Mar 302005
 

My boyfriend and I recently discovered the pleasure of penis pumping, and I’m thinking of getting a vaginal pump. But lately I have been using my guy’s penis pump on my asshole, and I love the sensation and the feeling. I was wondering if you have ever done this, and if it is a safe practice?

–Pumped Up

Many men and women have discovered the joys of pumping. For readers who may not know about it, a penis pump works like this: your cock goes inside a hard plastic cylinder which either has a built-in pump or an external one. As you pump, air is sucked out of the cylinder, and the vacuum-like suction sends blood rushing to the cock. This helps the cock become erect, enhances an erection by giving it a bigger appearance (temporarily), and creates a sucking sensation which many men love. Women can use the same pumping mechanism with the nipple attachment (a much smaller cylinder), which works great on the clitoris. There are also pussy pumps on the market made especially for women. The same principles apply: blood rushes to the clit, making is more swollen (and often more sensitive) than usual. I’ve pumped my own clit, and find that not only is it hot to see my clit all fat and thick, but clitoral stimulation is a lot more intense after I’ve pumped.

I’ve never used a pump on my butthole. The puckered skin of the asshole is sensitive tissue that’s incredibly rich in nerve endings and gets engorged when you’re aroused much like the rest of our genitals. So, it makes sense that when you apply suction to it, blood rushes to the area and creates a pleasurable sensation. Similar cautions for all pumping apply: use a little lube inside the cylinder for a comfortable, easier fit; be careful not to pinch the delicate skin when inserting it into the cylinder; do not over-pump or leave the cylinder on for too long.

Mar 102005
 

My husband and I routinely do anal play together, and he is tempted to try pouring alcohol into my ass, like wine or vodka. Is it possible to get drunk by ingesting alcohol through one’s ass? Are there any implications from putting alcohol in one’s ass?

–Drunken Asswoman

Not only is it possible to get drunk by having any kind of alcoholic beverage poured into your ass, it’s inevitable. When you drink a glass of wine or vodka, it has the benefit of passing through your stomach and liver, where it’s broken down by enzymes before entering the bloodstream. However, because of the absorptive capacity of the rectum and colon, when you absorb alcohol through your ass, it goes directly into your bloodstream. This means that a much smaller amount will make you very drunk. It’s very dangerous to ingest alcohol the way you describe (essentially via an alcohol enema) and could even result in alcohol poisoning. If you want to drink, do it with your mouth. If you want an enema, use plain warm water.

Feb 272005
 

I love anal sex — much more than vaginal. I love the pressure just before the head pops in and that little ache as it does. What I am having problems with is that everything that goes in my ass seems too long. It feels almost like the dick or the toy is hitting something inside of me, and it hurts. I have a friend I play with and we do a lot of BDSM scenes, especially rape scenes and punishment-type scenes. He would like to see just how much my butt can take, and I do love the width of everything, especially the next day. Can you help me with the length problem?

–Woodstock Girl

Unlike the vagina, the rectum is not a straight tube. It has a gentle curve, first tipping forward toward the front of the body, then away, then forward again. Everyone’s curves are different, and some are more pronounced than others. As a result, if you stick anything straight inside the rectum, you can wind up hitting the rectal wall, which is not a good feeling for anyone. It sounds like that may be the sensation you described. Have your partner experiment with different positions and angles when he fucks you in the ass, and see if there’s one that allows for penetration without the pain. Toys made of flexible materials are more comfortable and bend easier with your curves; if a toy itself is curved, the curve should be aimed toward the front of the body. All that said, you can also have a short rectum. Since you get pleasure from wide toys, I say invest is some short but wide dildos or butt plugs — go with what works!

Feb 182005
 

Do you recommend using inflatable dildos to stretch the rectum?

–Ready to Blow Up

I don’t recommend anything to literally stretch the rectum. Toys are a great tool to teach the ass to relax and open up, to get it accustomed to being penetrated, and to warm up for more. It’s not stretching as much as it’s expanding, since the rectum has the ability expand when a person is turned on and relaxed. Inflatable dildos and butt plugs are a fun toy to play with, and they are also a great way to gradually increase the width of a toy you can take in your ass without investing in a new one. Make sure you inflate the toy before you put it in your ass to measure its limit, then you can gradually work your way up from one pump to several pumps!

