This week, No Time To Die — the newest James Bond film and Daniel Craig’s last in the role — hits theaters. I think the first Bond movie I saw was Live and Let Die, and in my 28 years I’ve seen all of them, most more than once. Roger Moore is my favorite Bond, although I admit Sean Connery is probably my favorite Bond. Bond movies are fun, exciting, and filled with sex appeal.
If you’ve read my work for this site, you will be unsurprised to find out that I like my movies like I like my men: old. My suits are classic, and I love them. So the Bond films — on top of being pure entertainment — also really scratch my menswear itch. It seemed fitting then, for me to break down the best looks we’ve seen Bond wear over the years, to celebrate the momentous occasion of a new, era-ending installment being released.
First things first: let’s talk about my ranking criteria. I watched each movie, went through each frame, and picked the best outfit. Then, I ranked them. Although I thought about a point system or something similar, I was not a good at math and it seemed like it would bore you to tears, dear reader. You should also know that if you’ve come here hoping to find a love letter to the slim-fit suits and pumped-up physique of Daniel Craig, you will also be disappointed; in my opinion whoever decided James Bond shouldn’t have a break in his pants deserves jail time.
That being said, I’m sure this list is going to hurt some feelings; everyone has a favorite Bond, and to that person, he is the only James Bond. And as I’ve learned as a woman who writes about menswear, the very fact that I am not a man myself often invites correction and ire from readers. So let’s lay down some ground rules: if you find yourself inclined to rage-tweet about what you perceive as the misplacement of your favorite or least favorite Bond on this list, please consider spending that energy in other ways, as I am tired, there is a pandemic outside, I am only 5’4, and a few weeks ago Ben Shapiro quote-tweeted something I wrote about abortion and I’m still blocking the stragglers among the pack of feral dogs who follow him around the internet.
All praises for my ranking and my sartorial sense of humor and efteeble sartorial observations are welcomed. So without further ado, here they are: the best James Bond looks, ranked, and — because I’m generous — modern analogues for you to shop right now.
Timothy Dalton wears a plain navy suit and white shirt in License to Kill
24. License to Kill
Coming in at number 24 is this simple navy suit and white shirt moment from Timothy Dalton’s License to Kill (more pics here). The Dalton films in general don’t boast a ton of noteworthy looks, but this one stuck out to me. A simple navy suit with a white shirt is my favorite look on a man, and every man should own it. It’s timeless and still modern looking, it’s well tailored, and it’s an incredibly versatile look whether you’re going out to dinner or seeking revenge for the murder of your best friend’s wife.
Get the look: Jacket, pants, shirt, shoes
Daniel Craig wears a navy jacket, a grey trouser, and a simple tie in Skyfall.
I’m going to be completely transparent and say that I really struggled to find looks that I loved in the Daniel Craig movies; everything is very tight and modern and cool and the antithesis of how I think any man — let alone James fucking Bond — should be dressing. This simple scene in Skyfall is well worth your attention. Craig is wearing a gorgeous navy overcoat, a gray trouser (still too small for my liking) and a simple knit tie. Although I am a fan of a white shirt under a navy suit (and I do prefer it), the light blue gives this look an easy appeal. It appears that the collar has a tab collar. This affects the shape of the collar and pulls it tight to the tie.
Get the look: Shirt, coat, tie, trousers
Daniel Craig wears a powder-blue bathing suit in Casino Royale
22. Casino Royale
Again, it was not easy for me to find an outfit in the film that excited me. Then, I saw Daniel Craig emerge in a short-short bathing costume in powder blue. I was, umm, excited! If wearing your swim trunks quite this short is intimidating, a little longer is allowed — but for the love of all men hairy, keep those hems above your knees.
Shop the look Swim trunks
This classic Bond look features a chunky knit, layered over a white shirt, and underneath a worn leather jacket.
This reminds me of the kind of thing a hot dad in an ’80s movie might wear, but like, a dad who also works for the CIA — sort of Jack Ryan-esque (more pics here). The chunky knit layered over a white shirt and under a worn leather moto jacket doesn’t really look chic or tailored but that’s kind of the appeal; this is off-duty Bond, and the luxurious materials make it clear that even when he’s not in a suit, he’s still 007. I love the fact that the entire look can be worn monochromatic. This is one of my favorite ways make casual outfits more sophisticated.
