Fictional Fans

I could basically answer all these questions with one resounding YES, but, specifics!

- There are so, so many songs on various character playlists, and not a one of them is coming to mind right now.

- Both! A lot of the filk is very old and not very good, and I haven't completed any in quite a while, but there's a couple I tossed up online that I'm still mostly proud of - Evil Book, to Seanan McGuire's Evil Laugh, and Why Did We All Have to Go?, a road trip story set to Somebody That We Used to Know.
I have made exactly two vids almost ten years ago, and keep meaning to try and start making more. One of them was basically an in-joke; the other is a Doctor Who vid that still lives on youtube here.

- Musicals and musical movies are some of my favorite forms of entertainment. I've done a few TV shows too -- I loved Galavant, Crazy Ex-Girlfriend, and the first season of Smash (still have to watch the second).

- So, so many. Random musicals have comprised a large part of my fandom history. Currently, I spend time poking around in these: the band the Mechanisms and all the albums they've done, Paul Shapera's New Albion series of albums on bandcamp, the film The Devil's Carnival, and the stage musicals Chess and Bare: A Pop Opera. Trying to get into Crazy Ex-Girlfriend, too.
There are many, many others I've been through in the past, but that list would be kind of ridiculously long.