Feb 052005
 

I’m a 21 year old male anal sex lover. First off, I’d like to say that I respect your work a lot. It’s awesome that a woman like you does so much work to turn women on to accepting anal pleasure. With that said, here’s my dilemma. My girlfriend loves anal pleasure, but cannot handle it. When I finger her asshole, and or touch her pussy at all, she says it’s too much. She has to stop me because she says it feels too good, and that she can’t handle it. It is because of this we have never gotten past the two-finger mark. But she wants to have my cock in her ass, and, of course, so do I! I just recently ordered her some new toys, but my question is how can I get my girlfriend to relax? We think we have tried everything short of drugs, which we don’t want to try. How can I get my girlfriend to give in to the pleasure and loosen up? We both really want to get my cock into her ass without hurting her!

–Fellow Anal Lover

The ass is an incredibly sensitive erogenous zone, so it’s not surprising that some women can find anal stimulation or penetration too intense. Believe it or not, the more aroused your girlfriend gets, the more stimulation she’ll be able to take; blood will rush to her genitals and the entire area will get swollen and be more receptive to pleasure. Try to bring her close to orgasm before you play with her ass, and see if she responds any differently. If anal play still feels overwhelming to her, than you may want to investigate the situation further. Sometimes when a person is super-sensitive during sex, there may be an emotional component at work. One more tip: there are a few steps between the two-finger mark and your cock. One of the most common mistakes people make is that they rush penetration which leads to discomfort or pain. If you make it to a pleasurable two fingers, try adding a well-lubed third or try a small butt plug or dildo. When that feels great — and not before — you can consider your cock.

Jan 172005
 

My wife seems to like the “naughtiness” of receiving my dick up her ass, but I don’t think she really likes it. We haven’t done it that much, but when we do, when I get it in there, she makes her sexy groan like when she’s going to come from a good licking. Part of the problem may be that we haven’t used much lube except her cunt juice. I don’t know if I really want to ask her if she wants to have it or not because she may say no and I don’t want to go there. Any advice on getting her more into it? We’ve talked about it outside of the bedroom, and she says she does it because she knows it turns me on and she likes to submit to my power over her. She’s very much in tune to her body and loves trying new things. Any suggestions?

–I’m In There, But Is She Into It?

Where do I begin? I’m disappointed to hear you have not been using any lube except cunt juice. Lube is a must for comfortable anal penetration, and no matter how juicy a cunt is, its fluids just won’t cut it. So, my first piece of advice is to get your hands on some lube and use plenty of it. You’ll be amazed at how much better it will feel for your wife.

From the information you provided — both about your conversations with your wife about her submissive desires and her response when you fuck her in the ass — it sounds like your wife does indeed enjoy your backdoor adventures. But the fact that you have avoided asking her directly because you “don’t want to go there” is a problem. Honest, ongoing communication is critical to any relationship and opening up a dialogue about anal sex with your partner can only be a good thing. You’ll get the answer to the question directly from her, and, if all goes well, maybe she’ll elaborate on some of those naughty, submissive fantasies of hers.

Jan 132005
 

I am a newcomer to analingus, and I’ve only performed it on my girlfriend a few of times. Every time I do, my mouth gets extremely dry. Why is that?

–Ass-eating Cotton Mouth

As an avid ass-eater myself, I’ve never run into the problem you describe. But that doesn’t mean it’s not possible. There is nothing inherent to rimming that leads to a dry mouth, but there are a few possible explanations for your condition. As you lick your lover’s butthole and spread your saliva around, you may be sharing more spit than your mouth is producing, leading to an imbalance. You may also be dehydrated, which is easily rectified by drinking plenty of fluids before you dive back in. If it’s still uncomfortable, then I suggest you rub a small amount of lube (either a flavored one or one with a taste you don’t mind) on her pucker before you kiss it. Your dry mouth is most likely unrelated to your asslicking altogether: many medications can cause dehydrated mouth, as can common substances like tobacco, alcohol, and caffeine. If this parched condition persists, you should see your doctor.

