Stuntman Bob Simmons was the first man to appear as Bond in the Bond films. Simmons appears in the famous gun barrel sequence opening in Dr. No, and the footage is reused in From Russia With Love and Goldfinger. Simmons appears through the gun barrel in black and white, but it’s not very easy to tell what he is wearing. The suit has a Savile Row silhouette with strong shoulders, a nipped waist and a flared skirt. It’s probably a button 3 jacket and there appears to be a single vent. The trousers have a narrow leg and are hemmed without a break. The suit is dark, but not black, so it’s most likely charcoal or navy. Simmons wears a white pocket handkerchief and a darker than white shirt, which would most likely be light blue. Like Connery he wears a dark tie and black shoes. And most iconicity, he wears a trilby, which would continue in all gun barrel sequences through Diamonds Are Forever.
Every other gun barrel sequence features an outfit from the film they were first used on. For Thunderball it’s the navy blazer and grey trousers. For On Her Majesty’s Secret Service it’s the navy herringbone suit. For Live and Let Die it’s the navy suit that’s barely seen under his chesterfield coat in New York. For The Spy Who Loved Me it’s the double-breasted dinner suit, and from then on Bond only does the gun barrel sequence in black tie. For The Living Daylights it’s the notch lapel dinner suit. For GoldenEye it’s the 3-piece dinner suit. And for Quantum of Solace Bond goes back to wearing a suit, but they also filmed one in his shawl-collar dinner suit.