Free drinks? Take them, as many of them as you can handle...let your liquor tolerance and not your boss' wallet be your guide.
- generalisimo

It's definitely not a good idea to get drunk on your boss's card. However, if you're all anxious about how much to order it makes you look like you feel you don't deserve it. When we all know you do. So order until you're having a good time...
then stop.
- koko

Bang him immediately. Have you *heard* how much spitzer's former call girl is getting for nudie pix?

Seriously though just play him uffie and be all:

"When I go out, some like to get me drunk and wild.
But the only thing you get tonight is my ****ing drink tab."
- hoovernj

don't confront him about it. he'll get all mad. if it gets to the point where he's actually doing something, just be polite and say it's not appropriate and that you don't want your career to be jeapordized by an in-office relationship.

or just say that you have sipholis. bad sipholis. as opposed to the good sipholis. and herpes. or just say that ur a lesbian. idk. whatever floats your boat. if he doesn't really know you well enough, don't worry about cutting the string with a lie. but milk it for all it's worth b4 you take the scissors out.
- fosho

Peronally, I think it's okay, just don't get hammered. It's not fun... I've never done it, but my family and friends say it's BRUTAL!

I mean you never know what's going to happen. He could be wanting anything. The best advice I can give is make sure there's a designated driver. Two drunken people + a car = death. that won't be fun!

But if it does come to sleeping with him, make sure it's not just because you're drunk(if you are at that point). I'll admit it's not really wise to sleep with someone you work with, but hey if he's hot and sincere... or just hot, go for it, I guess.

Have fun, get drunk if you want!
- Jades41