Oct 012011
 

My girlfriend and I have been dating for over three years. When we first started dating, she let me fuck her in the ass a couple of times; she never had an orgasm during anal sex, but I know she enjoyed it. We always used tons of lube (generally Astroglide), I always went very slowly, and my cock is a pretty average 6″ long and not too thick. Then, one day, I was forbidden to enter her ass. I have played with her ass and licked her ass while I’m going down on her. There is no doubt that she enjoys this and if I finger her ass at the moment of orgasm it almost always pushes her over the edge.

A month or so ago, she said we could try anal sex again, which we did several times, again using lots of lube and going very slowly. She never complained that it hurt, but she said at times it made her feel nauseous. She seemed to be more focused on getting through the act rather then trying to enjoy it. I tried to get her to play with her clit to enhance her pleasure, but she just wanted to get through it. Then she stopped the anal sex again.

I’ll be the first to admit this is my idea, I think I have a bit of an ass fetish. I really want anal sex to become part of our sex life, and not only for me, but because I know she enjoys it… if she lets herself. There is no doubt in my mind that her aversion to this is all mental; she’s a “good girl” and thinks anal sex is something that she shouldn’t enjoy. She isn’t totally adverse to anal play as she admits that sometimes she does like it when I finger her ass and she will sometimes finger my ass during a blow job or a hand job.

First, what can I do to put her mind at ease and let her know that it’s okay to enjoy anal sex and she’s not a freak for getting pleasure from her ass? Second, is there any way to ease the feeling of nausea?

–Help Me With Her Mind-Body Issue

I want to address the nausea first. It’s not unheard of for someone to feel nauseous during or after anal sex. Because anal sex stimulates the rectum, it can also stimulate the colon and intestines, giving someone a mild stomach ache. She should avoid eating a meal right before anal sex. Some positions, like doggie style with her ass up and head down, may exacerbate the problem, so you can experiment with different positions to see if some ease her discomfort.

As for easing her mind, well that’s a lot trickier. First, it sounds like the two of you need to have some better communication about sex. Her abrupt stops to anal sex seem to surprise and confuse you, and you need to ask her why she has put the kibosh on it several times now. It also seems like anal play is okay with her, but anal intercourse is not, and that needs to be addressed. It’s troubling that you believe she wants to get through it rather than enjoy it since it sounds like you’re doing all the right things to make it pleasurable for her. If, like you think, this is “all mental,” then communication can also help her talk through some of her issues. Many people have hang ups about their ass and anal pleasure which are based on myths and stereotypes. She needs to let go of her judgment of herself and of her feelings that some sexual things are normal and others aren’t. If she feels kinky or perverted for having anal sex, assure her that lots of people do it and it’s just another form of pleasure. The tricky part is that she needs to believe you, which you can’t make her do.

I would also encourage you to explore why she has trouble letting go or being vulnerable during sex, because that may be a component of what’s going on. Open up the dialogue and be as encouraging and non-judgmental as you can; help her to figure out what her issues are and how to work through them. If she’s open to it, you might want to also try couple’s counseling with a therapist who has experience with sexual issues.

Sep 292011
 

My boyfriend and I started trying out anal sex a few months ago and we both really love it. He always makes sure I’m ready to take him and that I orgasm really hard from it. But lately when he slips into my ass it feels as though someone has just thrown me into a tub of ice. I get covered in goose pimples and it’s really unpleasant. The freezing cold feeling is worse when I am kneeling on all fours and he fucks me from behind. Have you ever heard of this before? How can I stop it so I can get back to loving anal sex again?

–Shivering in the South

In all my years of answering questions about anal sex, I’ve never gotten this one. So, I did some research about the phenomenon you described, including talking to a doctor. She had three theories about the experience.

