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During their first summer apart, four teenage girls, best friends since earliest childhood, stay in touch through a shared pair of secondhand jeans that magically adapts to each of their figures and affects their attitudes to their different summer experiences.

The members of the Sisterhood of the Traveling Pants graduate from high school and spend their last summer before college learning about life and themselves.

In 1949, thirteen-year-old Francine goes to Catholic school in Los Angeles where she becomes best friends with a girl who questions authority and is frequently punished by the nuns, causing Francine to question her own values.

During the summer of 1971 in a small Texas town, thirteen-year-old Toby and his best friend Cal meet the star of a sideshow act, 600-pound Zachary, the fattest boy in the world.

Fifteen-year-old Jess, living with her mum, separated from her father in Cornwall, and with a best friend who seems to do everything perfectly, finds her own assets through humor.

When his best friend is killed in a game with a loaded gun, fifteen-year-old Connor finds his perceptions of himself and his relationships with his family, friends, and the other people in his life changed in more profound ways than he could have imagined.

Fourteen-year-old Jaime has always been a doormat, but her diary reveals how getting the lead in a school play, finding her first boyfriend, discovering her dream, and helping her best friend cope with being pregnant transform her life.