Three weeks after Rebecca confessed to Josh she moved to West Covina for him, Josh, having recently been evicted by Valencia after she broke up with him, ends up living with Rebecca, but sleeps on the couch to avoid any awkwardness. Meanwhile, Paula begins to realize her boundaries with Rebecca and sees the reality that Josh is not as into Rebecca as she is into him. Ever since his breakup, Greg has been off the radar for a while, but Rebecca and Paula discover him attending Alcoholics Anonymous.

Songs: "Love Kernels"; "We Should Definitely Not Have Sex Right Now" (sung by Rebecca & Josh)

Rebecca wants to hang out with Josh more. Greg tells his friends about his recovery, and Josh reveals to him that he and Rebecca are sleeping together. Paula hopes to get Rebecca to fill out her letter of recommendation.

Songs: "Maybe This Dream" (sung by Paula); "Greg's Drinking Song" (sung by Greg); "I Could If I Wanted To (Reprise)" (sung by Greg); "Ping Pong Girl" (sung by Josh)

Rebecca wonders whether she is meant to be with Josh or Greg. After a pregnancy scare that turns out to be her period, Josh breaks up with Rebecca again. Greg must decide whether to stay in West Covina or attend Emory University. Paula experiences her own pregnancy scare and has to make a decision, which Darryl unknowingly accelerates.

Songs: "The Math of Love Triangles"; "Period Sex"

After Greg leaves for Emory University, Rebecca is haunted by "memory spirits" of Josh and Greg, and decides to burn all of their possessions. When a YouTube video of her 911 call goes viral, Rebecca moves in with Heather and gets a makeover to become a candidate for a douche spokeswoman. Paula grapples with her pregnancy preventing her from going to law school.

Songs: "It Was a Shit Show" (sung by Greg); "We Tapped That Ass" (sung by Greg & Josh); "Makey Makeover"

Rebecca and Valencia bond in the desert; At law school, Paula finds a new friend in Sunil and begins to question her friendship with Rebecca; Darryl discovers something surprising about White Josh that causes him to question their relationship.

Songs: "Thought Bubbles" (sung by Josh); "Triceratops Ballet" (danced by Valencia, Rebecca, & Josh); "Thought Bubbles (Reprise)" (sung by Anna)

Rebecca organizes a girls' night in an attempt to get Paula to become part of her new girl group, but the evening takes a turn for the worse. Trent attempts to infiltrate Josh's friend group to get Rebecca to like him. Feeling left out from Rebecca's party, Darryl befriends Maya.

Songs: "Friendtopia" (sung by Rebecca, Heather, & Valencia); "Trent is Getting Ready Song" (sung by Trent); "This Song Goes in a Loop Dee Loop" (sung by Rebecca); "Stuck in the Bathroom" (sung by Heather)

Rebecca and Valencia find more than they bargained for when they investigate the new girl Josh has been dating; tensions rise between Paula and her husband, Scott, as Paula gets wrapped up in law school.

Songs: "Research Me Obsessively" (sung by Anna); "Period Sex (Reprise)"; "Let Me Call You Sweetheart" (sung by the West Brovinas); "You Go First" (sung by Rebecca & Paula)

To mend fences with Paula, Rebecca offers to babysit Tommy, but her obsession with Josh distracts her. Paula's marriage hits a breaking point. Josh has a realization after getting dumped.

Songs: "So Maternal"; "Duh!" (sung by Josh)

When Darryl sells the law firm and several of Rebecca's co-workers' jobs are on the line, Rebecca must drop everything and save their jobs. Her new boss, Nathaniel, causes her to see Josh in a new light.

Songs: "Who's the New Guy?" (sung by Paula, Tim (Michael McMillian), George, Maya, & Karen); "George's Turn" (sung by George)

When Rebecca and Josh go to Scarsdale to visit Rebecca's family, her worst nightmare comes true: Naomi ends up liking Josh. Rebecca begins to question whether Josh is the answer to all her problems. Back at Whitefeather and Associates, Darryl tries to exert power in the office as Nathaniel's reign of terror continues.

Songs: "We'll Never Have Problems Again" (sung by Rebecca & Josh); "Period Sex (Reprise II)" (sung by Naomi); "Remember That We Suffered" (sung by Rabbi Shari (Patti LuPone), Naomi, & ensemble)

The Santa Ana winds, aka the "devil winds", blow into West Covina. Rebecca, even though she is engaged to Josh, becomes attracted to Nathaniel. Paula and Darryl become better friends.

Songs: "Santa Ana Winds" (sung by the Santa Ana Winds); "Let's Have Intercourse" (sung by Nathaniel); "You're My Best Friend (and I Know I'm Not Yours)" (sung by Darryl); "The Math of Love Triangles (Reprise)" (sung by Karen)

Stressed out from planning her upcoming wedding by herself, Rebecca turns to her local delivery man, Patrick (Seth Green), for reassurance. Nathaniel offers a kind gesture to Rebecca after his dad visits the office.

Songs: "Man Nap" (sung by Darryl, Tim, & Jim); "(Tell Me I'm Okay) Patrick"

Rebecca's father makes a surprise appearance at her wedding, leading her to get her hopes up for the future. Josh senses that Rebecca is hiding something and has a revelation of his own. Rebecca and Paula join forces for a new venture.

Songs: "What a Rush to be a Bride" (sung by Rebecca & Paula); "Rebecca's Reprise"