All the Times Leonardo DiCaprio Didn't Win an Oscar: His Films Ranked

1. "This Boy's Life" (Box office: $4.1 million)

It's the 1950s, and a young Toby Wolff, along with his loving but hapless mother, attempts to find stability in a chaotic life. On the run from a troubled past, they think they've found refuge when she marries Dwight, a small-town guy with a picket-fence dream.

Ah, but dreams and reality? Rarely one and the same. Dwight's initially charming demeanor soon decays into cruelty, turning Toby's life upside down. But as struggles mount, Toby's determination to escape and build a life of his own becomes resolute.

A tale of resilience, the journey is proof that sometimes, the hardest battles are fought within the four walls of a home.

2. "Total Eclipse" (Box office: $340,139)

Oh, Paris in the late 19th century – a city of love, art, and passion. Cue Paul Verlaine, a budding poet, and his chaotic love affair with the rebellious Arthur Rimbaud. Theirs was a tale not of romance, but of raw passion and tumultuous emotions.

Through booze-filled nights and ink-stained days, their relationship oscillated between inspiration and destruction. The literary world? Forever changed. Yet, amidst brilliant prose and burning desires, the inevitable question arises: can art and love truly coexist, or do they consume one another?

3. "The Quick and the Dead" (Box office: $47 million)

In the unforgiving West, where shadows stretch long and deeds darker, enters a female gunslinger known as "The Lady." Her eyes? Set on revenge against Herod, the ruthless town dictator and the man responsible for her father's death. As the town hosts a fast-draw contest, gunslingers from all corners gather, and bullets are set to fly.

Amidst the sand and the showdowns, allegiances shift, secrets unfurl, and vendettas climax. Yet, when smoke clears and hands weary, it's a tale reminding us: vengeance may drive a person, but redemption defines them.

4. "Revolutionary Road" (Box office: $76 million)

The 1950s, the American Dream, and the picture-perfect suburbs. Yet, behind this façade, Frank and April Wheeler's marriage is crumbling, aspirations stifled by societal expectations. In a bid to reignite passion and purpose, they plan to move to Paris. But can a change of scene truly heal deep-seated discontent?

As dreams confront reality, their relationship teeters on the precipice. It's a haunting reminder: sometimes, the loudest cries are muffled by the silence of conformity.

5. "J. Edgar" (Box office: $84.9 million)

Step into the shoes of J. Edgar Hoover, the man who sculpted the FBI. For nearly 50 years, his reign saw secrets, scandals, and the birth of modern forensics.

While publically he hunted down icons like John Dillinger, privately, he grappled with his own shadows and secrets. As files stacked and loyalties wavered, the line between hero and villain blurred. Hoover's story? One of power and paradox. For sometimes, those who seek to unveil truths are the most enigmatic of all.

6. "The Beach" (Box office: $144 million)

Ahoy, travelers! Picture this: a secret map to a hidden island paradise in Thailand, untouched and unparalleled.

Young Richard, bitten by the wanderlust bug, along with a French couple, seeks this Eden. But paradise? It has its price. As they immerse in this secluded community, bliss turns to dread, revealing dark secrets beneath the shimmering sands.

It's a vivid lesson: Utopias might exist in postcards, but in reality, they're often just a mirage.

7. "Romeo + Juliet" (Box office: $147.6 million)

Verona Beach, a modern-day setting, stages an age-old tale of star-crossed lovers. The Montagues and Capulets, despite being business moguls, carry an enmity as ancient as time. Amidst this feud, Romeo Montague and Juliet Capulet fall passionately in love.

Parties, potions, and poetic promises set the stage, but destiny has its designs. Gang rivalries intensify, leading to tragic confrontations. In a whirl of love and loss, the narrative underlines: love might be eternal, but its battles are brutally temporal.

8. "The Man in the Iron Mask" (Box office: $183 million)

Hear ye, hear ye! In France's gilded corridors of power, a tale of two faces unfolds. King Louis XIV rules with an iron fist, while his secret twin brother, Philippe, languishes in a dungeon, face concealed by an iron mask.

The once-unbreakable bond of the legendary Three Musketeers is tested as they hatch a plan to replace the cruel king with his kind-hearted brother. Intrigues, sword fights, and a kingdom's fate hang in balance.

In a dance of masks and monarchs, the narrative twirls around identity and sacrifice. For, in the end, it's not the face that defines a man, but his heart.

9. "Gangs of New York" (Box office: $193.8 million)

In the grimy streets of 1860s New York, where law was but a whisper, vengeance took center stage. Amsterdam Vallon returns to the Five Points to avenge his father's death by the hands of Bill "The Butcher" Cutting. Amidst the Civil War draft riots and burgeoning city chaos, gang territories become battlegrounds.

Swords clash, loyalties are tested, and old New York emerges as a character in itself. At its heart? A raw vendetta. As bloodlines entwine with city lines, it's evident that battles aren't just about supremacy, but legacy.

10. "Shutter Island" (Box office: $294.8 million)

Whispers, waves, and wickedness take center stage as U.S. Marshal Teddy Daniels lands on Shutter Island to investigate a patient's mysterious disappearance from Ashecliffe Hospital.

But, is everything as it seems? Hallucinations haunt, memories mingle, and nothing's black and white. As Teddy delves deeper, the boundaries between reality and delusion dwindle.

A psychological maze, the island challenges perceptions, pushing Teddy to his limits. It's a chilling testament: sometimes, the mind's demons are the most daunting.