Ass-to-Mouth

Nov 292000
 


What are your thoughts on what has become a new trend in adult films: the ass to mouth act? Have you indulged in this act, and how would you suggest one prepare for such a nasty maneuver? I would appreciate any advice you can give me.

—Jacey

Taking your dick out of a woman’s ass and directly shoving it into her mouth may make for exciting porn, but, in real life, it can be problematic. Bacteria lives in the butt that may not peacefully exist in the mouth, and could lead to an infection. No matter how squeaky clean her rectum may be, chances are there are at least trace amounts of fecal matter which may end up on your dick — do you really want to make her suck that off? Would you put it in your own mouth?

I have a better idea. Fuck her in the ass til she’s right on the edge of orgasm, or you are. Order her to get on her knees and close her eyes. Talk to her, tell her she better open up her mouth for your cock. Have an anti-bacterial baby wipe stashed nearby, and quietly grab it, slide it over your cock, then toss it. Now proceed with sticking your rod in her mouth, keeping the fantasy intact, but keeping it clean for everyone involved.

Double Penetration

Nov 052000
 


My boyfriend and I want to have a three-way experience—he and his best friend (a guy) and me. It has always been a fantasy of mine and he too wants to go through with it. We both swing, so we don’t mind seeing each other with another person. I have never really done this before. I have sucked another guy off while my boyfriend fucked me. However, I have never had two guys penetrate me at the same time, but I really want to do this. I think the idea of having two cocks in me—one in my pussy and one in my ass—would be an unbelievable feeling. However, this seems to be a hard thing to pull off. Do you have any tips on how to make this experience as pleasurable as possible?

—Fingercuffs

Congrats for being able to voice your fantasy out loud and tell your boyfriend. Fantasies can be incredible forces in our lives. When you share a fantasy with your partner, it can bring you closer together — and you can have a hot time in the process!

My first piece of advice is that maybe the two of you should practice some double penetration before you invite your friend over. Use a flexible vibrator or dildo in one of your holes and your boyfriend fills the other. Use lots and lots of lube, go slow, and work your way up to it. Communication is extremely important: you’re testing the limits of your body, so make sure you give your man plenty of feedback about how it feels.

Also realize that some women can easily and comfortably accommodate something of size in their pussy and in their ass. Others will take some effort, with lots of warm-up. But some women may not be able to do it at all, since double penetration really depends on your internal map, and if there’s room for two. You are the one who will know best if it’s possible, so make sure you’re the one who’s in charge and calling the shots. Work out the kinks on your dildo before you plan your threesome.

When you are ready to tackle two flesh cocks at once, use plenty of lube and go really slow. Depending on the size and height of all three of you, some positions will work better than others. You may want to straddle one man and have the other nail you from behind. Try to take one cock about halfway inside your pussy, then angle your body to take the other one in your ass. Both men should start with shallow penetration, so you can get used to the feeling. Remember that porn stars make it look easy in adult movies, but they are seasoned professionals! You may be much more awkward your first time around. Practice makes perfect.

Making it Fun for Her

Oct 192000
 


I love it when my wife wears a strap-on and gives it to me in the butt. My problem is that she only does it occasionally. I wish she would do it more and enjoy it more, but I think maybe it’s not to be. I’ve even thought about having a gay encounter so I can get fucked in the ass more. Any suggestions? Are there any women that like screwing guys?

—R.H.

Are there any women that like screwing guys? R.H., is the sky blue? Do I love getting fucked in the ass? Yes, yes, of course there are women who enjoy turning the tables and being on the other end of a nice butt fucking for a change. Unfortunately, your wife may not be one of these dildo-wielding divas. Since you’ve already gotten your ass plowed by her before, I think it’s fair to ask her directly why you’re not getting the backdoor gift from her more often. Have you told her how much it turns you on? Your wife may have some issues with being the penetrator (instead of the penetrated), since it is not a straight woman’s typical role; however, you can reassure her that there are plenty of other women giving it to their guys and loving every minute of it.

Perhaps she hasn’t realized her own potential for pleasure during strap-on sex. In addition to being a real turn-on upstairs (in her head), there are also plenty of ways for her to get off while she’s got her cock in your ass. For some women, when the base of the dildo rubs against the clitoris and vagina, there is enough friction there to feel fantastic. Your gal should also consider the power of having balls. Some women simply don’t choose a dildo with balls because they prefer a more non-realistic style dildo; however, balls do more than make it look real, they extend the base of the dildo and cover more surface area — which means more for you to rub up against. Think about it.

