It's not obscure but I love reasearching and watching old comedy clips from people like Lenny Bruce and Joan Rivers, (I really love old comedy shows like Black Adder and The Golden Girls), I also like watching old talk shows like the Dick Cavett Show and Wogan.
Dick Cavett, Michael Aspel, Ruby Wax and Wogan were just so chill when they interviewed people like David Bowie and Stephen Fry, compared to people like Graham Norton who can at times be very obnoxious, Cavett, Aspel and Wogan are very mellow, Joan Rivers was also once a talk show host and she was good too.
I like watching and reading old interviews of different actors and musicians,whether it's a serious interview or a funny one, it teaches me more about what they were like as people, David Bowie's interviews were very philosophical, Pete Burn's interviews were honest and at times snarky and Rik Mayall's interviews were philosophical, funny and honest.
Pete Burns is an interesting figure to me,most people see him as either a former 80s synth musician who had a very androgynous appearance and others see him as an example of someone who went too far with their plastic surgery (he did at times go a bit too far with that he looked like Cher)
I only recently got into the music he made with Dead or Alive as I found out about him via his Spin me like a record song, a comment on the Contra thread which referenced him and a clip of some fan reading weird poetry to him.
Reasearching about different subcultures like Goth, Punk, Mod etc. is another interest of mine, I like learning about the different aesthetics,fashion and music genres associated with those subcultures.