I have a random but fun one. Back when I was on okCupid in NYC, a writer for the New York Post messaged me, saying he and okc often partnered to set people up on blind dates and they wanted to match me with someone and do a couple of articles about us for their Meet Market column. First I had to go to their offices to do a photoshoot and fill out a questionnaire of tidbits about myself they'd use in the first article. Then I went on the actual date, all expenses paid at a nice restaurant. I thought it would be fun to use a move I do on most dates, and I brought something I baked to share with her. About 10 minutes in, a photographer arrives to take pictures of us on our date. It was pretty funny; they had us pose in different ways for every combination of how the date might go (we're both having a good time, I'm having fun but she's not, she's having fun but I'm not, we're both waiting for it to end). The date actually went well, we even went on a few more dates (which the writer told us almost never happened). After that first date, we answered a second questionnaire describing how we felt it went, whether we liked the other person, and whether we'd want to see each other again. We both gave each other glowing reviews that were published in the Post the following week.
On top of it, they sent us the photos from the date and the earlier photoshoot. I made the mistake of using the photoshoot picture for my facebook profile. I say a mistake because it's one of those goofy pictures where you stand at an angle with your arms folded in front of a white background. My friends had a field day in photoshop, superimposing me in pictures of N'SYNC, the Olympics, etc.
Edit: I found the articles!
https://nypost.com/2014/05/03/sweet-harlemite-seeks-a-man-with-a-take-charge-attitude/
https://nypost.com/2014/05/11/this-weeks-couple-sweet-moves/