If she wants to add a vibrator to the equation, she has several options. She could select a vibrating dildo, which will deliver vibration to both of you. She could try to don a wearable vibrator beneath her harness, but this may be awkward and interfere with the harness being tight enough. A better idea is the Buzz Me harness made by Stormy Leather and equipped with a pocket for a small vibrating egg. Vixen Creations has several dildos, among them “Treasure Chest” and “Bobby Sue,” with hollowed-out bases. Stick a vibrating egg in the base of the dildo, tuck the battery pack in the side of the harness and she’s ready for vibrating action, his and hers style!

For double penetration (one for you, one for her), there are harnesses with two holes, one for the dildo to penetrate you with, another for a dildo pointing in her direction. The”Nexus by Vixen is not an extra long jelly dong like you see in adult novelty stores. Instead, it’s a two dildos-in-one package: she can have a dildo inside her pussy or ass while simultaneously penetrating your ass. I just love sex toy technology!

If you want to learn more about strap-on anal sex, I highly recommend the videos Bend Over Boyfriend 1 & 2.

Now, as for your idea about having a “gay experience” in order to fulfill your anal sex desires, don’t you think that switching teams might be a little too extreme? Unless you are actually bisexual, and looking for a way to express your desire for men, if it’s anal sex you want, I stay stick with your wife and see if both of you can get what you want and need out of the assfucking experience.

Cum Recipe

Oct 032000
 


I have a question about ejaculating dildos and butt plugs. I saw a “recipe” for cum that is made up of condensed milk, egg white and sugar. I want to use this in a ejaculating dildo. Is it safe to use this “cum” in my ass? Could this cause any medical problems?

—Jim

Well, Martha Stewart would certainly be proud that you are so enterprising! Ejaculating dildos and butt plugs are lots of fun; they give you the opportunity to experience shooting a hot load up your own ass or the rear of a friend. My first experience with a squirting dong came when I was sucking off a butch girl; she slammed her cock into my mouth, and at the same time squeezed her balls. Suddenly, a burst of fluid shot to the back of my throat, and the surprise alone made me soak the wood floor I was kneeling on!

I’ve heard that different people swear by different formulas for the perfect confection of fake jizz. The most important thing to keep in mind when getting out the measuring cups is that anything you put in your rectum will be automatically absorbed into your blood stream. A shot of sweet faux cum could leave you with a stomach ache. The one that you describe (made of condensed milk, egg white and sugar) creates an impressively life-like texture and aesthetic; if you were going for great visuals — a pop shot on someone’s mouth or tits, for example — that recipe would work well. If, however, your cum shot is meant to be an internal one, I would err on the side of caution and recommend that you simply use warm water. It will still feel quite real, and it is your safest choice healthwise.

Anal Orgasms

Sep 292000
 


My husband and I just experienced anal sex. We have tried this adventure before, but it has always been painful to me. Your advice for him to stimulate other areas helped me relax this time. Also, we found the doggie-style/head down/butt up position comfortable for both of us. My husband is an anal sex lover, and now I feel I can fulfill his passions and enjoy the experience myself. Thank you so much for such knowledgeable information and guidance. Now, for my question: does an anal orgasm come with experience, and is it more intense than the vaginal orgasm?

—T. D.

It is letters like yours that make my job so fulfilling! When I know that my work has helped someone experience the mind-blowing pleasures of anal sex, I feel that my mission is accomplished. On to your question about anal orgasms. Women experience pleasure from anal sex is a variety of different ways. The anal area is so rich in nerve endings that stimulating such an erogenous zone could certainly bring you to orgasm. Some women like to combine clitoral stimulation with anal penetration. When I work my clit while my ass is being fucked, and I come, the orgasm definitely feels different than if I was just having clit stimulation. It feels stronger, more intense, and like more of a full-body orgasm, rather than one primarily centered between my legs.

Although we don’t have a prostate gland like men, women 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. If you angle a finger, toy, or penis towards the front wall of the vagina, you may experience G-spot stimulation and come that way.

In addition to the bundle of physical pleasure that anal stimulation brings, there are complex emotional and psychological issues which 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 me, the amount of trust I must have in my partner heightens my physical pleasure. Anal sex is my way of saying, “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. A world of orgasmic possibilities await you.

