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Finessing That Ass Fuck — A Tutorial For a Top

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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!

Play With It welcomes Audrey McManus — Podcast #248 — 11/29/10


Hey sex fans,

What if I could introduce you to some of the industry insiders in the world of adult products? What if I could bring you a series of conversations with leading retailers, educators, manufacturers and reviewers who are shaping the sex toy and pleasure product marketplace? Well wish no more, because I’m gonna do precisely that with a new podcast series I’m inaugurating today. It’s called — Play With It!

To insure that we get off on the right foot in this new series, I looked high and low for the best person to launch this series with me. As it turns out, I didn’t have to look very far at all. Today we take an audio field trip to a women-friendly adult toy emporium right here in the Emerald City. We’re off to meet the splendid Audrey McManus. She is the Marketing, Education and Social Media Coordinator for Babeland, Seattle.

If you know anything about adult products you will know that the Babeland brand stands for uncompromising quality. And Seattle is lucky enough to have one of their retail outlets in our midst. Audrey has loads of information to share with us about the intimate workings of a sex toy boutique.

Audrey and I discuss:

  • Being a sexuality educator;
  • Being the social media maven for Babeland;
  • Sinner/Saint Burlesque;
  • Teaching about the G-spot;
  • Being pregnant;
  • Vibrator use;
  • Greening your sex life — what to look for, what to avoid;
  • The wisdom of buying quality;
  • Rechargeable toys and rechargeable batteries.

Audrey invites you to check out all the fabulous products and interesting enrichment programs available at Babeland by visiting their site HERE! Look for her on Facebook HERE!  And enjoy her twitter feed HERE!

BE THERE OR BE SQUARE!

Check out The Lick-A-Dee-Split Connection. That’s Dr Dick’s toll free podcast voicemail HOTLINE. Don’t worry people; no one will personally answer the phone. Your message goes directly to voicemail.

Got a question or a comment? Wanna rant or rave? Or maybe you’d just like to talk dirty for a minute or two. Why not get it off your chest! Give Dr Dick a call at (866) 422-5680.

DON’T BE SHY, LET IT FLY!

Look for my podcasts on iTunes. You’ll find me in the podcast section, obviously, or just search for Dr Dick Sex Advice. And don’t forget to subscribe. I wouldn’t want you to miss even one episode.

A Whole Lot Of Wonderful!

Hey sex fans,

One of the real treasures of the Pacific Northwest is the marvelous Center for Sex Positive Culture right here in the Emerald City. The Center and its parent foundation offer events like workshops and discussion groups that are open to anyone 18+. You don’t need to be a member of the Center to attend. And many events are free! Visit them on their website HERE!

So ya know how they say that good things come in threes? Well this is particularly true this month. And I am proud to bring you a little taste of what’s in store for you and me at The Center. Check out this outstanding lineup of upcoming events.

The Feminine Fountain: Female Ejaculation and the G-Spot

This coming Friday, October 22, 2010
8:00 PM to 10:00 PM
Annex
$35 (members receive $10 voucher for the WERK lounge that night)

Join female ejaculation expert and author, Deborah Sundahl, for this amazing workshop. She is a female ejaculation pioneer. Her book, Female Ejaculation and the G-spot, and her video line titled: The Female Ejaculation Sex Education Series, draw on her 22 years experience, research, and instruction on this important topic of female sexuality. Come benefit from her wisdom.

Learn about female ejaculation’s ancient history, current scientific studies, where the G-spot is located, how to have a G-spot orgasm, and how to get this wonderful feminine fountain flowing! Open to both men and women, Deborah’s Power Point lecture with pictures, movie clips and Q&A will tell you all you need to know about female ejaculation and the G-spot.

For more information on this event, click HERE!

An Intimate Evening with Author Christopher Ryan

Sunday, October 24
6:00 PM to 8:00 PM
Main Space
$10-25 sliding scale (no one will be turned away)

Co-author of Sex at Dawn, Christopher Ryan, will make a special appearance at The Center to talk about sex and nonmonogamy, and sex and hunters and gathers, and sex and penises, and sex and orgasms, and well sex, sex and more sex. Sex at Dawn is the book everyone is talking about; it’s the book that is turning sexual scholarship on its head.

I’ll be there, so look for me and say hi.

Be sure to bring your copy of Sex at Dawn for Christopher to sign. Don’t have a copy yet? Not to worry; The Center will have books for sale.

For more information on this event, click HERE!

Kinky Carnival Returns

October 29, 2010
7pm until midnight
$25 advance/$30 door/$100 Gold VIP

Ya wanna start your Halloween weekend off with a bang? I thought so! Well I have just the thing for you. The sixth annual Kinky Carnival is heading your way.

