Over-achieving celebrity, Rebecca (Moore), must come to grips with her failing marriage to stay-at-home daddy, Tom (Duchovny). While Rebecca's slacker brother, Tobey (Billy Crudup), can't seem to devote to his aspiring-novelist girl friend, Elaine (Maggie Gyllenhaal). The two couples embark on a search to rediscover the magic and romance of falling in love at nyc, as both connections turn out of control.