Tristan Taormino

New York

Apr 232000
 

My girlfriend said she is willing to have anal sex, but neither her nor I have done it before, and I was just wanting some start up tips. I hope you can help us because I am looking forward to doing it.

–Bob

Two willing anal virgins! Yippee! I am very glad you wrote, Bob, because I receive so many letters from backdoor beginners and first-timers seeking advice. You didn’t specify which of you will be doing the fucking, and who will be taking it up the ass; however, I’m going to assume that you want to fuck her in the ass. (The majority of men who contact me wanting to get fucked in the ass are usually pretty specific about it.)

I cannot stress enough that going slow and having patience from the start will really pay off for both of you in the end. One of the keys when trying something new is not to forget the tried and true techniques that are already working. Before you even go near her ass, get her revved up in the usual ways — her favorite oral technique, her favorite position, her favorite sex toy, etc. The more relaxed and turned on both of you are, the easier it will be. Make sure you have trimmed your nails (sharp edges suck!) and have plenty of water-based lubricant on hand — lube is an absolute must for anal penetration of any kind. Tease the outside of her ass with your fingers, your tongue, maybe a vibrator.

When she’s ready for you to penetrate her, use one well-lubed finger. Instead of going straight inside, touch the pad of your finger to her opening; this trick usually relaxes the anus, allowing you to slip your finger in. Don’t go too far too fast! Go up to the first knuckle and just stay there, letting her ass get used to having something inside. When she’s ready for more, slip farther inside her ass slowly and gently. Make sure that she’s the one in control of the action — and she should let you know if she wants more or less, slower or faster, deeper or not-so-deep.

You should set some realistic goals, because most women can’t go from zero to sixty in one session. Decide to work your way up to one finger, two, or a small butt plug on your first try; that way, you won’t rush things. Going too fast or trying to do too much is a surefire route to pain and discomfort, which we don’t want. Practice a few times with fingers or small toys before you whip your dick out. Repeat as necessary. When you’re both ready for you to put your cock in her ass, again work your way up to it, go slow, and let her guide the action. Use plenty of lube and have a blast!

Apr 172000
 

My boyfriend would like to insert a butt plug and have me wear it overnight. Is it safe to do so?

–Denise, New York, NY

I assume that you and your boyfriend are experienced anal players if he’s cooked up this little plan for you. I’d like to address your question and also talk about wearing butt plugs in general for readers who may be less experienced.

For many people, the feeling of fullness one gets from having a butt plug inserted is highly pleasurable, and some like to extend that pleasure for various lengths of time. My friend Susan wears a butt plug on long traveling excursions by car and train; she says it makes the time go faster. I know another woman who likes to wear a butt plug out on a date, in order to begin foreplay over dinner at a restaurant. Through each course of the meal, she is reminded of her ass, and with every shift in her seat, she prepares her ass for bigger things to come. I’ve also heard of plug lovers who like to wear a butt plug out in public just for the hell of it. These folks carry on everyday activities with a big smile on their faces. They like the feeling that they know something the rest of the world doesn’t. They are having a naughty sexual experience in public that no one else knows about but them!

Wearing a butt plug out in public or for an extended period of time can be hot, fun, and sexy, and here are a few tips to make it even better. First, you should work your way up slowly. Begin by wearing a butt plug for a half hour, see how it feels, how you like it, what works and what doesn’t. If your thirty minute excursion goes well, try an hour next time. Continue building up the amount of time (in reasonable increments) that you wear the plug. Like anything else you out in your ass, the butt plug should be well lubricated. You may want to consider taking it out every hour, re-lubing it and re-inserting it. Some of you purists may consider this cheating, but keep in mind that the lube will be absorbed by your body eventually, and the plug may get uncomfortable.

You have a number of options when it comes to making sure the plug stays securely in your ass and won’t fall out. You can purchase a butt plug harness which looks very similar to a dildo harness and does the job quite nicely. Sometimes a very tight pair of underwear, briefs, or a thong will keep it in, depending on the size of the plug and how strong those sphincter muscles are. My girlfriend loves to make a rope harness for me that runs between my legs. When I move, the rope rubs against both the plug in my ass and my pussy giving me a double sensation I just love. If you do use rope, make sure it’s not too tight and that it’s soft rope that doesn’t chafe or burn. Don’t make complicated knots that are not easy to remove in case you have to do it in a hurry.

Wearing a butt plug for a long time won’t block anything unless you need to have a bowel movement, and then (common sense) take it out, go to the bathroom, and you can put it back in.

