Drew resorts to drastic action after Mimi's latest boyfriend moves into the house and begins mooching off of him.

Mimi encourages Drew to make friends with the gay parents of Gus's friend. However, Drew winds up inadvertently splitting up the couple and finds himself as the "other man."

In the aftermath of his disastrous marriage, Drew heads off alone on his honeymoon to try to define his feelings for Kellie. Oswald and Lewis head to Mexico ahead of Drew, where Oswald accidentally falls for a hooker, unaware of her identity because he doesn't know how to speak Spanish.

Drew has trouble getting romantic with Kellie after a photo of the baby puts a lot of very strange ideas in his head.

After Tony the bus driver gets into an accident, he pleads with Drew to keep it a secret because he is close to retirement and doesn't want to risk being fired and losing his benefits package. Drew cannot do this because he fears for the passengers' safety, so he tries to convince Scott to give Tony another job.

Drew tries to make some extra money for the baby by betting on a greyhound that has been enhanced as part of a DrugCo project.

Kellie tries to get Drew and her father to overcome their differences by having them work together to fix up an old house for sale. Mimi turns to Larry's matchmaking service in her quest to find a new man.

Drew turns to a shady travel agent for help when he is unable to put together the funds to finance Kellie's dream vacation in Italy.

Kellie tries to convince Drew to become friends with a new neighbor, but it all blows up in her face when the man turns out to be a clingy pest who just will not leave Drew alone.

As a sign of support, Drew pledges to stop drinking for the duration of Kellie's pregnancy, but soon finds it very difficult to keep his promise. Meanwhile, Mimi has the hots for a handsome delivery man; and Oswald becomes part-owner of the Warsaw.

Kellie's fears about Drew's inability to be a good father grow after Gus suddenly begins misbehaving every time he is around his uncle. Inspired by Mimi's romance with a widower, Oswald and Lewis hope to set themselves for life by picking up wealthy widows.

Kellie is furious with Drew after he blows off an appointment to see their baby's first sonogram to go drinking with the guys.

While taking a pregnancy quiz with Kellie, Drew recalls his father's death in a fall from the roof. Drew was horrified to discover that he was never even mentioned in his dad's diary, and tried to prove himself by arranging for a lavish military-style funeral. However, disaster struck when George accidentally wound up with a casket featuring the logo for the band Kiss.

Drew hopes to make a commitment to Kellie after they learn that she is pregnant. However, she is unsure if this is the right decision. Drew seeks her parents' help to change her mind, only to find that they are not exactly thrilled with the idea of having him as their son-in-law.

Drew is thrilled when he and Kellie decide to exchange keys. However, he nearly thwarts the progress in their relationship when he ends up letting Scott use Kellie's place to cheat on Traylor.

After Evan leaves for a yoga retreat, Traylor begins a romance with Scott as part of a power play to seize control of the office. She puts an end to the laid-back work environment; and worst of all, takes away the foosball table! Meanwhile, Lewis gets involved with the Warsaw's new cook.

After learning that Gus's soccer team is in a league that has set things up to make sure that no one ever loses (to keep the kids from feeling bad), Drew tries to butt in, leading to disastrous results for his nephew. Lewis and Oswald make the mistake of getting involved with Kellie's cousin, who turns out to be a kleptomaniac.

Drew and Oswald get a little too competitive as they try to set up their mothers with an attractive eligible widower.