Alright so I finally decided to tackle this art history thing, right? Figured I'd whip up a list of the top 5 must-know paintings for folks. Sounded simple. Spoiler: It was not simple. Here's how my whole messy afternoon went down.
The "Brilliant" Idea
Started sitting at my kitchen table with a lukewarm coffee. Thought, "Hey, everyone loves top 5 lists! Art stories should be easy." Pulled out my old, dusty art books from college, the ones stacked behind the rice cooker. Opened the first book – big mistake.
It smelled like forgotten attic. Pages were kinda stuck together. Gently pried them apart, coffee mug already leaving a ring on the cover. Flipped through, saw like a hundred famous paintings. Panic started bubbling. How do I pick only five? Decided to just start writing names down on the back of an envelope. Ended up with twenty scribbles. Crumpled it up. Grabbed a fresh piece of paper. Poured more coffee.

The Deep Dive Chaos
Okay, deep breath. Started going painting by painting. Pulled up my laptop too because, let's be real, the books weren't cutting it. Fell down rabbit holes. One minute I'm looking at Botticelli babies, next thing I know I'm watching a ten-minute documentary about Dutch paint pigments on my phone. Phone died. Plugged it in, tripped over the charger cable. Coffee mug number two? Empty.
Got obsessed with stories behind the paintings. Like, did you know that one guy, Caravaggio? Total troublemaker. Fights, murder charges, the works. Felt myself drifting off course hard. My list was all over the place:
- Renaissance stuff
- Super dramatic Baroque things
- A random Dutch landscape I kinda liked
- Something super modern that confused me
No focus. None. Felt like herding cats.
Picking the Final Five (The Painful Part)
Sat back down, rubbed my eyes. Decided: Impact matters more than my mood. Which paintings slap you in the face with their story? Or changed the whole art game? Pushed aside books, relied on gut feeling.
Started arguing with myself:

- "That Da Vinci guy? Mona Lisa's smile is famous, sure... but the backstory feels thinner than cheap toilet paper compared to..."
- "Caravaggio! Boom! Light! Drama! Murderer painter! That's a STORY."
- "What about that huge French Revolution painting? Liberty leading the charge... literally! Gotta have it."
- "Van Gogh? Starry Night screams emotion, pure feeling. In? Out? Yeah, IN. His sad genius fits."
Argued for another half hour about the fifth slot. Finally settled on Picasso's Guernica. War is brutal, that painting screams it. Felt heavy, but necessary. Slammed my laptop shut. Done. Sorta.
Writing It Up & Calling It
Started typing fast, before I changed my mind again. Spilled the whole struggle. Didn't try to sound fancy. Just wrote how I actually researched it:
- Sifted through dusty books and distracting videos
- Chased interesting artists' wild lives
- Picked paintings that punched me in the gut story-wise
Forced myself not to over-explain. Kept it rough, like telling a friend over a beer. The final five I landed on felt legit:

- Michelangelo's Sistine Chapel Ceiling (Adam) (The sheer ambition!)
- Caravaggio's The Taking of Christ (That light! That drama! That criminal artist!)
- Delacroix's Liberty Leading the People (Revolution vibes captured forever)
- Van Gogh's The Starry Night (Pure, swirling emotion on canvas)
- Picasso's Guernica (A howl of pain against war)
Hit 'publish' before I could second-guess it again. Coffee mug? Needed a third refill. Brain? Fried. But hey, the top 5 art stories are out there now!