Jul 182000
 


I would really like to have my wife perform anal pleasure on my ass but she doesn’t seem to be very into it. She enjoys receiving anal sex, and I have mentioned in the past what I would like her to do, but I can tell she’s a little weirded out by my request. Any suggestions?

—D.D.

Congratulations on coming out of the backdoor closet! I think it is especially revolutionary for straight men to admit their desire to be the receivers of anal pleasure. You join plenty of men who want to get done in the ass, and I promise you that once you’ve had your prostate gland stimulated, you’ll never be the same again! For men, it’s a chance to be penetrated, to give your body over to a woman in a new way. Seriously, I think every man should be fucked in the ass at least once in their life, and I am so glad you are ready to try it. I truly believe that getting fucked in the ass is one of the greatest gifts you can give a woman and yourself.

Now, on to your wife. I am not sure exactly why she is “weirded out” by your request. I can tell you that she doesn’t know what she is missing. Giving men anal pleasure gives women an opportunity to be the aggressor or the penetrator for the first time. Your wife has the chance to experience her sexual power as a woman and a giver of pleasure in a wholly unique way. Have you asked her directly why she might be hesitant to do it? Many people can buy into the myth that if men want to be fucked in the ass, then they are really gay. This is ridiculous, of course. Because anal sex is falsely linked with gay men and gay sex, there is a myth that if men want anal sex, then they must be gay. In most cases, men who identify as heterosexual and desire giving and/or receiving anal sex with women are not repressing homosexual desires or tendencies. Their desire for a particular sexual activity does not rely on or “cancel out” their sexual preference in a partner. According to research, more gay men regularly practice fellatio than anal sex, and as my friend Audrey says, “How come no one ever asks: if a straight guy likes blow jobs, does that mean he’s really gay?” Your wife may be a victim of this stereotype, and you need to assure her that you love her, are attracted to her, and want her to do you in the ass.

Different men also want to be fucked in different ways. Some want to be submissive as part of an SM scene, and giving up your ass can be an ecstatic way to submit. Men have lots of issues to get over when it comes to being penetrated (feeling passive, receptive, plus homophobia), so sometimes being “forced” to do it by a Mistress or dominant woman helps them take that leap. These are specific to SM, and may or may not apply to you. Either way, men don’t necessarily have to be bottoms to be fucked in the ass. I have personally fucked plenty of tops in the ass without flipping them — it’s all in the way you play it.

There are a few superb resources that I recommend you and your wife check out. They will help to open up a dialogue about this subject, and will also give you great information, tips, and techniques for doing the deed. The book, The Ultimate Guide to Strap-on Sex by Karlyn Lotney is informative and very useful. There are two videos: Bend Over Boyfriend is heavy on super instruction and stars real life couples. Bend Over Boyfriend 2: Less Talkin’, More Rockin’ has a title that says it all. Both are produced by S.I.R. Video.

Mar 081999
 

I have just started working as a professional dominatrix, and some of my clients (men) want me to fuck them in the ass with a strap-on. Any advice for a novice in that area?

–Mistress Scarlett, Minneapolis, MN

I am so glad you brought this subject up! I just went to a play party at a small dungeon, and watched an amazing anal scene. A tall, gorgeous dom with fiery red hair and thigh-high PVC boots had her sub on his knees sucking her strap-on cock with his hands tied behind his back. He was a little wisp of a thing, but boy could he fit that big cock in his mouth. After he serviced her, she put him on a bondage table on his back, and basically tied his knees to his chest with some beautiful rope work (red, of course). When she snapped on a latex glove, you could see his eyes get big and glassy. She started working her fingers in his ass, and he squirmed and moaned, but couldn’t go anywhere. She came to the edge of the table and started teasing him with her greased-up cock. He went nuts. Finally, she gave it to him, all eight inches, and he was in heaven.

Now for my advice:

There are so many men out there who enjoy having their assholes stimulated, played with, licked, and penetrated. And, according to lots of men I’ve talked to who are into power play, they especially love to be anally penetrated as part of being dominated, disciplined, even punished or humiliated. In addition to all the nerve endings in the anal area, men have a pleasure spot that’s just too good to overlook — the prostate gland. You can stimulate the prostate with your finger or a dildo.

First, you want to choose a harness that fits you well — the snugger and more secure the better; there are many different kinds (usually made of nylon or leather), and you should definitely try them on in a sex toy store if possible to see which works best for you. For beginning anal players, I would recommend a smaller dildo to start out, but of course, you should find what works best for you and your clients.

As the one doing the penetration, you should also experiment with different positions. I know that the first few times I fucked someone in the ass with a strap-on, I had the person in traditional doggie-style position for several reasons: 1) doggie style gives you a clear view of the butthole, so you can see what the hell you’re doing 2) the position allows for a good angle of penetration, towards the prostate in men (and towards the G-spot in women); and 3) it’s an easy angle to get your balance, establish a rhythm, and get some good thrusting going. So, you may want to start out that way, but you can also try missionary (usually with legs over the shoulders) or man-on-top. Although, as a dominant, I would say that putting him in a position with his ass in the air and head down is probably the best way to go, both practically and for its obvious submissive possibilities.

Anal penetration requires patience, practice and lube, lots of lube. Make sure your bottom is warmed up with lots of teasing. When you start out, you want to go slow and let the butt get used to having something inside it. Always work your way up, adding more lube as you go. When he’s finally read for that big silicone dick, be gentle at first; the more you go easy in the beginning, the more his ass will open up and trust you later on when you really want to ram the guy!

For more on this subject, definitely check out the fabulous video series: Bend Over Boyfriend (Fatale Video) and Bend Over Boyfriend 2: Less Talkin’, More Rockin’ (S.I.R. Productions). There is also a good book called The Strap On Book (Greenery Press) and another called The Ultimate Guide to Dildo and Harness Sex (Cleis Press).