Willing Anal Volunteer

Dec 162001
 


Do you do actual demonstrations at your anal sex workshops? Do you take volunteers from the audience? How does it work?

—Willing Anal Volunteer

Most of my workshops are lecture-style only, and do not include live sex acts. However, sometimes I have the opportunity to do a demo, especially when I am presenting to a private members-only group. I don’t travel with a demoee, so I usually ask my hosts to find a suitable bottom for me to play with during my workshop. Lots of people volunteer, and most proclaim that they are wild exhibitionists and experienced anal sex lovers. But, a lot of people don’t take into account what it’s like to be demonstrated on. You have your ass in the air in front of a room full of people which can inhibit even the best exhibitionist. Plus, a demo is not like sex. I am talking, answering questions, and cannot focus 100% of my attention on the bottom, as I would if we were having a one-on-one encounter. So, while I am warming them up, it’s really up to the person to get themselves turned on. I have gotten inside some people’s asses, and realized quickly that nerves and excitement were working against getting something of size in their ass.

Recently at a workshop, the demoee was a cute, curly haired girl who I connected with right off the bat. I ended up fitting most of my hand in her ass, and it was a truly amazing experience. That was the best demo I have ever done, but, more often, I just try to make the best of the situation, and let the bottom take the lead in taking whatever he or she wants in their ass.

Curious Canadian

Dec 052001
 


After seven years together, my husband and I are just starting out with anal sex and wow is it ever exciting. What a great way to rev up our sex life! I have a question about vaginal infections. Can switching from anal to vaginal penetration during lovemaking lead to vaginal infections? Or are the natural defenses of the vagina generally enough to fight them off? Are there precautionary steps we should start using to reduce or prevent possible infections?

—Curious Canadian

Yes, switching directly from the ass to the vagina is an almost surefire way to get a vaginal infection. Bacteria that lives naturally in the rectum (possibly along with some fecal matter) will be transferred to your pussy which will cause the infection. Since the pussy doesn’t naturally flush itself out, bacteria can set up shop, multiply, and live there until you treat it. Some women get yeast infections, others get bacterial infections like gardinerella.

So, in order to prevent this form of “cross contamination,” you want to take a few precautions. You can use a condom on cocks and sex toys, and put on a new condom when you move from ass to pussy. Or your husband can wash his penis or the sex toy with warm water and an antibacterial soap before switching orifices.

In addition, you should be aware that lube that goes into your ass and drips out of it can make its way to your pussy, which could also cause an infection. I do things to prevent what I call “the drip down effect.” I always have a box of baby wipes handy to make a clean swipe of the area (always swipe front to back). Baby wipes are made for the genital area and much less harsh than other wipes, like Wet Ones. I like the baby wipes that are unscented and alcohol-free; the “baby” smell isn’t erotic for me, and the alcohol-free wipes tend to be gentler on my delicate parts. After sex, I like to pee and wash my pussy with a gentle soap (I like Castille soap) to rinse out any remaining bacteria and prevent a urinary tract infection.

Pain in the Ass?

Nov 182001
 


The past few t imes my wife and I have had anal sex, with her doing the receiving anyway, the act itself went smoothly and pleasurably. However, not a minute after she went to sit on the toilet to clean herself up, she would be struck by a brutal headache. My wife does suffer from the occasional non-sex-related migraine, and her post-anal sex headaches are worse by far. I am convinced that the headaches and the anal sex are somehow related. The easiest fix is to just not have anal sex. My interest in doing it is far outweighed by my not wanting her to suffer. I was wondering what an expert thought, but I’ve been to shy to ask a doctor about it.

—Pain in the Ass?

I, too, suffer from migraines, so I empathize with your wife, because if she’s having a headache worse than a migraine, it must be extremely painful and debilitating. At first glance, the problem seems completely unrelated to anal sex; however, it’s too much of a coincidence since it’s happened several times. Stress and tension can often cause a severe headache, so I have a few theories.

First, while you’re fucking her ass, your wife may be in a position that’s putting undue strain on her neck. I know that sometimes I end up in weird positions — especially when I have my ass in the air and my head down –while buttfucking. Afterwards, I often feel pain in my neck, and that pain could lead to a headache. See how her body is positioned the next time you do it, and make sure her head and neck have plenty of support.

