Trust the Man(2005)

Men play the game. Women know the score.

Overachieving actress Rebecca must come to grips with her failing marriage to stay-at-home dad Tom. While Rebecca's slacker brother Tobey can't seem to commit to his aspiring-novelist girlfriend, Elaine. As both relationships spin out of control, the two couples embark on a quest to rediscover the magic and romance of falling in love in New York.