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Episode 1
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.
Episode 2
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.
Episode 3
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.
Episode 4
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.
Episode 5
After an explosive argument, Aluntra has doubts about marrying Bryce, and Isa discovers that Devin wants to return to Chelsea's matchmaking site.