Here are the dorkiest moments of each Bond actor’s career:

Sean Connery tries to pull of the pink tie in Diamonds Are Forever (1971)…and fails. DORK!

George Lazenby’s Scottish get-up in On Her Majesty’s Secret Service (1969) screamed “dork.”

Roger Moore’s clown costume in Octopussy (1983) takes the cake…the ultimate dorkiest Bond moment!

Timothy Dalton’s “look” prior to fishing Franz Sanchez out of the sky in Licence To Kill (1989).

Sorry James, but not even Pierce Brosnan in The World Is Not Enough (1999) can pull off purple glasses (even x-ray ones).

Daniel Craig needed a shave and a shower as a hungover mess in Skyfall (2012)

Bianca (Tina Hudson) prepares James Bond (Roger Moore) to imitate Colonel Luis Toro in the opening sequence of Octopussy (1983)
One of the most bizarre compliments turns into a hilarious facial expression progression as James Bond (Roger Moore) swallows a dancer’s golden bullet navel charm in The Man with the Golden Gun (1974).
Roger Moore as James Bond escapes via hang glider in Moonraker (1979)
Might be my favorite escape!
James Bond (played by Roger Moore, or at least in this scene his stunt double) looks to be approaching the angle of repose during A View to a Kill‘s opening ski chase sequence.
So cruel, 007!
Roger Moore as James Bond in The Man With The Golden Gun (1974)
An impromptu early morning visit by M at Bond’s home leads to a funny scene in Live And Let Die (1973). Moore’s first on-screen appearance as 007 doesn’t start out great. After bedding an Italian agent Miss Caruso at his place, he bumbles and fumbles as he tries to distract M (Bernard Lee) from running into the woman. Bond makes M some coffee, and knows his way around an espresso machine, much to M’s surprise and a test of his patience.
The personal visit by M is warranted, of course, as the murders of three MI6 agents (Baines, Dawes and Hamilton) make it an urgent matter. But who knew Bond could moonlight as a barista? And it’s pretty cool we get a glimpse into his personal home. Yes, it’s the 1970’s – and I still can’t get over the atrocious kitchen wallpaper, but Bond’s vintage orange sandwich maker on the counter looks pretty sweet!

Live and Let Die (1973) – Bond the Barista