Will Freeman lives a charmed existence as the ultimate man-child. After writing a hit song, he was granted a life of free time, free love and freedom from financial woes. He's single, unemployed and loving it. So imagine his surprise when Fiona, a needy single mom and her oddly charming 11-year-old son, Marcus, move in next door and disrupt his perfect world. When Marcus begins dropping by his home unannounced, Will's not so sure about being a kid's new best friend, until, of course, Will discovers that women find single dads irresistible. That changes everything and a deal is struck: Marcus will pretend to be Will's son and, in return, Marcus is allowed to chill at Will's house. Before he realizes it, Will starts to enjoy the visits and even finds himself looking out for the kid. In fact, this newfound friendship may very well teach him a thing or two that he never imagined possible - about himself and caring for others.
Episode 1
We follow perpetually-single Will as he attempts to woo women, while avoiding any real commitment. His life changes when a quirky, bohemian, vegan single mother, Fiona, and her 11-year-old son, Marcus, move in next door. Marcus is a misfit, and already being bullied at his new school, yet he and Will strike up an odd-couple friendship, under Fiona’s disapproving watch.
Episode 2
Will agrees to babysit Marcus so Fiona can go on a job interview, but a last-minute invitation to a party complicates the situation.
Episode 3
Will struggles to pull off a guys' night out. Later, Andy asks Will to be his son's godfather.
Episode 4
Marcus asks Will for advice on how to get invited to a girl's birthday party.
Episode 5
Fiona gets dating advice from Dakota.
Episode 6
Will takes Marcus to the ER after an accident with a knife.
Episode 7
Fiona intrudes on Will's poker night. Meanwhile, Marcus goes on his first sleepover.
Episode 8
Fiona oversees a project for Marcus' class. Later, Marcus goes on a shopping spree with Will.
Episode 9
Will invites Sam to a game night hosted by Andy and Laurie.
Episode 10
Marcus' dad makes a surprise visit. Meanwhile, Sam's demanding work schedule leaves little time for romance.
Episode 11
Scheduling problems arise as Will tries to plan a birthday party for Marcus. Meanwhile, Fiona and Sam get into a disagreement.
Episode 12
Will invites Sam to move in with him after she is forced to evacuate her apartment. Later, Will and Marcus build a tree house.
Episode 13
Will turns to Andy for advice after Sam gets a job offer in New York in the Season 1 finale.
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