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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!

Touchy Little Bugger

Name: Lilla
Gender: Female
Age: 27
Location: Evansville, IN
My BF and I have been together for a three years. We have a great sex life together…or we did. Recently he asked me if I would be interested in some anal play — me inserting something in his butt. I thought ok; lets give it a try. After some fumbling around the first time, (I was very self-conscious) I really got into it. It was very empowering. I never imagined how different it is inserting a dildo into someone as opposed to being inserted into, if ya know what I mean.
We were both having such a good time and I could see that he was totally turned on by the play.
After one of these very fun sessions I made an off-handed comment that all the butt play was going to make him gay. This innocent remark had an immediate and devastating effect on him. It was as if I had slapped him in the face. He stormed out of the room and sulked all the rest of the day. I told him I was just a joking. But he didn’t believe me and now there’s no butt play at all. In fact, there’s not much sex between us anymore.
I really screwed up, I know. I had no idea he would react this way. Is there anything I can do to redeem myself? I feel absolutely dreadful.

Wow, touchy little bugger, isn’t he? What we have here is some unresolved masculinity issues on the part of your novice butt-pirate BF. Too bad he’s cutting his nose off to spite his face instead of dealing with his issues in an up front way.

And just to put your mind to rest, Lilla, this implosion was bound to happen sooner or later. I know you feel bad about triggering it, but it’s not really your fault.

In his defense, we can chalk up your BF’s regrettable response to you poking (no pun intended) fun as the result of a lifetime of homophobic conditioning. One can only guess at the virulent anti-gay messages he’s received throughout his lifetime there in one of the reddest of red states. I think we can all agree that Evansville, Indiana is no San Francisco, California.ShameHands

All us men, including all us gay men, have some vestiges of homophobia inside us. And some have a whole lot. It’s regrettable, but that don’t make it any less true. This fear we all carry around inside of us can turn us inside out. It can get in the way of us accepting and loving ourselves for who we are, if we are indeed gay. And this fear can lead us to all kinds of destructive antisocial behavior against others if we are straight.

I’d be willing to guess your BF is the kind of guy that tells fag jokes and laughs loudest when he hears the same. I’d be willing to guess your BF is the kind of guy that raises an eyebrow (and possibly even a fist) when he encounters an effeminate man. I’d be willing to guess your BF is the kind of guy that over-compensates for even the slightest perceived feminine tendency within himself. I’d be willing to guess your BF is the kind of guy that has a very structured and uniform notion of what a woman’s place in society should be.

stubbornI added this last one, because I’m convinced that the root of all homophobia is actually a fear and hatred of women. In the worldview of most men, masculinity is privileged, making it superior femininity. To these men, it’s an affront to their world order to see any another man behave in a less than masculine way, even if that behavior is in the privacy of his own bedroom. This strict sex-role stereotyping has them in a strangle hold, choking all the joy and pleasure from their lives.

One can only imagine the massive internal conflict your BF must have struggled with before he asked you to bugger him. Imagine his chagrin when the only person in the whole wild world he’s ever opened up to about this mortifying desire of his; turned around and make a joke about it…and a fag joke on top of it.

I know, I know, you didn’t mean it to be a fag joke, but it was one nonetheless; at least in his mind. Your harmless little comment went to the heart of his insecurities. He had been found out, as it were, and the tables turned on him. And all he was left with was his shame. How enormously sad!

Can I tell you a story? Early in my therapeutic career I had a couple come to see me for marriage counseling. They were a pretty conservative heterosexual couple with two preteen children. They were both prim and proper and neither one had so much as a hair out of place. Can you say: buttoned down?homophobia2

When I got around to asking them to tell me what was wrong, the wife broke into sobs. She couldn’t talk. I thought to myself, “this is gonna be juicy.” The husband hung his head in shame and began to spill the beans. After 10 years of marriage he finally got up the courage to ask the little woman for some oral sex. Apparently she was mortified at the suggestion. Good girls don’t do that! It took another two years of supplication before she finally relented and gave him his one and only blowjob.

I was spellbound as he recounted the fateful night that he finally got his wish. His wife, on the other hand, was completely beside herself, holding her face in her hands. With a little prompting from me, the husband continued his story. The blowjob started out very tentatively. The little woman was doing all she could to suppress her natural inclination not to gag as she got closer to his johnson. But then she finally relented. And, after all those years of patiently waiting and fantasizing about this moment, she took a deep breath and wrapped her lips around the head of his dick.

