During my stream wind-down sketch session, someone asked I draw Florence Ambrose. I mentioned that I haven't drawn her in ages and had to track this down to show it off. (Thank you, Wayback Machine!)
So the author of SSDD had a short-lived running gag where his character, Richard, had a crush on Florence. Being a fan of both comics, I wanted to draw fanart and thought playing on that gag would be fun.
WHEN I drew this is a total mystery. The Wayback Machine has 2002 as the earliest recorded capture of this on poisonedminds.com but I'm almost certain it was drawn before that. (I'm thinking more like '99 or '00.)
Florence Ambrose belongs to Mark Stanley (Comic link) Richard Edwards and Anne Winters belong to Alan Foreman (Comic link)