Imagine an event where you can sample a load of delightfully edgy sex stuff. The Kinky Carnival is designed for those who are new to sex-positivity and BDSM. It offers a way for you to realize your fantasies at an easy pace and in a safe space. The Carnival will feature the “Ask” booth, where attendees are invited to ask questions about the activities they see. Other booths include “Zap”, “Pierce”, “Submit”, “Sensation”, “Flog”, “Rub”, “Mmm”, and “Ground”.

If you’re a budding pervert, or you’d like to be, or know someone who is, this evening is made for you. Costumes are welcomed, but not required.

For more information on this event, click HERE! For tickets, click HERE!

Sylvia O’Stayformore, Part 2 – Podcast #151 – 09/09/09

Hey sex fans,

We’re back with the toast of the Emerald City, Sylvia O’Stayformore and more of her naughtySylviacharming Sex EDGE-U-cation.  There’s nothing like the wisdom of a drag queen to put all this sex, sexuality and gender stuff into perspective, don’t cha know.

Did you somehow miss Part 1 of this enjoyable conversation?  Well, all ya have to do is use the search function in the sidebar to your right.  Type in Podcast #150 and PRESTO!  You’ll find last week’s show.  But when you do your search, don’t forget to include the # sign.

Sylvia and I discuss:

  • Becoming Sylvia and her signature look.
  • Crossdressing; compulsion or recreation.
  • The difference between a drag queen and a female impersonator.
  • If there is a hormonal or genetic component to crossdressing.
  • The skill involved in being a drag queen.

Be sure to visit Sylvia on her MySpace page HERE.  She’s on Facebook too, HERE.

Due to the popularity of last week’s show and the inclusion of the Jizz4U LIVE video archive, I’ve decided to added a new one this week.  Today’s archive features Sylvia and her special guest, Miss Indigo Blue.  Be sure to check it out.  And yes, there will be another naked man.  Hey, it’s what we did!

You’ll find the video HERE!

See a slideshow of the fabulous Sylvia O’Stayformore at work and play.

Click on the thumbnails below.

[nggallery id=42]

BE THERE OR BE SQUARE!

Check out The Lick-A-Dee-Split Connection. That’s Dr Dick’s toll free podcast voicemail HOTLINE. Don’t worry people; no one will personally answer the phone. Your message goes directly to voicemail.

Got a question or a comment? Wanna rant or rave? Or maybe you’d just like to talk dirty for a minute or two. Why not get it off your chest! Give Dr Dick a call at (866) 422-5680.

DON’T BE SHY, LET IT FLY!

Look for all my podcasts on iTunes.  You’ll find me in the podcast section, obviously. Just search for Dr Dick Sex Advice. And don’t forget to subscribe. I wouldn’t want you to miss even one episode.

Today’s podcast is bought to you by: Eden Fantasys.com.

514x67-6

Serious Business

Name: Lola
Gender: Female
Age: 37
Location: Tennessee
I have been married for 13 years. We have had a pretty healthy, fulfilling sex life. My husband does not like to admit to his insecurities but i think he has some insecurity about his penis size and lately, his problem with not lasting very long. He has developed an obsession with stretching my vagina and pulling my labia. He knows i don’t like it. The other night, he introduces a dildo he has secretly purchased. I have enjoyed dildos, even larger ones, in the past, but this one was ridiculously too big. It was over 12″ long and the circumference was as big as a baseball bat. I told him that it was hurting and that it was impossible. He forced it in me. I was crying in pain and he tells me later that he hasn’t been that aroused in years. I am hurt. It hurt me physically, i bled a little, but it hurts more emotionally. What do you think is wrong with him? He has never hit me or been abusive with me, in the past.

Jeez darlin’, that’s fucked…big time.womanlooksdown.jpgHere’s the thing about men who have sexual insecurities. They can, and often do, project their perceived inadequacies outside of themselves and then act out. And almost always this projection and acting out is aggressive and abusive. (Unless he’s just spending his money on a pimped out Hummer to compensate for his little dick.) Either way, it’s not pretty.

I suppose you know what we’re talkin’ about here, right Lola? It’s sexual assault. I mean let’s not mince words. Your husband assaulted you. It was premeditated and worst of all he took pleasure in it. This is extremely disturbing, because, despite his non-aggressive past, he has just upped the ante exponentially. You know what they say about domesticated animals that inexplicably develop an aggressive steak. Once they get a taste for blood there’s no turning back.

I think your old man has severe anger issues. Issues that if left untreated will…not maybe, but absolutely will…escalate into more aggressive and abusive behavior. Your guy needs help. He needs to know that he stands on a precipice. He is developing a cognitive and affective connection between violence and pleasure and this is very dangerous for all involved, especially you, Lolaabuse_1.jpg.

