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wimpyguy11 Skilled Jackinchatter

660 posts since 2014-08-15
57 year old
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Just been having the fantasy of my gfs-mother cuckolding me.

The fantasy of her convincing and talking my gf to date other men while shes dating me gets me hard.
Esp to date older men, men in their late 40s to 50s. Something naughty about my MIL talking my gf to date other men.

Like the idea of being in their kitchen when I pop over to say hi. Chatting with my MIL as usual as my gf is in her room. Thinking shes out of her shower and will be out to greet me with a kiss. But I see her walk out in a cute outfit and heads past the kitchen to the front door.
Me wondering where she is going, and my MIL not batting an eyelid. Just making sure my gf doesn't forget her keys.
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earny357 Novice Jackinchatter

54 posts since 2016-08-29
46 year old heterosexual from NZ
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Is your MIL hot? You then left alone with your MIL who explains to you where she is going.
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SloStroker Omnipitant Jackinchatter

7249 posts since 2006-08-21
52 year old bisexual male from Nashville, TN
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My family had to live with my in-laws for several months when we were moving back to our home state. My MIL is not hot, but in the evenings she'd put on her night gown and her big saggy tits would swing and sway as she walked. I could see her stiff nipples poking through the thin fabric.

One morning I was in my bedroom jacking off when she opened the door. She quickly shut it and said, "I'm sorry, I thought you were gone". I was so hoping she'd open the door again and watch me or let me fuck her, but she didn't. I shot a massive load that day and always made sure to leave the door unlocked when I masturbated in case she wanted another peek.
Check out my porn blog at https://slostroker.bdsmlr.com/ and my writing blog at https://slostroker.wordpress.com or catch me on Skype as SloStroker
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wimpyguy11 Skilled Jackinchatter

660 posts since 2014-08-15
57 year old
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earny357 said:
Is your MIL hot? You then left alone with your MIL who explains to you where she is going.


Yeah she is good looking.

I love to imagine her playing it off like my gf is going out with her gals or friends. Like its no big deal..even though its clear a guy is picking my gf up.

To the point my gf can walk out in lingerie and a coat. Looking like shes going out just to get fucked..and my MIL acts like nothing just happened. Happy my gf is going over to her friends place. A guy her age who is owning my gf like a toy to enjoy
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earny357 Novice Jackinchatter

54 posts since 2016-08-29
46 year old heterosexual from NZ
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Before your gf leaves, your MIL points out the erection causing a bulge in your pants. They have a little giggle about it. "looks like he has something to take care of while you're out"
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tomcat_4211 Amateur Jackinchatter

272 posts since 2010-11-20
51 year old heterosexual
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Damn, hot as hell. Wish she had wanted more... grin

SloStroker said:
My family had to live with my in-laws for several months when we were moving back to our home state. My MIL is not hot, but in the evenings she'd put on her night gown and her big saggy tits would swing and sway as she walked. I could see her stiff nipples poking through the thin fabric.

One morning I was in my bedroom jacking off when she opened the door. She quickly shut it and said, "I'm sorry, I thought you were gone". I was so hoping she'd open the door again and watch me or let me fuck her, but she didn't. I shot a massive load that day and always made sure to leave the door unlocked when I masturbated in case she wanted another peek.
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Dman Professional Jackinchatter

2099 posts since 2015-06-14
70 year old heterosexual from Western US
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SloStroker said:
My family had to live with my in-laws for several months when we were moving back to our home state. My MIL is not hot, but in the evenings she'd put on her night gown and her big saggy tits would swing and sway as she walked. I could see her stiff nipples poking through the thin fabric.

One morning I was in my bedroom jacking off when she opened the door. She quickly shut it and said, "I'm sorry, I thought you were gone". I was so hoping she'd open the door again and watch me or let me fuck her, but she didn't. I shot a massive load that day and always made sure to leave the door unlocked when I masturbated in case she wanted another peek.


Childhood friend would invite me to accompany him and his family to their summer place for several weeks every year. His mom got into the habit of wearing her nighties around us young boys as she made breakfast while her husband was at work. The sight of her big-nippled floppy mom juggs swinging around inside those sheer tops drove me crazy. And the dark outline of that big 60's era beaver inside the bottoms evoked wide eyed wonder when she wasn't looking. Looking back now I realize just how hot of a milf she was and how much she must have enjoyed the thought of getting our boners worked up.
Master edger, labia licker, nipple tugger and veteran voyeur.
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