Dec 152004
 

I started doing anal play about ten years ago. It was somewhat uncomfortable, but I persisted. Well, my persistence paid off. I am now able to take a dildo about 10 inches long and about 7.5 inches in circumference. I thoroughly enjoy it, but I have a question about how deep you can go. I tried inserting it to about 12 inches, and I got it worked in, but after about five minutes, I removed it, and there was blood. It shook me up big time. It stopped immediately, but I didn’t insert anything for week for fear of starting something I couldn’t stop. I felt no pain and it felt good. Is the blood a big deal?

–Size Queen

Since the rectum is quite delicate and covered by mucous membrane, even the gentlest of penetration with the smallest of toys can cause a small tear and a little bit of blood. It’s usually not cause for concern as long as the amount of blood is small and there’s no serious pain or discomfort. However, in your case, you’re using very long, thick toys for penetration that give you more of a chance of causing an abrasion or tear; you must realize that a twelve-inch dildo or one that is nearly eight inches thick is huge and not common. When you penetrate your ass with something longer than about ten inches, you move beyond the rectum into the sigmoid colon, which is made up of fragile tissues. Technically, anything bigger than 10 inches could perforate this, especially if it’s inflexible. Plus, an extremely thick dildo can stress the rectal lining. My advice is that at the first sign of blood, you should stop immediately and give your ass a few days to recover. If these big dildos continue to make you bleed, then I suggest you select smaller ones.

Nov 202004
 

I’m a guy, I like women, and I’ve never been attracted in any way to men. I want to try anal sex (with me on the receiving end) with dildos and even a strap-on. Does this action means I am gay? I have heard that men can have orgasms by prostate manipulation. How would my wife be able to do this to me? Is there a specific method or do I just hope that she does it right?

–Wanting But Wondering

The idea that men who like getting it up the butt are gay is absolutely a myth, one fueled by our society’s homophobia and misconceptions about anal pleasure. Plenty of heterosexual men enjoy receiving anal pleasure, whether with tongues, fingers, or toys. As I’ve said before, anal sex can be an incredibly powerful experience, but it’s not powerful enough to change your sexual orientation! I think that men who enjoy strap-on action especially have anxiety because of the implication that they are getting fucked by a cock, whether it’s silicone or not. The truth is that it feels good, and when you turn around, you want a woman on the other end of that cock.

Men can definitely have orgasms through anal penetration. The prostate gland is about an inch to an inch and a half inside the rectum on the front wall. So, if your wife slips her finger inside and heads toward the front of your body, she’ll find an area (about the size of a walnut) that feels differently textured than the rest of the rectal wall. She should gently rub the spot as you give her feedback about how it feels. Every guy is different, so your communication is critical to helping her stimulate you in exactly the way you want. As you get more aroused, the prostate will swell and become more sensitive. For prostate stimulation with a dildo (whether strapped on or in her hand), select a curved toy and make sure the curve is always toward the front of your body. Some guys like to have their cocks and balls played with, others want anal play alone — that’s something for the two of you to experiment with.

Nov 122004
 

My wife and I have indulged in anal sex as occasional fun. Since becoming pregnant, she has had some vaginal soreness which has lead to an increase in anal play which I really love. My wife has admitted she really likes analingus and sometimes orgasms during anal penetration. My fear is that once she gives birth, anal sex will return to being only an occasional thing again. How can I persuade or convince my wife to let the good times roll?

–An Anal Lover

If your telling of the situation is accurate, it sounds like your anal play hasn’t just served as a “substitute” for vaginal penetration, but that your wife is having a pretty good time (orgasms being a clear indicator of a good time). I suggest you talk to your wife about exactly what she likes about anal, in addition to analingus, and keep doing more of it. The better time she has during your anal explorations now, the more likely she is to continue wanting you to fuck her in the ass post-pregnancy.