After the loss of his wife, BILL PONDER (Simmons) and his 17-year-old son WES move out of their small town into the big city in an attempt to have a fresh start. As they each begin to adjust to their new life and seek ways to heal their wounds, they both find comfort in newfound romance. Wes meets LACY, an introverted but fierce girl whose enigmatic personality captivates Wes' attention, and Bill meets CARINE, a compassionate and elegant teacher whose own past heartaches resonate with his. As relationships are tested, Bill and Wes grow apart and back together again while discovering their true selves in the process.

The adult siblings of the Fitzgerald family prepare for their estranged father to return home for Christmas for the first time since he walked out on his family 20 years ago.

How do siblings deal with each other in their targets? This is the question tackled in this movie. Blue-collared Mickey drives a New York taxicab since the breakup with his promiscuous ex-fiancée Heather two years ago. His younger, white-collared brother, Francis, cannot let Mickey forget the tragedy of the "hairy ass": (Mickey's image of his apartment floor of the guy having sex with Heather after walking in on them). Finding relief in driving his cab, Mickey meets an art student named Hope whom he marries after knowing her for only 24 hours. Mickey also meets his old lover Heather, and learns more about life itself as taxi fares in the course of a summer. Francis, a young Wall Street corporate raider, unhappy in his marriage to Renee and led by his infidelity, continues his shots at Mickey throughout the film, only to find himself a plot device that lends humor and lessons about marriage and brotherhood when he meets and starts an dangerous affair with Heather...