Noughts and Crosses, if I get to go first. I know how to only ever win or tie, so it's a matter of perseverance. And let's face it, my life is on the line and he's a busy man. I'm going to outlast him.
If not, Armored Core V. I highly doubt he's played before, and with that being the case, he has no fucking idea about attitude control effecting fire rate, defence thresholds, armour breaking, glide boost turning or even EN supply capacity. And if I take my fortress quad or featherweight sniper on Marine Facility, shotgun/handgun MW on Executive Sector or my tank virtually anywhere else, he has no chance.
And if I feel like a mindfuck, I'll challenge him to a game of losing. Whoever loses wins.
But guise, don't be slack and challenge him to eating, drinking, making facial expressions, that's just cheap. Come on.