Friends to lovers teen film late 90s early 2000s

On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister Kat goes out, too. In an attempt to solve his problem, Cameron singles out the only guy who could possibly be a match for Kat: a mysterious bad boy with a nasty reputation of his own.

Outspoken Kat Stratford couldn't be less like her sister, super sweet, yet kinda conformist Bianca. The only things they seem to have in common are being new at school and their overprotective dad.

High school hotshot Zach Siler is the envy of his peers. But his popularity declines sharply when his cheerleader girlfriend, Taylor, leaves him for sleazy reality-television star Brock Hudson. Desperate to revive his fading reputation, Siler agrees to a seemingly impossible challenge. He has six weeks to gain the trust of nerdy outcast Laney Boggs -- and help her to become the school's next prom queen.

Anelya lives and studies abroad. She only comes to her native town during the summer holidays. Everything she sees around seems to her dull and uninteresting. She does not really wish to come back here. However, her vision changes when she meets and, without realising it herself, falls in love with Dan, a simple guy, a street musician who creates a musical group to attract attention. He would have to overcome various challenges when moving towards his goal. The young woman starts to see everything around with the eyes of this guy, changing her values and ideas about life. Dan dreams never to part with his loved one. But to reach this dream, they would have to overcome many doubts, both their own and other people's, and make a right choice. How will the life of these characters work out? Will the history of their life continue in Anelya's native town or will the fate throw them to the faraway corners of the planet?

Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. If he succeeds, the prize is the chance to bed Kathryn. But if he loses, Kathryn will claim his most prized possession.

At an elite Washington, D.C.-adjacent university, two ruthless step-siblings will do anything to stay on top of the cutthroat social hierarchy. After a brutal hazing incident threatens the entire Greek Life system at their school, they'll do whatever is necessary to preserve their power and reputation – even if that means seducing, the daughter of the Vice President of the United States.

CLUELESS is a television series spun off from the 1995 teen film of the same name. The series originally premiered on ABC on September 20, 1996 as a part of the TGIF lineup during its first season. The show then spent its last two seasons on UPN ending on May 25, 1999.

Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her success, she decides to give hopelessly klutzy new student Tai a makeover. When Tai becomes more popular than she is, Cher realizes that her disapproving ex-stepbrother was right about how misguided she was -- and falls for him.

Josie Geller, a baby-faced junior copywriter at the Chicago Sun-Times, must pose as a student at her former high school to research contemporary teenage culture. With the help of her brother, Rob, Josie infiltrates the inner circle of the most popular clique on campus. But she hits a major snag in her investigation -- not to mention her own failed love life -- when she falls for her dreamy English teacher, Sam Coulson.

Nicole has been through the wringer when it comes to dating. Then one night she meets her childhood crush and celebrity, Michael Vartan.