Oh geez
it comes in olive drab; I dunno if I can resist that. I guess a pro (and financial con) is that I'd be able to mix/match pedals for different sounds, which is something I've never tried before. I was looking at the Epiphone Les Paul, so it seems like I'm on the right track.
That also looks excellent; good to know there are some great options regardless of the type of guitar I'd go with.
As for those questions, I'm of two minds:
I enjoyed my acoustic for just strumming along a bit, playing along with the folk songs I liked. I'm not much of a singer, so my focus is less playing stuff to sing along with. I also like the sound of electric as well as the potential of playing some of the crunchier songs I like; ~10 years ago when I was playing most frequently, I probably was working my way through a lot of Modest Mouse and White Stripes. I'm a huge Neil fan, so I can find stuff from his catalog I could play on either.
Not sure I'd play with other people; I don't have many musically inclined friends, so were I to play with others I'd have to be practiced/comfortable enough to want to put myself out there and play with strangers.
And living situation wise, I'm not sure anything is in my way; I live in a duplex but they're cool with noise/instruments. My only concern partnerwise would be some sidelong glances for taking on a hobby I was previously less interested in (had my $99 acoustic for as long as we've known one another and to be fair she never saw me pick it up), but we keep separate finances and she recently remarked that I should make some ridiculous purchase with my bonus, as it's rare for me to treat myself.