20 best movies like Cruel Intentions 2 (2000)

Errol Flynn, the swashbuckling Hollywood star and notorious ladies man, flouted convention all his life, but never more brazenly than in his last years when, swimming in vodka and unwilling to face his mortality, he undertook a liaison with an aspiring actress, Beverly Aadland. The two had a high-flying affair that spanned the globe and was enabled by the girl's fame-obsessed mother, Florence. It all came crashing to an end in October 1959, when events forced the relationship into the open, sparking an avalanche of publicity castigating Beverly and her mother - which only fed Florence's need to stay in the spotlight.

Natalie (Elisabeth Harnois) is high school royalty, but her queen bee status falls apart when she falls for the new guy at school. Although Keith (Jesse McCartney) ignores her at first, they soon become friends -- even though Natalie suspects that Keith has something to hide. As the free-spirited Keith shows Natalie how to embrace what life offers, they grow closer -- until a secret tests the bounds of their relationship

Angie lives in the Bensonhurst section of Brooklyn, N.Y. and dreams of a better life than everyone she knows. When she finds that she is pregnant by her boyfriend Vinnie, she decides that she will have the baby, but not Vinnie as a husband. This turns the entire neighborhood upside down and starts her on a journey of self discovery. This journey includes her family, a new lover and her life. Even her best friend Tina has trouble understanding Angie. Written by Tony Fontana

A hard-partying high school senior's philosophy on life changes when he meets the not-so-typical "nice girl."

Two high school students become stranded on a tropical island and must rely on each other for survival. They learn more about themselves and each other while falling in love.

After a run in with a hot exotic dancer one wintry night straight-laced prep school student James will find himself on the ride of his life. Risking his future he follows this mysterious woman to New York City - ditching school dodging cops and partying at hot nightclubs along the way.

When Juli meets Bryce in the second grade, she knows it's true love. After spending six years trying to convince Bryce the same, she's ready to give up - until he starts to reconsider.

Two New York City girls make a pact to lose their virginity during their first summer out of high school. When they both fall for the same street artist, the friends find their connection tested for the first time.

15-year-old deep-thinking Welsh schoolboy, Oliver Tate struggles to initiate and maintain a relationship with Jordana, his devilish, dark-haired classmate at their Swansea high school. As his parents' marriage begins to fall apart, similar problems arise in his relationship with Jordana.

Jack and Diane, two teenage girls, meet in New York City and spend the night kissing ferociously. Diane's charming innocence quickly begins to open Jack's tough skinned heart. But, when Jack discovers that Diane is leaving the country in a week she tries to push her away. Diane must struggle to keep their love alive while hiding the secret that her newly awakened sexual desire is giving her werewolf-like visions.

Nicole and Chase live next door to each other but are worlds apart. However, they plot a scheme to date each other in order to attract the interest and jealousy of their respective romantic prey. But in the mist of planning a gala centennial celebration, Nicole and Chase find that the one they always wanted was closer than they ever thought.

Three lives of three young people intersect over the course of one summer. A rich student and a young working-class man accidentally destroy a diner when their impromptu road race takes a disastrous turn. Ordered by a judge to spend the summer repairing the building, they find themselves becoming rivals for the affections of the owner's daughter.

In this sequel to the 1980 classic, two children are stranded on a beautiful island in the South Pacific. With no adults to guide them, the two make a simple life together and eventually become tanned teenagers in love.

A nerdy teen, Ryan Woodman is smitten with the popular and gorgeous Ashley Grant, who apparently has no interest in him. Meanwhile, dim star athlete Chris Campbell has his eye on Ryan's brainy and beautiful friend, Maggie Carter. The two agree to help each other in their romantic quests, but, as they come closer to their goals, both Ryan and Chris suspect that they might be pursuing the wrong girls.

Martha and Karen graduate from college and turn an old Massachusetts farm into a school for girls. The friends are aided in their venture by local doctor Joe Cardin, who begins a relationship with Karen, and a prominent woman whose granddaughter, Mary, later enrolls in the new school. Mary soon reveals herself to be a spiteful child and tells a scandalous lie about Martha and Joe that threatens to destroy the lives of all involved.

A young advertising executive's life becomes increasingly complicated when, in order to impress her boss, she pretends to be engaged to a man she has just met.

After a one-night stand a couple is faced with the terrifying possibility of what they really want.

