The best Twink Caplan’s comedy movies

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.

Mollie and James are together and raising a family, which now consists of an older Mikey and his baby sister, Julie. Tension between the siblings arises, and as well with Mollie and James when Mollie's brother Stuart moves in. Mikey is also learning how to use the toilet for the first time.

Mollie is a single working mother who's out to find the perfect father for her child. Her baby, Mikey, prefers James, a cab driver turned babysitter who has what it takes to make them both happy. But Mollie won't even consider James. It's going to take all the tricks a baby can think of to bring them together before it's too late.

Despite being well into adulthood, brothers Doug and Steve Butabi still live at home and work in the flower shop owned by their dad. They exist only to hit on women at discos, though they're routinely unsuccessful until a chance run-in with Richard Grieco gets them inside the swank Roxbury club. Mistaken for high rollers, they meet their dream women, Vivica and Cambi, and resolve to open a club of their own.

This movie follows a mother who falls for a younger man while her daughter falls in love for the first time. Mother Nature messes with their fates.

On a university scholarship, a good natured student from the midwest gets a crash course in city life while dealing with three evil roommates. He befriends a virtually homeless college student whom he falls for, but she's dating a nasty professor.

High above Hollywood Mary-Kate and Ashley Olsen are playing Matchmakers! One's a surfer. The other's a high diver. When these two sisters team up to find a new love for their newly single Dad, it's a fun-loving, eye-catching California adventure gone wild. Mary-Kate and Ashley star in this fabulously funny love-struck comedy filled with crazy schemes and cool surprises. Determined to find their Dad, Max, a new love, the girls paint a personal ad on a giant billboard in the heart of Hollywood. After a few disastrous dates, Max finally meets Brooke and it's love at first sight. There's just one hitch, her unruly skateboarding son is the girls' arch rival. Now, with the girls plotting every action-packed step of the way, they've got to find out if love really does conquer all. Full of outrageous events, mixed-up matches and lots of laughs, Billboard Dad tops the charts as Mary-Kate and Ashley's coolest mischief-making adventure ever!

Victor, a bumbling and gullible high school freshman, has caught a serious case of Anya-itis—an acute, incurable crush on hot senior Anya. Too bad she dates the most popular guy in school and doesn't have a clue that Victor exists. After a string of awkward run-ins, his chances of scoring a date with Anya seem to go from hardly any to, well, zero. But his shy and goofy charm—and an elaborate scheme to win the girl of his dreams—just might do the trick.

Broke and alone on New Year's Eve, Wilson just wants to spend the rest of a very bad year in bed. But, when his best friend convinces him to post a personal ad, he meets a woman bent on finding the right guy to be with at midnight.

A comedy centered on a failed American writer who enters into an affair after a chance encounter with a European dancer.

A socially isolated and extremely shy Los Angeles painter finds his dream girl in the form of a struggling actress and finds himself at last finding the confidence to exhibit his work in this off-beat romantic comedy.