In the Still of the Night - S2.E5

After Glee Club practice, Alan is collared by Jimmy Vinceguera, a Lafayette High School hood who overheard him singing--apparently Bruno Mazzarelli, the lead singer in his rock group, the V-Necks, was arrested, and he wants Alan to act as substitute in a radio contest. But, as Alan practices, he is caught up in the ""excitement"" of being rebellious, and drawn into the boys' objectionable behavior as well as into their music. In the meantime, Nicholas tells Nathaniel they have to give up playing cowboy if they want to ""become"" teenagers, but Grandpa nips that in the bud by agreeing to play with them.