You don’t mention any remorse he may have had about this assault. This too is disturbing. Since you can’t precisely pinpoint the cause of his acting out, you’ll never really know when you’re safe and when you’re not. I encourage you not to treat this lightly. Confront him about this. Make it clear to him that he has violated the bond of trust between the two of you. He may try and shift the blame for this incident to you. But remember, you’re not at fault. Insist that he seek professional help immediately. Anything short of him doing that will nullify your relationship.

No waffling on this, Lola! You do not want him to get the message that this incident can be winked at or overlooked. Your wellbeing hangs in the balance.All unwanted, forced, manipulated, or coerced sexual contact or activity is sexual assault. Sexual assault is not about sex, eroticism or desire; it is about power, control and abuse.

Name: JIM
Gender:
Age: 30
Location: WASHINGTON,USA
I’m uncircumcised with about 1 inch of foreskin overhang. I have never seen another man with any longer hood. I get a lot of smegma build up after a day of sweating and pissing and by the end of the day I can smell my ripe hooded cock, is this normal to get so much build up?

Everybody’s body is different. The length of your foreskin may not be the only thing that distinguishes you from everybody else. Some people, and you may be one of them, have overactive glands that can contribute to distinctive body odors. This is a holdover from our pre-human ancestors. In the animal kingdom, strong odors signify virility and definitely contribute mating success. Things are quite different nowadays. Strong body odor suggests poor hygiene rather than virility and it will absolutely sabotage mating success.

Problem odor is most often associated with the musky areas of the human body —phimot4.jpg underarms, crotch and feet. But some people have problem odors in their mouth, sinuses and scalp. Sometimes these problem odors are associated with an infection or another health concern. But generally speaking, strong body odor is associated with inadequate hygiene.

Uncut men need to pay particular attention to cleaning their cock. If you’re not careful to completely retract your heavy hood when you shower or bathe everyday you will have a problem with odor. Poor hygiene can also contribute to something more serious like phimosis. The popular wisdom about cleaning under your foreskin is that soap is unnecessary. A full rinsing with warm water should be sufficient. If you need soap, use a very mild, hypoallergenic soap for this delicate area. Ether way, fully retracting your foreskin is essential. I’d also encourage you to retract your foreskin when you take a leak. That way you won’t have that pissy smell.

Finally, there is an awful lot of evidence that shows a direct connection between one’s diet and one’s personal odor. If you continue to have a problem avoid refined sugar, white flour, hydrogenated oils and other processed foods. Cut back on red meat consumption, alcohol and caffeine. A diet high in fiber, one that has lots of whole grains, leafy vegetables, sprouts, fresh fruits, soy products, raw nuts is your best bet for regaining a more acceptable smell.

Name: Karen
Gender: Female
Age: 36
Location: Portland
I have a really big problem. I can’t keep a girlfriend because once I’m in a committed relationship I lose my desire for sex. I don’t mean it slacks off; it just totally stops. I’ve always been this way. I can have casual sex with women, but when things get serious sex goes out the window. This has been the demise of every relationship I’ve ever had. I’m currently dating this really great woman, but I’m afraid my problem will drive her away too. Is there anything I can do to stop this from happening?

Whoops, looks like another case of dreaded LBD…Lesbian Bed Death.

lesbian_toys2.jpg

Ya know it’s pretty common for lovers in long-term relationships to gradually lose interest in sex with each other. But lesbiterians are particularly susceptible to this malady. Some couples, but lesbians in particular, end all sexual expression between them; yet stay very committed and loving toward each other. Thus the somewhat humorous term, “lesbian bed death.”You Karen, apparently suffer from a particularly nasty case of LBD.

May I ask, is this an issue for you because, and only because, it kills off all your relationships way too soon? Or are you concerned about this because you, yourself, are uneasy about the complete cessation of sex once you nest? The reason I ask is, if the only reason for changing is to please someone else, even someone you like a lot, the likelihood that you will actually change is considerably less than if you, yourself, desire the change.

lesbians0.jpgLet’s say you really want to change for yourself, but you just don’t know how. I’d advise working with a sex positive therapist. If you and I were working together, for example, I’d want to get to the bottom of what triggers your attitude shift toward sex when you nest. Is there some disconnect for you between sex and intimacy? If there is a disconnect for you, you’re not alone. People with self-esteem issues, or body issues, people with extreme scruples about sex, the kind that translates into guilt and shame often have a similar disconnect. And gay and lesbian people who have not resolved their internalized homophobia will frequently have a sex and intimacy rift.

Sound familiar? I would guess so. Reversing this unhappy trend is not an insurmountable task. But it will take a concerted effort to heal the divide that you may have between your sexual expression and intimacy needs.

You say you’re met this really great woman and you want this relationship to last. FANTASTIC! Is it safe to assume that she has a healthier appreciation of sex then you? If she does, I suggest you engage her in your healing process. However, you gotta be totally up front with her about your past pattern of disconnect. Marshal her sex-positive energy to help you resolve your issues. She will need a heads-up on the impending sex shut down though, so she can help you resist it. With her help, the two of you could move through this together.

