When Matt invites Colleen to brunch with the family, he coaches her through the difficult task of connecting with them. Also, John, Matt and Greg try to prove their masculinity by cutting down a tree in Greg's backyard, Tim has an adverse reaction to espresso, and a sleep-deprived Greg has a run-in with the cops.

Greg joins Colleen's gym and goes overboard gearing up to work out. Also, Heather and Jen host a secret garage sale that directly competes with one Joan is having, Tyler and Samantha throw a party while Heather and Tim are away for the weekend, and the family has second thoughts about eating lobster for dinner.

Greg lies to Jen about voting in the presidential election; Heather starts working with Tim at the office; Tim gives Joan a medical marijuana prescription; Matt takes Colleen to the emergency room.

When Tim gets two tickets to the GRAMMY Awards from his rock star patient, Charlie Puth, he brings Samantha to the show to impress her. Also, Matt and Colleen realize how out of control planning a wedding can get when they meet with their offbeat wedding planner, Ned Gawler; John and Joan join Facebook so they can stay connected to the kids; and Heather manically tries to save Sophia's beloved goldfish from dying.

When Greg and Jen take Lark on her first airplane trip, their parental skills are upstaged by another couple travelling with their baby. Also, Joan and John attempt to smuggle their dog, Tank, onto the plane; Matt and Colleen miss their flights when they accept travel vouchers for airline credits; and Heather and Tim run into countless obstacles when trying to get to the airport on time.

When Jen invites her boss, Paul, and his wife over to dinner to impress him, she and Greg can't remember his wife's name and scramble to avoid embarrassment. Also, Tim urges Tyler to start dating; Matt ends up having a nightmare about parenting after he and Colleen discuss having children; and Joan grows increasingly stressed about Heather living with her.

When Matt drives Greg to a job interview, they encounter a few bizarre obstacles that jeopardize getting him there on time. Also, with John's help, Tyler listens in on a therapy session between Clementine and Joan to see if she still has feelings for him; Tim bribes Samantha to attend online traffic school in his place; and Jen tries to convince Colleen and Tim to join her boycott of family get-togethers.

After John befriends the janitor at Sophia’s school, Mr. Sissel, John learns that Sophia and her friends believe a childish rumor about him. Also, Heather pushes Tim and Joan to go for walks together while recovering from their health issues; Matt and Colleen try to tame Dougie’s bad habits; and Jen is desperate to not go into labor during Lark’s birthday party.