After finding love with an inmate, Chelsea Holmes starts a new career as a prison matchmaker. Bronx college student Isa falls hard for bad boy inmate Devin.
Chelsea rebounds with another inmate after her boyfriend Manuel ghosts her. Aluntra finally gets to start her new life with Bryce when he's released from prison.
Sparks fly between Chelsea and soon-to-be-released inmate Michael, and Isa is worried she can't trust Devin after he requests money repeatedly.
Chelsea picks up Michael from prison. Bryce feels caught between his old and new life. Brey debates what to do when he finds out Arlette has a violent past.
After an explosive argument, Aluntra has doubts about marrying Bryce, and Isa discovers that Devin wants to return to Chelsea's matchmaking site.