My second theory has to do with her breathing patterns during sex. Many people (me included!) often take very shallow breaths when we get aroused on our way to orgasm. It’s a natural instinct, and one that often gives us a brief “high.” Masturbation guru Dr. Betty Dodson scolded me once that if I am not taking deep breaths, then the blood cannot properly circulate throughout my body during sex. Shallow breaths may cause a quick high, but deep breaths ensure that the blood is flowing and the high people often feel during sex will last throughout the act. If your wife is taking quick breaths, or even holding her breath at some points, she could be depriving her brain of oxygen. This repeated deprivation could cause an intense headache, especially if she’s susceptible to headaches in the first place.

Finally, an answer lies in your question. You may feel shy, but it’s a good idea for her to talk to her doctor about the problem. There may be something else going on, and her body is trying to tell her something.

Frustrated in Florida

Nov 072001
 


My girlfriend had recently asked me to have anal sex with her since we had never done it before. I complied, and after two tries (on separate occasions), we succeeded. We enjoyed it so much that we attempted it twice more with success. But we can’t do it anymore. We’ve tried, but we haven’t been able to do it for months. I am supportive as I can be. I give her control, soothe and relax her, question, encourage. But lately she says I have been hurting her. She says I get stuck just after my head goes in, and she can’t continue. The first time we went at it slowly, but near our climaxes, we started to really go at it, and she took all of it in. I have suggested some form of foreplay, but she refuses. She says it is all penis or nothing at all. Please help!

—Frustrated in Florida

You are absolutely doing the right thing by giving your girlfriend control and warming her up. Her insistence that it’s all or nothing just isn’t realistic, and you need to somehow make her see that. Remind her that the ass is not like the pussy: it requires a lot more delicate handling and more foreplay before she can relax it enough to make penetration comfortable and pleasurable. Licking her ass, penetrating with your fingers, or playing with a small butt plug, dildo, or vibrating toy are all good ways to get her ass ready for your cock; of course, remember to use plenty of lube! As for her theory that you are “getting stuck” after the head of your cock goes in, again, with a gradual progression to penetration, her ass will feel more relaxed and open. Because it is the head of your cock she complains about, it sounds like her sphincter muscles aren’t relaxed enough to accommodate your dick. With more warm up, she’ll be more aroused and it should feel much better.

Martha Stewart Up My Ass

Oct 102001
 


I am interested to know: is it safe to squirt milk up your ass using an ejaculating dildo and then shoot it out your ass again? Is it safe to stick candles up your ass? If so, how many?
—Martha Stewart Up My Ass

It sounds like you’ve been spending a little too much time at the crafts center. Lots of people enjoy using ejaculating dildos in their asses, and I know that some of these squirting dongs have a “recipe” for homemade ejaculate right on the box (which usually consists of condensed milk). Keep in mind that whatever you shoot up your ass can be directly absorbed by your bloodstream, and can potentially make you sick, which is why I never recommend exotic enemas that contain anything beyond plain warm water. So, I say, use plain warm water to be safe; it doesn’t offer the same kind of spooging visual, but it does feel the same.

As for your question about candles up the ass, it reminds me of a series of pictures by fetish photographer Richard Kern of women with lit candles in their bums. While the shots were clever, they were ultimately done for art’s sake, and not really something I can give the thumbs up to for the average person. Candles do not have a flared base, and there is a danger of having one get lost in your ass, unless it’s extremely long. But more importantly, they are hard and waxy, and who wants that in your ass when you can have a flexible, smooth butt plug or dildo that will feel much better and won’t have you shitting out wax shavings afterward?

Short and Thick in Iowa

Sep 282001
 


In one of your columns, regarding dildos and vibrators, you gave the following advice: “Just make sure that the vibrator is long enough like over 7″ for penetration, and, ideally, has a flared base.” While I can say from personal experience that a longer instrument is more satisfactory than a shorter one, real life does not treat you so kindly. My penis is 5 3/4 inches long, and the same in circumference, making it about 1.8 inches thick (when erect). In other words, short and thick. In fact 52 percent of men have an erect penis with a length of less than six inches. Only 4 1/2 percent of men have a penis length of 7 inches or more (My source is The Kinsey Report circa 1950). Therefore, I wonder if you could answer the following questions:

  1. Is a 5 to 6 inch penis too short to give adequate stimulation to your anal partner? Is it long enough to reach and massage the prostate with a male partner? Can it reach and massage the G-spot with a female partner?
  2. If, in fact, it is generally not long enough, are there any positions that are particularly recommended as shortening or compressing the anal channel to bring the sensitive surfaces within reach? Are they different for a male partner than a female partner?

