Katherine has taken her coworker up on his offer, and she's going on a date with him. Except, she's taking him to the toasting ceremony where her ex is. Gary gave her his approval and wants her to be happy, hopefully, her other friends will want the same for her.
It's a toasting ceremony in honor of Delilah and Regina's new restaurant, and everyone is invited to the occasion. By everyone, we mean everyone, including Katherine who is at an event with her estranged husband, his former mistress, and her new date.
Eddie: I have seen porn flicks with more plot twists than your love life. Gary: You watch porn for the plot? Eddie: The point is Gary, you find problems with these women, but maybe the problem is you. Gary: Oh says the drunk adulterer living on his best friend's futon. Eddie: You know what man, maybe you should stop taking shots at me and get Maggie back. Or is your plan just to stand there and do nothing and lose her forever? Gary: How about this, how about instead of telling me what to do, try having my back. I'm the one who gave you another chance after you screwed Delilah. I'm the one who took you in after Katherine put you out. You're always so fast to assume that it's my fault, but guess what? You don't know!