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I went in about half way. I continued to rock and felt her begin to rock with me. I paused and let her take over the control of the depth. Soon she was rocking harder and harder until my entire shaft was engulfed by her ass. My balls were literally pounding the cheeks of her ass as she reached behind me to thrust me even deeper.The anal sex was all I knew it would be and more. Oh yeah, this was her first anal sex, but it wasn't my first. I will save that for another story. i have to admit this was the deepest and best Anal Sex I have ever experienced. Yeah I knew what I wanted when I first saw her ass in tight blue jeans and I now got it. It was amazing anal sex. The sensations we both experienced where beyond belief and words. By the time I exploded my load in her ass - she was bucking like a wild horse. She experienced multiple "O's". Not bad for her first orgasms ever. Little did we realize that after this her first anal encounter we would be faithful and together for over 20. I date other women as John, and Jean has herown relationships in her private life." Would you like me give you my card?" asked Miss Jean.Bill suddenly became tongue-tied. "Uh, yeah, um, sure, of course," hestuttered.The next week Miss Jean came over to Bill's apartment, and it wasn't longbefore Bill was learning how to walk in high heels, apply makeup, andtransform himself into a very attractive woman whom he chose to nameDenise.After a few months of Denise's training, Miss Jean congratulated her."You have come such a long way, Denise. I think you are ready." Thank you, Miss." Denise blushed. "Ready for what?" Ready to paint the town. I'm taking you out on a date," announced MissJean.The next night found the two out dancing the night away at a swank nightclub, with Denise having the time of her life. Miss Jean smiled andleaned in to Denise's ear and spoke loud enough to be heard over the loudmusic. "Tonight is the night!" she said. Denise laughed and grinned withintoxicated.
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