"You're the Worst" isn't a typical romantic comedy. Narcissist Jimmy Shive-Overly thinks all relationships are doomed from the start, while stubborn cynic Gretchen Cutler is certain that amorous bonds aren't her thing. When the two meet at a wedding, though, there's a sea change: They go home together and find they're beginning to fall for each other. Jimmy and Gretchen navigate fear, heartbreak, ardor and other feelings, and their situation seems to establish that nontraditionalists sometimes make great partners -- but not forever. They eventually break up and become involved with other people, leading them to struggle to move on while being pulled back toward each other.
The close-knit, Chicago-based O'Neals seem to be the perfect Catholic family, but when surprising truths come to light, some lives take an unexpected turn. Eileen, Pat, Kenny, Jimmy, Shannon and Jodi decide to let the honesty ring in a new, less tidy chapter of their story, where they all drop their carefully honed facades and discover the unexpected freedom that accompanies just acting real. Instead of being torn apart, the O'Neals find that their newfound way of life actually brings them closer together.
Accomplished actors Dianne Wiest and James Brolin star as the heads of a large, happy family, in which each member is approaching different milestones. Their eldest daughter, Heather (Betsy Brandt) and her husband consider having another child as they get closer to an empty nest; middle child Matt (Thomas Sadoski) thinks he has found true love; and the youngest of the three siblings, Greg (Colin Hanks) is overwhelmed after having his first child with his wife. Various perspectives are employed as each family member's story unfolds.
Surprise! You're a father! Bartender Ben comes home one day and finds that an ex-girlfriend has left a baby girl on his doorstep. The addition to Ben's family -- or having a family -- turns his life upside down. As a New York bachelor in his 20s, being a single dad doesn't fit his lifestyle. After much deliberation, Ben decides to raise the baby with help from his buddy Tucker, brother Danny, and hovering mom Bonnie. Also law student Riley -- once chubby, now slim -- wants Ben to take notice of her, but it's Danny who does.
Mickey, who is intelligent but lacking ambition, is always hustling and looking for the next easy payday. It seems like her ship has finally come in when she goes to Greenwich, Conn., to visit her estranged sister and billionaire brother-in-law in search of a handout, and they flee the country to avoid federal fraud charges, leaving her with everything. But nothing in life is free, and "everything" includes guardianship of her sister's three ill-mannered children -- teenage Sabrina, future Republican and middle child Chip, and the fragile youngest, Ben. Though motherhood was never in her plans, Mickey discovers a little responsibility never hurt anybody.
When Kevin retires from the police force, he thinks life will be all about hanging out with his wife and kids and going on the occasional adventure with fellow retirees. A different narrative starts to take shape when he discovers his wife has been protecting him from certain family info while he was out keeping the streets safe. When his wife dies suddenly, Kevin must postpone a life of leisure and work on keeping his family in shape. In addition to taking on the role of single dad, Kevin goes back to work, joining the private security firm launched by his former partner.