I never used to like anal. But, my last boyfriend did this thing. He would get behind me and finger my pussy from behind, and the first time he did this I didn't know what he was planning, but he would get his dick lubed up, and while he was fingering me he would run another lubed finger over my asshole.

He would bring me to orgasm, and while I was riding that he would start fucking my ass. It would hurt later, but during and post-orgasm I was too out of it to care.

Eventually it got to a point where anal turned me on. I couldn't orgasm from it, but him playing with/fucking my ass made me wet, turned me on even if it hurt. Still does, actually, I'm just not with him anymore.