I think it's more likely that you've underthought a fairly complex situation.
Wow, you kind of over thought a relatively simplistic ideal here didn't ya? lol...holy crap.
I'm familiar with the term. I just think it's a stupid reason to make a major decision about your life, just because you think it's "cool." It's like deciding to join the military (even though you can't handle the rigorous training and harsh routine) just because you saw a video game character do it and thought it "looked cool," or deciding to buy a gun because it's "manly." If you're going to do something, it should be for a solid, timeless reason (i.e. something you won't regret or change your mind about in 5 minutes, or days, or years), not because you felt a passing fancy and thought it would be "cool."
Cool is a slang word for acceptable, awsome or the "in the moment" thing thing to do. I am sure you are familair with this. Possibly not though.
False dichotomy. I'd rather take the third option and be responsible.
Now...would you rather be "cool"...or a dick?
For all the things that I never did
For all the places I never was
For all the people I never stopped
But there was nothing I could do..."