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Who is a person you have masturbated to, but you "shouldn't"

OneEyedSteve said:
My 19 yo stepdaughter. She's a massive tease, even sends me photos from the changing rooms when she's clothes shopping, asking my "opinion" on thing from bikinis to tight dresses and tops.
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I have sexy stepdaughter too, but definitely wouldn’t have ever crossed that line at any point, no matter how much teasing. as it would have been my free fall from sanity.
 
Sister in law a few times. She's nothing special to look at but just has that aura of being standard church-going soccer mom in public and a proper filthy slut in the bedroom. Once when she was dating between marriages with varying success, she was on the phone with my wife and I, a little drunk, and the conversation got onto cocks, and she outright asked if I'd send her a pic of mine. We laughed about it and I didn't, but the thought of being asked got me off hard several times later on.

Years ago, I used to be one of the keyholders at my job, and when I was last out and in charge of locking up, I'd sometimes strip naked and masturbate in the office chair a hot coworker used. It was a strong erotic charge knowing she'd be back sitting where I'd been wanking myself off in just a few hours.
 
One of my wife's friends. We were close to kissing one time - I think one more drink by one of us and it would've happened. Always felt / feel tension.
 
My FIL, but maybe not how one would expect. I don't fantasize about him being with me.

I have a sometimes FWB, Misty. Despite being mainly attracted to women, she's remarked before that she thinks my FIL is hot for an older guy. And I've seen how he looks at her the few times they have met. So, I imagine him going to the strip club where she works and getting a raunchy lap dance that they then continue somewhere private. 😈
 
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