Having found their way back together, Maggie and Gary 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. 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.