Lillian couldn't have met up with Buddy Holly, The Big Bopper and Richie Vallens because the plane they were travelling in crashed and killed them.
Pepper Ann: ...just fifty boring years in boring old Hazelnothing.
Janie: Lydia, I thought you said you'd rather paint a sign on the side of a beached whale than advertise on a blimp.
Pepper Ann: Okay, people, this is a vow renewal ceremony, not happy hour at Nutty McGullicutty's
Nicky: My books! They're...out of alphabetical order!
Milo: G, C, B, D, K, R, T...
Waitress: Hey, this cat's got a hat on its head!
Pepper Ann: Milo, you're such a nut!
Under the desk: A Mood Ring.
There is a scene in Impractical Jokes when Lydia, Milo, and Nikki go into Pepper Ann's room to make her sign a treaty to stop doing practical jokes. When they walk in, there are scary voices and it looks like her head is spinning.
This is an allusion to the movie The Exorcist, where Linda Blair plays a preteen named Raegan who gets possessed. One of the most disturbing scenes in the film is when Linda Blair's head turns a full 180 degrees.