Bringing Class to School feat. Brady Pyfer

April 22nd, 2013

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Brady Pyfer, long time TSB reader and active commenter, is an elementary school teacher in Bloomington Indiana. Recently he cleared out his entire wardrobe and started from scratch by investing in affordable prep staples.

“I have always been into clothes, especially shoes, and from a young age I collected sneakers. But as I got older, my style needed to mature… I found TSB when searching for men’s wardrobe essentials and I came across their 25 essential items post. After looking through it I knew I hit the jackpot. I literally got rid of everything in my closet and started over again, taking TSB’s advice. That was probably the best idea I’ve ever had.

Here’ s three examples of Brady’s new “dressed-up casual” look.

 NEXT LOOK >>

1. Sporty Layering

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“I am an elementary school teacher and work in a very casually dressed environment. I gravitate towards the prep style because of the dressed-with-purpose yet still laid-back vibe.”

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“The TAG heritage collection was my first real time piece. It was a gift from my father and one day I hope to pass it down to my son. Dan is always saying invest in quality items that will last a lifetime…it’s nice being on the receiving end of that investment.”

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“Desert boots are so versatile and I love how the waxed leather sort of evolves with you. I have always tried to keep my shoes pristine [a carry-over from my Jordan collecting days], so it was tough to see every mark standing out, but it adds a personal touch. Now they have years of wear and are one of a kind.”

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  • “Preston” frames by Warby Parker
  • Navy blazer by Stafford (JCP)
  • Striped rugby by Polo Ralph Lauren
  • Grey oxford by Frank & Oak
  • Knit tie by TheTieBar
  • Watch by TAG Heuer
  • Alpha Khakis by Dockers
  • Beeswax desert boots by Clarks
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  • http://thekacar.com Mustafa

    Congrats on all 3 looks Brady. Your tie knots are on point in each look!

  • Parker

    Second look is my favorite for sure. Love the simplicity, love the sweater and tie, and I LOVE Weejuns. The shape is so perfect for penny loafers. I actually found an awesome shawl-collar sweater at American Eagle a few years ago, they can really surprise you sometimes!!

  • Gagan S.

    As a huge supporter of the prep style, I gotta say Brady nailed it. Especially love the third look!

  • KautiousNupe

    I REALLY like every look in this post. Those glasses are stupid fly. The fit in each look is seamless yet perfect. Nice color and shoe selections. Dope all the way around.

  • DP

    This looks like it was photographed at Princeton

  • http://undefined Mike D

    Great post (as usual)! Loved those wingtips in look #3.

  • Andrew

    I literally, (and I do mean literally) have never been able to say this before, but I own the cardigan from Look 2. And even though it is only from a well shopped nation-wide store such as American Eagle, getting it from Goodwill for $3.38 feels like such a steal. And it really is a great, versatile cardigan. One of my favorite cardigans I own.

  • Ricky Ricardo

    Brady- Well done! I am inspired by your looks. Thanks!

  • Collin E.

    Hey Brady,

    Great job putting the looks together. I’m from the notably unstylish state of Indiana myself, and it’s always nice to see guys taking the time and putting in the effort to unique looks. Bloomington is a lovely place, though. Do you stop into Andrew Davis at the center block of town often? It’s a highlight of my trips to B-Town. Cheers.

    • Brady P

      I always stop in there when I go to Briar and the Burley. It’s also the only place that sells menswear in town, def a nice little shop

  • http://profoundandcasual.blogspot.ca Profound and Casual

    Nice outfits, especially love the tweed blazer!

  • Marcus Forlan

    Pretty gutsy move starting from scratch! Recall Brady P from the first giveaway. Classic prep is not quite my style, but it looks great and that is what I appreciate with all the different styles out there.

    Nice job.

  • http://freshneck.com FreshNeck

    Well done, sir. Way to represent the “dressy casual,” or as we call it as FreshNeck, #NewCasual. Time to step up your game fellas.

    2nd Look is my favorite. If I could make one (small) upgrade, I’d go with a non-silk tie, perhaps a wool or a knit.

  • Changingman

    I saw blazers at Target that look exactly like the Stafford one you have on. I’m probably gonna go back and grab a tan one.

  • Sergio

    Awesome to see another teacher being featured on the site! Brady your outfits are simply, great!

  • Justin

    Love the post at my alma mater, IU! Keep up the good work.

  • Garrett

    Cool stuff Brady! I actually go to school at IU and you dont see too many styling guys around campus. Maybe it’ll catch on eventually.

  • Joe

    Great post! It resonated with me because I have a similar story. I was searching the web for tips about buying a suit for an interview and found this site. I’ve also thrown everything out of my closet and started all over (over about a year) and this website was incredibly helpful in doing that. Though I have to admit I wasn’t as ballsy as you were in doing so, I had lost a lot of weight and nothing fit me anymore, so I didn’t have a choice in the matter. Hopefully I’ll be forced through another closet overhaul as I get to my ideal weight.

    Really nice choices for looking professional and mature in a casual environment. I work on the other end of academia and face a similar challenge in a very casual environment. Very well done – thanks for sharing your story.

    • Brady P

      Thanks for the kind words Joe. I have found that if you take yourself seriously and dress with purpose.. people around you will take notice and want to dress better as well, esp in very casual work environments.

      • http://freshneck.com FreshNeck

        Brady – I’m impressed. You are definitely FreshNeck material. Shoot us an email and we’ll hook you up with a free membership.

      • Joe

        That’s a good point. I’ve seen this trend in close family members as I began to dress with more purpose and attention (dressing with more purpose is much more accurate than saying dressing better isn’t it). I haven’t seen it so much at work because work tends to be more isolated (think mad scientist in a dungeon laboratory who occasionally rises from the deep to teach a course).

        The funny thing is that my grandfather has been preaching this for years (he didn’t mow the lawn in anything less than slacks, wingtips, dress shirt and stetson fedora). He always knew better.

  • LouCaves

    When I hear “prep” I think over-sized cricket sweaters from high school.

    This post and and others on TSB has changed that view.

    All great polished looks.

    Way to rep the Midwest, Brady!

  • http://urbsuburbstyle.com/blog/ Paul

    Love the looks – especially the windowpane cardigan and the cricket sweater.

  • Ian K

    Love the cricket sweater look. Can it be pulled off without a tie tho?

    • Brady P

      w/o a tie is my preference actually.. layered over a white OCBD and causal chinos. keeps it laid back and sporty, but still very put together. It’s a surprisingly versatile item imo

      • Ian K

        Thanks Brady. That’s the great thing about this site alot of what is shown is very versatile. Where did you pick up the sweater I’ve only seen them in white recently

        • Brady P

          Picked this one up online from Uniqlo. They have a red, white, and the navy blue. Im about 6′ and went w/ the medium since I like a slimmer fit

          • Ian K

            Thank you Brady!

  • http://undefined TimL

    Nice look in all.
    I especially like the lighter tone shoes with dark jeans in #3.