My first year of college I jumped quickly into a long-term relationship. Sarah was her name, at 5'11" 125 lbs. With creamy white skin beautiful 34c breasts and the longest legs I have ever seen thus far, she needed to do little more than smile seductively to turn me on. Of course being an 18-year-old male probably didn't hurt either.
We had a healthy and very active sex life during our time together and like most couples I'd imagine we had things that we would joke or tease each other with. One of those things for us was anal sex. We had never tried it and at the time when we first discussed it neither of us was terribly interested. It seemed like a lot of work for what we thought would be little gain. Boy were we wrong.
Sometimes when we were fooling around I would gently push the tip of my penis to her ass hole and make some pithy remark about my fucking her ass. Or occasionally she would mock plead with me to take her ass cherry. But of course, this would never result in anything ever happening it was simply a joke. And for a time it remained just that, then I started to realize that all of this teasing had actually piqued my interest. I really wanted to fuck her in the ass.
Shortly after I made this realization I went to the store and picked up some lubricant. That night I was a man driven, I had built the experience up in my mind and I needed to act on it.
That night we were in bed she was lying on her back one hand playing with her breasts and the other with a death grip on my hair as I lapped furiously at her clit.
"Oh god, Oh god yes yes!!" She screamed as I brought her to climax. When the orgasm had faded a bit I pulled away from her wet pussy my face still damp with her dew. I pulled her legs up and rolled her over onto her stomach. She turned her head and looked at me wondering what I was up to now. I showed her by licking up from her throbbing clit, over her swollen lips and hairless taint. I finally came swirl my tongue around her tight pink ass hole. I began to slowly flick my tongue around the edges avoiding the hole at first. She laughed lightly and looked as if she was waiting for the punch line. But I could see in her eyes too that this did feel good.
I decided to take things a bit further my tongue spiraled down to the puckered hole. She gasped slightly when I pushed though with my tongue. At the same time I took my finger and pushed it into her pussy. Her body jolted from the pleasures she felt all at once. I kept doing this for a little bit until I felt that she seemed really comfortable. Then I removed my forefinger from her snatch and inserted the well-lubricated digit in to her ass. She let out an audible groan and then turned and asked me what I was doing. I assured her that everything was fine and that she should just relax and enjoy it. With one last skeptical look she turned back around.
I then proceeded to slowly push my finger in and out. The sounds Sarah was emitting told me everything was going well. So I decided to up the bet, I removed my finger wiped it off with a near by tissue and then inserted two fingers back into her cunt. They slid in very easily, I thought to myself. I realized then that she was really very wet, more than usual it seemed. I smiled to myself as I moved those two fingers from her sopping pussy and slowly pushed them into her puckered hole. This time the groans were a bit louder and hips were moving slightly in rhythm with my thrusting.
