When I was a promiscuous young man (read: straight college boy), I had lots of casual sex. I particularly loved anal sex. And I very particularly loved rough, unlubricated anal sex with women who enjoyed same. I swore thatI would never be with a woman who didn’t love anal.
But I am now dating a woman whom I love intensely and who is open to anal sex, but we just can’t make it happen. Toys, fingering, eating ass, fucking—it all hurts her. She is a ballerina and, therefore, small with a tight frame. Is there a best plan of action here? She wants to do it, but obviously neither of us wants to see her hurt. Please help. This is important to me.
Boy Wants Anal Action
Toys, if they’re too big and ineptly employed, can hurt. Fingers, with bony knuckles and sharp nails,...