Feb 132003
 

I’m a lesbian in a relationship with a great girl. I’d visited your website before and the idea of anal sex interested both of us, but we’d never gone beyond a little hesitant touching. Your book was an eye-opening experience! I thought that my sex life was fun before, but you helped us to safely discover a whole new level of pleasure, and I really want to thank you for that. My girlfriend and I have different views on the subject: she likes it when I penetrate her with a strap-on dildo; I prefer when she puts a butt plug in my ass, and I wear it for a while — I like the “full feeling” better. We use condoms on our toys, we’re careful to take our time, and we use plenty of lubricant.

After an anal session, whether it’s with a butt plug or dildo, however, my girlfriend gets abdominal cramps. She has absolutely no pain during sex itself (quite the opposite), only afterwards! We have tried different positions, enemas, breathing techniques, and having several orgasms before anal penetration. The dildo I am using is only about 1.5″ in diameter, and she has no problem taking it. The only time she doesn’t suffer these symptoms is when we just do gentle fingering (one or two fingers). This would be fine except she is very into the strap-on. Can you help us?

–Strap-on Slut

When people write to me about pain and discomfort from anal penetration, it’s usually about burning and other painful feelings in their rectum. However, cramping after anal sex is not unusual. In fact, lots of people ask me, “After you did your final scene in The Ultimate Guide to Anal Sex for Women video, wasn’t your ass sore?” I tell them the truth: I had so much warm up with fingers and toys, and I was so turned on that my ass was relaxed and open. Even lots of anal penetration over several hours of taping didn’t make me sore, but I did feel some cramps in my abdomen afterwards. Of course, making my video was like the Anal Olympics for me, and I don’t want your girlfriend to have discomfort just from what is, comparatively, a run around the track.

I have a few suggestions. First, don’t fuck on a full stomach. If her body is trying to digest a big meal, then stimulation in the rectum could confuse the natural bowel processes. Similarly, just like you shouldn’t drink gallons of water before you work out your abdominal muscles at the gym, the same holds true for getting plowed. Second, consider using a shorter dildo. The longer the cock, the closer it gets to the lower colon, which for some people may disrupt colonic activity and cause cramps. Finally, as you thrust in and out of her with your cock, air can be pushed inside her rectum and travel upward in the body, giving her cramps, so no more doing her in wind tunnels. Seriously, if her cramping persists, I suggest she consult a physician to see if she is suffering from a gastrointestinal problem.

Feb 082003
 

First off, thank you for writing a great book and making a movie out of it. It was a great help in introducing anal sex to our marriage. Do those inflatable vibrating butt plugs really work? Are they safe and fun or are they just another novelty?

–Waiting to Inflate

Inflatable butt plugs look like bachelor-party gag gifts, but they are sex toys that actually work. Some of my best friends swear by inflatable plugs! One selling point is that you can gradually work your way up from slim to sizable without having to buy four different sized butt plugs. You can track your progress, and one toy can suit your different desires. Once the plug is inside you, you can give your ass time to relax, then one pump, and you feel more full. Like with all kinds of anal play, don’t try to rush things — take your time.

Also keep in mind that you should use common sense and never over-inflate one of these bad boys. Make sure you inflate it outside the body, and note how many squeezes of the inflating pump it can take, since you don’t want to find out its limit while it’s up your butt. According to all the letters I receive, and the people I meet at my anal sex workshops across the country, I know of only two people who’ve ever experienced an inflatable plug bursting. Both times, it was a manufacturing defect, and it broke into a few pieces which were easily removed. So go ahead and pump your way to pleasure!

Jan 302003
 

My girlfriend and I have realized the joys of anal play and recently started playing with a latex vibrating butt plug. It’s been a great addition, but we experienced something bizarre when using it recently. When I pulled the plug out of her butt after a short play session, a large amount of mucous-like substance came out of her ass as well. It had no trace of fecal matter and definitely was not lube but neither of us knew what to make of this. Are we doing something wrong or should I be concerned with anything?

