Continuing on the cassettes theme, I found this site via Randee Dawn:
http://www.cassettefrommyex.com/
The stories on the front page come largely from professional writers, who include a photo of themselves, a photo of the tape and a complete track listing. (They should send me a photo of themselves WITH the tape!)
The coolest aspect of each entry is that there's a neat inline player that lets you listen to the audio of each mixtape. Side A and Side B are separate streams, of course.
I've only read a few of the stories, but my favorite so far is from Katy Finch called "Scarface and 40's":
"I met Robert at a Purple Rain party. It was 1992 and my spring break trip to Santa Cruz, where my friend Crina was going to a much cooler school, was almost over. But I had one last night and a party full of Prince before my departure. While Crina’s roommates rehearsed their band in the garage, beating their way through a Dokken cover then smoothly transitioning into a track from Freaky Styly, we hung lavender vinyl in the windows and baked pot brownies for the party. I was not looking forward to flying back to Poughkeepsie where everyone at my east coast college was trying to convince each other that they had bought Bleach before they had bought Nevermind. Including me."
Cheers to Katy for all those delicious details, and cheers to the team that created the website.