—Short and Thick in Iowa

Well, you’ve obviously done your own research on the subject of anal pleasure, and you’ve given these matters a great deal of thought. While some people, both women and men, prefer a longer object in their asses, others are quite content with a member of your size. It’s really all a matter of individual taste, which is why one person might select a long, slender vibrating anal probe to bring herself to orgasm, but another person might choose something short and fat, like a robust butt plug, to push him over the edge. It just depends what you like.

Know that a 5 or 6 inch penis absolutely can stimulate a person’s ass just fine. Equally important, you can easily reach the prostate gland in men and the G-spot in women, since both “spots” are located just a few inches inside the rectum. In fact, I encourage most men who are using their cocks to stimulate the G-spot not to penetrate fully, since you’ll slide right by the G-spot (the same is true for the prostate).

As for positions, putting the receptive partner in doggie-style position (or what I call modified doggie style, where the head is down and the ass is in the air) can afford you a perfect angle to hit the G spot or the prostate and give you the opportunity for deeper penetration. You cannot actually “compress the anal channel,” but you can get in there deeper at that angle.

As for the differences in male and female anal anatomy, our anatomy is nearly identical except that men have a prostate gland (which can be stimulated through the rectum) and women have a G-spot (which can be directly stimulated through vaginal penetration and indirectly stimulated through anal penetration). Please don’t feel like your cock is inadequate, Short and Thick; as long as you know how to use it, you can bring your partner plenty of pleasure.

Pleased As Piss

Sep 082001
 


I recently read one of your Anal Advisor columns where a reader had a question about urine enemas. A few years ago, I met this young woman in her late twenties who was totally uninhibited about sex. Before she met me, she wanted to do many things but her former husband wasn’t as adventurous. Before you knew it, there wasn’t anything that we wouldn’t try at least once.

One evening, we were sitting around drinking beer, and after a while, she wanted to know if I would suck her pussy while she peed. Immediately I was aroused and agreed. She sat back on the recliner, spread her legs, and I covered her pussy with my mouth. After a couple minutes, she started to pee. I thought she would never stop, but I vowed not to spill a drop. When she finished, she then wanted me to urinate in her ass. I had an erection, and after a little lubrication, I was in. She was on her hands and knees with her face down, and after part of my erection subsided, I began to pour inside her. She must have received more than she gave me, but she was moaning with pleasure and wanted me to climax insider her rear. After I peed, the erection came back and we both climaxed. We both thought it was the wildest best sex we ever had. There were not any problems afterwards.

—Pleased As Piss

Thank you so much for sharing that erotic treat with me and all your fellow readers. I love it when I hear such successful true-life anal tales! Several words of caution to all of you out there who are thinking of re-creating Pleased As Piss’s scenario. Remember that any substance you introduce into the rectum will be immediately absorbed into the bloodstream, and that includes anything contained in the urine, like medications, illegal drugs, or alcohol. Also: urine is a bodily fluid which can transmit STDs, Hepatitis, and HIV (if there is any blood in the urine), so please be tested, make sure your partner has been tested, and play safe, okay?

Desperately Seeking Butt Briefs

Aug 182001
 


I have been looking for a few weeks for a pair of men’s briefs (latex or other material) with an internal butt plug or dildo, but with a hole for the penis and balls to come out and be free to play. I can’t find one anywhere! Any ideas?

—Desperately Seeking Butt Briefs

Well, aren’t you an ambitious one! I must say that I have tried to track down such a pair of undies for you, but haven’t had any luck. Although I do have a few suggestions about how you might create the briefs of your dreams. Start with a butt plug harness (available at many leather, fetish, and sex toy stores and web sites) to hold your favorite butt plug securely in your ass. Or, of you’re into body and genital bondage, you may choose to have someone put a rope harness on you to keep the plug in. Then, add a tight pair of your favorite underwear that has such a flap in front for your woody to come out and play. Voila!

