I've been slowly getting into anal. Like lots of Japanese women starting when I was a legal-age teenager and continuing into my early 20s I gave in and let myself be talked into "trying" anal at least a couple times a year (new boyfriend, boyfriend's birthday, drank too much, etc). The fact that I'm Japanese and Gen-X probably means I was a lot more accepting of that kind of thing than most women I know in the US would be today! None of the boys I was sleeping with in those days knew what they were doing, and I don't even remember lube in most of the cases! Anyhow, the experiences ranged from painful to maybe tolerable when I'd had a couple drinks to loosen up.

Fast forward to the modern age, where I'm a hotwife and almost every bull wants to fuck my ass, and the ones who'e actually done it are good at it. Not only have I learned how to relax into it, but I've had anal orgasms three times with three different guys!

Attached is a picture of the first time hubs and I did anal play right, with a gradually larger dildos and lots of lube. It was the first time I ever experienced pleasurable anal play, although my orgasm that night was all clit. Anyhow, this is the only record of it, and it's the only gape shot I've ever taken! I hope you like this historical pic!