My mother had just bought me a Penthouse magazine, and I was looking through it that night when she came into my room. She asked if I liked it. I said I did. Then she said, "Shall I leave you then?" and made a hand motion that meant masturbating. I got kind of grossed out by my mother talking to me about it, even though I knew that's what I would do later that night!
- age 16, New Zealand


This is the story of the first time I masturbated with a woman. I was casually dating this lady I had met. We are both over 40. She likes to kiss and make out, but she said that she isnÕt going to have sex again unless she was married. I thought that was odd for a woman her age, and figured we would break up soon because I wasnÕt planning to get married. One cold night we went to a movie together. After the show we were sitting in my car letting the parking lot traffic clear out. I took her in my arms, started kissing her, and she responded with enthusiasm. The car windows were fogging up pretty good. I was surprised that she was letting me feel her breasts and even slip my hands into her dress. My erection was making a tent in my slacks. Because I donÕt wear underwear, my fluids were leaking through my pants. Between kisses she was staring at this with a smile. I told her to put her hand on it, and she did. Then I suggested she unzip me. She worked down my zipper a little bit and was surprised to see my dripping erection, unrestrained by underwear, trying to pop out. My date suddenly said it was time to go. The parking lot was clear. Disappointed, I drove home. I tried to seduce her again in her driveway, but she said no. She asked me to call her as soon as I got home because she Òhad something to tell meÓ. Curious, I wanted her to tell me now, but she refused and made me promise to call as soon as I got home. Driving home, I thought how annoyed I was at being refused sex and thought I wouldnÕt ever call her again. However, I was very curious as to what she had to say. As soon as I walked in my house I picked up the phone and called her. She surprised me by asking in a silky voice what was I wearing. I said with some impatience that I was wearing exactly what she saw me in 20 minutes ago. When she replied that she wasnÕt wearing a thing, my annoyance went away and I fell into my easy chair staring out the front room picture window. She suggested that I get a little more ÒcomfortableÓ. I was already yanking off my shoes as she told me that she had been lying nude on her bed waiting for my call. Replying to her question I told her that I was taking off my clothes, and explained that I needed to put the phone down for a moment while I pulled off my shirt. Finally I reported to her that I was completely naked. She asked me if I had an erection again, and I assured her that I definitely did. At her request I described it in detail. She apologized for not being able to have sex and wanted to know if after leaving her I had thought about masturbating tonight. I told the truth and said yes, I had known that I would have to before going to sleep. Asking if I enjoyed masturbation, I again told her the truth about how much I enjoyed masturbating. Then she told me how wet she was and how good it felt to stick it her finger while she talked to me. Excitedly, I began asking her questions if she was really to that right now and listened to her moan yes. She told me she had been eager for this moment ever since she saw my wet erection in the car less than an hour ago. She asked me if I was touching my erection, and I described it to her as she described what she was doing on her end. She was very surprised to hear that I was still in the living room by the window. I chuckled and said the light was only on low and nobody was nearby. But she thought that was exciting and confessed that her bed was by the window too, but no one could see. We described our masturbation and approaching orgasms to each other in explicit detail. I described ejaculating onto my chest and stomach and she had a noisy orgasm even though her roommate was somewhere in the house. The next time we met I felt very embarrassed about it, but she soon put me at ease and phone sex became a nightly thing with us. We eventually drifted apart, but not before masturbating together in person several times. I have since enjoyed masturbating together with other lady friends. I had no idea it was so popular.