He was so overjoyed and completely lost in the moment when somehow he let pass from his lips, the unfortunate word — cocksucker — in reference to the mother of his children down there between his legs smokin’ his pole. Where this word came from; he couldn’t say. It wasn’t a word he could ever remember consciously using before in his life. But there it was on that night of nights. And that, dear Lilla, was all she wrote. Before the husband knew what was happening, his wife spat out his boner with a yelp and fled to the bathroom to wash out her mouth with soap.

From that night to weeks later when they found themselves in my company, not only were there no more blowjobs, but no nookie whatsoever.

It took us weeks and weeks to uncover the root of the wife’s aversion to oral sex — giving or receiving. An unhappy childhood, an abusive father, catholic guilt, countless messages about sex being dirty, low self-esteem and her being pre-orgasmic all fueled her disconnect with sex in general and oral sex in particular. This coupled with the unfortunate and untimely exclamation by the husband was the straw that broke the camel’s back.

Isn’t it amazing how one word can short-circuit the whole shebang?

homophobia002I suppose you see where I’m going with this, huh Lilla? Your little comment triggered a landslide in your BF’s psyche. The delicate house of cards he was able to assemble to hold on to his homophobia and still take it up the ass, was simply not strong enough to withstand the word “gay,” joking or not.

Clearly your BF has issues. But I’m probably telling you something you already know. I can’t really say if there’s a possibility for the two of you to overcome this on your own. Is there any chance your BF would acquiesce to some counseling? If yes, that would be the way to go. He needs to do a bunch of reprogramming on himself, don’t cha know.

If counseling isn’t in the cards all I can suggest you do is stroke his masculinity as much as you can. There will be a price to pay for this, but maybe you’ll be able to address that later. You can tell him that you’ve been reading all over online about how much straight men are getting into ass play these days. How they are throwing off the yoke of their ass-phobia and enjoying all the god-given sensations their backdoor has to offer. You might even offer up your pucker by way of example.

If he ever does relent and allow you to touch him “down there” again that would signal that the crisis is over, but you won’t be out of the woods quite yet. If the ass play does resume, you could chat him up sometime (not in the bedroom though) as to why he had such a virulent response to your joking. If he is honest with you, he will tell you what you already know from reading my response here. And I’d be willing to bet my last dollar on that.

Good luck

Oh The Humanity

Name: Ron
Gender: Male
Age: 20
Location: Florida
So to start I am completely straight. So I don’t understand why about two years ago I attempted to give myself fellatio. And after I came out of my horny rage I realized what happened and have felt totally disgusted and mad at myself since then. And now every time I masturbate I relive that horrible day in my head. As I said I’m straight and secure in that fact but is it normal. Do other straight men attempt this?

Here’s a little something I’ve learned over the years, sex fans. Anytime someone starts off his message to me with the words “…I’m completely straight” I can absolutely guarantee that he’s not absolutely straight!Im-Not-Gay-Poster

I don’t care what follows the dreaded words, “I’m completely straight” because, regardless of what the person says next; I already know that my correspondent is scared shitless that deep down inside he’s a big fat flamin’ gay homosexual, don’t cha know. And that goes double for you, Ron.

Here’s a tip ya’ll: no completely straight guy would ever let the first thing out of his mouth be “I’m completely straight.” No completely straight guy would ever feel the need to say that, because he would be totally confident that everyone already knew that.

So Ron, just listen to yourself, why don’t ‘cha already. A man who is comfortable in his own skin, regardless of his sexual preferences, is not gonna freak out in disgust and anger when he explores the amazing capacities of his own body, even if that involves tryin’ to blow himself.

However, a dude who has something to hide, a fella who has a little secret, a stud who is afraid of what might be lurking inside; now that guy is gonna freak out…just like you did, Ron. And not only did you start out your question with that ill advised comment, you went out of your way to tell me again how “straight and secure” you are at the end of your message. And now you can’t even pull your pud without being horrified by this one insignificant incident. I can smell your internalized homophobia from here, darling.