Get the look: Sweater, shirt and leather jacket.
Sean Connery wears a tan suit in Diamonds Are Forever
20. Diamonds Are Forever
I have mixed feelings about Tan Suits, yes, even that one. Are they suitable for summer weather? They are. They do look a bit like someone made khaki pants into suits. Yes, I think so. But they can be done well, and Sean Connery’s in Diamonds Are Forever is a perfect example of a tan suit that works (more pics). I think the sort of undone styling — some research reveals it’s a heavy Irish linen, his top button undone, and his tie loosened — are what make it work. I love that the suit is paired with a pink tie. It doesn’t look too preppy or serious. And it’s finished off with John Lobb ankle monk straps which are sheer perfection.
Get the look: Jacket, trousers, shirt, tie, shoes
Roger Moore is seen in a distinctively English riding outfit in A View to Kill
19. A View to Kill
A View to a Kill feels like a fever dream during an acid trip; it’s probably one of Roger Moore’s lesser-known films and not exactly critically acclaimed, but it’s hard to argue with the casting decision of making Grace Jones and a bleach blonde Christopher Walken the film’s villains. Moore looks like a riding instructor, which is why I love the film’s most memorable look. It is a very English-looking riding outfit. [redacted]In the stables (more photos). The brown jacket is beautifully complemented by the yellow knit tie, and the length of the jacket against the tight riding trousers makes me weak at the knees, which unfortunately makes it hard to grab your ankles, and if you have not guessed at this point, Moore ranks as my top Bond because I’m horny for him, I don’t know what to tell you.
Get the look: Jacket, pants, riding boots, tie
Roger Moore in Octopussy in a simple grey button-down
Roger Moore’s look is simple and unassuming. But I love it because high-rise trousers (see here) are often undervalued for men these days. I love the straight cut of these and the simple grey button down that he’s paired with them — leaving it of course open at the top to reveal a chest that’s not quite as hairy as Connery’s but delicious nonetheless.
Shop the look Pants, shirt, shoes
Connery is wearing a long-sleeved polo with the sleeves rolled.
This is one my favorite casual Bond looks, and it is also one of the easiest to wear everyday. A simple black shirt and a camel colored jacket are great options. In this scene Connery is technically wearing a long sleeve polo that he rolls the sleeves up on and he’s also barefoot, but if you’re looking to rock the look yourself and not die from some sort of deadly ringworm, I’d recommend a low-profile brown loafer or even a white tennis sneaker.
Get the look: Pants, shirt, shoes
Moore is seen wearing a safari jacket by Jimmy Chen, a Hong Kong tailor.
16. The Man With the Golden Gun
The costume designer for the Roger Moore films had an obvious kink for safari jackets and I’m grateful they brought us along on that ride; he wears one in virtually every single film and The Man With the Golden Gun is no exception. Jimmy Chen from Hong Kong cut this jacket straight. He paired it with a straight-leg trouser and a flat front trouser to elevate the look. The length of the safari jacket is what I love the most about this Indiana Jones-meets 007 look. Is it a shirt? Is it a tunic or a shirt? Is it a jacket or a tunic? Who’s to say. What I do know is you don’t have to be Roger Moore to embrace this timeless look.
Get the look: Jacket, pants
Connery is wearing a purple gingham blouse in From Russia with Love
15. From Russia with Love
The beach scenes in James Bond films boast some of the sexiest resortwear in Hollywood history, and Connery’s purple gingham shirt in this scene (paired with powder blue shorts) is one of my favorites of all the films (more pics). The classic 007 swimwear look of the blue shorts is seen in item 23, but the gingham overshirt really makes this look stand apart. It’s not exactly a dress shirt or a simple casual button down. There’s some stiffness and structure to it and the big silver buttons and patch pockets give it a retro look that you might be hard pressed to find a direct analogue for these days. That didn’t stop me from trying though!
Shop the look: Shirt, bathing suit
Daniel Craig in Quantum of Solace in a tuxedo, classic black bowtie and a tuxedo
14. Quantum of Solace
It wouldn’t be a list of James Bond’s best looks without a tuxedo, and Daniel Craig’s in Quantum of Solace is a really beautiful one. This tuxedo is on the list because, while I love many Bond tuxedos and I also like other looks in those films, I prefer this one. It’s classic: black shawl collar with a black bowtie, and it’s beautifully tailored. If you’re looking for a modern tuxedo, it’s a great example of how to do it right without looking trendy or like you’re trying too hard.