-Submitted November 29, 2006 
Sex - Female 
Sexual Preference - In-Between 
Masturbation that Led to Sex 
Roommates
After college, I moved to Silicon Valley for a job. I rented an apartment with a woman, Lisa, who worked at my company. We both worked long hours and had almost no social life. Evenings were usually dinner at the apartment and maybe a movie, then to bed. One Friday night we were watching a movie where a woman simulates masturbation. We looked at each other and both laughed. Lisa said, You, too? We both admitted that it was the only sex we were getting. I got us another glass of wine and in a few minutes we were ignoring the movie and talking about masturbation, how often, how, etc. Lisa was masturbating nearly every day, often in the shower, sometimes with toys. I was masturbating about three times a week, in bed with my fingers. Another glass of wine and Lisa asked if I ever did it with anybody else. I had not and said so. So did Lisa. She asked if I would like to. It was probably the wine, but I said yes. We tentatively took off our jeans and panties and slid to opposite ends of the couch and turned off TV. We both touched ourselves for a while and Lisa took off her Tshirt and bra to touch her breasts. We both had orgasms, me first then Lisa. We sat quietly for a minute or two and Lisa said something like, That was good. I nodded because it was good. We went to our rooms and as I lay there along, thinking about what had happened, I realized I had never been with a woman in any sexual way, rarely was nude with another woman. I'd had sex with a few men and considered myself straight. We did not speak of it for a couple of days, but I thought about it. That night I asked Lisa if she had thought about it, and she had. I asked if she wanted to again. She said she wanted to masturbate in her bedroom. We went in and I watched Lisa undress. Her body was beautiful. Small breasts and nipples, flat stomach and round butt, Long slim legs and pretty feet. When she was naked she laid on the bed and watched me undress. I laid next to her and we masturbated with our bodies touching. It was exciting, and the next day I thought about it and wanted to masturbate again. We did, that night, in my bedroom, but this time we touched each other, masturbated one another. When we had both cum, Lisa kissed me, and I kissed back. We slept together. That went on for a week or so, then one night, Lisa asked if she could go down on me. I had an explosive orgasm and then gave her oral. For the next few months or so we lived as lesbian lovers. I loved her body and thinking of it at work excited me. One Sunday we spent the entire day naked, mostly in bed or watching TV then having sex. Unfortunately, after a couple of months, I realized that I missed men. What I really wanted was a boyfriend and then a husband, children, etc. I loved Lisa and we continued to have sex, sleep together, but one day I realized there was a guy at the office who had been flirting with me, and that I had not responded, even though I wanted to. I told Lisa, and she did not take it well. I moved out, found another place, dated the guy at the office, then some other guys, but I am still not married. I can still get aroused thinking of sex with Lisa and masturbate to that memory.




I found this web site some time ago while looking for information on masturbation. This story happened more recently. My husband and I divorced about a year ago. It was amicable, but I was surprised by it and clearly not ready. We sold our home, and I decided to move to another larger, nearby city. I am an independent marketing consultant, and the move brought me nearer clients, airport, etc. It also took me away from a network of friends. We had been married 12 years with no children. I had lived with a man for 7 years before that. At 45, I found myself struggling to form new relationships. I had never been a frequent masturbator, but found that I had trouble arousing myself and reaching orgasm. I met a woman at Curves, Marlys, who is a little older than I am. We started scheduling our workout there and going out for coffee afterward. We shopped, had lunch. She became a friend, my only real friend. One day when I was really down, she asked what was wrong. I had sort of put her off when she had asked before, but this time I told her that I was frustrated not finding a social life and that I couldn't even arouse myself. Marlys was solicitous and concerned, but we let it drop. After shopping one Saturday, Marlys stopped by my apartment, I opened a bottle of wine and we talked. She said she could tell I was still down, and said something like I should relax. About what? Social life? Sex? Both, she said. I opened another bottle, and we continued talking about dating and masturbating. I had never actually talked about masturbation before, but Marlys was easy to talk to. She wasn't clinical about it, but she wasn't graphic or vulgar either. Finally, she reached over, touched my arm and held my hand. Maybe I can help, she said, lie back on the couch. I was a little uneasy but she was so non-threatening that the idea of lying down with her next to me seemed very relaxing. She talked to me about images that I could use for arousal and gently massaged my feet. She asked if I wanted to masturbate together. I didn't respond right away, but Marlys stood up and unbuttoned her jeans, let them slide ot the floor and took off her panties. I unzipped mine, and she helped me slide them and my panties off. Marlys took off her T-shirt. She wore no bra. I stared at her body. She stood up again and looked at me. She is beautiful, I thought. Fit without being muscular. I thought, I wish I had a body like hers. I sat up and took off my blouse and bra and laid down again. Maryls laid down next to me, hugged me, and whispered, how does this make you feel. Good, I said, because it did. She ran her hands up and down my body gently, touched my breast, then moved her hand so that it touched my pubic hair but not my vagina. And how does that feel, she asked with a smile. Good. Aroused, I said. I could feel that my vagina was wet for the first time in quite a while. She moved her hand to her vagina and said I'm wet, too, and touched herself. We both lay there masturbating slowly, talking a little, kissing each other's shoulder or neck once or twice. My orgasm came first, deep and long. Marlys followed soon. We hugged and did not speak for a while. My mind cleared of the orgasm and the wine. So, what do you think? she said. Never been with a woman before? I hadn't. And? I smiled and even blushed a little. What's next, I said. Whatever you want. I fixed something to eat, and when we were done I asked if she want to spend the night. We slept together, kissed on the lips for the first time but did not make love or masturbate again. In the week that has passed we have been together three times. We've touched one another and kissed while masturbating, but nothing more than that. I am thinking this through. I am caught by surprise. I like Marlys very much, like the physical contact, but it's all very new to me. I do not think of myself as being a lesbian, but I am having great sex with a woman. What's next?