Sharon Vanorny
Your boss is a ballbuster. He or she says things that could be straight out of The Office, but in a scary rather than ironic way. You've promised yourself you will never, ever get drunk around him/her. Because you'll say mean things. But then you've had a good month, and the enfant terrible wants to take you out to the celebration spot of your choice. Your mission, should you chose to accept it, is the Malt House.
Here you are going to calmly and intellectually drink through the massive whiskey menu until your boss shamelessly hits on you and then, head on the bar, cries and confesses how lonely he/she is. Next, put boss in a cab and pocket one huge "get out of jail free" card for your trouble/silence.