Apples to Apples is the bomb. Great for parties where some of your guests don't know each other very well.
I am awesome at Taboo. It doesn't seem to matter who I play with, although Pedro and I have obvious advantages. ("That thing that the guy had that time at the...place" "...NACHOS!") I somehow seem to have a knack for describing a thing in a way that is not at all the way you'd expect but is still remarkably clear.
I also always beat Pedro at Ceasar and Cleopatra, but that's because I know how his mind works and I know his strategy. He's a greedy gazoo and can't stand to give up a point here or there if he can help it, and Cae&Cleo will cut you on that every time. But he always wins at Carcasonne because he's a sneaky bear and always manages to steal farms from me.
Pedro and I don't play Trivial Pursuit any more because something about the way the questions are written causes short circuits in my brain. I totally know the answer when I hear it, but the question itself doesn't make any sense. I'm better at Jeopardy, but not as good as August.
We also don't do Monopoly because (a) it is the game that sucks (plus it causes depression) and (b) Pedro absolutely refuses to trade in any way, shape, or form unless it is so clearly and unequivocally in his favor that it's clear I'm just making the deal out of desperation so that someone, anyone, will win the game and put us both out of our misery. (See the above-referenced greedy gazoo.)
Apparently my parents haven't played chess since they were first married because my mom threw the board at my dad in a fit of frustration. In her defense, Dad does have a tendancy to gloat.