Our Vintage Style at the Fall 2016 Dapper Day

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It’s our bi-annual tradition to go to Dapper Day at Disneyland.  People go to the parks dressed in their best attire, whether its vintage, vintage inspired, modern, or anything in between!  While the style varied a lot between the guests, our group went decidedly 1930s-1940s as we usually do, combining textures and patterns as expertly as possible. Here’s what we wore on that slightly mild November day!

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I Bought a Jos. A. Bank Suit

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People like to call out Jos A. Bank and Menswear House for making some of the worst suits out there.  They like to cite quality concerns, fit issues, and an overall outdated or boxy look look that is made worse by the “overpriced yet crazy discount”model that the company operates with.  Just look at some of their markdowns.  However, I absolutely pounced at the chance to buy one.  I did cheat though; it was on eBay!

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A Few Days in the Bay Area

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I’ve been meaning to go to SF (and the Bay Area) and shop around for a long time.  The last time I went was two years ago when Tim and I stumbled upon Haight Street and its awesome vintage stores.  I planned to go for my 21st birthday in July, but circumstances arose that only allowed us to go during this past September Weekend!  Spencer, Jeremiah and I (the Spring 2016 Dapper Day crew) were only able to spend two nights/one day in the Area but it was definitely  a lot of fun, especially since we were able to dress up and walk around!

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Tailored Casual with the Tucked-in Short Sleeve Shirt

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If you can’t already tell, I really document my casual outfits.  At one end, I typically dress down a suit or blazer with a polo shirt.  For the other side of the spectrum, I go full 1990’s inspired, with a faded sweater and some jeans and sneakers.  For this article, I decided to delve more into into an outfit that is more “casually tailored”, a term frequented by style bloggers like Dan Trepanier.  My version looks toward the cool summer/vacation styles of the 1930s-1950s, where tucked in shortsleeves were all the rage.  It’s perfect for summer, since you’re probably looking to leave your long-sleeve shirts at home.

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Pleats: They’ve Always been Cool

Just look at those pleats, courtesy of Permanent Style.  If you show this to any mainstream fashion guy, he’d recoil immediately.  Flat-front pants have been the way to go for the past few years.  Favoring the clean look, the mainstream #menswear community has renounced all ties to the dreadful 1990s business look.  But classic enthusiasts in the community have always favored pleats and have still had them in their trousers without looking terrible!  Here, we look at the brief history of pleats and how they have evolved through menswear.  Hopefully you’ll agree that pleats are, and always have been, cool.

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Dapper Day x LACMA: Jazz and Vintage/Modern Menswear

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It’s not everyday that that you get an email inviting you to be a host of an event. Imagine my surprise when Justin Jorgensen, creator and mastermind behind Dapper Day at Disneyland, invited me to be one for their collaboration with the Los Angeles County Museum of Art. The event revolved around two things: “Jazz at LACMA” (their weekly summer concert) and their latest exhibit, “Reigning Men: Fashion in Menswear, 1715-2015”.  It was Dapper Day x LACMA.

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Street Style at Spring Dapper Day 2016: Part 1

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Just like the last few times, I went around and shot some cool looks that I saw at Dapper Day!  I know that this is a menswear blog, but I included some gals as well. Just remember that this is only a small sample of the crowds that showed up at Disneyland.

It is also important to understand that many of these people don’t dress up everyday.  Some of these people don’t know the rules of classical tailoring or true vintage style, but thats okay! Dapper Day isn’t Pitti Uomo or a New York Fashion week.  It’s about expressing your style and having fun!  Here’s the first half of the street style I shot.

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