First, your core body temperature can increase during any kind of sexual activity, and that increase in temperature could cause mild chills, but would not necessarily give you the extreme cold feeling you describe. Second, have you experienced any sexual trauma or abuse? Sometimes, we can push traumatic things out of our consciousness, but they rear their heads as our body responds in bizarre, unexpected ways. You did not indicate anything about that in your letter, but it may be a possibility.

Third, and most likely if there is no history of trauma, is that your vagus nerve is the culprit. The vagus nerve begins in the brain stem and extends through organs in the neck, chest, and abdomen all the way to the upper part of the transverse colon. It affects many areas of the body, including the heart, lungs, stomach, ears, pharynx, larynx, trachea, and esophagus; it is involved in many body functions, like breathing, blood circulation, heart rate, gastrointestinal peristalsis, and the regulation of body temperature. Anal penetration stimulates the rectum, which in turn stimulates the colon, which, for some people, can stimulate the vagus nerve. Stimulation of the vagus nerve can cause a variety of effects in different people, and in your case, the vagus nerve is sending a message to your brain that something unusual is happening; yes, the vagus nerve can be that unspecific. The brain responds by telling your body it’s cold, and you get your ice bucket sensation.

The important thing to know is that you’re not in any danger, this is just how your particular body responds. If it’s worse in doggie-style position, I suspect that’s because he’s probably deeper inside you then, closer to the lower colon, and more likely to affect the vagus nerve. I recommend you experiment with different positions, to see if you can find one that feels better. You can also teach your body to react differently. For example, some people faint at the site of blood, but can learn to overcome it by deep breathing, rationalization, and learning how to cope with the fear it raises in them. You can also learn to override the reaction; think of it as “mind over vagus.”

Sep 282011
 

I am definitely a fan of yours and I have a quick simple question for you. I recently purchased an iVibe by Doc Johnson for my girlfriend. She loves it, but we are a little confused about something. The clerk told us to use cheap batteries, that vibrators are not made to handle batteries like Energizer Batteries. I wanted to find out if this is true or not? After spending some money on something I want to make it last as long as possible.

That’s very strange because when I worked at Babeland, we always recommended Energizer batteries over others. The cheap ones were just that -cheap, and, for whatever reason, we found through trial and error that Duracell batteries tended to either burn out the motors of vibrators or make them overheat. So stick with the bunny!

I got this info from a reader:

I worked for Duracell for a while and might be able to shed a little light on the subject. The chemicals used in batteries are designed for particular objectives. The Duracell analysis showed that people using Duracell batteries usually used them on and off for short periods, like video games and portable radios. So Duracell optimized the batteries for that kind of use-they last longest when used for twenty minutes than turned off for an hour.

Energizer advertises that their batteries last longer if you turn it on and leave it on, like a flashlight on an all night camping trip. Head to head, Energizer will last longer than Duracell if used constantly. But if used intermittently, Duracell batteries will last longer.

Sep 272011
 

I’m a guy, and over the years, I have occasionally anally stimulated myself with my fingertip during masturbation. I recently convinced my wife to try a strap on with me. As I expected, I enjoyed both the physical stimulation and the psychological joy of giving myself up to her as the penetrator. But try as we may, the buttfucking could not get me to orgasm. I have heard that direct prostate stimulation can cause ejaculation and orgasm. Even though we reached a point where a 5-6″ dildo was all the way in and being generously worked, I could get just to the edge of orgasm but not quite there. It felt incredible, but it was also a little disappointing. Is it a matter of working up to a larger dildo?

–On The Edge

You heard right: direct prostate stimulation can lead to a great deal of pleasure, orgasm, and ejaculation. The prostate is only a few inches inside the ass and toward the front of the body. With a 5-6″ dildo, you’re definitely going to hit it, and a longer toy is not the answer. You may want to try a curved dildo for more focused prostate stimulation (and aim the curved part toward the front of your body) and see if that makes a difference. If you have masturbated with anal penetration to orgasm, then the combination of the two may be what your body is most used to. Add penis stimulation as she fucks you to help you over that edge to orgasm.

