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With a Much Older Woman

Posted by: Age: 39 and 72 Posted on: 9 comments
28 likes 46 views Category: Masturbation Female-Male Tags: Mutual, Masturbation, Older, Mature, Outdoor, First time, sybian

This happened after I was divorced and living alone, I was 39 and constantly horny and hooking up with lots of women but had decided to take a break for reasons of sanity and lack of sleep. :) I was living in a duplex with a shared patio between the units. One night I came home from a bar, slightly buzzed, it was warm outside and didn't feel like going straight to bed so I threw on some boxers, a T shirt, poured a bourbon and went onto the patio to relax for awhile. I just sat down and I heard someone say, "You didn't pour me one, what are you drinking?" It was my next door neighbor sitting just outside her door, I was startled and said, "Bbourbon, want one?" "Sure, why not,"she replied.


I came back out and went over to give her the drink and sat down on one of her outdoor lounge chairs across from her. Kathy was a nice lady, I thought about mid sixties, but in fact 72 I learned later. She reminded me of a bit of a hippy, free flowing type and we had never really talked much since I moved in 6 months earlier. So we chatted for awhile and as the bourbon kicked in, the conversation got more open straying into sex and innuendo. I wasn't sure how to take it but realized after awhile she was hitting on me.

She told me her husband had passed away about 5 years earlier and although she had dated, she didn't have a partner. She also said she had noticed I had quite a few girlfriends that visited. Which was true, I had three friends with benefits at the time, I wasn't sure if she was judging me or criticizing my behavior, but ultimately she admitted that she could sometimes hear me having sex through the walls of our adjoining units. I knew then who she was talking about, Robyn one of my friends that was particularly vocal and loud during sex, which turned me on, but I never realized we had an audience.

I apologized and was a little embarrassed, and she stopped me and said, "Please don't be embarrassed, it's the best sex I've had in years," and we laughed and I said, "you're welcome". I was definitely getting horny thinking of her masturbating to the sounds of sex in the next room, and my cock started to bulge in my shorts and I caught her looking at me from time to time. She had on a light dress that I noticed was getting higher as she had her legs up on the sofa. She got curious about why she hadn't seen or heard any of my friends recently and I told her I was taking a break from dating. "How's that working out?" she asked knowingly. I just smiled and looked down at my erection. "I thought so", she said with a sexy grin, and she motioned for me to come and join her on the small sofa.

So in the warm night air I walked toward her in loose boxer shorts with a tent from my hard cock looking her straight in the face, and she swung her legs around to give me a spot to sit. I sat next to her and she gently ran a hand over my cock through my shorts. I was now fully hard and she told me to sit back. she reached up the leg of my loose shorts and exposed my cock. Wrapping her hands around it and slowly stoking me, I saw her reach down and touch herself at the same time. She was was moaning lightly, looking at the pre-cum oozing over the head of my cock and working on her clit. One or both of us were going to cum soon if this kept up and she said, "I want to watch you cum", and I think I was in a trance at this point. This woman, about 30 years older than me was about to make me explode, and knowing I hadn't cum for many days, I knew it was going to be a lot.

She slowly and steadily stroked and held me, admiring my cock and as I could feel the point of no return, she said, "Let me see you cum," and she pointed my cock straight at herself and I let go. The first spurt hit her chest and flowed over her breasts, and I can still picture it today, I had my right arm over her shoulder trying to avoid the temptation to push her head down on my cock, I watched a couple more spurts hit her on the cheek and the rest on me, I was convulsing in orgasm that seemed to go on for ever.

Kathy leant back on the sofa with her fingers working on her clit, and said, "Just watch me". It was then I realized she didn't have panties on and I watched her as she watched me getting myself hard again. I couldn't help myself, I leant down and put my face in her pussy. She tasted fantastic, and she let out a long moan, and in about two licks of her clit she was cumming and pushing my face into her, I think she came about 4 times before we came down and I came up for air.

She never wanted to have sex, but asked me if it was okay if I she listened in while I had a visitor, "Of course," I said, as long as I can sit out on the patio with you occasionally, and she agreed that would be fun. So in the three years I lived there, we would "chat" on the balcony which was code for late night mutual masturbation. 

One night after a girlfriend left to go home, Kathy knocked on my door to tell me I needed to come outside, now! She admitted she had been listening to us through the wall, and needed to cum badly. I knew I couldn't again so I sat on the sofa, and she sat between my legs with her feet on the coffee table. I touched her inner thighs gently, spread her legs wider, and ran a finger up to her pussy. She was soaked, and I was getting hard much to my surprise. Bit by bit I increased the pressure on her clit, she wanted it harder, and wanted to know what we were doing in the other room while she was listening. I explained in graphic detail what we had been doing and eventually I felt her tense and spasm, and a gush of her juices ran over my hand. She was so thankful, so sexy and a nice neighbor.

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