Young Once

They're young, Christian and questioning their next move in life and love. Michelle confronts Cassie about her sister's unresolved feelings for her ex-boyfriend Caelan. Tony looks for advice from Robert about his crushing student debt that is holding him back from a proposal. And when Caelan and Cassie's date doesn't go as planned, moving on becomes harder than they both expected.

Caelan and Cassie's conversation ends with an abrupt exit. Later Caelan looks to his best friend Andre for some clarity about his feelings. Cassie's family has as hard time ending their communication with Caelan. Meanwhile, Tony, with the help of his friends (and some goats) tries selling t-shirts to earn money for an engagement ring.

Cassie and Caelan wonder if their romantic past prevents them from just being friends. Robert uses his unique movie-making style to help with a special project. Will Cassie listen to her sister's advice about moving on from Caelan?

During a cabin getaway, Cassie and Kendall open up about their unspoken tension and feelings for Caelan. After Tony gushes about his girlfriend, he asks Cassie what she is looking for in a partner. And will Tony's "Catastrofee" t-shirt finally take off?

Tony's job search brings him to the Randolph home. Caelan is forced to rehash his feelings for Cassie, and who will show up to Tony and Caelan's Lil' Ballers basketball camp?

In the season 2 finale, can Caelan take an important step to bring closure to his relationship with Cassie? Will Tony need to move back to Alaska and put his engagement hopes on hold?