I've been dating my girlfriend for over 6 months and we've tried having sex (always with a condom on) so many times. Even when I am super rock hard, which is almost all of the time I can't get it inside of her. We are both in our thirties and not virgins. I've tried KY, oil, every position I can think of but nothing seems to work. Please advise 
Thu, 12/23/2004 - 23:21
#1
Trying to get it in
First I ask, even though you both aren't virgins, how often has she done it?
Second, I say that some women, unfortunately, have problems being entered. I am one of those women. Granted, I haven't done it a lot, but it's still something I have problems with.
I do however work with myself (with a vibe or dildo) so when it comes time for him, I'm able to accept him a little better.
The only lube I ever found that helped me was Astroglide.
My other thing would be that perhaps you're bigger than what she was used to and that's why you're having problems.
Just remember sex takes time with some people. Some can jump in, and some can continue to have problems with it for the rest of their lives. You just have to work with it to see what works best for both of you.