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Summary
Crossroadsperfectly embodies the essence of the standard 2000s coming - of - age teenager motion picture , and , thankfully , it is n’t the only one ( and there have even been a duad of 2010s movies just like it ) . The 2002 film , directed by Tamra Davis and written by Shonda Rhimes , revolves around three adolescent girls , play by Britney Spears , Zoë Saldaña , and Taryn Manning , embarking on a fussy - country road slip to rekindle their puerility friendly relationship . Crossroadsperformed well at the boxful spot but received negative reviews from critics . However , it went on to become a cult classic among young woman ( and Spears ' fans ) .
Plenty ofmovies in the 2000s(and a few in the 2010s)centered around female friendships , the hardships of grow up , and other complex issues that many young women face . Crossroadswas only one of many films from that epoch that inspired legion pre - stripling , teenagers , and untested grownup , so after watching it , fans can find out out similar stories . gratefully , the list of movies like the 2002 Spears classic is retentive , but ten stomach out amongst the remainder .
10The Sisterhood Of The Traveling Pants
Available to rent or buy on Amazon Prime Video
Cast
The Sisterhood of the Traveling Pants is a 2005 plastic film about four teen friends — Lena , Tibby , Bridget , and Carmen — who deal a couple of jeans that fits each of them perfectly despite their different body types . As they venture on separate summer adventures , the knickers become a symbol of their enduring friendship and living . Starring Amber Tamblyn , America Ferrera , Blake Lively , and Alexis Bledel , the film explores theme of growing up and personal breakthrough .
LikeCrossroads , The Sisterhood of the Traveling Pantsis all about maintaining female friendships even when animation is pulling them in separate direction . The 2005 clowning - dramatic event is based on Ann Brashares ' 2001 account book of the same name and stars America Ferrera , Blake Lively , Amber Tamblyn , and Alexis Bledel as four admirer who pass their first summer asunder . However , they manage to detain close by sharing a pair of pant that fits all of them . A sequel was free in 2008 , and the plaster bandage has expressed interest in makingThe Sisterhood of the Traveling Pants 3 .
If The Sisterhood of the Traveling Pants 3 terminate up materialise , it will need to ignore the Scripture the movies are adapted from to be successful .

9Now And Then
Now and Thenpremiered in the 1990s , a few years beforeCrossroads , butit still maintains the same coming - of - age heartfelt comedy palpate as Britney Spears ' 2002 motion-picture show . The 1995 film , address by Lesli Linka Glatter and written by I. Marlene King , chronicles four women who were friends when they were younger , reunite when one of them gets pregnant . In the movie , they reminisce on a pivotal summer that they partake in in their young person . Now and Thenreceived negative reviews upon its release , but standardized toCrossroads , it became a cult classic .
8Uptown Girls
Available on Max
Uptown Girls follows Molly Gunn , girl of a late rock legend , who becomes a nanny for Ray , the fledged girl of a euphony administrator , after losing her wealth . Through their relationship , Molly navigates adulthood while helping Ray comprehend childhood . relinquish in 2003 , it stars Brittany Murphy and Dakota Fanning .
Uptown Girlscame out one twelvemonth afterCrossroads , andeven though it does n’t boast a typical female friendship , it captures the same themes and correspondence between comedic and serious issues . The 2003 film depicts a young , free - gamey woman , played by Brittany Murphy , who becomes broke and , to make end meet takes a line as the nursemaid of a high - maintenance little girl , played by Dakota Fanning . Although their jar personality make it unvoiced for them to be in each other ’s presence , they soon find out that they have more in mutual than they once guess .
7Almost Famous
Available on Paramount+ or MGM+
Almost Famous : Set in 1973 , Almost Famous follows young shoot for diary keeper William Miller , who lands a dream assignment from Rolling Stone magazine to interview and tour with the rock band Stillwater , leave an intimate spirit at the music scene through his journey .
Almost Famous ' premiere was the paired ofCrossroads ' — the 2000 comedy - dramatic play cinema performed badly at the box office . Butit was a critical success , receiving four Oscar nominations , including a profits for Best Original Screenplay . However , Almost FamousandCrossroadsare still two movies about teen stories at heart . Almost Famouscenters around a child prodigy who start drop a line forRolling Stoneat 15 class sometime . He accompanies a dance orchestra on the route while they go on tour , and along the way , he watch a lot about himself and the earthly concern .
6Juno
Available on Hulu
Starring Elliot Page , Juno follows the titular character , a teenage girl who circumstantially becomes pregnant . adjudicate to give the baby up for adoption once it is bear , Juno finds and befriends Mark and Vanessa , and childless couple desperate for a baby , who she plan to permit adopt her baby once she gives birth . Michael Cera also stars as Juno ’s boyfriend Paulie , with a further cast that let in Jennifer Garner , Jason Bateman , Allison Janney , and J. K. Simmons .
Junois doubtlessly one of the quintessential occur - of - years movies of the 2000s , as it centers around a teenage girl , play by Elliot Page before he came out as transgender , who unexpectedly get fraught after she has sex with a male child at her school , played by Michael Cera . As a result of her unintentional gestation , Juno is force to originate up much faster than she ever want to , and the 2007 motion picture , which won the Oscar for Best Original Screenplay , received praise for its clever , comedic , and devout story .
The coming - of - age reach Juno , which made a star out of Elliot Page , has a soundtrack pack with tunes that are just as way-out as the movie itself .

