[karlhein]

Originally Posted by pagefault

I got her anal cherry and her ATM cherry.

We had known each other for 16 or 17 years before we got together. We were very close, but not romantically involved. She was someone I would go to for dating advice after my divorce.

She knew enough about what I was like, from my ridiculous dating stories. Several years after my divorce, she actually suggested we get together.

I made it very clear that I was looking for a D/s relationship, with a partner who would be happy with regular anal. That started out as a weekly ass fuck, if we were having sex 5 times a week. It evolved into primarily anal, with just enough pussy fucks to keep her from having to beg for it.

Basically, we kind of flipped traditional gender roles, with me being the one to decide where, when, and how we fuck, and we flipped her holes, so her asshole is her fuck hole (the only way we refer to it) and she gets pussy sex about as often as “the old me” would have been grateful to get anal.

For ATM, I just committed that it was kind of limiting for anal to always signal the end of our fucking, and she agreed to let me fuck her mouth after her ass, and see how it went. That turned into sucking my cock clean, if I wanted to fuck her pussy, which she is always eager for, because it’s reserved for a special treat.

Had she been fantasizing, or masturbating anal before you took her cherry? How long before her first anal orgasm?