A couple of years ago, I tried to use a tampon for the first time, and it went in okay, but when I tried to take it out, I tore really badly. The tampon had hardly expanded, but it just got stuck. I figured it was because I was young, and I just needed to wait a couple more years before I tried again. So, about two years later, I tried again, and I ripped again. I was sixteen at that point, so I should have been pretty much completely developed, so I realized that my age couldn't be the reason. I decided to just not use tampons. But then I came across a bigger issue. When I was seventeen I tried to have sex for the first time. My boyfriend wasn't all that big, but he couldn't even get it in, and I tore for the third time. I know some tearing is normal, but after a while you'd think it would stop. I've tried a couple more times to have intercourse, but every time he can't even get the tip in before I begin to tear. The pain is unbearable and takes weeks to heal. Will I ever be able to have sex without excruciating pain? Is there anything I can do to stretch my vaginal entry, or what? I've tried daily massaging, but I did it for three months, and no go. So, what should I do?