–Anally Concerned Couple

Congrats on coming over to the tushy team! When stuff comes out of our asses that we don’t recognize, it can be alarming, so I understand your concern completely. Rest assured, you are fine. The rectum is lined with a thin layer of mucous which helps to protect it. When we put toys inside our butts, some of that mucous can cling to the toy, and even mix with lubricant, which sounds like what happened to you. The rectum naturally regenerates the mucous, so your ass will return to normal. Then you can stick more things in it!

Sep 172002
 

I received a scrape from a clean, but damaged toy along one part of the inside of my anus. I hesitate to say ‘cut’ because the skin is so soft and the toy was not that sharp. It bled quite a bit at first, but quickly stopped. The next morning, I had a bowel movement and when I wiped there was another good amount of blood, but on the second wipe was almost non-existent. Is there anything I should do to help heal this scrape, or do I leave it alone and let it heal on its own?

–Scraped My Behind

Anything that you put in your ass should be clean and smooth, including toys, plugs, vibrators, and fingers. Some of the less expensive rubber toys have nasty seams which, like a jagged nail or torn cuticle, can do more damage than you think. So, throw away that damaged toy which should not have been in your ass in the first place.

Even when we take extra care, because the lining of the rectum is quite delicate, minute tears and scrapes can be common during anal play. Most are so small that they don’t bleed and people don’t experience discomfort from them. You obviously got a more significant scrape from the offending toy. The sight of blood usually scares people, but the first rule is: don’t panic. The ass, like the rest of the body, has a great ability to heal itself. Get plenty of rest, stay hydrated, take some vitamins, and your body should be able to do the rest. Obviously, lay off the anal play for about a week so you don’t aggravate the cut. If you find that it does not stop bleeding within 24 hours, the amount of blood increases, or you experience pain, then you should see a doctor at once.

May 162002
 


I recently read that someone made a dildo for anal penetration using pureed mashed potatoes stuffed into a condom which was tied at the end. I would like the instructions for such a device.

–Slick for Starch

Not only is this self-made dildo dangerous for anal play—since there is no flared base or string attached, and a condom isn’t very long, it can easily get lost in your ass—it doesn’t even sound like that much fun. Between the mess it will make putting it together (unless you’ve got some serious kitchen utensils) and the mushy texture it will have when it’s done, I am not very intrigued. Please splurge and buy yourself a dildo or butt plug at a sex toy store. Trust me, you’re worth it.

Apr 042002
 


My partner and I are in a permanent Dominant/submissive relationship, and have been experimenting with anal sex for over two years now. We both get a lot of pleasure out of it. He likes to have me wear a locking harness to keep a butt plug in place while we go out to dinner and a movie. The trouble is, after about an hour, I need to use the restroom and must remove it. What can I do prior to ‘harnessing up’ that will allow me to be able to wear the harness for a longer time? Should I change my diet prior to the excursion?

—Anal Slut in Texas

The amount of time you can wear a butt plug depends upon your personal bathroom schedule, and everyone’s particular time table varies greatly. It sounds like you’re an evening bathroom goer, and that you’ve got a pretty fast metabolism (because shortly after eating, you have to go to the bathroom). In order to prolong your butt plug wearing, I suggest that dinner time be moved. You could eat dinner, wait to have a bowel movement, then get locked in your harness for several hours. Or perhaps you can have an outing with the butt plug in your ass that doesn’t involve food, then, after the scene is over, treat yourself to a meal. If the outing must include dinner, than perhaps your Top should insist that you watch him eat, while you’re limited to water only (sorry to give him tips from my sadistic Top self, but you did ask). If you’re a good girl, maybe he’ll feed you after you’ve held that butt plug in long enough!

Mar 132002
 


My girlfriend has just turned 18 years old and loves anal sex, bondage, and water sports. How far can I go in her ass with a dildo and be safe? Once you pass the sphincter muscle, it seems like there is a lot of room. What dangers are there if I piss in her ass while fucking her? I have already pissed in her pussy while fucking her with no problems. How long does it take for chain marks to come off her ass?

