Why was my first time so painful?

1) I have never had sex, but I have tried now twice with my boyfriend, and it has been incredibly painful. It felt like there was a barrier inside me, and the second time I bled. I feel like I am relaxed, and my boyfriend is very gentle and slow, but it still really hurts — more than I think it should. I am able to use tampons — I'm not that small — but I don't know what the problem is. Is it supposed to hurt this much? Could there be something wrong?

2) I'm a virgin, and the first time my boyfriend inserted his fingers in my vagina, it hurt a lot, and I got sore down there. I didn't reach an orgasm, but faked it so he would stop. I didn't enjoy it at all and I was wondering... is this going to happen when I have sex? Is it going to be as disappointing?


Why is my boyfriend modifying his penis?

My boyfriend went down to the Village last night and came back with a pierced cock and I am completely grossed out by this. Moreover, he wants to have sex with it on, but it is of the type that would definitely scratch my insides up. What should I do? Also, he's thinking about getting his cock sliced into two parts. Alice, he's freaking out on me. I'm scared for him.


Does equal opportunity porn exist?

This might sound a little strange. My girlfriend and I (I am male) have thought about watching porn together as a sexual experience (we already read X-rated prose in bed). While I have actually never seen any of these movies, I know that they are predominantly aimed at heterosexual males. I would like to find something that is not demeaning toward women, so that we can be equally aroused. Any suggestions?


How to navigate relationship with gay roommate?

When I came to Columbia, my roommate and I got along really well. We still do. However, three weeks into the year, I learned that he is gay. I have no problems with this, I'd like to think that I'm open-minded — but can you give me some advice on how to handle this relationship?


Can I still sleep over now that my girlfriend has a roommate?

I have a problem. The problem is my new roommate. We didn't know that he was gay when we asked him to be our roommate because he went out with girls before he moved in. After a month of living with us he started going to gay night at the local clubs and then found this guy. It is a week later and when my other roommate came home from seeing his girlfriend he found condoms all over the place. He didn't even clean up his mess! What should we do? We still have to live with him for another year.