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.

Once a Cheater

Lightweight Taken

From Cell to Celibate

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.

The Prison Matchmaker

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.

Prison Famous

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.

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

Chelsea confronts Michael about their faltering relationship. Aluntra and Bryce prep for their wedding. Dexter learns some shocking info about Yolanda.

Will You Wait For Me?

Prisoner of Love follows Chelsea Holmes, the self-proclaimed "prison matchmaker," as she dedicates her time to helping men and women living free lives find love with prisoners behind bars. And Chelsea isn't simply a matchmaker, she is also looking for love with someone on the inside. Prisoner of Love documents couples as they navigate the unique struggle of dating someone in prison. Chelsea does all she can to give these singles the tools to make their relationships successful beyond prison walls, but are these matches built to last?

Once a Cheater

Seasons1

Season 1 Episodes6

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