Several times
In fact, browsing this site about 3 weeks ago, I found the leaked pics of a coworker I've known for easily 15 years. Pics are full nude, and some group sex and interracial stuff. I had no idea. She and I have gone out to lunch together several times, but nothing had ever come up.
I work for a different company now, but I'll be damned if I didn't see the pics here, chat her up the same night on linkedin, and see if she wanted to get together to catch up.
A few years ago, I gained access to a coworker's email kind of by accident, or so I claim. His wife sent him daily nudes, while at the same time he was having an affair with a secretary who was also sending him nudes. Also got all his and her chat logs. It was interesting to say the least. It "somehow" got leaked online in 4chan, and is now quite popular online.
An ex-highschool classmate became one of the most famous porn stars in history.
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