Name: Wayne
Gender:
Age: 26
Location: Philadelphia
Hey Dr. Dick I have a little issue that has stumped me, my doctor, and numerous urologists. I figure there’s no harm in asking one more person. I have never, not once, been able to cum normally. (I suppose there is a normal way, considering every other guy I’ve ever met has been able to do it that way.) The only way I have ever achieved orgasm is by laying on my stomach, putting pressure with a slightly closed fist on the spot where my dick meets the rest of my body, and sliding back and forth. Weird aside — this was a way to lift myself up off the floor and “fly” as a young kid, then one day I found out that it was pleasurable. I know- weird little boy. But this is anonymous, right. Anyway, fast forward to my twenties and becoming sexually active and now I have a concern. I want to be able to cum by having intercourse or just jacking off. But I’ve never been able to. I can come very close, but the deal just doesn’t happen. (Never have a problem getting hard.) Any thoughts? Thanks for your time. Wayne

Interesting masturbation technique you got there, my friend. While it is indeed unique, it is not the most distinctive style I’ve even encountered in my career. Someday I oughta write a book.36.bmpWhat’s most amazing to me about what you write here is that this predicament of yours has stumped all the physicians you’ve consulted. I suppose that says volumes about how informed most medical doctors are about human sexuality.

Simply put, Wayne, over the years you’ve habituated your body to respond pleasurably to a particular stimulus. Ever hear of Pavlov’s dogs? Right! What we have here is exactly the same thing, only completely different. 😉 You apply the stimulus — laying on your stomach, putting pressure with a slightly closed fist on the spot where your dick meets the rest of your body, and sliding back and forth. And your body responds with an orgasm.

Most all of us, both female and male, discover the joy of self-pleasuring accidentally. Your first encounter with masturbation, although you probably didn’t know that’s what it was called at the time, was through your boyhood attempts to fly. And fly you did! As you suggest, most other people discover self-pleasuring in a more conventional way, through touch. Thus the more “normal” — and I use that word in quotes — means of getting one’s self off is manually.33.bmp

Your unique style of self-pleasuring is completely benign, but it doesn’t really lend itself to partnered sex, as you say. I mean, how awkward would fucking be if you had to get off your partner and on to the floor to cum? So is there a solution? Sure there is. And it’s not a particularly difficult nut to crack…so to speak.

Let me tell you about a former client of mine. He was about your age when we met several years ago. He presented a similar concern to yours. He learned to masturbate in the same position as you, lying on your stomach, but he got off by humping a pillow in that position. Try as he might, he never was able to get off any other way. This was driving him crazy. He couldn’t date anyone, because he was too embarrassed about the whole pillow thing.

Over the next 4 or 5 weeks I helped my client learn a new way of self-pleasuring that would lend itself to happy partnered sex. The object was to rid himself of the need for the pillow altogether and we did this in incremental steps. Luckily, my client was a horny little bugger. He masturbated at least twice a day, sometimes even more frequently. I decided to use his natural horniness as part of the intervention.

My client had to promise me that he wouldn’t masturbate in his traditional way for one full week, absolutely no pillow sex for an entire 7-day period. If he failed to keep his promise, he would have to start all over from day one. At first he couldn’t see the purpose in this moratorium, but I insisted. By the time I saw him next, the poor boy had blue balls for days. So he was primed and ready to go. His next exercise was to change position for his first masturbation after the weeklong moratorium. He could masturbate with his pillow, but he had to lie on his back. He was not permitted to roll over on to his stomach. This wasn’t immediately successful, but his pent-up sexual energy finally carried the day and he got off in the first new position — on his back — since he learned to masturbate.

I gave him a new exercise the following week. While on his back, he could use the pillow35.bmp to rub himself, but only to the point where he was about to cum. At that point, he was to put the pillow aside and finish himself off with his hand. This was only slightly more difficult than the previous exercise. And within two attempts he finally got himself off with his hand for the first time in his life. The rest of his therapeutic intervention was simply following this behavior modification course of action till he didn’t need the pillow at all.

I assume you see where I’m going with this, Wayne, right? You could do this same sort of intervention on your own to learn a new and more traditional way of masturbating, but you’d probably have more success working with a qualified sex therapist.

The firm desire to change a behavior or habit is the most important aspect of the process of change. Second is denying yourself the convenient and habitual stimulus — in your case, your flying masturbation style. This will drive you to find a replacement means of getting off — a more traditional manual style. Weaning yourself off one style of masturbation incrementally till you are successful in replacing that style with another is the most efficient means of behavior change. I encourage you to give it a try.

Good luck ya’ll

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