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Samantha "Sam" Albertson

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

https://static.tvtropes.org/pmwiki/pub/images/now_and_then_24141_medium_2886.jpg
  • 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.

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".

Tina "Teeny" Tercell

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

  • A-Cup Angst: Stuffs her bra with pudding filled balloons and has gotten a boob job by the time she's an adult.
  • Hair of Gold, Heart of Gold: Interest in developing breasts aside, she's a very sweet girl.
  • Lonely Rich Kid: She is the most well-off of her friends, but since her parents are most interested in their active social life which includes numerous parties, she's often left alone.
  • Secret-Keeper: Keeps the divorce of Sam's parents a secret from Chrissy and Roberta.

Christina "Chrissy" De Witt later Williams

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

  • Beware the Nice Ones: Do not fake your death around Chrissy!
  • ButtMonkey: Often the butt of jokes due to her naivete, even by her friends.
  • 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; however, as one of her friends can attest, you do not test her.
  • Formerly Fat: She was a chubby child, who despite a pregnancy, became a slender adult.
  • Girlish Pigtails: Her auburn hair is tied into two separate curly ringlets by pink hair ribbons.
  • Happily Married: ...to the nerdy kid she detested as a kid, no less.
  • Housewife: She has a rather domestic ambition in life and by the '90s, she is a proud stay-at-home mom and the comfortable wife of a dentist.
  • Naive Every Girl: Has shades of this.
  • Nice Girl: She's a sweetheart who shows concern for her friends.
  • 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.
  • Silk Hiding Steel: See Beware the Nice Ones, as she appears to be a proper, passive, docile child but she shows a strong will for reminding her friends to be proper and isn't afraid to call them out.
  • 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.
  • Tomboy and Girly Girl: The passive and very feminine (and pink) Girly Girl to Roberta's Tomboy.

Scott Wormer

Morton Williams


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