20 best movies like Down to You (2000)

Former prom king and college freshman Scott returns home for Thanksgiving break and gets dumped by his long-term girlfriend. With his world turned upside down, Scott strikes an unlikely friendship with former classmate Tori, an ugly duckling who blossomed in her first semester of college, and they embark on an outrageous adventure through their hometown. But when Scott and Tori start falling in love, they realize that a few months away may have changed them more than they realized.

Dylan Schoenfield is the pink princess of the upscale Los Angeles Woodlands Academy. She has the coolest boyfriend, the most popular friends, and a brand-new it bag that everyone covets. But when she accidentally tosses her Serge Sanchez bag into a fountain, this princess comes face-to-face with her own personal frog, self-professed film geek Josh Rosen. In return for rescuing Dylan's bag, Josh convinces Dylan to let him film her for his documentary on high school popularity. Reluctantly, Dylan lets F-list Josh into her A-list world, and is shocked to realize that sometimes nerds can be pretty cool. But when Dylan's so-called prince charming of a boyfriend dumps her flat, her life and her social status comes to a crashing halt. Can Dylan win the Woodlands Academy Fall Formal Blossom Queen crown? Can Josh win the Woodlands Academy 10th Annual Film Festival? Can Dylan, with Josh's help, pull the pieces together to create her own happily-ever-after?

Waxing nostalgic about the bittersweet passage from childhood to puberty in this tender coming-of-age tale, four childhood girlfriends -- Teeny, Chrissy, Samantha and Roberta -- recall the magical summer of 1970. During their walk down memory lane, they reconcile experiences with boys, secrets, bullies and more.

Maurice, a reticent young homeless man, somehow manages to get by in Brooklyn; he spends his nights in parked cars until he finds himself at Bizarre, an underground club renowned for its burlesque shows. Maurice is fascinated by the club’s playful revues celebrating self-determined sexuality and creative otherness, and the two female club owners both adore him. He soon becomes a part of their self-selected family, and begins to bond with introverted Luka. But Maurice turns his back on Luka’s growing affection. Running away from his true emotions he drifts aimlessly through the city. He tries to find his feet at a boxing club, where he meets Charlie. Unable to withstand the pressure of his repressed feelings, Maurice unleashes a mounting foment of emotions, pervaded by tenderness and menace.

Just as Amelia thinks she's over her anxiety and insecurity, her best friend announces her engagement, bringing her anxiety and insecurity right back.

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.

It's New York City in 1981, and various twentysomethings are converging on a New Year's Eve party.

A working girl from New Jersey looks for love with a fast-lane Manhattan salesman from Queens.

A socially inept fourteen year old experiences heartbreak for the first time when his two best friends -- Cappie, an older-brother figure, and Maggie, the new girl with whom he is in love -- fall for each other.

Three teenage girls come of age while working at a pizza parlor in Mystic Connecticut.

A struggling young musician and devoted fan of Ricky Nelson wants to be just like his idol and become a rock star.

Cheated on, mistreated and stepped on, the women are holding their breath, waiting for the elusive "good man" to break a string of less-than-stellar lovers. Friends and confidants Vannah, Bernie, Glo and Robin talk it all out, determined to find a better way to breathe.

As her marriage dissolves, a Manhattan writer takes driving lessons from a Sikh instructor with marriage troubles of his own. In each other's company they find the courage to get back on the road and the strength to take the wheel.

Bill Dancer and his young companion Curly Sue are the classic homeless folks with hearts of gold. Their scams are aimed not at turning a profit, but at getting enough to eat. When they scam the rich and beautiful Grey Ellison into believing she backed her Mercedes into Bill, they're only hoping for a free meal. But Grey is touched, and over the objections of her snotty fiancé.

Can two serial cheaters get a second chance at love? After a one-night stand in college, New Yorkers Lainey and Jake meet by chance twelve years later and discover they each have the same problem: because of their monogamy-challenged ways, neither can maintain a relationship. Determined to stay friends despite their mutual attraction, they make a pact to keep it platonic, a deal that proves easier said than done.

Deals with the lives of the three Irish Catholic McMullen brothers from Long Island, New York, over three months, as they grapple with basic ideas and values — love, sex, marriage, religion and family — in the 1990s. Directed, written, produced by and starring Edward Burns.

During their travels from Chicago to New York, Harry and Sally Will debate whether or not sex ruins a perfect relationship between a man and a woman. Eleven years later, and they're still no closer to finding the answer.

A young woman with Asperger's tries to find her first boyfriend with a little help from her older sister.

A Hollywood-set romantic tale of a guy who is content to live his life without a job yet with the love of his life, a young actress.

