Jan 032003
 

My girlfriend and I just started having anal sex; thanks for your wonderful web site and all your great advice. I was wondering, would a fairly good amount of semen in the rectum do anything bad? Or would you recommend against it?

–Avid Analist

Lots of people ask about having unprotected anal sex, and if ejaculation in the ass is harmful in any way, and the answer, like those to many questions is: it depends. If you have anal intercourse without a condom, both partners can be at risk of contracting HIV, chlamydia, gonorrhea, syphilis, herpes, genital warts, and hepatitis. The risks increase for your partner if you ejaculate, since semen has a high concentration of HIV and many of the STDs mentioned. If you and your partner tested negative for all these diseases and are monogamous, then having anal sex without a condom and coming in her ass is safe. Since you described your load as “a fairly good amount of semen,” I’ll remind you that what goes in must come out, so the semen may dribble out of her ass (along with all the lube you put in there), but a quick trip to the bathroom should take care of that!

Nov 152002
 

I have had some discomfort since I allowed my girlfriend to insert her fingers inside my ass. I am afraid she might have scratched me. Is this situation dangerous? What treatment can I use to heal if I am scratched?

–Ass Scratch

Since you didn’t specify if the suspected scratch is external or internal, I will give you advice about both. If the scratch is on the outside, you should take extra care to make sure it stays clean in the next week; look at the local drugstore for personal hygeine cloths which contain soothing ingredients like witch hazel. If you believe there is a scratch or minor cut inside your rectum, your body should heal itself, and you should be free of all discomfort within about a week. If you continue to experience pain or if you are bleeding after a few days, then go see a physician.

Let me give you some tips for the future about how to protect yourself without sacrificing your sex life. Whether she has real or fake nails, no matter what the length, your girlfriend should definitely wear gloves when she fucks you in the ass. Latex or non-latex gloves alone are fine for short nails or even when you are just not so sure about rough edges, torn cuticles, or other things which could cause a tear. But for anything longer than very short nails, she can stuff half a cotton ball in each of the finger tips of the glove or wrap her nails in gauze before she slips into a glove. This will protect her nails and, very importantly, your ass from any future mishaps.

Jul 242002
 

My boyfriend and I have just started having anal sex and I really love it. But recently we went from ass to pussy for the first time and now I’m feeling a lot of discomfort in my pussy. I just read one of your answers to a letter about that and you said that it wasn’t a good idea in case of infection. Now that I’ve already done the mistake is there anything that you recommend in order to soothe the discomfort in my pussy? Any over the counter drugs or natural remedies?

–Did A Boo Boo

By the time you read this letter, I am sure my advice will be a little late; however, I think many women may have similar experiences of accidental ass to pussy penetration, so it’s worth addressing. Going directly from ass to pussy is never a good idea because there is bacteria that lives in your rectum that, when introduced into your pussy, will more often than not cause a problem. It may result in a yeast overgrowth or imbalance, a urinary tract infection, or a vaginal infection like Gardinerella.

Immediately after sex, I would take the following steps. Pee, even if you don’t feel like you have to, in order to flush out any bacteria which may have gotten lodged in your urethra. Drink lots of water to also help flush bacteria and other toxins from the body. Shower and wash your genitals with castile soap in order to clean out what you can. I recommend castile soap rather than anti-bacterial soap or other bath soaps because the latter types can often encourage the growth of bacteria and yeast. You may consider douching, but that’s not a good idea. While douching can rinse the pussy, it can also push some bacteria further back into the vagina, where it can breed. These may lessen the chances of a problem, but I don’t recommend that any woman attempt to self-diagnose a vaginal infection.

To soothe the discomfort, you can purchase external creams or soothing wipes with witch hazel at any drug store. If you exhibit any symptoms, though, including itching, burning, redness, irritation, abnormal discharge, or pain, you should see your gynecologist as soon as possible.

Jun 142002
 

I recently started dating, well, fucking, somebody I’ve known for close to a year. She has been without a sexual partner for a long time, but she’s a serious hypochondriac about STDs; she was tested for everything twice in April, and once last month. She gets depo shots, so we fuck without condoms (don’t worry, we do use lube). So, how come I get a strange rash on my glans and foreskin, usually lasting for a day or two, when I fuck her in the ass? It doesn’t hurt and it basically just makes the regular bumps and pores looks bigger and red. There’s no funky smell or discharge either. I’ve studied the symptoms of about every friggin’ STD more than this girl has, plus I’ve been tested more than she has. It doesn’t look like any STD I’ve heard of.

–Rash From Her Ass

I know you think your lover is a hypochondriac, but I applaud both of you for getting tested often because most people do not. And it also sounds like you know a lot about STDs, which makes you more educated than the average fella on that subject. I have a few theories about the rash on your cock. My first one is that you may be having an allergic reaction to the lube you are using. Most lubes, whether water-based or silicone-based have similar ingredients, but they are not all the same. Personally, I got a red, itchy pussy from one particular brand of lube that I was trying out for the first time. I never used it again, and I haven’t had the symptoms again. So, try using a different brand of lube and see if that changes anything. You could also go to your doctor when you’re having symptoms to get a full examination and see what he or she has to say. It sounds like you know a lot about STDs, but it’s always better to be safe than sorry.

