After meeting each other in a baseball game, Brooke Meyers (Jennifer Aniston) and Gary Grobowski (Vince Vaughn) fall in love
each other and start a romantic relationship. Gary is a tourist guide in Chicago, and he runs with his two brothers a small
tourist tours company, offering tours by bus and boat. Brooke works in an art gallery. The relationship seems going well,
but one day Brooke gets tired of stand Gary's immaturity and laziness. He prefers to play video games than helping her, doing
dishes or cleaning the house after having a dinner, which Brooke always prepares. So, Brooke decides to break-up with Gary,
but they can't get completely separate, because the flat they share belongs equally to both. So, they will split the flat
in two parts, staying Gary in the living room, where he has his video console and a billiard table. Their friends advice them
that the best solution will be to sell the flat and divide the money. Someone makes an offer for the flat, and in a few days
they will have to leave it. However, despite everything and Brooke's firmly decision about leaving Gary, it seems that she
still has feelings for him, believing that he can change and grow up. Her strategy will be hanging out with several guys in
order to make Gary jealous. Nevertheless, Brooke's strategy will only get things worst, because Gary will be far of being
jealous about her, becoming the whole situation a domestic war.