My First Anal Sex

I was in my late teens, I'd fucked my then girlfriend, and she blew me, used her hand but never let me into her butt. I don't know why but I had a facination for wanting to fuck a girls butt. I almost gave into a gay guy once, but I didn't do it. So this old granny I worked for as a part time job while in school, always talked about sex with me, wanting to know what I liked, what my girlfriend did, what she looked like naked. This one saturday she showed me some old polaroids of her naked, some sucking, getting fucked and one with a guy buttfucking her. I asked her about it, and she showed me more pix of anal. One pic showed her bent over with what looked like a huge cock up her ass, and three more guys standing around waiting for their turn. She told me there were those four plus the her husband taking the pictures. She'd gotten it 12 times up the ass from the 5 guys before everyone was spent. By the way, she was HOT when she was young, and even hotter when naked.

She asked if I'd fucked my girl in her ass yet, and I told her that it was off limits. In fact my girlfriend told me if I ever did stick my cock up her ass, I'd better finish and love it, because it was over with her for good. Soon enough, the old granny, who was still thin, sported a brown patch on her pussy, and great legs, and a bubble ass still. Let me fuck her up her ass.

After she told me to come by if I ever needed an ass to fuck, or even a pussy and mouth.

I took my girlfriends threats less seriously after that, buttfucking was incredible and it's still the best thing I like to do. My girl eventually allowed it, but it hurt her and I just couldn't finish. She acted like having my cock in her ass was a wedding invitation, acting like we'd be together now forever. To her it was the most dirty and disgusting thing she could ever do.

The widowed granny though, had pictures of much more dirty things and she and I loved each one of them.