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"Have You Ever Been Unsupervised" is the 20th episode of the first season of Pepper Ann. It aired on January 17, 1998.


Pepper Ann freaks out when she's invited to Dieter's unsupervised 13th birthday party and Dieter plans to play Spin the Bottle.


While swimming in P.E., Pepper Ann claims that she does not need to use the kiddy dive and wants to try the high dive instead. Unfortunately, Pepper Ann chickens out as she could not even climb the first couple of rungs and the fire department is called to get her down (Milo adds that she threw up in the truck). At lunch, Dieter invites everyone to his "unsupervised" birthday party. Pepper Ann at first likes the idea, but when Trinket mentions that kissing is involved, Pepper Ann becomes nervous. She agrees to go but admits to her reflection that she prefers a supervised environment. She tells Lydia about the party in an attempt to be prevented from going, but she ends up supporting her decision to go because as her mom she knows that life is always unsupervised.

Pepper Ann decides to practice kissing and after numerous failed, and comical, attempts is finally satisfied. She, Milo and Nicky arrive at the party together and end up having an average party there with festivities like pin the tail on the donkey and musical chairs. As soon as Dieter's mother leaves, he immediately sets up the game spin the bottle. As the game begins the bottle spins and supposedly lands on Pepper Ann. She gets up and admits that she hates being unsupervised and liked the more kid friendly games that they were playing and refuses. However, Nicky shyly reveals that the bottle landed on her and not Pepper Ann severely embarrassing the latter.

The party erupts when they learn that Dieter got the latest game console and Trinket calls spin the bottle "so last year" and asks if they can put on some music. Pepper Ann asks Nicky what it was like to kiss a boy and she admits that it was not that great as she had no emotional attachment to that person. Everyone leaves with Milo the only one who was disappointed (he tried to impress Gwen who was still into Dieter). Pepper Ann once again brags about being okay with kisses when her grandmother, Lillian, arrives and gives Pepper Ann a giant kiss on the cheek, freaking her out.


Desk Gag

"Wow, a dreidel!"


  • This is the first time there's evidence that Dieter is German, aside from his accent. It's also the first time we find out who Klaus is.
  • This episode starts the running "Lydia is baking" joke.
  • When Dieter's mother leaves, she utters "I won't be back" in her thick accent. This is a reference to Arnold Schwarzenegger's famous line "I'll be back" from The Terminator.
  • This episode continues the Milo x Gwen subplot first seen in "Crush and Burn".


External links

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Pepper AnnPepper Ann Main Theme
Pepper Ann PearsonPepper Ann's reflectionNicky LittleMilo KamalaniMoose PearsonBecky LittleTrinket St. BlairCissy RooneyDieter LederhosenTessa and Vanessa JamesConstance GoldmanStewart WalldingerGwen MezzrowWayne MacabreAlice KaneBrendaAmber O'MalleySketchCraig BeanLydia PearsonChuck PearsonJanie DiggetyJoJo DiggetyEffie ShruggAbriola StarkCarlotta SneedRoland CarterCoach DooganNurse OomlaVera Groober-SchwartzSherrie SpleenPrincipal Hickey
Season 1: "Ziterella" • "Romeo and Juliet" / "Food Barn" • "Old Best Friend" / "Crunch Pod" • "Psychic Moose" / "Doll and Chain" • "Megablades of Grass" / "Family Vacation" • "The Big Pencil" / "Sani-Paper" • "Uniform Uniformity" / "Snot Your Mother's Music" • "The Environ-Mentals" • "Crush and Burn" / "Soccer Season" • "Thanksgiving Dad" • "Sketch 22" / "Manly Milo" • "Have You Ever Been Unsupervised" / "The Unusual Suspects" • "Nicky Gone Bad" / "In Support of"

Season 2: "Quiz Bowl" / "License to Drive" • "Cocoon Gables" / "Green-Eyed Monster" • "Hazelnut's Finest" / "Cat Scan" • "An OtterBiography" / "GreenSleeves" • "Vanessa Less Tessa" / "Peer Counselor P.A." • "A 'Tween Halloween" / "Mash into Me" • "Presenting Stewart Waldinger" / "P.A.'s Life in a Nutshell" • "Like Riding a Bike" • "Radio Freak Hazelnut" / "Framed" • "Portrait of the Artist as a Young Milo" / "The Sisterhood" • "Impractical Jokes" / "Cold Feet" • "Doppelganger Didi" / "Pepper Ann's Day Off-Kilter" • "A No Hair Day" / "That's My Dad"
Season 3: "You Oughta Be in Musicals!" • "Dances with Ignorance" / "Girl Power" • "Beyond Good and Evel" / "One of the Guys" • "The Wash-Out" / "Def Comedy Mom" • "The First Date Club" / "Unicycle of Life" • "A Kosher Christmas" • "Effie Shrugged" / "Mom Knows What P.A. Did Two Nights Ago" • "The Spanish Imposition" / "Single Unemployed Mother"
Season 4: "Burn, Hazelnut, Burn" / "Career Daze" • "G.I. Janie" / "Miss Moose" • "Pepper Shaker" / "Flaw and Order" • "Baggy Bean Buddies" / "The Beans of Wrath" • "The Velvet Room" • "One Angry Woman" • "The Sellout" / "The Telltale Fuzzy" • "A Valentine's Day Tune" • "Sammy's Song" / "Permanent Record" • "Live and Let Dye" • "Remote Possibilities" / "Considering Constance" • "To Germany with Love" • "Bye, Bye Trinket" / "P.A.'s Pop Fly" • "My Mother, Myself" • "The Amazing Becky Little" • "The Untitled Milo Kamalani Project" / "Guess Who's Coming to the Theater" • "The Great Beyond" / "Jaybirds of a Feather" • "The Way They Were"
Season 5: "The One with Mr. Reason" / "Sense and Senselessness" • "Forging Ahead" / "Reality Bytes" • "Carmello" / "Strike it or Not" • "Complimentary Colors" • "The Merry Lives of Pepper Ann" • "A is for Average" / "Alice Kane Went Down to Calcutta" • "Spice of Life" / "T.G.I.F." • "Dear Debby" / "Too Cool to Be Mom" • "Moose in Love" / "Two's Company" • "Zen and the Art of Milo" / "That's My Mama Destructo" • "Unhappy Campers" / "Searching for Pepper Ann Pearson" • "The Word" / "The Perfect Couple" • "The Finale"

Hazelnut Middle SchoolPepper Ann's House
See also
House of Mouse