Jenny heads out of town with her sister Jojo and dad Macky for her Dirty Sexy Funny comedy tour. Meanwhile, a lonely Donnie arranges a road trip to Boston for a weekend of bro-time with his friend, Johnny, and NKOTB band mate, Danny Wood. As the weekend progresses, and the phone calls rack up, it becomes clear that Donnie and Jenny might not survive the time apart–especially with their friends’ incessant teasing.