Finally, on to your question about wearing a butt plug overnight. If you are very experienced with wearing butt plugs for long periods of time, I say, go for it. Make sure to use lots of lube, and you should probably take it out first thing in the morning when you wake up!

Apr 052000
 

I just wanted to know if a woman actually gets any pleasure out of anal sex or is it just the guy? I’ve buttfucked some women who like it but others think it’s absolutely disgusting.

–Alan, Dubai

I am always slightly surprised by this question when I get it, and my gut response is: do people think that I have devoted my life to anal sex just for my health? Of course it’s pleasurable for me, why would I do it, write about it, talk about it so much if it didn’t bring me mind-blowing orgasms? The myth that women don’t enjoy receiving anal sex and that they just do it to please their partners is particularly prevalent among heterosexuals. Often, when we do hear about women having anal sex, the story goes something like this: the long-term boyfriend begged and begged and finally his girlfriend gave in to his demands. Her boyfriend was pleased, but she didn’t enjoy herself one bit. We never hear stories about women who crave and enjoy anal play or women who initiate anal sex. Author Susan Crain Bakos said, “Buttfucking is seen as the ultimate male sexual fantasy. We, as a culture, don’t understand how much women can like taking it up the ass.” She’s right: there are plenty of women who love buttfucking.

From a purely physical standpoint, the anus, anal canal, and rectum are wonderfully erogenous zones, rich in nerve endings and super-sensitive to stimulation and penetration. At the right angle, many women find that you can indirectly stimulate the G-spot (the spongy tissue around the urethra located on the front wall of the vagina) through anal penetration. G-spot stimulation feels great and even makes some women orgasm.

As I say in the introduction to my book on anal sex:

The first time someone put their finger in my butt, I almost went crazy from the pleasure. The sensations I experienced were so intense, incredible, and heavenly, that it was nearly mind-blowing. I felt high from the experience, and I couldn’t wait to do it again. The first time I put my finger in someone else’s butt, the results were just as fabulous — I felt entrusted with my partner’s deepest vulnerabilities, in awe of the ecstatic pleasure I could give. Each time I could take a little more and give a little more, the more sexually alive and powerful I felt. As I incorporated anal eroticism into my sex life, my sex life became better and better. The sex got hotter, my partners extra adventurous, my orgasms fierce and explosive. The physical sensations were undeniably some of the best I’d ever felt in my life. I confess too that beyond the deep body gratification, the naughtiness of it all really turned me on.

When you add the emotional aspects of anal sex — trust, tasting the forbidden, surrender, submission — to the physical sensations, you’ve got a very powerful sexual experience.

Mar 312000
 

My boyfriend and I have tried anal sex a couple of times, and each time it was very uncomfortable. I know anal sex isn’t supposed to hurt (and when we try, it usually doesn’t), but I don’t like the way my ass feels — like having to go to the bathroom really bad. Do all people feel this during anal sex, and is there a way to do it without the discomfort? Although I am not opposed to anal sex, I do not find it nearly as stimulating as vaginal sex. Is it possible that my state of mind affects the whole anal sex experience?

–S.N.

I am so glad you wrote to me because your questions and concerns are some of the most popular I receive via mail, on my web site, and at my anal sex workshops. You are absolutely right that anal sex is not supposed to hurt, and if it does, that’s your body’s way of telling you, “This isn’t working right now!” If you feel pain, you should always listen to your body and stop. Your overall arousal, plenty of warm up and foreplay, lots of lube, deep breathing, and relaxation can all help counter pain and turn it into pleasure (which, of course, is what we all want out of anal sex!). I realize that there is a fine line sometimes between pain and discomfort, and each person is different. You need to judge for yourself where that line is.

Your letter indicates that it’s not pain you are feeling, but discomfort. Let me say right off the bat that discomfort is common, especially to anal sex beginners. One of the reasons you, and many first-timer anal receivers, may experience discomfort is simply because your body is experiencing something new. Many people tell me they have the urge to have a bowel movement during anal sex; well, I recommend you stop and go to the bathroom. You may, in fact, have to go. But it’s more likely that your body is just a little confused. Our rectums are used to expelling things, so when the rectum feels something inside, it sends a signal to the brain to shit it out, which is what it normally does.

The next time you feel like you have to have a bowel movement, I recommend you take several deep breaths, relax, and let your ass get used to whatever is inside it. Make sure that the finger, sex toy, or penis inside you stays put and doesn’t make any sudden movements. Chances are after you relax, that initial feeling will subside, and you can progress onto anal pleasure. Remember too that the more you practice anal penetration — with lube and warm up — the more your ass will get used to having things inside it, and will respond with less confusion and more pleasure.

