That's not unusual. Why do so many people expect so much? First of all, quick anatomy lesson: the vaginal walls are not all that sensitive the farther in you go. It's entirely possible the time you feel him most(discomfort, pleasure, just an awareness of penetration) is just when when he enters you.
The first few inches of the vagina are the more sensitive part, particularly the side facing your front. I'm sure you've heard of the G-spot? The standard method to find it consists of 3 steps:
1) place finger/s, palm down inside you
2) start making a sort of a beckoning motion
3) keep making this motion until you find an area that feels "different". It might almost feel like having to pee for half a sec, then it feels good. You may need to apply a bit of pressure
Try to see if he can angle his (I'm sure very nice) cock thataway, and it might be better.
Clito.ral stimulation is also very important. One suggestion would to do it doggy style and stimulate yourself manually or get him to (all he needs to do is reach around and rub a certain rather sensitive part of the external female genitalia)
Sex, like anything, requires practice. Get to know your body, try new things. Heck, a good chunk of women can't come through intercourse alone anyhow, so don't be so worried if it isn't easy. Just relax and have fun :)
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