—Kinky in NJ

Well, it sounds like you are one busy guy. You’re right that once you get inside the rectum, there is a lot of room; in fact, the rectum is longer than the vagina. You’ve got about 9 1/2-11 inches before you reach the colon, and most dildos aren’t any longer than that. Keep in mind that you should always use a dildo with a flared base to be safe; one without a base could potentially get lost in your girlfriend’s ass—please, no trips to the emergency room which could have been prevented!

As for pissing in her ass, there are a few issues to consider. You need a dependable erection in order to penetrate her ass, and once you’re super hard, you may not be able to pee; some men can’t stay that hard and let it flow. If your dick can stand up and piss, then you’ve got to consider the safe sex issues. As far as bodily fluids go, urine is nearly, but not completely, sterile. Peeing in your sweetheart’s butt is mostly safe for you unless you have any cuts or open sores on your cock. She may want to know that she can get chlamydia, gonorrhea Hepatitis B, cytomegalovirus (CMV), or genital herpes, if these viruses are present in your piss. Unfortunately, there is no research on the transmission of HIV through urine; however, we know that HIV can be present in urine or in urine that contains an amount of blood. If the two of you have been tested for all these diseases and are monogamous, then you should be all right. Remember that whatever you put in a rectum will be instantaneously absorbed into the bloodstream, so she may end up with an upset stomach. You might also consider peeing outside of her ass, which is even safer and still plenty of fun!

Oh, and those chain marks on her ass? Well, it depends on how hard you hit her, how heavy the chain is, how easily her skin bruises, and how quickly her skin heals from marks. I assume you mean metal chains, and if you are hitting her ass with them, be very careful not to hit the base of the spine or her sit bones. You want to concentrate on the fleshy areas only.

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?

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!

Jun 122001
 


I really want to be able to fist myself! I need your advice on how I can do it. I can fit four fingers up, but cannot get past the knuckles at the end of the fingers, therefore I cannot place my thumb in my ass, and so I can’t fist myself. Please help this poor guy, I am desperate!

—Fisting Aficionado

Is it my imagination or are my readers getting wilder and more adventurous since I started this column two years ago? That just puts a big ol’ grin on my face.

Let’s talk about anal fisting. You definitely want to have an enema before your anal fisting adventure so you can be completely cleaned out. Make sure you have an enema at least several hours before the actual fisting to give your body a chance to recover.

As with any form of extreme penetration, there is no such thing as too much lube when it comes to anal fisting. In fact, one of the tools I recommend is what I fondly call “the lube gun.” You can use either a stainless steel syringe or a disposable plastic one. Fill it with water-based lube, insert it, and shoot lube up your ass. This will lubricate the anal runway ahead of your hand, so you don’t have to re-lube as often. Because pulling your hand all the way out and re-lubing often breaks your momentum, and can make the rectum sore.

Just like you cannot have enough lube, you can also not have enough warm up. Be patient, and let your ass take its time to open up for something bigger. Use butt plugs or dildos which gradually increase in size; put one in and let it stay in to get your ass relaxed and ready for more. Getting past the knuckles is always the trickiest part. You need to be patient, respect the limits of your body, and go as slow as you need to.

I must say, I don’t know many folks who can fist themselves, but more power to you for getting as far as you have already, and, of course, for wanting even more! It seems to me that fisting yourself is all about body position and flexibility. You are ahead of the game if you’ve already gotten four fingers inside. You didn’t mention the position that you’ve been in, but I think that being on all fours or even squatting would work best.

Now, if you find that you just can’t make it happen, remember that there are some cool dildos on the market which are made to look just like a curled fist. You can find them in gay leather shops and catalogs usually. Having an “extra fist” means you can experiment with lots of different positions, and you aren’t limited by the size of your own hand. Please write back to me, and let me know if you finally do go all the way.