The Naked Professor
A while ago back in the Craigslist casual encounters days (mid-2000s) I was emailing with some guy who was showing me nude pics of his wife. We just emailed back and forth and I'd tell him what I thought and he seemed to get off on showing me and hearing what a 20-something thought of his older wife naked. His wife wasn't too hot but had some milf-ish qualities about her so it was fun enough.
I'm not proud of this part; I was young and stupid at the time - but eventually I got bored and googled this guy's name and eventually found him and his wife's facebook profiles. I found out she was a professor at a local university. I looked her up on 'ratemyprofessor.com' and saw she had horrible reviews from her student. Then I printed off about 6 of the photos at Walgreen's, went to the library at the university she worked at pretending to be a student, and put each of the photos into books randomly around the library.
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