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One for the Ages

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I've been using the internet for years and have met many women online who like to share their fantasies and mutually masturbate while we talk dirty on the phone. I am 40 and have always had a thing for older women. I was chatting one day on a sex/advise website with a woman who said she was 64 years old. I was skeptical at first but she gave me details that led me to believe she was honest. She said she had been in an abusive, sexless marriage for years and had recently got the courage to divorce the scoundral and was just awakening to her sexuality. She said she had always believed masturbation was evil, but had just come to discover the pleasures of self-loving. I asked her if I could call her and she reluctantly agreed. On the phone I found a nervous, but excited woman who certainly sounded her age. I asked her if she would masturbate for me and she agreed. I sat in my chair with my pants around my ankles, my cock hard, slowly stroking myself while I told her how much I wanted to suck on her pussy and tits. I asked her to slide her finger into your cunt and she gasped. She described her cunt, her greying brown pubes, her wet lips. After a few minutes of a one-way conversation: me telling how I wanted to fuck her pussy with my hard cock, I could hear the familiar gasps and moans of the female orgasm. I too stroked my cock until hot cum spurt into my hand. We spoke a few more times, and she would tell me about her attempts at dating, how she was eager to make love with a man, feeling his cock in her pussy, but how she hadn't found the right man. She had made it known to me that the most we would be was phone masturbation friends, that she wasn't looking for a fuck buddy but a relationship with a man closer to her age. By good fortune, she lived only about a two hour car ride from me. One day chatting with her I fibbed and told her I would be in her area the next week for work and asked if we could meet merely as friends. She accepted provided that it was in a public place. The day came and we met at a chain restaurant in the small town where she had rented an apartment. When I saw her I was impressed. She was slim, 5'5" with short grey hair, dressed in the kind of dress one might wear to church; a dark green knee length dress that buttoned down the front from top to bottom, with a belt around her slim waist. She wore just enough make-up for me to tell that she wanted to make a good appearance for me. We sat in a booth and talked for a few awkward minutes, until I finally told her how much I lusted for her, of my fantasy to have sex with a woman much older than me. She blushed but admitted she was horny. "is your pussy wet," I whispered. "yes," she replied. "Then let's go." She apologized and said she didn't want to have sex with me, not because I wasn't a nice man but because she didn't want to be a "one night stand" as she put it. I told her I respected that. We kept talking and I kept stearing the conversation toward sex. She told me how she hadn't seen another man's genitals except her husbands and some pictures on the internet. "Would you like to watch me masturbate?" I asked her. I could tell this idea intrigued her but she initially said no. I persisted gently assuring her that she did not have to do anything except sit accross from me and watch. Finally she agreed. I offered to sit in the back of my car and let her watch from the front seat but she was nervous and said that was too risky, so she offered to let me come to her apartment. Her apartment was a modest dwelling with a small living room, kitchen, bathroom and bedroom. She told me to come into the bedroom and told me to sit on the chair while she sat across from me about 4 feet away on the edge of the bed. I was very nervous, but very excited. My cock was hard and as I unbuttoned by pants and slid them down to my ankles, my cock sprang out of my underwear. My cock isn't extraordinary by any means. I am about 7 inches long hard, average thickness and cut. But she sat on the bed staring at it, transfixed. I began stroking myself slowly asking her if she like what she saw. "You like my cock? is this the kind of thing you'd like to fuck your pussy?" I would say trying to talk slowly and seductively. She was clearly becoming aroused. "It would be more pleasurable for me if I could see your breasts" I said. This time she began unbuttoning the dress down to the waist. She slid her arms out of the dress and sat there with her brassiere cupping her nice size tits not too big, not too small. "you may look but you may not touch" she said before reaching behind her and unhooking the bra, letting it fall from her shoulders. She at first covered up with her arms but at my urging lowered her arms to reveal two tits that sagged but with large nipples that pointed forward and were at once hard as erasers. I could have cum right there but I held off, stroking my shaft slowly, my heart pounding with excitment. I told her what erotic breasts she had and how I would love to suck them, but would honor her admonition. "hold them in your hands" I instructed her and she cupped them and lifted them. "rub your nipples with your fingers", this time doing as she was told immediately. "take off your belt" I instructed calmly as I continued to slowly caress my cock, rubbing the clear pre-cum that oozed from the tip around the head. She slid her belt off and without asking unbuttoned her dress until it fell away from her on the bed. She was wearing pantyhose and I asked her if she would show me her pussy. She slid the hose off one leg, then the other until she sat naked before me. "touch your pussy for me" she opened her legs slightly revealing the most beautiful pussy I had ever seen. "rub your clit" I told her and she began circling the top of her pussy with two fingers and began moaning. "would you like to touch my cock?" I asked her. She came forward, bent over and grabbed it gently with the hand she had been masturbating with and slowly stroked me. It felt incredible having her warm, soft hands on my cock. "stroke it for me" I said as she continued to run her closed fist up and down my cock, her tits dangling within inches of me. I reached out and touched a nipple just as I felt the orgasm building within. I arched my back a little and told her I was going to cum which caused her to stroke my cock faster. I instantly spurt cum from my cock which landed on her tits and my stomach. When my orgasm subsided I asked her if she liked that. She could barely gasp out, "yes, very much." "May I return the favor?" I asked. standing up and licking her nipples gently. I guided her back to the bed and as she sat on the edge of the bed, I spread her legs apart wide and ran my tongue up her pussy lips, sliding my tongue around her clit until I finally sucked it gently between my lips. She was breathing heavily, lying on her back. I could feel her hands wresting gently on my head. I slide first one, then two fingers into the cunt of this erotic, innocent woman. As I tongued her clit and fucked her cunt with my fingers she finally moaned and bucked her hips as her wet clear pussy cum drenched my hands. As she lay on the bed, I moved up her body, sucking gently on her nipples, tasting my own cum. After a moment, she put on her grandmotherly robe, left the room and came back with a towel which she handed me. I cleaned myself up, put my pants back on and approached her, gently kissing her lips. We both looked a bit embarrassed, and she said I should go, so I left. Later via the same chatroom where I met her, she told me that was the first time a man had put his mouth to her pussy, that her husband refused. She told me how she had been masturbating more frequently with the image of my hard cock spurting cum embedded in her mind. She told me that she really wanted to suck my cock, feel it in her mouth, but was afraid of "going too far." We continued to correspond and talk on the phone. We were both incredibly in lust with one another but both knew that neither of us wanted to have a more serious relationship. As our lust become more and more unbearable (sending erotic emails, steamy phone sex) we finally one more time, this time for a full afternoon of unbridled lovemaking where she fulfilled her desire to suck my cock, taste my cum and feel my cock in her pussy. It was a wonderful afternoon, watching this woman so much older than me become more and more confident and self-assured in her love making. She never invited me back. Our emails and chats became fewer and more far between. One last attempt at phone sex felt flat and forced. We finally lost all contact. That was 5 years ago and I still think of her fondly, and hope she has found the man of her dreams who can love her wholly.

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