Jim McAllister, a well-liked high school government teacher, can't help but notice that successful student Tracy Flick uses less than ethical tactics to get what she wants. When Tracy runs for school president, Jim feels that she will be a poor influence on the student body and convinces Paul, a dim-witted but popular student athlete, to run against Tracy. When she becomes aware of Jim's secret involvement in the race, a bitter feud is sparked.

The Seminarian is a story about Ryan, a closeted gay student in his final semester of seminary studies. Despite his school's hostile stance towards homosexuality, Ryan has two gay classmates - Gerald and Anthony - in whom he secretly confides. He is also close to his religiously devout mother who, as things stand, is unaware of his sexual orientation. Ryan needs to complete a solid theological thesis in order to continue doctoral work at the university of his dreams. As he works on his thesis 'The Divine Gift of Love,' Ryan begins a relationship with Bradley - a guy he has met on the Internet who seems perpetually unable to commit himself. Ryan confides in Gerald and Anthony, only to learn about their romantic struggles as well. Consequently, Ryan questions his views on God's gift of love.

Described as "90210 on acid", the film tells the story of a day in the lives of a group of high school kids in Los Angeles and the strange lives they lead.

A young tomboy, Watts, finds her feelings for her best friend, Keith, run deeper than just friendship when he gets a date with the most popular girl in school.

Bookish and unpopular Mandy finds her luck finally changing when Drew, the school hottie, invites her to the year's biggest party. But with being grounded and Drew's ex-girlfriend bent on thwarting her, Mandy may be destined to remain a geek. Can a little ingenuity and some help from her friends save the day?

Story revolves around a young boxer, Izzy Daniels, who trains to follow in his father's footsteps by winning the Golden Glove. When his friend, Mary, however, asks him to substitute for a team member in a Double Dutch tournament, the young man discovers a hidden passion for jump roping

A sex therapist goes through puberty after the successful removal of a benign tumor resting against his pituitary gland. He experiences all the changes and effects of puberty over a three-week period.

Leanne is salutatorian when she needs to be valedictorian to get her scholarship to Harvard. The only class she is worse than the leader in is history, taught by Mrs. Tingle, and the teacher hates her. When an attempt to get ahead in Mrs. Tingle's class goes awry, mayhem ensues and friendships, loyalties and trust are tested by the teacher's intricate mind-games.

Bored with her marriage to burnt out poet turned corporate executive Thierry, Zandalee falls prey to an old friend of her husband, the manipulative and egotistical Johhny and becomes enmeshed in a sensual, passionate and destructive affair.

College coeds in New York City, Al, the son of a celebrity chef, and Imogen, a talented artist, become smitten the second they lay eyes on one another at a bar. However, the road to happiness is not a smooth one. Outside forces, including a predatory porn star who wants to lure Al into her bed, threaten to pull apart the young lovers before their romance has a chance to really flourish.

An American girl, Daphne, heads to Europe in search of the father she's never met. But instead of finding a British version of her bohemian mother, she learns the love of her mom's life is an uptight politician. The only problem now is that her long-lost dad is engaged to a fiercely territorial social climber with a daughter who makes Daphne's life miserable.

A 16-year-old girl and her extended family are left reeling after her calculating grandmother unveils an array of secrets on her deathbed.

Sara joins Julliard in New York to fulfill her and her mother's dream of becoming the Prima ballerina of the school. She befriends her roommates, Zoe and Miles, who teach hip-hop classes. She has ballet classes with the rigid and famous Monique Delacroix that she idolizes - Monique requires full commitment, discipline and hard work from her students. When Miles, who is a composer, invites Sara to help him compose the music for the dance choreography Sara's passion for hip-hop is sparked and she also falls in love with Miles. When she is assigned to perform Giselle in an important event, she feels divided between the technique of the ballet and the creative work offered by Miles.

A detective falls for the man she's supposed to be investigating; dire complications follow.

A mischievous young boy, Tom Sawyer, witnesses a murder by the deadly Injun Joe. Tom becomes friends with Huckleberry Finn, a boy with no future and no family. Tom has to choose between honoring a friendship or honoring an oath because the town alcoholic is accused of the murder. Tom and Huck go through several adventures trying to retrieve evidence.

No sooner does Italian-American widow Loretta accept a marriage proposal from her doltish boyfriend, Johnny, than she finds herself falling for his younger brother, Ronny. She tries to resist, but Ronny lost his hand in an accident he blames on his brother, and has no scruples about aggressively pursuing her while Johnny is out of the country. As Loretta falls deeper in love, she comes to learn that she's not the only one in her family with a secret romance.

