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A_Perverted_Life 37M
0 posts
3/26/2023 12:21 pm
First Date


IMy first date with Rachel, a woman way out of my league. I tried building up my confidence. Unlike the other women I've dated, she already knew I had tits, which had always been extremely awkward before. I was usually younger than the girls I dated anyway. I was considered very handsome & being submissive really, really paid off when having sex. I would do everything to please & even went so far as to ask women if they liked what I was doing & wanted something different. I learned to take it slow, & cared only about their orgasms. With those skills, attitude & being well-hung, I can modestly say I became a great lover by the time I graduated high school!

I started feeling good until I got to Rachel's. This was no house, it was a gated estate! A<b> maid </font></b>answering the door didn't make me feel any more at ease. I was escorted into the living room, where Rachel was waiting. I was stunned; she looked nothing like the doctor I had seen in the hospital. She was drop-dead gorgeous! Rachel had on a little black dress, low cut & 4-inch heels, & a massive set of tits. We had something in common: we both kept our chests binded to hide our goodies! She was breathtaking & I said so. We sat on the couch making small talk. Another thing I noticed was her voice. It was the sweetest, sexiest voice with a Southern accent I had ever heard. Rachel explained that she knew early on that with her looks, figure & even her voice, it would be hard for her to be accepted as a doctor. So she tried to make herself as plain as possible & keeping her boobs a secret. She even altered her voice to a more businesslike tone.She stressed the way she looks, sounds & behaves away from her practice & hospital is the real Rachel. I was thinking this rich, beautiful, smart & successful older woman wants me. That was her only flaw that I could see!😄 Dinner was a blur & we went to the library for after dinner drinks.

Rachel excused herself & when she returned, she returned wearing the négligée of négligées. Black, totally see-through, with nothing left to the imagination. She sat practically on top of me, pulled me close & gave me a deep soulful kiss. She was squeezing my tits & nipples hard. She was moaning & getting hotter.It seemed as though the roles were reversed: she was the aggressive male coming on strong to me! Rachel quickly unbuttoned my shirt, then gasped, "God, they're beautiful!" She began twisting my nipples & I groaned. She leaned forward & started biting & chewing on whichever nipple she wasn't twisting. Annie pushed my tits together, switching back & forth, chewing my nipples. I groaned & whimpered in pain. I'd been with only dominant women but none were sadistic. Rachel was in a class all her own in more ways than one.

Rachel pushed me to the floor and sternly said, "Eat my pussy!" She didn't know she had the world's best pussy eater! I went at it every way I knew how. Her eyes rolled back so many times I wasn't sure they'd come back. Rachel had to have cum at least half a dozen times, screaming so loud I'm surprised the help didn't burst in. She ordered me to stand up, & she quickly pulled down my pants & underwear. My cock sprung out, hitting her in the chin, startling her. In a totally aroused state, she moaned, "You're a bull." Rachel stripped off her negligee, pushed me down on the couch & rode me. She barked, "Play with my tits!' I happily did! Then she jumped up & we switched positions, going missionary. She had to have cum at least another 3 or four times. I do have staying power! Rachel raised her head up to work over my nipples again. She also started spanking my ass, then stuck a finger from each hand up my ass to pull me deeper. I'd had fingers up my ass before, but never two & never with such force. It made me fuck her harder. Then she looked at me & said, "Cum now," That did it for me & I exploded, but She pushed me away, so I came everywhere.. She said, "You're staying the night." I realized two things that night. First, I can please the most beautiful woman I've ever seen. Second, I might be a pain slut. I was wrong about the second part.




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