Get the look: Jacket, pants, shirt, bowtie, shoes
Brosnan layers an outerwear winter coat, a half zip sweater, and a turtleneck from Die Another Day.
13. Die Another Day
What I love about this look is Brosnan looks like the hot dad chaperoning the school ski trip; somehow he’s both incredibly suave and incredibly cozy in a way that only James Bond could pull off. Layering two winter coats, a half-zip sweater and a turtleneck without looking even slightly bulky is not for the faint of heart, but what makes this look especially noteworthy in my book is the monochromatic element; each item of clothing is an obviously different texture, but because they’re all close in color, they look refined and put together.
Shop the look Black turtleneck, half zip, wool coat, winter coat
James Bond sports a tan golf outfit in On Her Majesty’s Secret Service
12. On Her Majesty’s Secret Service
This is a stunning look. I mean, a tan-on-tan golf ensemble – or a co-ord, as the kids these days would call it — and an orange turtleneck? It’s mod, it’s retro, it’s sleek, it’s lighthearted — even whimsical — all without looking silly. The jacket’s bi-swing pleats at the back give it a sporty refinement, too, which keeps it from coming off as costume-y. It’s a very unique look and feel for Bond. It feels young and hip. This is a contrast to the traditional or classic Bond styles.
Get the look: Bomber jacket, turtleneck, trousers
Daniel Craig wears a tan suede jacket by Matchless in Spectre
I love a lux knit polo and this is a great example. Craig’s suede bomber-style jacket from Matchless London pairs perfectly with the Tom Ford polo. Keeping the bottoms simple and opting for a slim fit chino and finishing the outfit off with a tan desert boot is a super accessible look that any guy can make work (even if he can’t spring for the Tom Ford polo). More photos here.
Shop the look Suede jacket, knit polo, chinos, desert boot
Moore is wearing an olive green collarless bomber with a button down and a light-weight button down.
10. Only for Your Eyes
Remember the suede bomber jacket? This is a version of that look, but better. Moore’s version of the look includes an olive green collarless bomber over a lightweight short-sleeve button down and a mid-rise tan trouser; all in all, the look has an earthier aesthetic than Craig’s, which is why it’s earned better real estate on this list. It feels less trendy and more authentically rugged and glamorous at the same time — and what could be more James Bond than rugged glamour?
Get the look:Suede jacket, white shirt, and tan trouser
Pierce Brosnan is seen wearing a suit made by Brioni, The World is Not Enough
The Brosnan era boasted some of Bond’s most beautifully tailored suits from the Brioni house, and this three-button number is no exception. It takes exceptional skill to make a three-button suit. The tailoring must be perfect and the person who wears it must have the height and physique to pull it off. Brosnan and Brioni are a match made in heaven in this regard; granted you could put dogshit on Pierce Brosnan and he’d still turn heads, and you could dress dogshit up in a Brioni suit and it would be the best-dressed thing in most rooms. Brosnan looks classic and stylish without looking stale by opting for a three-button suit. This dark grey suit, white shirt, and tie have a simple, three-button design.
Shop the lookJacket, trousers and tie, white shirt
Moore wears black trousers with a button down and black pants layered over a black v neck sweater in The Spy Who Loved Me
8. The Spy Who Loved Me
Monochromatic dressing for men has always been one of my favorite aesthetics. This look from The Spy Who Loved Me is a great example. Moore looks stunning in this all-black ensemble. It includes black trousers and a button down, layered underneath a black sweater. It’s an outfit that radiates sex appeal. It’s easy to imagine him wearing it to seduce Bond girls at his home. But it looks elegant and pristine. Each piece is carefully chosen and tailored to his body. This is a look every man should have in his wardrobe.
Shop the look Trousers, sweater, button down, shoes
7. Dr. No
This powder blue beach suit is worn by Sean Connery in Dr. No James Bond’s first James Bond film.
My Dr. would not approve of anything other than the powder blue ensemble Sean Connery wore in the first James Bond film (more photos). I’m not entirely sure this is a try-at-home kinda look, but if you’re going to a really chic beach club or resort, I don’t see why you can’t pull it off. There’s such a tenderness to the color of this ensemble; even the fabric looks soft to the touch. And juxtaposed against Connery’s absolutely raw, throbbing masculinity, it’s easy to see why it’s become such an iconic look in the franchise.