Photo: Annie Cruz and Nomad in The Expert Guide to Anal Pleasure for Men

Sep 262011
 


I’ve been single for awhile now, which has meant a lot more masturbating rather than sex. However, I’ve that since the end of my last relationship, I’ve been unable to orgasm through sex. I wind up having to masturbate to finish. Is this an easily fixable problem do you think? Am I masturbating too much?

—Wondering and Nervous to Know

Hi W.A.N.K.,

Are you masturbating too much? I think that’s pretty hard to do. I spend a lot of time telling folks to masturbate more, so don’t expect me to tell you to masturbate less. Of course, if masturbating is keeping you from getting to work on time, eating, sleeping, and other regular activities then I might say it is time to tone it down a bit! What you are describing is actually quite common.

Here is the thing: the way we have sex and get off is as sensitive to regular routines and habits as many of the other daily activities we experience. Some people can only fall asleep on their stomach. Why? Because that is the way they have been doing it for a long time. Is it possible for them to fall asleep on their back? Yes, but it is going to take some work. Orgasms are a lot like that. It is really difficult for some people to come lying on their back if they learned and became accustomed to coming while on their stomach. Can they come other ways? Sure, but it can take a lot of extra work. The best thing for you (and everyone) to do is to switch things up while you are masturbating. This goes for both your body position and the type of stimulation you are using. Try new things. Do you always jerk off in bed? Ever try in a chair or standing up? Like a firm grip? Try a loose grip and see how far it can take you. Think of it as cross-training for the bedroom!

Photo: Madison Young in The Expert Guide to Female Orgasms

Sep 252011
 

I started doing anal play about 10 years ago. At first, it was somewhat uncomfortable, but I persisted, and my persistence paid off. I am now able to take a 10″ long dildo with a wide circumference. I thoroughly enjoy it, but I wonder: how deep can you go? Once, I tried a longer toy. After about five minutes of working it all the way in, I took it out, and there was some blood on the dildo. I went to the bathroom, but there was no more blood. It shook me up big time, so I didn’t insert anything for a week for fear of hurting myself. After my hiatus, I didn’t feel any pain and went back to playing, and it felt good. But that blood thing scares me — did I reach my limit?

–When Should I Say “When”?

If you’ve ever seen a porn video of someone taking a huge cock, a giant dildo, or even a fist (and beyond the fist!) up her or his ass, then you know that the butt is capable of a lot. The rectum has the ability to expand a great deal, but remember that it is still quite delicate. Even with plenty of lube and warm up, you can still have a minute cut in the lining of the anal canal or rectum. The longer and thicker the thing penetrating you is, the higher your chances of having one of these small tears. It’s only natural that when we see blood, it’s scary.

You did the right thing: you gave your ass a vacation from penetration. As long as there is only a small amount of blood, and it goes away within about a day, then your ass is on the road to healing itself. However, use common sense. If your ass is bleeding, you feel pain or serious discomfort, then you should see a doctor.

Sep 242011
 


I am currently in a heterosexual relationship, and our sex life is pretty good. However, I can only achieve orgasm during oral sex. I am getting sick and tired of hearing my friends talk about how great their respective lovers are, and I am feeling like a freak. Can you offer any advice? 

You are absolutely not a freak! Your self-described “dilemma” is actually extremely common. Most women can achieve orgasm through clitoral stimulation only or some combination of penetration and clit stimulation. And, from what I know, oral sex really does the trick for lots and lots of women. Yes, some women can come from penetration alone, however it’s a much lower percentage. My opinion is this: you are coming, and that’s a great thing. Remember, there are plenty of women who have never had an orgasm. Pat yourself and your partner on the back for a minute. If you’d like to experiment ways to come during intercourse, try touching yourself while your partner fucks you. Or, you can show him how to use his hand or a vibrator to stimulate your clit like he does with his mouth.

