After a string of botched marriage proposals, longtime couple Annie and Jake decide to put getting engaged on hold until they can get it together.
Cast: Casey Wilson, Ken Marino, Sarah Wright, John Gemberling, Tymberlee Hill, Tim Meadows, Dan Bucatinsky
Kay's ex takes out her frustrations by wiping out Jake's identity; Gil jumps on a job opportunity.
Annie finally meets her biological mom, Pam, and everyone is wowed by her take-charge attitude. However, Pam's presence soon begins to stir up tension with Annie's dads, Kevin and Kevin.
Annie and Jake vandalize a sign in their building and become involved in a hate-crime investigation.
Annie realizes that Jake is in need of groomsmen and tries to reunite him with estranged friends; Gil talks Dennah into partnering up on his latest business venture--diet shakes.
When Annie and Jake sit down to watch the highly-anticipated season finale of their favorite program “The Moors,” they are shocked to discover that someone appears to have watched it already. Tensions mount and battle lines are drawn as they both vehemently proclaim their innocence. Dennah volunteers her new boyfriend Police Officer Gary Bric and his partner Officer Laguna Matata to perform a polygraph test to determine the real culprit. Everyone is surprised at the results.
Annie, Kay, and Dennah are able to convince Jake that Gil has become too reliant on him. Jake wants Gil to take charge of his own life but things end up changing the balance of the entire group.
After Annie and her newly engaged dads discover that their cousin “Scooby” can only attend one of their weddings, they battle it out over whose wedding will win out.
Jake attempts to get to know Annie's father better. Annie helps Gil get ready for a special musical production at the annual Flemish Pride Parade.
Annie decides to host a Thanksgiving dinner, but clashes with Jake's mother, who's always hosted in the past. Gil finds out that he has a skill for fine-cheese tasting.
A huge storm hits Chicago, forcing the friends to look for shelter in the basement and ruining Jake and Annie's first-date anniversary.
Jake and Annie get a haunted house ready for the children in their building but run into trouble with one of the mothers. Dennah decides to wear a skimpy costume to an exclusive party.
Annie is stressed over sharing her apartment with Jake. Gil camps out at a all-you-can-eat restaurant.
Annie is furious about Jake's inability to commit just as he's about to ask her to marry him.