My first time fucking a woman's ass | 2016

She had been my teacher in a lit class in college. She was 35, I was 22. She was a Mormon woman, married with 5 kids. I've told lots of people that she made a man out of me. Anyway, we were fooling around on the couch at my apartment and it got to the point where I was rubbing my average sized cock on her pussy. She was on her back, her legs were up. She was sopping and the juices were running down out of her and she wouldn't let me in her pussy because she was afraid of getting pregnant. I just started rubbing it on her asshole. It was wet as fuck. She didn't stop me. I had seen a little bit of anal porn before and it had turned me on a lot but I'd never tried to fuck a woman's ass before. But the more I rubbed my cock around her butthole the wetter it got and she was moaning loud. At a certain point, with my cock poking into her a little bit, she said "be gentle." We knew each other well enough by that point that I knew she was giving me permission to put it in. So I pressed harder and felt it pop through her sphincter. It was insanely tight and hot. Since she'd had five kids her pussy wasn't so tight anymore but I'd had lots of fun fucking it anyway. But this was insanely good. She pulled her legs back more-we were facing each other. I slid it in further. I felt a wave of tingling heat run all through my body. I'd never been so turned on before. I started moving it in and out. I was fucking her ass, gently, like she'd said. I'd never done it before and I didn't want to hurt her so I kept it slow. Those waves of heat kept running through my entire body. The look on her face was amazing. She wasn't a beautiful woman but we had an intense connection, especially then. I couldn't believe how good this felt.

I kept fucking her ass for a while but since I was new at it I didn't know if I could fuck her hard enough to come in her ass. After a while I pulled out, without coming, and laid my head on her breasts. I was terrified at how much I liked fucking her ass. There must be something wrong with me, I thought. This was over twenty years ago. We kept our affair going for a few more months after that but she didn't let me fuck her ass any more. "It hurts too much," she always said.

It wasn't until a few years later, when she came an visited me in another state, that I told her how that experience had change my life and I was permanently hooked on fucking women's asses. I'd had anal sex with a few other women by that time, and one relationship where the primary focus of our sex life had been anal. The more I told her, the more excited she got. I want to fuck your ass again, I told her. She said okay. We went to the mattress I had on the floor and I told her to suck me to get me ready. Then I told her it was time and I put my cock right in her butt. It went in easily. No lube.

She'd had another affair with a guy who had a huge cock and she let him tie her up and fuck her ass all the time. She'd shown me some poems she'd written about it. Before long I was fucking her ass as hard as I'd ever fucked anything, and she was yelling "Do it! Do it!" I finally shot my load in her ass and let it pop out. I didn't know if she'd come so I went down on her.

I'd had the experience of putting my dick in a woman's ass and feeling with my fingers how the pussy would start to gush wet. But when I went down this time I discovered a cunt that was wetter than any pussy I'd ever touched. I started putting fingers in while I attacked her clit with my mouth. Two fingers, three fingers, four fingers. Next thing I knew my whole hand was inside her. I pumped my fist, not in and out, but just squeezed it and relaxed it. "You're fucking me with your fist!" she yelled.

The next day when I was driving her to the airport she said she could feel her heart beating in her ass and her pussy. "But I like it." She said. That was the last time I ever saw her in person. But now we're facebook friends and she's a grandma.