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My First Older Woman

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My First Older Woman by elistontrent@netscape.net (elistontrent@netscape.net)The first time I ever saw someone masturbating "up close and personal" occurred about 7 years ago. I was having a lunchtime conversation with a coworker. We would often dine together because neither of us lived close enough to reasonably go home for lunch and return in the hour we were given. This particular day we had chosen a little Mexican restaurant about three blocks from work. She was reading a newspaper that she had picked up on the walk over and we were chatting when the topic of oral sex arose. She mentioned that an article had just read said that a lot of teens who claimed to be virgins were actually engaging in a lot of oral sex. I wasn't shocked by what she had said but I was kind of shocked that she mentioned it, mainly because I had never thought of her in a sexual way. At the time she was 53 and I had just turned 27. I told her my opinion on the matter, then from out of left field she asked how I liked blowjobs. I nearly choked at her question, since I just couldn't imagine for a moment that she had just asked it. After I recovered from my shock, I told her that while I certainly liked getting a blowjob, I had never cum from one. She was shocked at that and asked why, so I told her that none of the women I had been with had been all that enthusiastic about giving head and certainly none had wanted me to cum in her mouth. Several had taken me only so far, usually pretty far from cumming, but then either finished me by hand or moved directly into sex. She said that she thought that to be very odd and then, in a move that totally took me by surprise, she lowered her voice and said that if she couldn't get me to cum from a blowjob then the next lunch would be on her. I couldn't believe she was serious but she insisted that she was. We finished lunch by making arrangements for me to come over to her house a couple of days later.On that day, I made the 40-minute drive over to her house following the detailed directions she had provided and nervously rang the bell. She came to the door a couple of minutes later and ushered me inside with a smile. As I was looking around her converted garage, she explained that she couldn't believe she was doing this and that her youngest child was older than I was. She gave me a hug that turned into a kiss that turned into a full embrace then told me that she hadn't been with another man except her husband in 32 years and that she hadn't given a blowjob in about 30 years and was definitely looking forward to this one. She said that her husband was strictly opposed to giving or receiving oral sex and made that quite obvious after they had been married for a few years. She said that she had developed her love for giving head in college. She guided me through the family room and down the hallway to the bedroom, where she asked me to get undressed and said she would be right back. She stepped out of the room and I heard her walk farther down the hall. I undressed and somewhat nervously waited for her to return. Even though there was a king-sized bed in the room, I figured I was in the guest bedroom and she had gone to the master suite.A few minutes later she knocked lightly then opened the door and confirmed what I had suspected. She was wearing only peach-colored panties and had her arms folded demurely over her breasts. She stood about 5' 8" without shoes and had a shapely mature figure with full thighs and round hips. It was the first time I had seen a woman her age nearly naked and she looked quite good. She smiled as she looked at me and watched as my cock rose from flaccid to semi-erect at the sight of her. She walked over and held my cock in her fingertips and smiled wider as it went from semi-erect to fully erect and throbbing in her hand. She motioned me over to the bed and asked me to position myself in the middle. She stacked three pillows behind my head and began by caressing my chest and thighs and then quickly moved herself down between my legs. She said again that she couldn't believe she was doing this. She held my cock at the base, licked the head a few times, while telling me that this would be a real treat for her, and then she slowly engulfed me.Her technique was the best I had ever felt. I guess experience and maturity really mattered because she knew just what to do for maximum sensation. She wasn't cautionary about anything, much unlike the younger women I had been with. I had never received a blowjob from anyone who had taken to the task with as much enthusiasm and obvious enjoyment of the act. She laughed and chatted with me as she brought me closer and closer to cumming. Her whole demeanor was casual, fun-loving, and still purposeful. She was able to read my body language and pace herself quite well. When I told her that I was about to cum, I fully expected her to remove my cock from her mouth and finish me by hand as others had done, but instead she held my balls in her fingertips, took my cock about two-thirds of the way into her mouth, and swallowed each surge of my load. When I was done, she continued sucking on the head gently and swirling her tongue until every last bit of my cum was gone and my spasms subsided. She laughed and said that giving me a blowjob was a treat she had been happy to provide. She asked if I could tell that it had been 30 years since she had given head and I told her that I certainly could not. After I recovered, she moved up to lay beside me on the bed. While we were talking, she raised her hips off the bed and removed her panties. We continued to talk and I watched as she caressed her breasts and stomach and gradually moved her fingers downward. Without pausing in her conversation or her motion, she began rubbing the outside of her pussy with the first two fingers of her right hand and was rubbing her clit with the tip of her left index finger. I propped my head up for a better view and watched in fascination. While I knew that girls that I had dated masturbated, none had been so open and casual to spontaneously do it and let me watch. Any masturbation had been a brief prelude to sex, lasting maybe a minute at most, never a full-blown act in itself. I watched over the next 20-30 minutes as she took herself from one climax to another, talking to me the whole time. When she was finished I told her that it had been a double treat for me to experience her excellent blowjob and get to watch her masturbate. She said that she had been doing it almost daily since she was in college and that her husband didn't even know about it. She said it was one of the few times she had ever done it for an audience. She saw the result it had had on me since I was fully hard again. I moved to straddle her and she spread her legs. When I positioned my cock against her wet lips, she wrapped her legs around me and pulled me in. I fucked her without hesitation or consideration that she was old enough to be my mother. The sex was totally awesome as we spent the next 2 hours in bed. After my fourth climax we realized that it was getting late. The experience wholly changed my opinion of older women. We got together several more times over the next 6 months or so until her husband's job transferred him to Boston and she transferred to one of our offices there. And yes, I did buy lunch the next time we went out, and didn't mind it one bit.

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