Apr 182002
 


I’m a professional dominatrix, and have several clients into forced feminization and anal play.
 Some of them have requested that I insert tampons into their (anal) “pussies.” Can this be done safely? I know that there is a risk of toxic shock syndrome when tampons are used vaginally, and I am wondering if it can happen in the ass as well.

–Mistress Mean

Toxic Shock Syndrome is a blood-borne bacterial infection caused by the bacteria Staphylococcus. We most commonly hear about it in relation to using tampons, and symptoms can include fever, chills, vomiting, sore throat, headache and more serious conditions. It is treated with intravenous antibiotics to prevent shock and kidney failure. TSS colonizes skin and mucous membranes, and the rectum is a mucous membrane; however, I had a difficult time locating any documented cases of TSS through the use of tampons anally. Since tampons are used to absorb moisture, it could be uncomfortable and dehydrating at the very least.

I have an easy solution for you. In fact, it’s for anyone who has a client lover who wants something in his or her ass which you know is either unsafe or potentially dangerous (other examples include glass bottles, candles, baseball bats, just to name a few). Find a sex toy with a similar size and feel to the desired (but unadvisable) object. Blindfold your bottom before inserting the toy in his or her ass, and make sure to talk about whatever the fantasized thing is in great detail. If you’re a good Top, you can convince a submissive of almost anything.

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.

Jan 172002
 


I’m 36 years old and quite sexually experienced. A few months ago, I met a woman I really like. She is quite inexperienced, but has a hell of an imagination, so it’s working out quite fine. Once, she got really hot for a pair of my shoes. I have lots of shoes, and cannot help buying more. I think she has a shoe fetish because she found a pair of very pointed stilettos of mine, and asked me if I would kick her in the butt with them. I didn’t mind at all, it was great fun actually. How often have you had the urge to give someone a kick in the ass?

But in the heat of the moment, I ended up doing more than kicking her. With some liberal helpings of KY Jelly, she ended up with the best part of my right shoe very deep in her ass. The shoe we used is very long, slim, and pointed, and I am only a size 5 1/2. I was pumping the toe in and out of her in all kinds of positions. By the end, she was riding my shoe, squatting down over my upturned toe. Humping up and down, it went in pretty deep, and she enjoyed it tremendously. She will for sure talk me into fucking her again in the butt with my shoes again, I just know it. She is not interested in being penetrated by the stiletto heel, and I wouldn’t do that anyway because it’s way too sharp. Is there any danger in this kind of anal play? Should I use a condom on the toe of the shoe next time?

—A Kick in The Ass

Usually, I advise people not to use ordinary objects (such as candles, kitchen utensils, wine bottles, or other household items) as sex toys. Because they were designed for other purposes, they can be less than ideal or downright dangerous to put in your own or someone else’s ass. That said, your description of shoe sex was so entertaining and hot that I don’t want to tell you to stop! You’re smart not to try the other end of the shoe, the sharp, pointy heel, because that could definitely cause some damage.

As far as safety goes, you have two options: you can designate one pair of shoes as your butt sex shoes; don’t wear them out, use them only on your girlfriend, and wash them in hot water and antibacterial soap; or if you want to wear the shoes outside the house or use them on different people, then you definitely need to use an extra large condom on the shoe each and every time. As long as the toe of the shoe is smooth (please no bows or buckles!), it should be fine; plus, it definitely can’t get lost in her as long as it’s on my foot. As they say, if the shoe fits…

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.

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?

May 192001
 


Help! Though the internet and your column have proved immeasurably helpful in providing the basic foundation of necessary information needed to explore my outrageously kinky side, I am having a difficult time with one specific area of interest. What are the health risks of pissing in someone’s ass? I have read wonderfully exciting accounts (fictional I’m sure) of this activity and cannot wait to explore it myself. But, I am also aware of the problems that can arise from not being well informed. Please, any help, advice, or referrals you can offer would be greatly appreciated. I promise to share the information with as many people as I can find to ensure that your words of wisdom have maximum benefit amongst the ass master population.

—Ass Master Who Likes Golden Showers

Thanks for sharing a common fantasy I hear about a lot. The first issue you’ve got to tackle is this: can you actually accomplish the act of peeing in someone’s ass? Lots of men find that when they have a rock-solid erection (which makes anal penetration much easier), they can’t piss. They need to soften up a bit so they can release their golden nectar. But depending on your cock, letting your hard-on go down a little may prevent you from penetrating your partner’s ass.

Once you’ve addressed that dilemma, now I can answer your questions about the potential risks. Contrary to popular belief, urine isn’t sterile, but it is very clean as far as bodily fluids go, even cleaner than spit. Peeing on someone or in someone’s ass is pretty low risk for the pisser, unless he has any cuts or open wounds on his cock. For the pissee, being peed on or in can be safe, with a few very big 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 and can be transmitted through the mucous membrane of the rectum or through any microscopic tears in the anal canal or rectum. There is no research (unfortunately) on HIV being transmitted through urine; however, it is possible for the virus to be present in urine, especially if there is blood in the urine.

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.

If you aren’t sure about your partner’s sexual history or STD and HIV status or your partner isn’t comfortable with getting your urine in her ass, you may want to consider some alternatives. You could pull out and pee on the outside of her body; there are still risks, but they are relatively low if she has no unbroken skin in the area. Be safe and have fun!