In a world connected by YouTube, iTunes, and Facebook, Lola and her friends navigate the peer pressures of high school romance and friendship while dodging their sometimes overbearing and confused parents. When Lola's mom, Anne, "accidentally" reads her teenage daughter's racy journal, she realizes just how wide their communication gap has grown.

Four young women continue the journey toward adulthood that began with "The Sisterhood of the Traveling Pants." Now three years later, these lifelong friends embark on separate paths for their first year of college and the summer beyond, but remain in touch by sharing their experiences with each other.

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

For 16 years Miss Bentley has been spending April at an elegant hillside villa on Lake Como. This year, 1937, her London society artist father has recently died and the only other English-speaking guests are brash Americans. Then Major Wilshaw arrives. He suggests they meet for cocktails and Miss Bentley stands him up -- not even thinking about it -- as she helps the new nanny of an Italian family settle in. Miss Beaumont, a tall, young American who has dropped out of finishing school in Switzerland, is bored and finds some amusement in flirting with the major, whose libido is awakened for the first time since before the great war. And Miss Bentley now finds more about the major to admire than his ears.

Four young people navigate the suburban wonderland of metro-Detroit looking for love and adventure on the last weekend of summer.

Straitlaced Princeton University admissions officer, Portia Nathan is caught off-guard when she makes a recruiting visit to an alternative high school overseen by her former college classmate, the freewheeling John Pressman. Pressman has surmised that Jeremiah, his gifted yet very unconventional student, might well be the son that Portia secretly gave up for adoption many years ago.

The employees of an independent music store learn about each other as they try anything to stop the store being absorbed by a large chain.

Leelee Sobieski is brash, abrasive and vulnerable as a teenage child of divorce who hides her pain behind a mask of hard-edged gothic rebellion. Albert Brooks plays a man who is her total opposite, a precise and well-ordered menswear store owner of forty-nine who manages limited expectations and protects lonely secrets with pleasant ritual and quiet, ironic reserve. These two total opposites collide in conflict then come together in a surprising alliance, changing each other's lives forever.

Left broke and homeless by his wealthy parents' divorce, a young man moves in with an old friend and finally meets the woman of his dreams -- only to discover she's already dating his friend.

Through good times and bad, Stella and Delilah have always had each other. Now, Stella's so busy building a life that she's forgotten how to really live. But Delilah is about to change all that. What starts as a quick trip to Jamaica, end as an exhilarating voyage of self discovery as Stella learns to open her heart and find love - even if it's with a man 20 years her junior.

The film follows Grace, a young woman whose irresponsible mother blows her college fund on her younger sister's beauty pageant campaign.

Eddy and Stuart share two-thirds of a dormitory suite. Due to bureaucratic error, a woman named Alex is added to their room. At first, relations among the three are tense. Soon, however, Alex falls for Eddy, and Stuart lusts after Alex.

Seven close friends reunite for the wedding of two of their friends. Problems arise because the bride and the maid of honor have had a long rivalry over the groom.

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.

Dorian realizes he is gay in his final year of high school. He meets another gay youth locally, but remains confused. He starts therapy, then resorts to confession in the Church, and finally comes out to his brother. Dorian then decides to come out to his father; he gets kicked out of the house.

A pregnant New York social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend.

Family friends Sam and Kat spend every Christmas Eve at the Children's Table. They grow up together, sharing the highs and lows of young adulthood. And at thirty, Sam realizes that Kat is the one...but he's afraid that the past will get in the way.

Erika Shinohara (Fumi Nikaido) is a first year of high school student. While talking to friends, she makes up a story about her "boyfriend." In reality, Erika Shinohara doesn't have a boyfriend. Erika's friends soon begin to doubt her story and Erika is also running out of lies. Erika then sees a pretty boy on the street and takes his picture discreetly. She later shows his picture to her friends as her boyfriend. The boy in the picture is Kyouya Sata (Kento Yamazaki) and happens to attend the same school as Erika. She tells Kyouya about her situation and asks him to be her pretend boyfriend. Even though Kyouya has a pretty appearance, he has a dark side.

A family dog—with a near-human soul and a philosopher's mind—evaluates his life through the lessons learned by his human owner, a race-car driver.

Eight close friends soak up their last day of summer together on the beach before parting ways for college.

When Elliot, a brash 23-year-old living carefree in New York City, meets the sensible Mia and receives a damning diagnosis all in the same week, his world is turned completely upside down. But as their love blossoms amidst the chaos of his treatment, they discover that Elliot's illness is not the real test of their relationship – it's everything else.