Innehåller alla avsnitt från säsong fem av Simpsons (från 1993-1994).

Avsnitt:
• Homer's Barbershop Quartet
• Cape Feare
• Homer Goes to College
• Rosebud
• Tree House of Horror IV
• Marge on the Lam
• Bart's Inner Child
• Boy Scoutz N the Hood
• The Last Temptation of Homer
• $pringfield (or How I Learned to Stop Worrying and Love Legalized Gambling)
• Homer the Vigilante
• Bart Gets Famous
• Homer and Apu
• Lisa vs. Malibu Stacy
• Deep Space Homer
• Homer Loves Flanders
• Bart Gets an Elephant
• Burns' Heir
• Sweet Seymour Skinner's Baadasssss Song
• The Boy Who Knew Too Much
• Lady Bouvier's Lover
• Secrets of a Successful Marriage

Extra:
• Ljudkommentarer till varje avsnitt
• Featurette - "A Word from Matt Groening"
• Fem reklamspotar: "Butterfinger TV Spot - I've been robbed", "Butterfinger TV-Spot - Crime of the Century", "T.G.I. Friday's TV Spot - Homer Simpson", "Ramada Inn TV Spot - Ramada's Inn", "THX Trailer"
• Stillbildsgalleri
• Borttagna scener
• Utvalda scener från olika vinklar och mycket mer!