What’s In It For Her?

Aug 052001
 


I am in a relationship with woman, and we both want to try anal sex. But I have one concern. I know that it’s going to feel really good for me, because I am a guy, but what will it feel like for her? Do women get off on anal penetration, and if they do, then how exactly? Can my girlfriend come from it?

—What’s In It For Her?

Rest assured that there is plenty in it for her. First, let’s talk about the physical aspects of anal sex. Anorectal anatomy is nearly identical in men and women, and the entire area — the anus, anal canal, and rectum — is extremely rich in nerve endings and sensitive to stimulation of all kinds, including penetration. Because of this level of sensitivity, exploring our asses can bring us incredible sexual pleasure.

The one distinction in men and women’s anal anatomy is that men have a prostate gland, which can be reached and stimulated through the rectum. Although women don’t have a prostate, they do have a G-spot. The G-spot is reached through the front wall of the vagina, but it can also be indirectly stimulated through anal penetration. Since all that separates the rectum and the vagina is a thin membrane, if you angle a finger, toy, or penis toward the front wall of the vagina, women still may experience G-spot stimulation. Many women find that the G-spot stimulation they get from anal sex is one way they can have an orgasm. Another way for her to orgasm is to add clitoral stimulation as you penetrate her. Give her clit some rubbing action or let her jerk herself off with her hand or a vibrator while you do her in the ass, and see what happens.

In addition to the bundle of physical pleasure that anal stimulation brings, there are complex emotional and psychological issues that contribute to the erotic experience. For some people, the idea that anal sex is naughty, forbidden and taboo is very exciting, and adds to their enjoyment of it. For others, the great amount of trust one must have in a partner heightens the physical pleasure; allowing your partner to penetrate you in this special place says, “Here is a delicate part of my body, and I trust you not to hurt me but to make me feel very good.” That power exchange can be very intense for lovers. Anal sex is often represented in popular culture as violent and degrading; however, in reality, it can be extremely intimate, connecting, and even spiritual.

Scared of the Mess

Jul 232001
 


Anal sex has been an unfulfilled curiosity of mine for many years; as a young twentysomething, I was forever intrigued by it. My boyfriend and I have talked about it, and being experienced, he has suggested we try it. I feel extremely comfortable with him, and, aside from anal sex, we have an incredibly open and experimental sex life. I told him I am curious but also hesitant. The thing is, I’m embarrassed to tell him the real reason why because it’s seems petty to me. I’m so scared about things getting messy as I’ve heard some very unappealing stories about bad smells or fecal matter being present. I know that as humans, our bodies have natural functions, but I would be mortified if that happened while we were having anal sex. As it is, I really want this to be something special as it’s taken me a long time to find anyone I could trust, and I don’t want to be totally turned off if things go haywire.

—Scared of the Mes

Take a deep breath! Your concern is the most common one I hear about anal sex. The first thing you need is a brief anatomy lesson. During anal penetration with fingers, toys, and penises, the area of your body that we’re dealing with is the rectum. The rectum is not a storage facility, so no feces are stored there; it’s merely a passageway. Feces move from the colon to the rectum, then out of the body when you defecate. So, if you have a bowel movement before you have anal sex, there should only be trace amounts of fecal matter in the rectum. Now, this is provided that you are a relatively healthy person with a good diet, normal bowel habits, and no gastrointestinal problems. So, if you feel like you have to go, by all means go, because if you don’t listen to your body, then you may, in fact, have a mess on your hands simply because you needed to have a bowel movement and you didn’t.

For those people who are squeamish about “being clean,” I recommend an enema. Go to the drug store, buy a Fleet enema, then empty the contents of the bottle and fill it with plain warm water. Fleet enemas contain a laxative which isn’t necessary; all you need is warm water. Follow the instructions on the box, and repeat until all that comes out of your ass is clear water. Make sure you have an enema several hours before you plan to have anal sex, since your body needs time to recover.

Now, after telling you all about cleaning yourself out, I must quote a fellow anal queen, adult film star Chloe, who says, “Get over your fear of shit!” I am not saying you need to love or even like shit, but you need to let go of your anxieties. The truth is that the more anal play you engage in, the more likely you are to run into it once and awhile, so you might as well just smile, grab a baby wipe, clean up, and move on.

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