a tip for you. If you are self-conscious about not having an ejaculate when you cum, check out Spunk Lube. It’s the lube that looks and feels just like jizz.

Good luck

Name: Emily
Gender: Female
Age: 26
Location: Ohio
I have been having sex with this guy I met for a week now and he’s only cum once. We have foreplay and then we have sex… We try all positions but then his dick goes limp. Is it because of me? He says he likes to have sex with me but I’m confused, why isn’t he cumming? We usually have sex for hours at a time… I squirt and keep my pussy moist so what’s the problem here?

Performance anxiety causing delayed ejaculation. That would be my guess.

Use the search function at the top of the sidebar to your right, type in performance anxiety and you’ll be presented with a load of information about this issue and how to handle it.

Here’s a little taste of what you will find:

Most of us experts believe that the majority of delayed ejaculation concerns are not physical in nature, but rather they are the product of psychological problems. Perhaps your friend would benefit from a professional evaluation.

cordially invitedGenerally, the object of a sexological intervention is to diffuse the guy’s sexual anxieties so that he can comfortably cum with his partner without difficulty.

When I see this issue in my therapy practice, I offer my clients a series of homework assignments that are designed to reduce performance pressure and focus on pleasure. These are relaxation exercises and sensate focus exercises.

I call a moratorium on fucking for a limited period of time, so the couple can learn other means of sexually pleasuring one another. I try to get my clients to stay in the moment; absorb the pleasure that is present without worrying about what is “supposed to” happen. I encourage my clients to create a relaxed, sexy atmosphere, free of pressure to perform in one-way or another. Finally, we address as frankly and openly as possible any and all fears or anxieties they may have as individuals or as a couple. The most common are a fear of intimacy, of being gay, of being in a relationship or of disease.

Some guys report success with hypnosis. But I don’t practice that myself, so I have no first hand knowledge of its efficacy.

However, I do encourage you guys to get to the bottom of this, so to speak, ASAP. To leave this unaddressed will only cause greater difficulties later on. Just remember, you cannot will a sexual response, just like you cannot will yourself to go to sleep or enjoy something you don’t. And the harder you try to have a certain response, the more inhibited you become.

Good luck

Hi,
I am a male and I am interested in having another man give me oral sex. My question is can I get any STDs by allowing another man to perform oral sex on me? Can you direct me to some information regarding this topic? Thanks!

Ya know, that Google thing really works, my friend! Search for “STD (or STI) and oral sex” and presto! You’ll get a shit-load of info.need a good fuck

Here’s what you will learn: Oral sex is considered a lower risk activity for STDs (or as we prefer to call them, STIs Sexually Transmitted Infections) than are anal and vaginal sex. Even so, it is still possible to get an STD/STI whether you are giving or getting oral sex. Blowjobs can put you at risk for infections like herpes and gonorrhea. If you don’t know where your partner’s mouth has been, and you want to extra protection, use a condom.

Good luck

Hi. I was hoping that maybe you could help me out with this problem.
I really only have minimal experience giving oral sex to a man.
I read your bit about the gag reflex and thank you. I will work on that. I want to talk about teeth. My mouth is not that big, and it is hard for me to keep from scraping my man’s cock with them. My partner wants to fuck my throat. We try, but that seems to always cause problems. I was wondering if you knew of any devices out there that are designed to cover the teeth while only reducing the oral cavity size minimally.

Ya know your jaw is a remarkable thing. With just a little exercise, it can be stretched so that your mouth will open wider. Many people never see the need to stretch their jaw and so the gape of their mouth never increases.

The wider your mouth opens the less your teeth will get in the way of whatever you are inserting in your mouth. It just stands to reason.

Start by doing some simple stretching exercises. Open your mouth as wide as you can and hold it for a count of 5. Do a set of 10 stretches like this at least 3 times a day. You will find that in no time your gape will be larger. You can employ the use of a cock shaped vegetable like a cucumber to aid you in your stretching. Just so you know, this is how the experts (porn stars) ready themselves for the really big ones.

You can get teeth guards as well. But I don’t think the problem lies with your teeth.

Practice these exercises and let me know how you make out, so to speak.

Good luck

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