In regards to the 2010s, I'd have to say Eastbound and Down. It's so hilarious - though, I admit, it takes cheap shots at males and the South USA. Anyway, I pretty much like anything with Danny McBride in it - and that includes Vice Principals - the comedy follow-up to the other one.
O.K., regarding shows of the past - I enjoy ALF, The Fresh Prince, Dream On, Sanford and Son, Beevis and Butthead, Daria, The Critic, Duckman, and South Park. Well, I'm not a South Park fanatic - but a few episodes lure me in.
Anyway, I'm from the 90s generation, graduating HS in 1995.