Now that Maggie and Gary have found their way back together, they take important steps to secure their future as a couple. Regina’s estranged parents reunite to support her new business; Katherine and Greta attend their high school reunion, and Rome’s documentary makes an impact on impressionable students at his old prep school

Gary, Maggie, Eddie and Anna go on a double date where Anna has an awkward encounter with Peter. Meanwhile, Eddie struggles to reconnect with fans at a music convention.

Gary hits multiple roadblocks while trying to meet an important deadline; Eddie makes a surprising discovery at Katherine's house, and Rome struggles to connect with an impressionable group of young artists.

Maggie receives some much-needed support from an unexpected source, Katherine grapples with her history with Shanice and her future with Greta; Rome faces off with his childhood bully and Sophie uncovers new information about Kai’s relationship with Peter.

The strength of Maggie and Gary’s relationship is put to the test once again. Rome makes a sacrifice for a student in distress; Theo turns to an unlikely source to help his mom through a rough patch, and Eddie learns a shocking secret about Anna.

Maggie and Gary explore the possibility of a home birth, while Regina and Rome adjust to life with their new roommate. Katherine and Greta reach a crossroads in their relationship.