Wife showing
The most "taboo" person I could show one of my wife's photos to would have to be either one of our son's adult-aged friends or maybe an employee of my wife at her work. Someone younger in their 20s in which it would change the power dynamic between my wife and that person. It would only be fun if they'd get plenty of use out of the photo.
I'd be too nervous to risk her being identified and have to deal with the consequences. It would be fun though. In an ideal scenario, I'd send a faceless rear photo from an anonymous email address. Maybe I'd send a few other random amateur pics in that email to throw the recipient off the scent. And they'd see the photo of my wife thinking it was just a random amateur mature photo. But they see the hair and body type of my wife from behind and save the file to use while imagining sleeping with my wife. But they never know it actually is my wife. They just think the woman looks like my wife from behind.
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