I am a 19-year-old college student and am seriously involved with my boyfriend who is a 20-year-old college student. We have even talked of getting married someday. Our relationship is very close and we talk about everything, and he is very wonderful and supportive. I feel very committed to him and would really like to have sex with him. We have tried twice, but it hasn't really worked out because my vagina is too tight. I am pretty sure the problem is just that it needs to be stretched more, because I have been to the gynecologist and don't have any infections. He says that he is okay with whatever we do and that he loves me no matter what, but I still feel guilty about not being able to go all the way. How do I get over this guilt? I will be leaving college for the summer soon and we will be separated for awhile and I want to make sure that our relationship is as solid as possible before I leave so we have the absolute best chances of surviving the summer!

I tried looking through all of the letters, and even tried searching, but I didn't see anything pertaining to this:

I've never had a blow job, but would like one...some day...:) I was wondering, if, when you peak, if it's acceptable to just let yourself cum inside the person's mouth? Should you give a warning? Should you attempt to restrain from it?

I realize this question may sound rather juvenile, but who else can I turn to?

My "best friend" of almost 4 years now has always been competitive, but it's never been something we've discussed. Every time I'm wearing something trendy or saying something new, she will do the same thing. When we used to run in aerobics class, she would constantly try to beat my scores. I confronted her about that, but she never seems to learn — she still copies me and competes with everything from grades to guys. If I address the problems I've had in the past, I will look stupid because usually I would be the type to bring it up, but my life was too hectic at the time. Should I really "waste" time talking to her about her competitiveness? Or, is there a way to hint at it or persuade her to do something original?

1) You have so much information and advice for those who want to start, maintain, or end a relationship; but then there are people like me. I have no desire to be in a relationship with anyone. I'm a full time student, I work two jobs, and I like hanging out with my friends and family when I do have spare time. I'm not interested in the feelings, emotions, and time it takes to be in a relationship. Basically, I'll have sex with anyone before I even think about holding their hand. Then afterwards, the guy will usually end up getting his feelings hurt because I don't want to date him. Is there anything strange or unhealthy about this??

2) I have a good guy friend, and we were talking about friends with benefits. We said how sometimes you want the relationship, but then sometimes not. Then we were talking about how if you want just the perks without the ties, then why not with someone you know and trust. I asked him if he was looking at someone in particular, and he said no, and he asked me and I said not really. The dilemma is that I want to go that step with him. I want to become friends with benefits. But I'm afraid that if I talk to him about it, he'll freak out and reject the idea and I'll lose a friend. I don't know if he would really react that way, but I'm just afraid. We both seem to be looking for the same things and I've been feeling like this for a while now... Should I talk to him about it or just forget about it?