My advice to you would be loosen up. Have a glass of wine or two.
Start with missionary and angle your pelvis up, similar to if you were trying to get g spot stimulation with vaginal penetration. Try not to just "tolerate" his finger, but enjoy it. For example, have him go down on you, and as you get closer to climax, have him penetrate you with a finger. I cannot stress enough- clitoral stimulation for the duration of any anal penetration-especially in the beginning.
Good luck, and remember if you don't want to do it, then he will just have to deal with it.
, so take this for what it's worth, but my overall impression from the medical community in general is that it's not harmful if practiced safely. Now, I suppose that if you were a 'pro' like some women in porn who specialize in extremes, there would probably be health consequences. After all, no matter what we think of it, it's pretty obvious that physiologically it wasn't meant to do that (unlike the vagina).
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