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Stroking For Her on a First Date

Posted by: Age: 51 now, 30-ish then Posted on: 9 comments
22 likes 27 views Category: Masturbation Male-Female Tags: first date, date, woman, redhead, petite, ass, man, penis, masturbation, eyes, cock, big cock, watching, watch

I guess she couldn't wait to get back to my place and see my cock for the first time.


Once in the early 2000s I met a pretty young professional woman through work networking. We chatted by phone before our first date and our mutual attraction led to the topic turning to sex and she asked if I minded telling her how big I was.

I told her I was "above average," which I am, and she seemed intrigued. 

The night of our first date she came by place before we walked to the restaurant. I showed her around my apartment and as we were set to walk out the door she kinda went for it and pressed herself against me and gave me a sexy kiss. It was pretty electric, and we smiled at each other and went for a terrific dinner and great conversation. 

She came back to my place afterward and spread herself face down along the length of my couch and asked if I'd lay on top of her, my front to her back. 

She was a petite, slender, fit redhead with a very sexy body, and instantly my cock was hard all along the crack of her ass. "You ARE above average, I can feel it against me," she said. And then in a very casual and friendly tone, she asked, "Can I see it?"

My head was swimming with sexual excitement and my heart was pounding as I stood in front her her and undid my pants and pulled down the front of my boxers. Her eyes lit up and she blushed and smiled as my penis popped into view. 

She'd let me know we wasn't going to have sex on a first date, but we lay on the couch together, her fully clothed, and me with my rock-hard cock straight in the air and we took turns slowly stroking it. Her eyes on it drove me crazy, and she asked me all kind of questions about it and what felt good and what I liked and how much she enjoyed its size and shape. 

I was in heaven and I did my best to ride the wave and make the moment last and keep the conversation going. I offered to reciprocate, but she said she was on her period, and she was loving what we were doing. 

We lay like that, with her eyes and hands on my cock, and then watching me masturbate, for about an hour (ah to be young again!), before she asked me to show her how I make myself cum. 

I took matters into my own hands and increased the grip and tempo until I exploded all over myself and her. 

We had lots of fun and dated for a few months. But that first date was something I'll remember for a long time. I don't think I've had a woman visually drink in the sight of my cock being stroked as slowly and luxuriously as she did that night. Such a great memory.

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