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.
by Anonymous
The Masturbation page
The Masturbation page
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