Bollywood’s 10 Most Stunning Drags With Swag

Listing 10 Bollywood cross-dressers who pulled it off with style

Ram Kapoor, Saif Ali Khan and Riteish Deshmukh get in touch with their feminine side in Humshakals

Shammi Kapoor

Shammi Kapoor in the song Chali Chali Kaisi Hawa from the 1963 film Bluff Master (Source: YouTube/Filmi Gaane)

Stepping away from his trademark Shammi Kapoor moves, here the curly flicks perfectly blend with a dash of jewelry, making Shammi quite a stunner in this song sung by Shamshad Begum.

Rishi Kapoor

Rishi Kapoor turns pink in the 1975 romantic comedy Rafoo Chakkar (Source: YouTube)

This would probably be the best trick ever to win your lady. Attempt some gender bending stuff and become her BFF. She confides in you and bingo!

Take a cue from Rishi Kapoor in the film Rafoo Chakkar on how to cross-dress and woo your lady with girly talk.

Paintal

Paintal is still remembered for his boldest comic role ever in the 1975 film Rafoo Chakkar (Source: YouTube)

This film would have been incomplete without Paintal. Although Rishi Kapoor managed to cross-dress and walkthrough it in high heels with ease, Paintal reportedly got so carried away with the act that he even forgot for a while that he’s a guy!

Amitabh Bachchan 

Big B’s drag wear in the song Mere Angne Mein from the 1981 film Lawaaris (Source: YouTube)

Big B’s voice and his various drag avatars made this song a memorable one. Mere Angane Mein... continues to be the highlight of Lawaaris.

Shah Rukh Khan

SRK as a call girl from the 1998 movie Duplicate (Source: YouTube)

Sharat Saxena playing Dhingra gets the shock of his life when the ‘call girl’ turns out to be Shah Rukh Khan!

This clip on YouTube has quite a few interesting comments, from people wondering as to how beautiful SRK would look had he been a woman to someone eyeing his sexy legs... woah!

Huh! Is That Aamir Khan?

Aamir Khan in the song Dole Dole Dil Dole from the 1995 movie Baazi (Source: YouTube/ Filmi Gaane)

Aamir’s cross-dressing history goes way back to the 1990s in the movie Baazi, where he stunned us with the item number Dole Dole Dil Dole.

With an elaborate curly hairdo and a sexy slit black dress, Aamir drags to perfection.

Aamir Khan flaunts that perfectly waxed leg through the sexy slit black dress (Source: YouTube/ Filmi Gaane)

Saif Ali Khan

Saif Ali Khan switches from a woman to a man in the super flop film Humshakals (Source: YouTube)

It might be in the list of the worst films ever made, but Saif Ali Khan does get a special mention for his drag look.

With bold lip shades, feathery ear-rings, Saif does look the best cross-dresser in the film! But that’s not saying much, considering the fact that he had Ram Kapoor and Riteish Deshmukh for competition.

Riteish Deshmukh

Riteish Deshmukh in the super hit song Dil Mein Baji Guitar from the 2006 film Apna Sapna Money Money (Source: YouTube/Tips Music)

Before Humshakals, Riteish went drag in Apna Sapna Money Money. But we aren’t really complaining as he does have oomph!

Rani Mukerji

Rani Mukerji in the song Gym Shim from the 2009 film Dil Bole Hadippa (Source: YouTube/YRF)

Well the male actors aren’t the only ones to experiment with cross-dressing. Bollywood female leads prove that they too are quite capable to stepping into a man’s world.

Rani Mukerji grows a beard and still manages to look cute as a Sadarji! She turns into Veer from Veera in Dil Bole Hadippa, all this just to be part of a men’s cricket team.

Vidya Balan

Vidya Balan from the film Bobby Jasoos (Source: YouTube/Reliance Entertainment)

Though Bobby Jasoos didn’t work at the box-office, we quite dug Vidya in her different manly avatars in the film. So what do you prefer? Her Dirty Picture moves or drag detective ones? We think she rocks at both.