I cannot insert anything into my vagina. What should I do?

I am 20 years old and I cannot insert anything into my vagina, not even a tampon. After a month of practice, I have managed to be able to insert a finger about halfway into my vaginal canal. After that I freak out because it's uncomfortable and I pull out very quickly, which hurts a bit....

Quick Hits: Yet More Kinds of No

I was wondering, can a doctor tell if you've masturbated? And in the case they can, is it possible to mistake it for being sexually active? I'm asking because I have a lot of health problems and I have to see an OB/GYN soon, which means that there's a chance the doctor will check to see if my vagina looks right....

Lube 101: A Slick Little Primer

Meet our good friend, Lube. It can't create world peace, but it can make some kinds of sex more comfortable, masturbation or other sex you already enjoy even better, help prevent condoms from breaking and more.

I'm 25: shouldn't I have been ready for sex?

I am 25. I am a virgin. I went on this date with this guy. We were trying to have sex. He didn't put his penis inside of me. I was in pain. I panicked. I told him , I am not ready. I don't know him very well. I did not want to sleep with him. I was freaked out. He told me, you are 25. You should be ready. My friend told me to purchase a vibrator that will help me be more comfortable with sex....

The Testing Diaries: Robin

Ten years ago, I knew about using lube, about making first-time intercourse comfortable, and about pregnancy prevention options, but it seems I didn’t know much about sexually transmitted infections.

My partner at the time — I’m still with him — offered to get tested for STIs before our first meeting in person.

I turned him down.

I think I must have decided that he didn't have an STI.

Someone told me once that I was more powerful than electricity. If that is true, which I highly doubt it is, I must be truly powerful indeed, to conduct blood and urine analyses over the phone or Internet, and with no scientific or medical training at that!

I trust him and I want him, but things are moving WAY too fast!

I'm only 14 and a freshmen and I've only been dating my boyfriend for about two weeks and we have been moving pretty quickly. We have been friends for a really long time and I really like and trust him but I feel like we are moving too quickly. He has already fingered me and I've given him a handjob, and he's been talking about sex....

Fear of pregnancy? Ready for sex?

I am almost 18. My long distance boyfriend is 22. I have decided he is the man I want to lose my virginity to. Seeing as he is 1500 miles away means that he is not going to be doing it anytime soon. However, I am going to where he lives for Thanksgiving and we are planning on doing it then....

Does an orgasm by any other name still feel as sweet?

Is cumming and having an orgasm the same thing? I'm a virgin. So I've never had sex. I just masturbate often. When I rub my clit for a while I get this amazing feeling and I can tell I squirt something out. After that, I get tired and stop. I can make myself do this multiple times and I consider that cumming. Is it an orgasm though? Is that how it's going to feel when I have sex?...