Georgia Nicolson is fourteen, lives with nosey parents who don't understand her, an annoying three year old sister and has to wear a beret to school. She would, however, rather be blonde, have a smaller nose and a boyfriend. Revolving around her hilarious journal entries, prepare to be engulfed in the world of the soaring joys and bottomless angst of being a teenager.

Aspiring architect Tom Thompson is told by mysterious Ruth Abernathy that his best friend, "Bill," has taken his own life. Except that Tom has never met Bill and neither have his incredulous friends. So when Tom foolishly agrees to give the eulogy at Bill's funeral, it sets him on a collision course with Ruth -- who is revealed to be Bill's oversexed mother -- and Julie DeMarco, the longtime crush Tom hasn't seen since they were teens.

Match Point is Woody Allen’s satire of the British High Society and the ambition of a young tennis instructor to enter into it. Yet when he must decide between two women - one assuring him his place in high society, and the other that would bring him far from it - palms start to sweat and a dark psychological match in his head begins.

An American girl on holiday in the English countryside with her family finds herself in hiding and fighting for her survival as war breaks out.

A hotel cabana boy falls for the wife of a powerful politico. But when she confesses to the affair, her husband determines to end it forever.

Set in the 1980s, a young Italian-American from the wrong side of the tracks falls for a Jewish girl from Long Island.

In 1838, lovely governess Elisabeth agrees to bear a child of anonymous English landowner, and he will in return pay her father's debt. At birth she, as agreed, gives up the child. Seven years later she is hired as governess to a girl on a remote Sussex estate. The father of the girl, Charles Godwin, turns out to be that anonymous landowner. So Elisabeth has to be her own daughter's governess, and she can't reveal the secret of her tie with little Louisa.

The Four Faced Liar is a story of love and lies for four twenty-somethings looking to find themselves in New York City... A story of love and lies for four twenty-somethings looking to find themselves in New York City. A pair of best friends and a seemingly perfect couple meet at a local Irish pub tucked in the winding streets of the West Village. Through their chance meeting, the four bond and over time all of their relationships with one another morph into love, betrayal and heartbreak for all.

Naive Midwestern prep student Jonathan bonds with his more worldly roommate, Skip, who takes the small-town boy under his wing. At Skip's urging, the inexperienced Jonathan is emboldened to seek out older women in the cocktail lounges of nearby Chicago, where he meets and beds the alluring Ellen, who unfortunately turns out to be Skip's mother. The division between the friends is further deepened when a cheating scandal engulfs the school.

Based on Evelyn Waugh's 1945 classic British novel, Brideshead Revisited is a poignant story of forbidden love and the loss of innocence set in England prior to the Second World War.

George, a lonely and fatalistic teen who's made it all the way to his senior year without ever having done a real day of work, is befriended by Sally, a popular but complicated girl who recognizes in him a kindred spirit.

Two Navy fighter pilots find themselves in the midst of a forbidden relationship throwing their lives and careers into disarray.

Jane, a high school teenager, tries to deal with the discovery that she is a lesbian after developing an intense friendship with another girl who makes her discover her true sexuality, which is only the start of Jane's troubles when Jane's unaccepting mother, Janice, struggles with her surprising revelation of brought forth by her only daughter.

Teenager Rick Stevens is willing to do whatever it takes to win the heart of Nina Pennington. He'll have to deal with his best friend's horny mom, a drug abusing boss and even the mob if he ever hopes to land the girl of his dreams. Love is never easy!

Set in 1870's New York, a spinster heiress is courted by a much younger, penniless man, much to the chagrin of her over-protective father, and must decide whether to spend the rest of her life alone, or marry a man who is interested in her only because of her inheritence.

Natalie allows her classmate Jeff, who ran away from home after a fight with his stepfather, to stay at her place while her father is away on a business trip. Natalie soon starts dating Jeff's friend James Casey, who isn't as faithful as she thinks, while her best friend Polly falls in love with baseball player Zoo Knudsen.

Mia Hall, a talented young cellist, thought the most difficult decision she would ever have to make would be whether to pursue her musical dreams at prestigious Juilliard or follow her heart to be with the love of her life, Adam, a rock singer/guitarist. However, a car wreck changes everything in an instant, and now Mia's life hangs in the balance. Suspended between life and death, Mia faces a choice that will decide her future.