Question: My boyfriend and I somehow cannot get into the doggy position. We have tried numerous times, but for some reason, he can't penetrate me in that position. He is 5 inches taller than me, and I thought that wouldn't be that big of a difference. Is there anything we can do?

Answer: I would not expect your height difference to be a major problem, but you might try putting a pillow or two under your knees to raise your hips up.

What may be the problem is he is trying to insert his penis in the wrong direction, down instead of up. Remember, your vagina angles up towards the small of your back. He should not be pointing his penis forward or down.

You might try inserting something of the appropriate size, perhaps a dildo if you have one, into your vagina while you lay on your back, then roll over and get on your hands and knees. This will show that you can do it, and show him the correct angle.

There is the chance your hymen is till partially intact and covers the lower portion of your vaginal orifices. When he enters from the front and points his penis down, it slips over the top of your hymen and into your vagina. When he tries to enter from behind, the hymen blocks entry since the opening is facing downward, away from him. Examine your vulva with a mirror to see if your hymen could be the cause.