Movies Similar to You're So Cupid

Pretty Woman(1990)

While on a business trip in Los Angeles, Edward Lewis, a millionaire entrepreneur who makes a living buying and breaking up companies, picks up a prostitute, Vivian, while asking for directions; after, Edward hires Vivian to stay with him for the weekend to accompany him to a few social events, and the two get closer only to discover there are significant hurdles to overcome as they try to bridge the gap between their very different worlds.

7.5

Love Actually(2003)

Eight very different couples deal with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London.

7.1

Notting Hill(1999)

London bookstore owner William Thacker's quiet life turns upside down when a chance encounter with famous actress Anna Scott sparks an unlikely romance challenged by their vastly different worlds.

7.3

Sleepless in Seattle(1993)

After the death of his mother, a young boy calls a radio station in an attempt to set his father up on a date. Talking about his father’s loneliness soon leads to a meeting with a young female journalist, who has flown to Seattle to write a story about the boy and his father.

6.7

Picnic at Hanging Rock(1975)

In the early 1900s, Miranda attends a girls boarding school in Australia. One Valentine's Day, the school's typically strict headmistress treats the girls to a picnic field trip to an unusual but scenic volcanic formation called Hanging Rock. Despite rules against it, Miranda and several other girls venture off. It's not until the end of the day that the faculty realizes the girls and one of the teachers have disappeared mysteriously.

7.2

The Notebook(2004)

An epic love story centered around an older man who reads aloud to a woman with Alzheimer's. From a faded notebook, the old man's words bring to life the story about a couple who is separated by World War II, and is then passionately reunited, seven years later, after they have taken different paths.

7.9

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Treehugger

A Valentine's Day story about a young couple, how they get together, and how they fall apart. All because of one tree.

0.0

Sweet November(2001)

Nelson is a man devoted to his advertising career in San Francisco. One day, while taking a driving test at the DMV, he meets Sara. She is very different from the other women in his life. Nelson causes her to miss out on taking the test and later that day she tracks him down. One thing leads to another and Nelson ends up living with her through a November that will change his life forever.

6.9

Love Hurts(2025)

A realtor is pulled back into the life he left behind after his former partner-in-crime resurfaces with an ominous message. With his crime-lord brother also on his trail, he must confront his past and the history he never fully buried.

5.7

Some Like It Hot(1959)

Two musicians witness a mob hit and need to quickly find a way out of Chicago. Their only opportunity comes in the form of joining an all-girl band as they prepare to leave on a tour. The two disguise themselves as women and struggle to keep their identities secret as the gangsters close in.

8.1

The Thing About Harry(2020)

Two high school enemies, uber-jock Harry and out-and-proud Sam, are forced to share a car ride to their Missouri hometown for a friend's engagement party on Valentine's Day. Things take a turn when Sam learns Harry has come out.

6.8

Nights in Rodanthe(2008)

Adrienne is trying to decide whether to stay in her unhappy marriage or not, and her life changes when Paul, a doctor who is travelling to reconcile with his estranged son, checks into an inn where she is staying.

6.3

No Strings Attached(2011)

Emma is a busy doctor who sets up a seemingly perfect arrangement when she offers her best friend Adam a relationship with one rule: No strings attached. But when a fling becomes a thing, can sex friends stay best friends?

6.3

Be My Valentine, Charlie Brown(1975)

It's Valentine's Day again and Charlie Brown dreams the seemingly hopeless dream to receiving a valentine from anyone. All the while, the rest of the gang have their own trials whether it be Linus' struggle to get the biggest card he can for his beloved teacher, or Lucy trying to get some token from Schroeder while Snoopy and Woodstock are having fun spearing valentines on each other's nose.

6.8

Me Before You(2016)

A small town girl is caught between dead-end jobs. A high-profile, successful man becomes wheelchair bound following an accident. The man decides his life is not worth living until the girl is hired for six months to be his new caretaker. Worlds apart and trapped together by circumstance, the two get off to a rocky start. But the girl becomes determined to prove to the man that life is worth living and as they embark on a series of adventures together, each finds their world changing in ways neither of them could begin to imagine.

7.9

My Secret Valentine(2018)

A young woman takes advice from the chalkboard notes that her mysterious house rental tenant leaves when a slick sales rep arrives with plans to buy her family’s prized winery.

6.4

It's Your First Kiss, Charlie Brown(1977)

At the school homecoming, Charlie Brown learns that he is be the escort at the banquet for the red headed girl that he has pined for all his life. With that added pressure, he hopes to put in a good showing at the football where he is placekicker. Unfortunately, Lucy is supposed to hold the ball for him.. It's homecoming night, and Charlie Brown is not only the escort for the homecoming queen (which happens to be the red-haired girl he's been drooling over for goodness knows how long), he is also the kicker for the school's football team (and Lucy's the holder. Need I say more?) Despite a certain person's old habit that won't die young, Charlie brown is blamed for their team's loss, but he ends up becoming the life of the homecoming dance. However, we never see it, and Charlie Brown doesn't remember it, which brings the question; did it really happen?

6.0

The Ugly Truth(2009)

A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.

6.5

Welcome to Valentine(2023)

After losing her boyfriend and her job right before Valentine's Day, Olivia is introduced to George who takes her on a cross country road trip that has them reevaluating their priorities.

5.5

Be My Valentine Love Barney!(2000)

Love is in the air as Barney and all his friends gather to exchange cards and celebrate Valentine’s Day. But, little does Barney know, one of these cards contains a special invitation from the Queen of Hearts herself. She’s inviting everyone to come take a royal tour of Valentine Castle, where the rooms are filled with wonderful surprises. There’ll be lots of games, songs, and sweet treats along the way. And after the children give the Queen her very own card, they’ll find Barney has a surprise waiting for them when they get home.

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