We Really Liked Anal Sex, But Should We Do It Again?

My boyfriend and I, both 18, are very comfortable with each other. We took things slow, somewhat due to my discomfort in the religious section and partly to make it more genuine. Skip forward a bit and we are delving into the world of sexual activity. I want to steer clear of PIV sex for pregnancy reasons and virginity reasons....

I'm a guy interested in receptive anal sex: does that mean I'm gay?

I'm a 16 year old boy, and for as long as I can remember I have been attracted to girls and yet rarely able to feel comfortable around them and get to know them. I've always been a nice person (the friendly guy) but without that many actual close friends who are girls. Recently I've noticed I am turned on (and everything that follows that) with the thought of receiving anal....

Three on Getting to the Bottom of Things

So my boyfriend of 9 months was asking me about anal sex. We only ever done oral sex, so when he brought up anal I was a little scared. We both decided to at least see if it could work. We were at his house and I got on my knees and he slowly went in. At first if hurt then it didn't. All in all we only did this for about 7 seconds then we stopped....

Blaming the Wrong Butthole

I used to be able to have anal sex with my boyfriend. We're in college, we've been together for over three years and have been having anal for the entire time. I never enjoyed it at all, it always also hurt but I let him do it because he liked it. Ever since last summer, I haven't been able to allow him to do it. It just hurts so much more than it used to!...

Let's Get Metaphysical: The Etiquette of Entry

From both our personal experiences of our own varied sex lives, and in our work in sexuality with many other people, it seems pretty clear that really letting someone into an internal space in your body, or going into someone else's insides -- which we know might sound a little gross, but that is what's going on with this stuff -- is a fairly big deal for many people. So, what might make sexual entry different from other sexual activities?

Yo, Doctors: Pelvic Exams Shouldn’t Be Quickies

My experience with sex-negativity and ignorance in the medical world. Adventures in having an ovarian cyst, coming out in the ER, enduring bad gynecological exams, healing my relationship with my anus and finally finding a good doctor.

Will hell freeze over before I reach orgasm?

Hello, I have browsed your web page and didn't exactly find what I was looking for so I am wondering if you could answer my question. Yes, it is orgasm related. You see I have been sexually active for a long time. I am 17 and I have been with my boyfriend for two and a half years. He was a virgin when he met me but I wasn't. The problem with me is: I have never had an orgasm....