I Don't Want to Be Me
With lifelong insecurities about her looks, Gypsy starts on a path to change her physical appearance while Ryan's own insecurities bubble to the surface; more than two months after Gypsy's release, Rod feels jealous of everyone's alone time with his daughter, so he and Gypsy experience some firsts; with emotions high, Gypsy confides in Kristy that her feelings for her ex-fiancé, Ken, haven't changed, revealing doubts about her future with Ryan.
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S1 E5
You Told the World
Hoping to make their connection stronger, Gypsy and Ryan add to their family and adopt a puppy named Pixie; when Gypsy tells Mia that she may be pregnant, things in their lives take a turn and Mia begs Gypsy to do something about it; Ryan becomes enraged learning that Gypsy is telling not only her sister, but the world, about their sex life; for the first time ever, Gypsy's ex-fiancé, Ken, is interviewed.
S1 E7
Are You Happy?
During Gypsy's trip to Cut Off without Ryan, he sends her a text that sets their relationship into a downward spiral. Back in Lake Charles, Gypsy gets a call from her parole officer about social media sending her into a tailspin about going back to prison. Still reeling from their argument, Ryan and Gypsy go on a date to talk about their issues that ends with Ryan breaking down. After admitting she's in touch with Ken and needing some space from her relationship, Gypsy asks her family to help her get out of Lake Charles.
S1 E8
Starting Over... Again
After an emotional goodbye to Pixie, Gypsy settles into the life she's never had with Rod and Kristy. Gypsy continues to be torn between talking to Ryan and being more open about her feelings for Ken, sparking internet rumors and leaks. Despite the turmoil, Gypsy undergoes her rhinoplasty. While recovering, Mia is critical of the decisions Gypsy has made about Ryan and Ken, but the advice falls on deaf ears as Gypsy makes plans to see her ex. As Gypsy pursues a fresh start with Ken, unexpected news leaves her reeling.