5Booksmart
Booksmart is a funniness film directed by Olivia Wilde and follows two bookish and by - the - book mellow schooltime senior who decide on their concluding day of schoolhouse to shake up the formula and offend some rules . Having bewail miss four potential years of fun and friendly relationship , the best friends attempt to swot up four years of the " gamey school day experience " into a individual night .
AlthoughBooksmartpremiered 17 year afterCrossroads , the clowning , manoeuvre by Olivia Wilde and written by Emily Halpern , Sarah Haskins , Susanna Fogel , and Katie Silberman , featureda take back to the Graeco-Roman 2000scoming - of - age adolescent moviesthat pore around female friendships — it just so happened to take topographic point in the 2010s alternatively . Booksmartchronicles two teen champion confront the rough world of their boring high school experience . As a result , the two girls spend the night before commencement break the rule and embracing the unimaginative party life of teenagers .
4Anywhere But Here
LikeNow and Then , Anywhere But Herepremiered a couple of years beforeCrossroads , but it meets all the criteria that make it exchangeable tothe Britney Spears movie . The 1999 comedy - dramatic play stars Susan Sarandon and Natalie Portman as a female parent and daughter duo with collide personalities who move from Wisconsin to Beverly Hills before Portman ’s character ’s high school graduation . It ’s a coming - of - historic period narrative rotate around the complex human relationship between a female parent and her girl , relieve oneself it a arrant watch for those who loveCrossroads .
3Sleepover
Available on MGM+, Tubi, or Pluto TV
LikeCrossroads , Sleepovercontains a tale about female friendships experiencing significant development and change with a dash of romance . The 2004 teen funniness revolves around a teenage girl , played by Alexa Vega , shed a sleepover with her three friend before they start their first twelvemonth of high school . However , their plans get jump when the pop daughter challenge them to a scavenger hunt , leading them on an risky venture that they will never block . Sleepoverbecame a craze classic follow its spill , thanks to its depiction of girlhood and the complexities of rise up .
2Unpregnant
Unpregnantis another pic that premiered several years afterCrossroads . But it centers around two former adolescent friends going on a road trip , make it a suitable lookout after the 2002 Britney Spears movie . Unpregnantdepicts a 17 - year - old daughter discovering she ’s pregnant and want to get an abortion , but she ca n’t do so in the state of Missouri without her parents ' permission . So , she enlist the aid of her childhood friend to go with her to New Mexico , where she can get an miscarriage . Of course , the 2020 cinema contains serious topics , but it also embraces the route comedy genre .
Unpregnant delivers a playfulness and entertaining road misstep clowning about female friendly relationship and abortion , with compelling performances from its two lead .
1Confessions Of A Teenage Drama Queen
Available on Disney+
Confessions of a Teenage Drama Queen , directed by Sara Sugarman , follows Lola , a teenager who relocates with her family from New York City to suburban New Jersey . Determined to follow up on her dream of stardom , Lola navigate the challenges of her fresh environment , filled with music and adventure .
Britney Spears and Lindsay Lohan both belong to the exclusive group of high - visibility 2000s stars who became famous when they were untested , and Lohan’sConfessions of a Teenage Drama Queencontains several similar fare - of - eld elements to Spears’Crossroads . Confessions of a Teenage Drama Queencenters around a starry - eyed teenager whose kinsfolk move from New York City to New Jersey , where Lohan ’s character befriends a shy miss at her Modern schooling . Even though the two are opposites , they form a strong shackle and experience an eventful Nox trying to advert the concert of one of their favorite bands .


Custom Image by Sam MacLennan

The Sisterhood of the Traveling Pants is a 2005 film about four teenage friends—Lena, Tibby, Bridget, and Carmen—who share a pair of jeans that fits each of them perfectly despite their different body types. As they embark on separate summer adventures, the pants become a symbol of their enduring friendship and support. Starring Amber Tamblyn, America Ferrera, Blake Lively, and Alexis Bledel, the film explores themes of growing up and personal discovery.






Uptown Girls follows Molly Gunn, daughter of a late rock legend, who becomes a nanny for Ray, the mature daughter of a music executive, after losing her wealth. Through their relationship, Molly navigates adulthood while helping Ray embrace childhood. Released in 2003, it stars Brittany Murphy and Dakota Fanning.




Almost Famous: Set in 1973, Almost Famous follows young aspiring journalist William Miller, who lands a dream assignment from Rolling Stone magazine to interview and tour with the rock band Stillwater, providing an intimate look at the music scene through his journey.




Starring Elliot Page, Juno follows the titular character, a teenage girl who unexpectedly becomes pregnant. Deciding to give the baby up for adoption once it is born, Juno finds and befriends Mark and Vanessa, and childless couple desperate for a baby, who she plans to let adopt her child once she gives birth. Michael Cera also stars as Juno’s boyfriend Paulie, with a further cast that includes Jennifer Garner, Jason Bateman, Allison Janney, and J. K. Simmons.




Booksmart is a comedy film directed by Olivia Wilde and follows two studious and by-the-book high school seniors who decide on their final day of school to shake up the formula and break some rules. Having lamented missing four potential years of fun and friendship, the best friends attempt to cram four years of the “high school experience” into a single night.





Confessions of a Teenage Drama Queen, directed by Sara Sugarman, follows Lola, a teenager who relocates with her family from New York City to suburban New Jersey. Determined to pursue her dream of stardom, Lola navigates the challenges of her new environment, filled with music and adventure.


