In the midst of a break-up and a home remodel, Internet personality Bretman Rock retreats to a beachside rental with his friends, where the good times are interrupted by real life family challenges.

As the year anniversary of Bretman’s father’s death approaches, he reveals a deeply held secret to his sister Princess Mae. Meanwhile, Bretman devises a marketing plan for his new sunglasses line: nude photos!

Bretman hatches a plan to coach a “celibate“ Larry through his first date ever — a move that has unintended ramifications for Keiffer. Meanwhile Princess is determined to challenge Bretman after her pushes her a step too far.

Inspired by Keiffer’s gender expression, Bretman plans a surprise party unlike any other! Meanwhile, the group acts quickly when their blind date arrangements for Larry hit a roadblock.

With the launch of his sunglasses line only days away, a stressed out Bretman flexes his muscles—creative and otherwise—to let loose. Meanwhile Princess prepares for a test shoot with a modeling agency in an attempt to find success outside of Bretman’s shadow.

As his mother prepares to leave the country for good, Bretman and his siblings throw her a luau-themed birthday party to remind her that Hawaii will always be home. Meanwhile, Princess gets a life changing call.