Best Dressed 007s: The Five Most Stylish James Bonds

The Ranking of the Best Dressed Bonds

James Bond is a world renowned double agent who has influenced generation after generation with this machismo swagger, classic black tie attire, and his cultured inclinations toward the finer things in life. He has been a fashion icon since his debut in the sixties. We've done a detailed ranking of the five best-dressed James Bonds of all time.

#1 Daniel Craig
With the newest Bond film Skyfall debuting, we are proud to announce that Daniel Craig is the Best Dressed James Bond of All Time. Craig fits a tuxedo like nobody's business and possess an ability to always one up the style of the other Bond men. Craig is redefining out tuxedos and suits should fit with every new movie.

#2 Sean Connery
Sean Connery epitomizes James Bond as he was the first actor to star as the double agent in Dr. No in 1962. Sean Connery gave the character an unrivaled dose of swagger with the stark white pleated button downs, the small black bow ties (known as "bat wings") and the tailored tuxedos.

#3 Pierce Brosnan
Pierce Brosnan took over the role of the venerated James Bond in 1995 with the movie GoldenEye. Brosnan has always been at the forefront of tailored and cultured fashion and he brought that to his role as Bond. Due to the plots, Brosnan had to incorporate a cold weather style into the Bond swagger. He did that with oversized but tailored pieces.

#4 Roger Moore
Roger Moore made a marvelous James Bond and holds the record of starring in the most Bond movies. Moore was able to put the Ivory Dinner Jacket and the black bow tie on the fashion map. Moore experimented with the Bond character and added a casual angle to the complex character.

#5 Timothy Dalton
Timothy Dalton starred as the much beloved James Bond from 1987 to 1994 and in that era, he made 007 resonate with a coolness that was very much a part of the era with wide lapels, looser fits and a more casual take on menswear fashion. Dalton is the fifth best dressed Bond of All Time and a large part of that is due to the over-fortunate styles popular in the early nineties.