Big Widow Wives – A house incident leaves Graham in fear of staying in his and Angie’s home, so Angie enlists Will to help her get the house back together; however, there is a hiccup in the plan as Angie discovers a possum on the loose that she has to deal with. Meanwhile, Poppy discovers that Douglas is lying to her about a weekly poker game he attends, as he participates in a weekly widow’s support group instead, causing Poppy to become jealous of his emotional vulnerability with the women in his support group.
Derek Sucks – Angie is sent into a tailspin when her long-absent ex Derek suddenly appears on her doorstep. She asks Will and Miggy for help because, despite his faults, she can’t resist Derek. Meanwhile, Douglas and Poppy try for a romantic second date.
Graham Fought the Bones and the Bones Won – Will feels like everything is changing as Sophie returns home from camp a seemingly different person and as he loses out on being room parent to Douglas. Meanwhile, Miggy gets a new temp job at Angie’s law firm to help him earn more money to go toward Jack’s preschool costs, but he ends up discovering he may like the position more than anyone expected.
Summer of Freedom – In the Season 2 premiere, the kids are away for the summer and the gang looks forward to their freedom. But three months later, it looks like summer is a bust with Will doing all the things on the “Angie and Will’s List of Summer Fun” with Tracy Freeze; Angie obsessing over writing the world’s longest email to her ex; and Douglas inexplicably ghosting Poppy on their first date.
Ketchup – The Season 1 finale. Angie’s ex lives near Space Camp, and Will convinces Angie to confront him about leaving her when she was pregnant, which results in a rowdy and awkward encounter between the three of them. Meanwhile, Poppy internally struggles with who she truly has romantic feelings for.
Lance Bass Space Cump – Will realizes he forgot to send in Sophie’s deposit for space camp, so he must woo the owner of the company, Lance Bass, in order to get her spot at camp back. Meanwhile, the twins’ grandmother shows up wanting more time with Amy and Emma during the summer, causing Douglas to spin; and Poppy deals with unwanted old feelings for her ex Ron as she helps him plan his wedding.
A Radiant Cloak of Sexual Irresistibility – In a magical encounter at the Bachelor mansion, Chris Harrison bestows his wisdom on a frustrated Poppy and Angie, attempting to restore their faith in love and happy endings. Meanwhile, Will saves one of the kids at school from playground injury; and Douglas insists Will capitalize on the glow from this heroic act by getting as much attention from women as possible within its 24-hour window.
John Freakin’ Stamos – Poppy’s ex-husband, Ron, gets serious with his latest girlfriend, and Poppy has to deal with the reality of another woman helping to raise her kid. The secret gets out that Sophie has a crush on Graham, which causes a stir not only in the first-grade classroom, but also between Angie and Will. Meanwhile, Miggy gets cold feet after asking Douglas to remove his tattoo of Zara’s initials, and Douglas has to help him realize that his relationship with Zara is officially over.
A Cash-Grab Cooked Up by the Crepe Paper Industry – Douglas agrees to babysit the kids on Valentine’s Day, but when Graham finds himself in a Valentine’s Day emergency and Big Red shows up unannounced, Douglas and Big Red band together to help Graham. Meanwhile, Will and Miggy celebrate “Palentine’s Day” together—a day honoring the love of two friends—but when they run into Angie at her second job, they help her finish her deliveries so she can be with Owen on Valentine’s Day.
The Shed – Douglas discovers that Amy is a math genius and is overwhelmed with how much time he has to spend to treat his daughters as individuals for the first time ever; this eventually leads to Emma moving into their private shed to get some space from Amy. Meanwhile, Graham makes a new friend at school, causing Angie to have to spend time with his new friend’s mom, Nora, to Angie’s chagrin. After Angie meets Nora in person and enjoys spending time with her, Poppy starts to grow jealous.