Get the look: Polo shirt, trousers
Brosnan is wearing a cozy crewneck navy knit in GoldenEye
In Brosnan’s inaugural film as Bond, he wears a beautiful layered look to go on a — let’s say joy ride — early in the film (more pics). A cozy navy crewneck knit is layered on top of a rich blue button down with a subtle windowpane and finished off with a cravat that, I’m going to be completely honest, is going to be hard to pull off if you’re not Pierce Brosnan. The knit’s density and subtle depth of the shirt’s pattern keep his neckwear choices from becoming too stuffy.
Get the look: Silk cravat, sweater, button down, Omega Seamaster
Connery is wearing a rich navy suit with a single button in You Only Live Twice.
5. You Only Live Twice
This is my favorite moment in the franchise’s entire suit history. It’s simple, it’s perfectly tailored, it flatters his frame, and if you saw a picture of Connery in this suit you would immediately think, “That’s James Bond.”I love the rich, flat navy color. I also love the single button. This was a popular trend at the time and gives it a pop of trendy without being too obvious. Connery paired it with a soft slip on shoe, rather than a tie shoe. More photos here.
Shop the look Suit, shirt, shoe, tie
Moore wears a tweed suit to Moonraker
I love a good tweed outfit, and this Roger Moore Donegal tweed moment makes my heart sing (more pictures). It is a beautiful fabric with amazing details such as two slanted flap pockets and an extra-wide collar. The fabric also tucks in perfectly at Moore’s waist. Bond is not afraid to wear knit ties, and Moore’s brown suit matches it perfectly. The tweed’s texture and weight balances the knit, making it feel as if you can feel it as well as see it.
Get the look: Jacket, trousers, tie, shirt
Roger Moore is wearing a beautiful double-breasted jacket in Live and Let Die
3. Live and Let Die
Roger Moore in his beautiful double-breasted jacket, Live and Let Die, is what I think of when I think of Bond. The richness of the coat against the crispness of the shirt and tie to me are everything Bond’s menswear should be about: clean lines and timeless silhouettes that exude sex appeal without even trying (more pics here). The double-breasted jacket has a velvet collar, which is one of those subtle details that — like the aforementioned knit tie and tweed jacket combo — makes you really feel the clothing as you watch. There’s an immediate luxury to this look; you can imagine a man walking through an airport or train station in this outfit (OK maybe not in 2021, but let me have my fantasy, please) and he immediately draws that kind of quiet attention that only a truly well-dressed man can. The outfit is completed by a pair of soft, high-vamp loafers.
Get the look: Overcoat, shirt, tie, trouser, shoes
Connery wears a brown knit shirt with a white shirt and tan trousers with a perfect half in Goldfinger.
This is my favorite Connery look. I love a man in a brown suit, and as we’ve established, I’m also a sucker for a tweed jacket, so this brown barleycorn tweed blazer is truly everything to me. Moore’s companion Connery is wearing a brown knit tie with his, a white shirt with a half-break, and a brown suede shoe with a tie. Connery looks like a proper English gentleman, with a touch of off-duty. The brown color palette is warm yet comfortable and the decision to wear a sport coat and trousers rather than a full suit gives the outfit an unrivalled ease and confidence.
The look: Jacket and tie, shirt, blouse, trousers, shoes
Brosnan is wearing a beautiful Brioni navy suit in Tomorrow Never Dies.
1. Tomorrow Never Dies
Ok, if you had said to me when I started this project that Pierce Brosnan would take my number one spot, I would have thought you were hallucinating. We are here. This perfect — and I mean perfect — look in Tomorrow Never Dies earns my top spot; the best way I can describe this look is, when I see it, I feel like my eyes are feasting. Every single detail – every color choice, every hem length, every lapel and collar proportion, to me epitomizes what menswear should be at its absolute best. A beautiful Brioni navy suit that flatters his body without being too tight or large. A simple white shirt, a deep-red tie and a classic black dress shoes tie the look together. Then he throws that deep camel overcoat over it all — that’s my single favorite item worn in the entire Bond franchise. Its contrast against the navy suit is almost as close as I can imagine an eye orgasm feeling.
Shop the lookSuit Jacket, Trousers, Suit Jacket, Trousers, Shoe, Shirt and Tie
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