[TheFlyingBomb]

Zen, you can't go wrong with a good whiskey on the rocks.

Hang on to the glass for a minute or two before sipping - when the ice starts to melt a little bit, it really unlocks the flavor in a cool way.

As for what/what type of whiskey, that'll take some experimentation on your part. I prefer Irish whiskey, Jameson being my favorite. That said, I imagine Boston has more Irish whiskey to offer than my part of the world. I also like Canadian blends, but a glass of Blanton's (straight Kentucky bourbon) does me pretty well on special occassions.

If whiskey isn't your thing, go with something like a vodka gimlet. The nicer vodkas have almost no taste whatsoever, and the lime is a good contrast.

These are just suggestions, obviously. Different folks like different things. A general rule for male vs. female company. If you're with women, don't worry about trying drinks with a lot of elements (Long Island, drinks with silly names like Sex on the Beach, Stand Up and F**k Me). Simpler drinks seem to be more "manly," for whatever reason — whiskey and coke, gin and tonic, a Manhattan.

Let us know how you do!