In the end of your letter, you raised another important issue which is how your ambivalent feelings about anal sex may be affecting your experience of it. Your point is a good one: if you aren’t whole heartedly gung ho to get your ass fucked, those emotional and psychological feelings will absolutely have an impact on your physical experience. Desire is a key ingredient to hot, satisfying anal sex, and if it’s missing, you can experience tension, discomfort, and pain. You may be harboring some unresolved issues about anal sex. Most of us have grown up with myths and misinformation about this taboo subject: it’s dirty; it’s not normal; it will cause irreparable damage. Sometimes simply getting correct information (like in my book The Ultimate Guide to Anal Sex for Women and Jack Morin’s Anal Pleasure and Health) can counteract any negative feelings.

Now, there is also the possibility that you aren’t a backdoor girl, anal sex just isn’t for you, and you should respect your own desires. It would make this backdoor girl sad, but to each her own!

Mar 122000
 

This is a comment about advice written in one of your columns. Kimberly of Spokane, Washington described unbearable pain in spite of her interest and best efforts. Your advice gave the impression that it was her attitude that caused her pain and lack of success. Nowhere was it suggested that she seek proper medical attention from a doctor of proctologist to examine her for organic problems such as an anal fissure or hemorrhoids. Either could render the best intentions, exercise, and lubrication useless in avoiding excruciating pain.

–Steven Wells, San Jose, CA

Thank you for your letter, and your point is well taken. Kimberly’s question about pain during anal sex is representative of so many letters I receive which is why I chose to answer it. When people experience pain during anal sex, it can be attributed to so many different sources: stress and tension of the sphincter muscles, anus, and rectum; a lack of sufficient lubrication and/or warm up; fear, anxiety, or other unresolved emotional or psychological issues around anal sex; or a lack of desire to be doing it in the first place. Those were the issues I focused on in my response to Kimberly.

Of course, the pain some people experience (including Kimberly) could be the result of untreated anal fissures or hemorrhoids which can be aggravated and irritated by anal penetration. Everyone should listen to their bodies, use common sense when it comes to their health, and see a doctor regularly.

Feb 252000
 

Are urine enemas the things of fiction writers or are they safe?

–Kevin in Australia

First, let’s talk about just what a urine enema is — or can be. You could fill a bag with your own urine (full strength or diluted with water) and give yourself an enema, or you could share your special golden potion with a friend. Remember that whatever you put in a rectum will be instantaneously absorbed into the bloodstream, so a diluted version may be your best bet. And even so, you may get an upset stomach. You could also penetrate someone with your dick, and pee inside their rectum, producing a brief, but less complicated piss douche. Some men cannot urinate when they have an erection, so then one would have to come, go soft, then pee. Other men I talked to claim they can pee while they are hard.

So how safe are all these water sports? Splash Alan, a contributing writer to Waterboys Magazine, says,

Piss is sterile. As long as you don’t have any urinary tract infections your urine is safe. Hell, back when I was a Navy corpsman we were instructed to always try and keep open battle wounds to the abdomen moist. If water wasn’t available the instructions were ‘piss on the battle dressings before application to the wound.’ What more can I say?

According to San Francisco Sex Information, urine isn’t necessarily sterile, but it is very clean as far as bodily fluids go, even cleaner than spit. Peeing on someone or in someone is relatively safe; being peed on or in can be safe, with a few exceptions. Hepatitis B, cytomegalovirus (CMV), the genital herpes virus, chlamydia, and gonorrhea may be present in the urine of a person infected with any of these diseases, says Dr. Beth Brown, a physician and advice columnist. Therefore, if infected urine comes into contact with broken skin or a mucous membrane (like the rectum), transmission and infection can occur. There is no evidence of HIV being transmitted through urine, however most sex educators will not say it is 100% safe.

I don’t know anyone who has actually given or received a urine enema, but I will keep asking for you, Kevin!

Feb 162000
 

I have some interest in enemas and want to know about using coffee or beer in an enema. Do porn stars have an enema before an anal scene? Do they eat a special diet to keep from getting gassy?

–L.C. Jr.

Enemas are a great way to cleanse your anal canal and rectum, and many people like to have an enema before anal penetration to make sure their butts are squeaky clean. When giving yourself an enema, you should always, always use plain warm water. You should never add coffee, beer, wine, or any other additives to an enema — this will make you very sick very quickly. Anything you put in your rectum will be directly absorbed into your bloodstream, just like if you shot it into your veins with a hypodermic needle. Plain water is all you need to flush yourself out.

