Pauly D goes back to school and makes a surprise DJ performance and the gang discusses their future plans together.
The boys fly to Puerto Rico where Pauly opens up for Britney Spears, the gang rages for Jerry’s birthday and Biggie finally pops the question.
Pauly D meets with 50 Cent but the moment is soured when Ryan feels excluded and goes back to Rhode Island.
Biggie asks MJ’s parents’ permission to marry their daughter and Pauly is invited to have his hands imprinted at Planet Hollywood.
Biggie reaches his limit when Ryan gives Pauly alcohol during his DJ set and Angel has the time of her life in Vegas.