After getting overwhelmed and running from life, Derek returns with a new-ish outlook on life. 

Derek and Lia finally go on their "date" and Jalen becomes the voice of reason.  

Paige's resurfacing and Jalen's surgery finally push Derek into therapy.  See how it all plays out. 

Jalen talks to his therapist as his surgery date gets closer and Derek doesn't know what he wants. 

Derek goes on a date with Lia’s friend, Whit. See how he ends up crying in a cemetery for the first date. 

Jalen, Malcolm, and a reluctant Derek head out for a night on the town, joined by Lia and her friend Whit. Drinks are poured, feelings are shared, and secrets are spilled.

Jalen tries to hook Derek up with a woman 16 years older.  Does Derek hit it off with the cougar or is he too wet behind the ears for her? 

Derek explains to Jalen and Lia how his last date left him with a black eye and stolen wallet.

Derek deals with his interracial dating insecurities by lying to his date about his dating history. 

Derek, desperate to regain his confidence, inexplicably arranges a date with a married woman seeking a 'special experience'. Follow him as he recounts his journey to find love to his best friend, Jalen, and their favorite bartender, Lia.