Warm Up

Sep 142000
 


A while back, my fiancee and I purchased your book The Ultimate Guide to Anal Sex for Women. We are hoping to include regular anal sex in our married sex life. As anal sex seems to take more preparation and time than other activities, we are planning to make the time for it and figured we’d shoot for once a week. Once the body is used to this activity, what is the best minimum frequency? Meaning, if we end up having anal sex say only once a month, will the body still be used to it or will we have to “re-train” it? We are open to having anal sex as often as we can to help make it an enjoyable experience always.

—Rick & Kristine

I applaud you for taking such a positive, healthy, and, most of all, realistic approach to anal sex. The reason that many women experience pain from anal penetration and vow that they’ll never do it again is because men rush the process, don’t work their way up, try to do too much too quickly, and end up hurting their partners. You are correct — anal sex does take time and preparation. The more patience and warm up you do, the better the experience will be for both of you.

But I know you must be thinking, “Do we have to go super slow, one little knuckle at a time, every single time?” The answer is yes and no. You always need to start out small, no matter how experienced you are. You cannot go from zero to sixty in five seconds flat. In other words, don’t just stick that big hard cock of yours in her ass. Tease her with your tongue, rub her clit, nibble her neck, open her ass up with your fingers, do whatever it takes to relax and arouse her. When she tells you she is ready for you, begin slowly.

The more you have anal sex, the easier and speedier this warm up will be. Your muscles do have memory. As long as you give them positive experiences, it will be easier for those muscles to relax and it will take less time for her ass to open up for your cock. I cannot give you a specific number of times you need to do it to keep in shape; that varies tremendously depending on the people and situations. The more you practice warming up to anal penetration, the more she’ll get used to how it feels when she is ready for you, and you will be well versed in all it takes to get her there.

Loss of Bowel Control

Aug 212000
 


My husband and I have been together for over 18 years and we have an amazing sex life. We love to explore and try new things. The only thing we haven’t tried is anal sex. I’ve always been a little bit nervous about trying anal. Lately, I’ve been contemplating it more because I’m curious. And it’s sort of exciting, trying something that we haven’t done before. Does anal sex cause problems later on? Will I have control over my movements as I do now? Will it affect my tissues in any negative ways?

—Dee Anne

First of all, congratulations on such a long and pleasurable partnership — may you be an inspiration to couples everywhere!

Your questions about negative side effects from anal sex are very common ones. Let me assure you that if you do it right — go slow, have lots of warm up, use plenty of lubrication, and start out with something small — anal sex is not going to cause you any problems later in life. Being able to take something in your ass requires relaxation of the sphincter muscles, and like any other form of exercise, the more you use those muscles, the better shape they will be in.

No, you will not lose control of your bowels; in fact, you may even have better bowel control once you begin getting fucked in the ass since you’ll be more in touch with that area of your body and more aware of your muscle control. The tissue of the rectum is quite sensitive and delicate and does take extra care; however, as long as you don’t rush penetration, as long as you listen to your body and stop if it hurts, you will not damage the tissue in any way. Anal sex can be a healthy, positive, pleasurable part of your erotic life. Take it one step at a time!

Rimming Fears

Aug 132000
 


My girlfriend wants me to kiss and lick her anus. I find this difficult because I was raised by strict Catholic parents who taught me that shit is dirty. I sniffed her asshole and it did not smell. I also licked all around it, but I could not bring my tongue to her little rosebud. I kept imagining it opening up and shit coming out of it. But when my girlfriend licked my anus, I ejaculated uncontrollably onto her chest. It felt great! How can I get past my hang-up?

—Rosebud, San Simeon

It’s not just God-fearing Catholics who shy away from ass-to-mouth action; actually, plenty of folks have a fear of shit which prevents them from exploring many different forms of backdoor love, including being tongue-tied inside a sweetie’s ass. Porn star and anal queen Chloe says in my video Tristan Taormino’s Ultimate Guide to Anal Sex for Women (Evil Angel Video), “Get over your fear of shit!” I second that emotion, but I realize it may be easier said than done for many folks.

