movie with a character name samuel and the teacher hits on him

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.

After his precocious behavior has gotten him bounced out of one more in a string of exclusive private schools, 16-year old Sebastian Valmont has arrived in New York City to live with his father and stepmother. The cunning and handsome Sebastian may have met his match, however in his equally manipulative and beautiful stepsister Kathryn Merteuil.

A romantic comedy about a young man who tricks others into thinking he is a substitute teacher at a university.

A young female teacher is assigned to an unruly class. After a student revolt, a passing surveyor helps her restore order, and the teacher becomes interested in him. Soon she learns that he has a wife. Dave, an older pupil, offers the teacher solace and it becomes apparent that he is smitten with her.

Two high school girls, an older sister and a married woman all vie for the attention of a tutor. Needless to say not much studying gets done.