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!

When my boyfriend and I began our sexual relationship, he insisted on using condoms. I gratefully agreed because I felt it then wouldn't be necessary for me to tell him about my STD — herpes. Now, two months later he's decided that he "trusts" me enough to stop using the condoms. I don't see any way I can keep the relationship, even if he can handle the STD part, if I tell him I've been lying over the past two months. Do you have any advice? I don't want to lose him, but I don't want to be responsible for giving him any diseases either.

I have recently started seeing this man who I think is adorable and things are going really well. My last relationship was a three year nightmare that ended a long time before I finally broke it off. Everyone keeps saying to follow the rules and take it slow and to be careful because I am on the rebound and it is too soon to get involved. How can I know if what I am feeling is right and if I should just go with the flow? I am still feeling so new at all this stuff and I am often very scared to get hurt again. Please give me some of your expert advice!

My girlfriend and I have been going out for more than two years now. I am a first-year student (18 years old) and she is 17. We haven't had sex yet, but during the last year and a half we tried pretty much everything there is besides it. I really feel this is the right time, but when I try to talk to her about it, all she says is that she is afraid. She says it is not that she does not believe in losing virginity before marriage, she is just afraid. I don't want to pressure her, but I just feel that maybe I am not the right person for her or something. What should I do? Thanks.