Saif Ali Khan is Bollywood’s accidental chameleon. One minute he’s wooing you with a guitar, the next he’s plotting a bloodbath with a French beard and a whiskey glass. While everyone was busy talking about the Khans , Saif was out here reinventing himself, over and over again. It's no wonder that we call him the coolest Khan! From the floppy-haired cutie in 90s comedies, then swerved into Shakespeare, streaming, and zombie-hunting — all while somehow staying underrated. He just shows up, tries something weird, and leaves quietly with your respect.
1. Omkara (2006)
This is the role that made everyone stop laughing at Saif's rom-com past. A scheming, limping villain with an Othello complex and pitch-perfect Western UP accent? The man devoured. Shakespeare meets Chambal, and Saif meets acting Nirvana.
2. Dil Chahta Hai (2001)
The lovable idiot friend with the world's worst luck in love? In a film that redefined male friendships in Bollywood, Saif played the golden retriever energy guy. While Aamir was brooding and Akshaye was emo before it was cool, Saif gave us comic timing, sweetness, and that all-time iconic "Woh Ladki Hai Kahan" song.
3. Being Cyrus (2005)
Saif as a drifter with dead eyes and dangerous intentions in this off-kilter psychological drama? Sign us up. If you remember Being Cyrus, you know why the film deserved more awards than it got.
4. Hum Tum (2004)
He nagged, he whined, he sketched cartoons and we still rooted for him. In this gendered slow-burn rom-com, Saif managed to evolve from a petty man-child to a man-man without ever becoming annoying. He also picked up a National Award for it, because this is the chatty film that's a lot harder than it looks!
5. Sacred Games (2018–2019)
Existential dread, crumbling morals, and a very realistic cop tan.Netflix's first big Indian gamble was a gritty neo-noir that delivered, and Saif’s Sartaj was its broken soul. Haunted by daddy issues, systemic rot, and Nawazuddin Siddiqui’s chaos energy, Sartaj gave Saif his streaming-era rebrand. Also: great beard.
6. Udaybhan Rathod – Tanhaji (2020)
Historical villainy, but make it operatic. He went full throttle baddie -- Bloodthirsty, unhinged, dramatic. It’s the kind of fun performance that only Saif could've made it camp. Eyeliner, fur, slow-mo smirks, he knew what movie he was in.
7. Go Goa Gone (2013)
India’s first zombie comedy and Saif’s first bleach-blonde era, we remember both.
He claimed to be Russian. He looked like he washed ashore from Ibiza. And he was surprisingly good at zombie combat. This cult comedy is one of the strangest things to come out of Bollywood and Saif leaned into the madness like a pro.
8. Love Aaj Kal (2009)
Two timelines. One heartbreak. And a whole lot of tears. In this Imtiaz Ali special, Saif played both modern commitment-phobic Jai and old-school romantic Veer. It was moody, musical, and mildly confusing, but he pulled off both avatars with restraint and charm. Also, don’t act like you don’t hum Dooriyan when it rains.
9. Ek Hasina Thi (2004)
He smiled. You trusted him. Mistake. This lean, mean revenge thriller had Saif playing against type, a smooth con man who gaslights Urmila Matondkar’s character into hell. The turn is cold, clean, and absolutely chilling. Early-2000s noir that deserved way more love.
10. Parineeta (2005)
In this swoony, sepia-toned adaptation of Sarat Chandra’s novel, Saif traded jeans for kurta-pyjamas and brought a brooding depth to the man. The chemistry with Vidya Balan was electric, and he looked painfully good playing the piano in vintage Calcutta.