In general, porn stars do give themselves enemas before anal sex scenes, although not right before a scene. It’s a good idea to give yourself an enema several hours before you plan on having anal sex in order to give your body a chance to recover and relax. Some porn stars I know actually clean out the night before and report that it’s the best way to ensure that their bowels have returned to normal and there won’t be any unexpected mess.

As for their diets, well, it depends. Some people find that before a round of heavy anal play, they like to eat mild foods which are easy to digest and won’t upset their gastrointestinal tract. Many of the gay male anal fisters I know recommend avoiding foods with seeds like strawberries. I’d say that avoiding the five alarm chili is a great idea!

Feb 052000
 

Can you recommend a particular lube for someone just learning to receive anal sex? I find that I chafe very easily, and I am thinking that a better lube might be the answer. Is baby oil safe for anal sex? What about Vaseline?

–M.S., Los Angeles, CA

No more chafing after this column, I promise! Lubricant is one of the most important ingredients to pleasurable anal sex, and the general rule is: you can never use too much lube! Remember that, unlike those juicy pussies we all love, the rectum is not self-lubricating. You need lube, and spit will not cut it this time. First, the bad news. Baby oil, Vaseline, olive oil or Crisco were not made for sex. Since they are oil-based, they are not safe to use with latex condoms and gloves. Also, if either you or your partner is a woman and an oil based lube gets inside the vagina, it will be very difficult to flush out and will likely cause an infection.

The good news is that there is a huge selection of great lubes on the market. I recommend a thick water-based lube that is similar to the consistency of hair gel. Water-based means that the lube is latex compatible, non-staining, odorless, and can be easily washed out. You want a thick lube — instead of a thin, watery one (like Astroglide or KY Liquid) — which will coat the delicate, sensitive lining of the anal canal and rectum. Many people reach right for that tube of K-Y Jelly; if it’s the only one available, then it will do the job, but there are better lubricants out there with more staying power. My favorite lube is ID, and there are also plenty of others: Probe (Thick and Rich formula), Wet, Foreplay Lube de Luxe (Gel or Cream). If you or your partner are sensitive to glycerin (a common ingredient in most water-based lubricants), try Maximus or Slippery Stuff Gel, which are glycerin-free.

The newest kind of lubes are silicone-based and keep things slick for a very long time. They are safe for use with condoms, but not with many silicone toys (silicone lube bonds to a silicone toy and ruins it). They also aren’t as thick as the water-based lubes I mentioned, but still worth a try; brand names include Eros, ID Millennium, and Wet Platinum. It’s a good idea to get sample sizes of a few different lubricants from places like Good Vibrations or Babeland. Try them out to discover the perfect lube that works for you!

Jan 152000
 

My husband and I have been married for six years. Although he has always played with my ass while we were making love, about three weeks ago, he actually put his cock in my ass. We’ve been doing it ever since, and it’s been great! He’s rather large, but we do a lot of warm up. Generally, we do it doggie style because I enjoy looking in the mirror, and seeing him behind me pumping away. Here’s my dilemma. Dennis always pulls out when he is about to come. This is very disappointing to me, and I would like to have him continue and shoot his juice into me. Would there be any problem with allowing his sperm to get into me that way?

–V.P., Bennington, VT

Congratulations on discovering the pleasures of butt bangin’! Once you open this particular flood gate, things will never be the same again. The question about your husband coming in your ass is a popular one (I got the same query from five different people this month). There really is nothing like the feeling of having a man’s hot load burst from his cock and fill that tight little orifice. He doesn’t have to feel worried or anxious about pulling out at the right moment — he can concentrate on working his way up and just letting go. He can stay inside until he has ridden his climax all the way to its end. As the receptive partner, the feeling of a firm dick inside my ass is out of this world, and I especially like to feel the moment before the climax, when that dick gets rock hard and ready to explode; if the guy pulls out at that moment, I feel empty, deprived, hungry, left on the side of the road to walk home alone. If we can share his coming together, I feel more connected with my partner, and his peak usually pushes me right over the edge into my own ecstatic orgasm.

But I understand that you are concerned about the safety of such a slippery through-the-sphincters delivery. If you are monogamous, and both of you have tested negative for HIV, STDs, and hepatitis, then your husband can come in your ass, and it is relatively low risk for both of you. If, however, you don’t have current negative test results for all these diseases, then either of you could transmit something to the other person through unprotected anal intercourse. This is true whether he comes inside you or not. You said you are married, but since this is the new millennium, I will not automatically assume that you are monogamous — you or your husband may have sex with multiple partners. If that is the case and for other readers out there who may be non-monogamous, anal penetration without a condom can put both people (and especially the receptive partner) at risk for contracting HIV, STDs, or hepatitis. Condoms and lube are the way to go. Let’s play it safe, folks!