Sep 232011
 

I have had anal sex with many women. I always make sure my partner is relaxed, use my tongue and fingers, use lube, etc. I have turned many women who hated even the thought of anal sex into women who really enjoy it. If they don’t already know, I also make sure to educate them about how to clean the their asses. Here is the problem: it has been quite some time since I have had anal sex with a woman without it getting messy. It’s not that bad, and I always make sure the woman knows that it is okay — but I wouldn’t mind some cleaner encounters. I have an average size penis but above average stamina. I don’t know if either has anything to do with what has been going on, but I include it for completeness. Can you help me?

–Good Clean Fun

Well it sounds like you’ve been a model anal sex partner, and you deserve some good clean fun. Your cock size and stamina have nothing to do with your messy encounters. You did not specify what you tell your partners about cleaning their butts, and your advice in this area may be the problem. If someone buys a plastic bottle enema (like a Fleet brand enema), she should empty the contents of the bottle and rinse it thoroughly. Then she should fill it with plain warm water. A common mistake people make is to use this kind of enema right out of the box, but the bottle contains a laxative, and most people do not need a laxative. The bottle enema is like a douche and will clean the anal canal and lower rectum; for a deeper clean, she should opt for an enema bag, also with plain warm water only. Whichever she chooses, she should do her enema at least two hours before your anal sex date. This will give her body time to recover and to make sure that everything that was loosened up has flushed out of her butt.

Sep 062011
 


I’m so excited that my new book, The Secrets of Great G-Spot Orgasms and Female Ejaculation will be out in October from Quiver Books. Yup, that means I have two books coming out in one month (the other one is Take Me There: Trans and Genderqueer Erotica)! This is my third book for Quiver, which specializes in sex ed books with photos. I like to think of them as erotic educational coffee table books.

The publisher has original photography shot for each book it publishes, and I was especially excited to learn that famous second-generation pornographer (who I profiled in my Village Voice column years ago) Holly Randall was the photographer for this project! I even got to be on set one day, which was a ton of fun. Quiver’s books are marketed toward straight couples and do a brisk business at Barnes & Noble, so the photography reflects that: it’s softcore and pretty heteronormative.

When I wrote The Anal Sex Position Guide for them, I specifically told them that I would be discussing male anal pleasure and pegging (strap-on anal sex with female givers and male receivers), and I wanted there to be photos of both in the book. This was a departure from all past books, and seemed to be way out of their comfort zone, but they agreed to it. It made me so happy!

When we talked about the G-spot book, once again, I challenged them. If I am was going to write a book about the G-spot, I wanted to speak to lots of folks with G-spots, including women who have sex with women. So, I wanted my book to feature images of women having sex with men and with other women (they aren’t ready for people of other genders, trust me). While Quiver has published one book about lesbian sex, it has never done a book that depicts different sexual partnering side by side. Again, they agreed! I also got to pick the models for the woman/woman pairing, so I recommended Lexi Belle and India Summer, two women I have had the pleasure of directing who I know really enjoy having sex with women. I’m happy about how the book looks, and can’t wait to see it on the shelves.

You can pre-order it now from Amazon for 36% off the cover price.
I’m hitting the road on tour this fall, and you can see my schedule here.

Sep 012011
 

I was wondering as a graduating senior in American Studies, how I, a semi shy yet very assertive queer boy, could get involved in the gay male porn industry? I am really interested in the production aspect and also wondering what other sides there might be to this industry. I have no knowledge whatsoever but am very curious. I am thinking about moving to New York City next year so I was wondering if any of that happens in New York or is it all in California.

For the most part, people who devote themselves full time to the adult industry live and work in Southern (and less so, Northern) California. That’s where all the work seems to be. I am much more familiar with the straight and lesbian porn scenes, but I will give you a few tips: attend an industry event like a trade show or an awards show and introduce yourself around. Read up on directors, production companies, and their specialties. Get to know the players and the protocols. A good place to start is Gay Video News>