So, I first want to let you in on some basics about anatomy. When you penetrate someone’s ass with your tongue, your finger, a sex toy, or your cock, chances are you are not venturing beyond the rectum. You’d need something more than ten inches long or a good portion of your arm to move past the rectum and into the colon. So, for all intents and purposes, the rectum is your territory when it comes to anal play. And the rectum is not a storage facility. That’s right, you can’t stack boxes of old 45s in there or anything else. Feces are stored in the colon and move into the rectum when you are ready to have a bowel movement. So, if you feel like you have to go to the bathroom and you do, your rectum will be relatively clean and free of waste matter. Now, if you have the urge to poop, but instead stick something in your ass, well you are much more likely to find yourself with a mess on your hands (quite literally!). All this applies to people with good diets, regular, healthy bowel movements, and no chronic bowel or gastrointestinal problems. Empty bowels and perhaps a hot soapy shower will ensure that your anal romp will be nothing but good clean fun!

However, if you are especially concerned about cleanliness — and judging by those powerful poop images you are having, I’d say you are — then you may want to ask your girlfriend to have an enema before you go anywhere with that reluctant-yet-potentially-eager tongue of yours. You may also want to consider using a dental dam or some plastic wrap as a barrier between your mouth and her butthole. Since you have obviously experienced the ecstatic pleasures of rimming from the other end, you owe it to yourself and your girlfriend to give it right back to her. Sexual double standards suck, and it’s not fair that you should be sitting on her face without letting her sit on yours.

Wanting to be Spread Wide

Aug 072000
 


I really enjoy anal stimulation and sex. It is the best way to have the best orgasm as far as I am concerned. I would like to know what I can do to be able to handle larger objects in my ass. An example would be a cucumber. I have such erotic fantasies about this and really want to move on to bigger things! I do not have a problem with a butt plug. The problem I have with trying bigger objects is that I orgasm too quickly. Just the thought of it makes me tingle. Any other advice you can give me?

—Wanting to be Spread Wide

So you’re a size queen, huh? Honey, I identify with you. I think it’s both noble and ambitious that you want to put bigger and bigger things in your ass.

My advice is pretty straight forward: work your way up slowly, don’t rush it, listen to your body. Use plenty of lube and have patience. If you’re using toys, make sure they have flared bases (you don’t want to lose anything in your ass) and are smooth. I find that butt plugs are a good way to warm up to larger toys because you can put one in and just leave it in for a little while. Your ass gets used to having something inside it, relaxes, and opens up around the plug. When you take it out, you’re ready for more. Some people like more of the in-and-out fucking with fingers or dildos, but that makes me sore more quickly than butt plugs (that’s just a personal preference though). Do what works for you.

As for the cucumber, well, I have two concerns. Most vegetables are sprayed with pesticides which are difficult to wash off completely; unless it’s organic, I wouldn’t put it in my ass. Some people have told me that cucumber peels contain a kind of natural substance which is irritating to the rectum and potentially dangerous; I suppose you could get an extra large condom for protection, but I say just stick to sex toys for safety.

Butter?

Jul 302000
 


I like my boyfriend to play with me and put his fingers in my ass as we enjoy intercourse. We use butter as a lubricant (remember Last Tango in Paris?). My question is: is it advisable to use butter as a lubricant? Can it produce infections? Are there any health risks?

—Concerned Anal Player

Thank the anal sex gods you wrote to me! Put that butter back in the kitchen where it belongs! Vegetable or oil based lubricants of any kind — including butter, olive oil, baby oil, Crisco, Vaseline, baby oil, or lotion — are not a good idea, especially for women. First, this group of lubricants breaks down latex, rendering your condoms and gloves useless in protecting you. Second, they weren’t made for sex so they definitely don’t work as well as the many lubricants on the market which are formulated specifically for sex. Third, these kinds of common household products will wreak havoc is a woman’s pussy. Even when you’re headed for her ass, and you are being diligent about cross-contamination (nothing should ever go ass to pussy; change the condom, the glove, the toy or wash with hot water and antibacterial soap), sometimes a little lube finds its way into her front door. In this case, that lube is a perfect breeding ground for infection, will not rinse out, and will most likely cause an infection of some kind.

A much better choice for you is a nice, thick water-based lube. Thicker lubes are better because they tend to stay wet longer, and act as a little bit of a cushion inside that delicate rectum. Some examples are: Maximus (imported from England), ID, Slippery Stuff Gel (glycerin-free and a good bet for people allergic or sensitive to glycerin), or Foreplay Lube de Luxe (Gel or Cream). The “Cream” version is actually the texture of Vaseline, but it’s water-based. You may also want to try a silicone-based lube. I know people who swear by them because they stay wet forever, but they aren’t my favorite.

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