First off, I love your avatar and the larger photo to lead off your post!This is getting into the debate that's been raging here for quite a bit.
Discovery absolutely dropped the ball with the aesthetic. People who say "it's the 60s its outdated" don't really know what they are talking about honestly. As I've explained before, mid 20th century design is actually considered very sleek and modern even till this day. You know that little franchise Ikea? The core of it's design philosophy and style was laid down in the 1920s.
You can do 60s and still make it look sleek and cool I've posted numerous images on this board of great 60s sci-fi design that still holds up wonderfully till this day. (avatar included)
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How is something like this not just way cooler and sleek than the awful uniforms we get in Discovery? It's the style of the era that TOS was based on (Post-War Sci-Fi) but updated to modern standards.
Hell Gucci's 2017 collection, guess what it was inspired by, let me see if you can tell?
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The thing is also, Star Trek takes place in the future. Fashion and trends are cyclical, there is no reason for characters to not have a more 60s look to them, frankly it actually makes the setting look more alien and futuristic simply because it doesn't look just like now in space ships which Discovery honestly suffers heavily from (both in the writing and the aesthetic).
I just honestly do not get why you would set a show during the Cage era and not use the TOS aesthetic. It will always be mindboggling to me. Why not set Discovery then 50 years before closer to ENT or 50 years post Voyager?
When I first saw the campaign for the 2017 Gucci line, I was so incredibly excited that one of the design aesthetics I've always loved (my favorites have been from Art Deco up to the 1960's) made it to major exposure!
I play in a Rockabilly band, and when we play we generally wear 1950's styled clothing. Since I also portray Buddy Holly, I try to have as much vintage or vintage styled clothing to wear for shows. But, I've also had the mood strike me to wear some of it to work. The thin tie, rounded collar shirt and blazer or sport jacket get people saying I look the sharpest because it's styling that works and looks nice.
There's something to be said about design aesthetics that are cyclical like that, and never seem to be fading away. They look good, have pallettes that excite or look cool, and it just works.