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Dandy Wellington | Menswear at the Movies | High Society @DandyWellington | Uploaded August 2020 | Updated October 2024, 55 minutes ago.
The new series that breaks down the menswear looks from your favorite classic Hollywood films. In this episode we cover capsule wardrobe and inspiration in High Society (1956) Starring Bing Crosby, Frank Sinatra, Grace Kelly and Louis Armstrong.

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In 1956 American audiences were treated to a technicolor dream, a rare gem of a film called High Society. Based on the play The Philadelphia Story who’s story made it’s film debut in 1940 under the same name, High Society takes this award winning work and gives it a musical treatment. With incredible music by songwriting legend Cole Porter and dual orchestration by Conrad Salinger and Nelson Riddle this musical was already off to momentous heights. Add to that the talent of Bing Crosby, Grace Kelly, Frank Sinatra and Louis Armstrong, well MGM certainly had a sure fire it on their hands.

The film take on the backdrop of Newport, Rhode Island at the fictional Lord Estate in the mid 1950s. We know this because Louis Armstrongs appearance in the narrative comes on the heels of The Newport Jazz Festival which, established in 1954, was going into it’s third year upon the release of the film. The narrative take place over the course of two days. Now that we’ve established the time and place let’s breakdown the looks starting with one of our main male protagonists Bing Crosby’s C.K Dexter Haven

Look 1 for Dexter is a day look comprised of separates. It included a navy two brass button, notch lapel blazer with a center vent and crest on the breast patch pocket. It’s worn over a light blue gingham, barrel cuff button down shirt and light blue trousers with a two inch cuff. These are worn with a pair of brown and white wingtip spectators or correspondence shoes.
It’s casual club attire without the inclusion of a club tie perfect for a warm day in Newport.
wrist watch facing in
Look 2 is a variation on a theme featuring a casual dinner look constituting of a medium Grey wool two button, notch lapel blazer with a double vent and welt pockets worn over a white shirt and white light weight (possibly gaberdine) trousers. accessories include a burgundy tie and pocket square, grey socks and finished with the same brown and white spectators 
This is also a casual look but the grey jacket and accessories anchor for evening while the trousers keep it a summer time look.
Look 3 is a Tuxedo look for the party. I’ll break down those details in a moment however during the song "I Love You Samantha" Bing does an excellent job of tying his bowtie. Check out this video if you want to learn how. midnight blue , shawl collar, turn down point, 
The last look of the film take the same Navy patch pocket blazer and pairs it with Grey Trousers and same brown spectator, it’s finally completed with the club tie it was missing in the first look.

Bing’s looks here are a master class in weekend casual wear for a wedding weekend. It’s build on neutrals allowing for easy styling with no real stand out pieces other then the shoes. Here’s his wardrobe laid out in a capsule style.

The films next male lead is found in Frank Sinatra’s Macaulay Connor or “Mike”, a slightly jaded, wise cracking, tough talking reporter the tabloid magazine called Spy. Based on that characterization the first look is a bit interesting. It included a medium Grey Jacket notch lapel two button smartly styled over a pink button collar shirt and Dark grey wool trousers. His accessories include a black tie, black tassel loafer, and a black straw hat with white sash. though I love this combination I haven’t been able to figure out why the character is dressed this way other than to be stylish.

However his third look is a classically conservative Navy suit paired with a cream french cuff point collar shirt with a blue and navy striped tie 
All of Franks looks make sense as they are for someone who is going to a society to cover it.
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Menswear at the Movies | High Society @DandyWellington

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