Re: introducing my dad to pop culture - TV
How about Season 3 of 24? I think if you're going to go with a drama, you really need to do a whole season, and that one grabs you pretty fast. I know the first season's considered to be the best by most people, but it takes quite a while to get going compared to Season 3 which is my favorite.
Also, the whole "good vs. evil" thing is pretty reminiscent of a lot of the old Westerns as Jack's pretty much the classic self-sacrificing hero.
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