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Samantha "Sam" Albertson

Portrayed in youth by Gaby Hoffman and in adulthood by Demi Moore.

https://static.tvtropes.org/pmwiki/pub/images/now_and_then_24141_medium_2886.jpg
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  • Aloof Dark-Haired Girl: Sam is brunette and becomes this as an adult, more independent and out of touch with her former best friends.
  • Brainy Brunette: Sam is the nerdy one, full of ideas and interested in the supernatural.
  • Bookworm: Sam loves to read science-fiction and is shown secrely reading an Edgar Allen Poe book when she's supposed to be asleep.
  • Character Development: Learns as a cynical adult what Crazy Pete said was true; you can't let the bad things in life stop you from enjoying the good.
  • Deadpan Snarker: The snarkiest of all the girls.
  • Determinator: Sam is fixated on solving the mystery around Dear Johnny's death.
  • Four-Philosophy Ensemble: The cynic. Changes her worldview in the end, though.
  • Tomboy and Girly Girl: Tomboy to best friend Teeny's Girly Girl. Sam has no girly interests at all and gets in a fight with a boy, while Teeny is more interested in flirting with guys and loves fashion.
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Roberta Martin

Portrayed in youth by Christina Ricci and in adulthood by Rosie O'Donnell.

  • D-Cup Distress: Is seen bounding her developing breasts while dressing, though she gets rid of the bandages later.
  • Four-Philosophy Ensemble: The apathetic initially, then the conflicted when she finds the truth about her mother's death.
  • Girliness Upgrade: Is seen in a much more feminine outfit in the last scene of the girls as kids, after her first kiss with Scott, though still in pants.
  • The Lad-ette: Roberta is a sporty tomboy Raised by Dudes. She dislikes all the answers in Teeny's Cosmo dating quiz and Chrissy, exasperated, asks her why she can't just "act like a girl".
  • Lovable Jock: Roberta loves sports and gets along pretty well with everyone but the Wormers.
  • Raised by Dudes: Why she's so tomboyish.
  • Tomboy and Girly Girl: Tomboy to Chrissy's Girly Girl. Roberta is a jock, doesn't mind getting dirty, and fights with boys. Chrissy hates sports, is very neat, and reminds Roberta to "be a lady".
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Tina "Teeny" Tercell

Portrayed in youth by Thora Birch and in adulthood by Melanie Griffith.

Christina "Chrissy" De Witt later Williams

Portrayed in youth by Ashleigh Aston Moore and in adulthood by Rita Wilson.

  • Etiquette Nazi: Somewhat. Gets on the girls' cases for swearing, especially in the original script.
  • Fat Best Friend: Though more chubby than outright fat. However, as an adult she's the skinniest and Roberta is the biggest, ironically.
  • Fiery Redhead: Averted as auburn-haired Chrissy is the calmest and most proper of the group.
  • Only Sane Woman: She's the only one with common sense who tries to reign in the others when their adventures get a little too risky.
  • Pink Means Feminine: And how! Chrissy's entire room is decorated in pink and her outfits, even into adulthood, always have it on them. Even her bike is pink.
  • The Reliable One: Chrissy is the one who keeps count and hold of the treehouse money, keeps the group together, and reunites them as adults after they've gone their separate ways.

Scott Wormer

Morton Williams


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