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- S5.E1 ∙ Raven-Symone Opens Up About Her Sexuality, Jackie Evancho, Maurice Benard
- S5.E2 ∙ Vivica Fox, Janine Turner, Jimmy McNichol & Willie Wonka's Peter Ostrom
- S5.E3 ∙ Charice's Surprising Revelation, Carmen Electra, Macy Gray & Shadoe Stevens
- S5.E4 ∙ A Different World Cast Reunion, Soap Star Finola Hughes & Kiss' Paul Stanley
- S5.E5 ∙ Actresses Melissa Gilbert, Deidre Hall & Star Search Champ Sam Harris
- S5.E6 ∙ George Hamilton, Morgan Fairchild, Randy Spelling & the Monkees' Micky Dolenz
- S5.E7 ∙ Whitney Houston's Sister-in-Law Pat Houston & Model Nikki Taylor
- S5.E8 ∙ Meredith Baxter, Rapper T.I. & Downtown Julie Brown
- S5.E9 ∙ Bo Derek, Robin Leach, Eric Roberts & the McCaughey Septuplets Turn 17
- S5.E10 ∙ Holiday Special with Kris Jenner, Kenny G, Kristin Cavallari & Fave Things
- S5.E11 ∙ Beth Holloway/Original Cast of MTV's Real World Reunion/Popstar Tiffany
- S5.E12 ∙ Civil Rights Special