Jun 072002
 

My girlfriend and I have been having anal sex for about four or five months. In fact, the first time I penetrated her was anally. After that, it’s been a once-in-a-while ritual where I get to have the pleasure of making love to her sexy ass. I enjoy it very much and she doesn’t mind letting me have my way, even though she says she receives little to no pleasure from it. We use plenty of lube and always warm up with shallow and slow penetration, deep breathing and lots of communication. We now do it now once every three weeks to a month, which is kind of my problem. I’d like to do it more often, but not too much.

I have two questions for you: How much anal sex do you think is healthy for a couple that wants to have a nice balance between the three major forms of sex (oral, vaginal and anal)? What kind of ways can I pleasure her when I do her in the ass? How can I make her come from anal sex?

–Booty Lover

There is no mathematical equation to determine “a nice balance,” nor is there any common recommendation about how much of one kind of sex a healthy couple should have. Sexuality and our particular practices are extremely unique to the individuals involved, and therefore so are our preferences and how often or little we indulge in them. I say if both you and your wife are content with how much sex you’re having, and the kinds of sex you’re having, then why mess with a good thing?

But it does sound like you’d like to add more anal sex to the menu, and your second question is the key to getting there. Because if you start to give her tremendous pleasure while you’re fucking her in the ass, then chances are she’ll want to do it more often. There are a number of ways to get a woman off while you’re fucking her ass. You can play with her clit while you penetrate her, or if the position you’re in makes that too difficult, encourage her to jerk herself off or even use a small vibrator. Clitoral stimulation combined with anal penetration is one of the ways some women can orgasm. If she likes double penetration, try putting a few fingers in her pussy or a slim dildo while you’re in her ass; this often increases the sensations in both places. Experiment with different positions in order to find her G-spot. Many women experience indirect G-spot stimulation through anal sex. You want to angle fingers, toys, or your cock toward the front of her body to find and stimulate the spot. Also, ask her what she’d like to do to make it feel not just better, but fantastic. Together, you can discover what will turn you both on.

Feb 232001
 


My boyfriend and I have been exploring anal sex together, and it’s been really great. We have come together, and it is totally awesome. A couple of times, I have come before him, and my insides feel as though he is doing damage. If I come before my husband does during anal, why is it that it hurts for him to continue thrusting to his climax? It is really a mood breaker for us both, especially if he hasn’t come yet. It’s like I want his cock out of me right that very minute. What can I do (besides not coming) to maintain the comfort and pleasure waiting for him to shoot his load?

—Early Cummer

I get so many letters about people being shy or scared about anal sex or having trouble making it work. Every woman should be so lucky to have your problem!

One explanation for this feeling is that your ass, like your pussy, has contractions during orgasm. After you climax, all the blood that rushed to your genital area disperses, and your ass returns to its non-aroused state (which doesn’t want a cock inside it).

Well, I’ve have first-hand experience with your particular dilemma; I too sometimes come first and find it difficult to go on. So, what can you do about it? Well, you already identified one option, which is to delay your orgasm until after his climax. That way, you extend your pleasure for even longer, and don’t have any discomfort. But, you indicated that you want another strategy. Well, one thing to consider is, after you come, have him slow down his movement or even stop thrusting, but still stay in your ass. Take a few minutes to recover from your mind-blowing orgasm, then concentrate on relaxing your ass and taking lots of deep breaths. Keep your mind on the pleasure and not on the fear that he might be “doing damage,” which will definitely help you relax. To extend your arousal, play with your pussy and clit, and have him slowly resume his in-and-out. Continue to breath deeply, work your clit, and relax your ass. As he pumps your ass, talk to him and let him know how it feels. Hopefully, you can have a second orgasm in the process!

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.