For Old Times Sake
For Old Times Sake… Masturbation Monday Week 154
I ran into Renee the other day. She was back on the island, so we got coffee to catch up. Renee was one of the bartender’s at the tavern I once hung out at. She was a gangly young woman and always wore a dress behind the bar. I thought she was sexy and one night when a blues band was playing she asked me to dance. The song was a slow soulful one and she felt good in my arms, I got hard, and she knew it. She took me home, telling me she wanted to have sex with an older man, and after that we fucked a couple more times before she fell in love with a guy her own age and that was the end of that. Shortly after that they moved to the mainland.
We figured it was fifteen years ago that she had left, and that relationship hadn’t lasted long. I told her everyone in the bar thought he was a jerk and she confirmed it, but “love blinds” she said. “Now I’m into women, and my girlfriend and I have been together for five years, and I’m not blinded this time.” I told her I was happy for her, and we reminisced about old times. The conversation got around to sex and I told her about my blog, and that I would be thinking about her that night. I jokingly said I’d text her a photo to show how much, and she said, “I’d like to see that”. My eyes must have gotten big, as she laughed and said she would send me something first.
Sure enough, around 9:30 my cell pinged and there was a photo of Renee’s small breasts in a nightgown… she remembered. Later I sent a photo and asked her if she would like to see a video. The next day there was a text back… 
I didn’t waste time texting and called her to see if she was serious. She said, “I may be into women now, but I still like to watch men masturbate. I think it would be fun, but you can’t fuck me.” I told her what a turn on that would be.
She came over to my place later that night and after a kiss on the cheek she pulled out her iPhone and said “Let’s get started”. That’s one of the things I always liked about Renee, she was direct and didn’t waste your time. I placed a chair by the bed for her and undressed. My penis was swollen and getting hard as I lay down on the bed. Her eyes staring at my cock, cell in her hand, and I started to fondle myself. My eyes were on her breasts, she wasn’t wearing a bra and her nipples were pushing against the halter-top she was wearing. I was remembering what it was like to suck them as I lightly stroked the underside of my penis with my fingertip. “This is how I like to start”, I said. She watched in silence as I began stroking with more fingers, up and down as my cock got harder. I put some lube in my hand and started squeezing and stretching my balls while I rubbed the purple head of my cock between finger and thumb, beginning to breathe harder. Renee was rubbing one of her nipples as she watched and asked “Are you going to cum soon?” I told her I wanted to see her nipples as that would help. She laughed and said “Okay, but only if it will help” and pulled her dress off her shoulders and pointed her cell at me. Well that definitely helped, as I was soon stroking my cock faster and could feel the familiar tingle of an orgasm on the way, my butt clenching and legs stiffening. Her eyes were alternating between me and the screen on her iPhone, I was staring at her nipples as I pulled on my cock. Her eyes were intense as she watched the filming on her phone. I could hear myself moaning and began to pump my cock faster, up and down, up and down, squeezing as hard as I could, and then that feeling of wanting to cum but not being able to, I stroke my penis slower massaging the head, and then faster as I feel the jizz starting to rise. 
Finally we are rewarded as I ejaculate and she moves in closer to film the jizz oozing down the side of my leg as my penis softens and begins to shrink. I’m out of breath and exhausted as I lay back watching her reaction. She stops recording and smiles. “That was hot, I loved watching you jack off. I think I’ll show this to Karen.” She pulls up her dress and leans down and kisses me on the forehead. “Thank you, nice to see you again, Elliott.”
Visions of both women watching me masturbate dance in my head.
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For more sexy stories… Week #154
9 comments on “For Old Times Sake”
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Life of Elliott... 
I love to watch a man cum. It never gets old.
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This is so hot!
I love to watch a man masturbate. And watching him cum can take me over the edge. It’s just beautiful to see.
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Hot story 😁
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Wonderful story Elliott . . . you were obviously over-cum !!!
There are more fun coincidences in this story than you may think !!!
Xxx – K
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Hot story. I wish more women were like this – and that I could meet them!
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I think I like her! 🙂
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I wouldn’t mind running into an old friend like that.
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