I am 23. I waited a long time to try and lose my virginity. When I finally tried last October, he couldn't even get the head in before I was wincing in excruciating pain. Now since then I've tried several things... loosening it up with a finger...any ANY type of penetration is unbareably painful :-( It's terrible. I could never--from the time I was a teen-- get tampons in. Any type of pressure around the hole is painful. What can be done?