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For your first group, definitely Samurai Champloo. It's an insanely fun, episodic journey set in Edo Period but rendered in the funky colour of popular culture, espeically hip hop. It puts no emphasis on story or character developments, so it doesn't demand your audience to keep up with its progress, but characters are still very likable, comedy is great, stylish action choregraphy that is still rarely seen today and of course, it's just awesome to see things like hip hop thrown into your traditional samurai journey (breakdancing sword fight or a people rapping hip hop for example).
Also recommending Cowboy Bebop by the same creators. It's more laid back, cool and jazzy (not hip hop-y) and more mature, heavy and serious than Samurai Champloo. A tier above Samurai Champloo in my opinion, highly recommended as well.
Honey and Clover may also be something you should consider, as they look at the lives of college studnets studying/graduating and getting jobs/dealing with love/finding purpose of life, things that 17~25 years old would constantly face. Hataraki Man is another very good comedy series that also examines working lives of different people, and how they deal with them, which may be of interest to those already working fully in their fields. They both are heavy on the issues they explore, but there is no angst, the atmosphere should be light overall to enjoy watching together.
Also recommending Millenium Actress for a movie to watch. It's amazing.
For your second group, I've got nothing. Play them one of those bible videos or something.
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