I used to have that problem with my current husband. It turned out I had a significantly tipped uterus that was causing the problems. We used different angles with less penetration until my uterus was fixed.
If girth is the issue I'd recommend lots of lube and taking it slow at first. The most important thing would be to relax, although I understand it can be difficult when you're anticipating pain.
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gnat
Dx: depression and anxiety
Tx: Rhodiola Rosea, humor, denial, dance, and wallowing in my own self-pity
My blog:
http://messedinthehead.psychcentral.net/
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