Supernatural’s Top 10 Best Dressed Characters
#5 Trust Fund Sam and Dean – 15.13 “Destiny’s Child”
Be honest. What first drew your attention: Sam’s man bun, his all plum colored suit, Dean’s suede jacket, his braided belt…. or the car they were driving??
This may be the only picture where you can see Sam’s trousers.
Add the coordinating scarf and pocket square for Sam, and the beaded bracelet for Dean… and, well…
we have the exact same reaction as Dean!
#4 Dean in Uniform – 8.20 “Pac Man Fever”
They say there’s something about a guy in uniform. Based on this episode, I’d say they’re right!
How many of you gasped when Dean woke up in the WWII uniform? Robbie Thompson always knew what the viewers wanted!
Anyone care to take a crack at all those decorations and insignias?
#3 Fred Astaire Dean – 15.10 “The Heroes’ Journey”
Who would ever have guessed that we’d get a tap dancing Dean in Supernatural?
Dean said there was no singing in Supernatural (a rule which Jensen also broke in season 15) but he never said Fred Astaire or Gene Kelly couldn’t make a guest appearance!
White satin lapels, hat, bow tie and tuxedo stud buttons set the stage for a performance that left us all smiling with delight. Anything other that that classic movie attire would have lessened the iconic nature of this 1.5 minute scene that we’ll never forget.
(Alice posted the video clip of Dean’s Dance number if you want to see it again!)
#2 Buttoned Down Dean
From the moment Dean put on that period appropriate clothing in 7.12 “Time after Time”, he knew he looked goooood!
With the full 3-piece suit…
with the jacket off…
or with an extra layer added…
from head to toe,
Dean made a mighty fine Treasury agent!
Michael reprised that sharply tailored, collar bar shirt plus overcoat classic on Dean in the season 13 finale and season 14 premiere.
14.01 “Stranger in a Strange Land”
Michael’s style switched out the tommy gun for a pocket watch, and the fedora hat for a cap, but the impact was the same.
Blue Steel gasp.
#1 Tuxedos for the Win
3.06 “Red Sky at Morning”
What can I say but…
“they come runnin’ just as fast as they can
’cause every girl crazy ’bout a sharp-dressed man!”
Phew!
I know I missed some of the best dressed moments! Help me out and add them in the comments!
Enjoy more Top Ten Highlights of Supernatural, including Best (and Worst) episodes, running comedy bits, creepy kids, grossest scenes, classic rock scenes and so much more!
Browse Nightsky’s serious and not-so-serious Supernatural commentary on her Writer’s Page!
New Screencaps courtesy of http://www.homeofthenutty.com/supernatural

- I’m the Co-Editor-in-Chief, Social Media Manager (Twitter, Facebook and Instagram), Live Tweet Moderator, reviewer and feature writer for The Winchester Family Business. Before joining the Supernatural Family, I worked for 22 years at a global consulting firm, but after years of long hours, high pressure and rigorous demands, I quit corporate life to raise my children. After my first Supernatural convention, I was driven to share my shock and awe in a two-part essay that The WFB was brave enough to post, and my second life calling, that of being a writer, began. My first published book, Fan Phenomena: The Twilight Saga was released in late 2016. Please share in my cross-fandom excitement by following its Facebook page @FanPhenomenaTwilight and my personal Twitter account @LSAngel2. You can read about this whole miraculous transition in my chapter in Family Don’t End With Blood, published in May 2017.
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