Dec 151999
 

What are your thoughts on anal fisting? I know some women can do it, but isn’t it very rare?

–R.C.

Most people think anal fisting is either a gay urban legend or some freakish sexual circus feat. Actually, it is a very real sex act, and while it is more popular among gay men, certainly there are heterosexual couples and lesbians who are fisting lovers. I recently had the opportunity to teach a seminar on anal fisting at one of the only national events of the S/M community: The 14th Annual Living in Leather produced by the National Leather Association.

When I say the words anal fisting, most people’s immediate reaction is a wide-eyed, half terrified-half titillated “Yikes!” Take a deep breath. (It’s all in the breathing.) Anal fisting, also known as handballing, is the gradual process of putting your hand (and for very experienced players, sometimes your arm up to the elbow) inside someone’s ass. Fisting as a term is misleading since you don’t go inside all at once like a punch and usually your hand is not in a clenched fist once it is in there. Gay men popularized fisting in the late 60s and 70s during the sexual revolution, and founded private fisting clubs in major urban areas. I’ve read and heard tales of these sex clubs, filled with hungry men, waiting slings, and cans of Crisco. Although it is an intense exchange of power between two people, fisting isn’t exactly S/M. Because it is an outlaw sexual practice popularized by gay leathermen, it remains associated with and practiced by S/M folk, although not exclusively. Yet, like S/M, anal fisting explores and tests the farthest reaches of the mind and body’s inner limits.

While vaginal fisting is practiced among women and has been represented in classes, books, erotic stories and videos, anal fisting is a rarity. We’ve concentrated all our energy and efforts on one fabulously flexible orifice and overlooked the other. As a result, unlike gay men, women don’t have a history to hang on to like a sturdy sling, a legacy of fisting pros, role models to pass the skills from generation to generation.

I was scheduled to teach the anal fisting class with leatherman and leading handball expert Bert Herrman, author of the only book devoted exclusively to the subject, Trust: The Hand Book (Alamo Square Press). He also publishes Trust: The Handballing Newsletter. Bert, a fisting legend, has been putting his hands in men’s asses since I was in diapers. A true meeting of the minds and asses, the workshop proved to be a unique bridging of different perspectives, genders, and generations. In our opening, when we talked about warming up for fisting, our differences were readily apparent. An old school fister, Bert’s into getting high on pot and poppers and stuffing gobs of Crisco, whereas I am into endorphin highs and a nice, thick water based lubricant.

We viewed Handball Loving (Alamo Square/Erospirit Institute), which is unlike any video I’ve ever seen. Bert’s approach to fisting is very spiritual; he sees it as a path to enlightenment and higher consciousness, a way to connect with a higher power, and soul bond with another person. He draws on Eastern religions, particularly the principles of tantric sex. In that way, he is at the forefront of future sex, incorporating spirituality into sexuality.

Then there is the simple amazement factor seeing his arm almost to the elbow up his partner’s ass, then later with both hands inside him. It really is a different kind of sex; yes, there’s pleasure and intimacy and even orgasm, but that’s not all. Their bodies melding, their souls merging, both men were transported into a deep trance.

That night, after the workshop, I was inspired. I’ve been anally fisted before, but it was a long time ago and I wanted to do it again. My girlfriend Red and I had already decided to host a small sex party in our room. I started with a medium sized butt plug (appropriately called Voyager) in my ass which I wore for a while, then switched to a larger, very thick red plug. Whenever that one slides in my ass, it feels too big at first, but inevitably I take a deep breath and in it goes. When I felt like my ass was relaxed and ready for more, Red put on a latex glove, slipped out the butt plug, and started working her fingers inside me. I took lots of deep breaths, concentrated on relaxing and opening up. She eventually got all five fingers in to the final knuckles — the widest part of the hand, the dreaded sticking point. At one point I wanted to flip over from my back to my stomach and I was so absorbed that I tried to turn over with Red’s hand inside me not realizing that I would’ve broken her arm if I kept going. I kept asking for more lube but finally she let me know gently that there was plenty of lube, just no more room! At that point, I had moved beyond the point of orgasm, so we just relaxed, ate cheese and crackers with our guests, then fell asleep.

During the experience, I remembered Bert talking about what it feels like when you’re all the way up to someone’s transverse colon (which is beyond the rectum and descending colon). I realized I’m definitely a below-the-transverse-colon kind of girl. Hey, even Buttgirl has her limits.