Had you spared me the editorial comment about “being completely straight” and just started out by saying that you tried to blow yourself one day and then got confused to its possible meaning, if it had any meaning at all. Then I would have been able to tell you that men of every possible sexual predilection at one time or another either try or fantasize about giving themselves a hummer. It’s the fuckin’ Holy Grail of self-pleasuring, honey.

So you can relax, girlfriend, your secret is safe with me. It’s too bad about the jerkin’ off thing, though. Imagine never being able to grab your piece in peace. Imagine being reminded of your horrible little secret every time you want to hand yourself a little, much needed relief. Can’t honestly say I’d want to live like that. But if you do…

Good luck

Name: Steve
Gender: Male
Age: 20
Location: Philly
This has been a question on my mind for quite some time. I’ve searched all over the internet, but can’t find an answer. A friend of mine directed me to your website, and spoke very highly of you.
So here’s my question: If you drank someone’s urine after they’ve used narcotics (cocaine, marijuana, etc.) would these substances then show up in your own urine analysis drug test?
Recently I met someone and we both played with watersports. And of course, we began to drink it. Afterward he mentioned that he like to ‘dabble with pot’ now and then. He didn’t seem high at the time; of course we had been drinking a lot of beer.
I get tested for narcotics at my place of work. These tests are random tests given by the government. Failing a drug test could lead to losing my job, and now I’m so paranoid about this.
I hope to hear back from you, with any advice you may have. I have a feeling I’ll be taking more caution with this in the future.
Thank you so much for taking the time to read this email.

I’ve written and spoken a lot about watersports in the past. If you check out the CATEGORIES pull-down menu in the sidebar, you’ll find all the postings and/or podcasts there. You’ll find watersports under the KINK category.

The short answer to your question is: “Prospective pee drinkers should be aware that there are numerous drugs, both pharmaceutical and recreational, that pass through the body either only partly metabolized or entirely un-metabolized; like those nasty amphetamines and their derivatives. Cocaine also falls under the rubric. So it’s all together possible to get really high from drinking a druggie’s piss.”

Just remember, my friend, you are what you consume…at the dinner table or the urinal.

If you are worried about random drug tests, I suggest that you don’t drink the pee you’re playin’ with. Enjoy the watersports till your heart’s content, just don’t swallow.

Good luck

It’s a small world after all

Name: ali
Gender:
Age: 25
Location: canada
my girlfriend dont waana get maried to me beacuse she is afraid of sex , she hates sex because she think its a disguesting thing like sucking fingering n etc what am i suppose to do i love her how i satisfy her dat we have to marry???

Why would you want to marry a chick that doesn’t like sex as much as you do? That just seems crazy to me. If you think you’re gonna win her over and change her mind about sex by marrying her, that’s even crazier. Loving someone is not enough to overcome this kind of sex aversion. If she’s unwilling to see a therapist to help her through her distaste of sex, then I’d say it was time for you to find another potential bride.

misunderstanding

 

Name: Randy
Gender:
Age: 24
Location: Florida
Is it possible that anal sex can result in increased flatulence?

Ahhh yeah! Think of your ass as a cylinder and your partner’s cock as a piston. All this slamming in and out forces air up your bum. And what happens to that trapped air after (and sometimes even during) the fuck fest? You got it…farts for days. It’s no big thing, all bottoms get fuck-farts. The same is true for women — her pussy is the cylinder and her partner’s cock is the piston. All this slamming in and out forces air into her cooch, producing the very familiar pussy-fart.

Name: Jonathan
Gender: Male
Age:
Location: UK
Hello, please could you tell me if there is a way to increase the size of my testicles permanently, I do shoot a good amount of cum but they are small in the hand and look small in underwear and swim trunks, have you any advice on what I could try,

Hold on there, big fella. What are you tellin’ me? Do you want to increase the size of your balls (testicles), or the size of your sack (scrotum)? You can do the later, but not the former. If you are past puberty, your balls are the size they are gonna be, there’s no increasing them. Your sack, on the other hand can be stretched to increase its size. Will that satisfy you? If so, read this: …don’t let me get too deep. If not, you’re out of luck, darlin’!

Oh, and by the way, the “good amount of cum” you mention, most of that, 70% of it, is not sperm, the reproductive cells produced in your balls. Most of your semen is a mixture of fluids produced in your seminal vesicles, prostate, and bulbourethral glands.

Good luck.

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