V is for velvet rope
UNDERAGE I don't condone breaking the law (except when I do, like right now in these words I am typing), but smaller bars and restaurants are more likely to need your business and not care that you can't grow a mustache yet, so try drinking there like it's no thing. Not rolling in 10-deep, in a giant swarm of barely post-pubescent awkwardness, will help you keep your cover. That being said, your chances of getting served here before you're 21 are slim — yet another reason to curse the Puritans.
VELVET ROPE We don't really have too many posh nightclubs here where you, like, stand outside and the bouncer looks you over and lets you in if you're hot. That's mostly because no one here is hot. If you absolutely must seek out a place like this, then try the Alley down by the Boston Common, or the Financial or Theater District clubs. I'd write more about these types of places, but I have good taste, so I don't have any firsthand experience.
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