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Author: Keith

Home Author Archives: Keith
November 7, 2025 British Style Style Advice

Why British Summer Dressing is Like Trying to Date Someone Who Won’t Text You Back

There's this moment that happens every year in Britain when the temperature hits like 22 degrees and suddenly everyone loses their absolute minds. I saw it go down just last…

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November 2, 2025 British Style Wardrobe Basics

Why I Finally Found Sneakers That Don’t Turn Into Sponges When It Rains

I need to tell you about the day I learned to never trust Portland weather, even when you think you’ve got it figured out. Was meeting this potential client at…

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October 7, 2025 Shopping

Stop Buying Expensive Clothes – These $50 Fixes Actually Matter

Look, I get it. I’ve spent way too much money on hyped streetwear over the years, camping out for Supreme drops and paying resale prices that make my girlfriend Emma…

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October 4, 2025 Shopping

I Spent a Month Wearing Target vs Walmart Clothes to See Which One Would Get Me Roasted Less

So last month I did something really stupid that started as a joke and turned into this weird social experiment that’s honestly changed how I think about where I buy…

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September 27, 2025 British Style Fit & Tailoring Shopping Style Advice Wardrobe Basics

Those Tiny Details That Make Me Stop and Think “This Dude Actually Knows What He’s Doing”

So I’m grabbing coffee last week at this spot downtown, and there’s this guy in front of me in line. Nothing crazy about him at first glance, you know? Just…

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September 16, 2025 British Style Fit & Tailoring Shopping Style Advice Wardrobe Basics

Why I’ll Never Be “The Guy Who Always Wears X” (And You Shouldn’t Either)

So I’m grabbing coffee at this spot in Southeast Portland last week, minding my own business, scrolling through my phone and trying to decide if I really need another pair…

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September 12, 2025 Style Advice

Why I Stopped Buying Hype and Started Actually Looking Good

Man, I can’t tell you how many DMs I get from guys asking what they should cop for some event they’ve got coming up. Wedding, job interview, first date –…

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July 28, 2025 Style Advice Wardrobe Basics

Why Throwing Money at Your Wardrobe Won’t Fix Your Style (And What Actually Will)

My friend Jake texted me at like 2 AM last weekend, completely losing his mind. "Dude. Got the promotion. Meeting the board next week. My entire closet looks like I…

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July 14, 2025 Style Advice

Why Most Dudes Look Like Walking Sports Bars (And How to Actually Rep Your Team)

That faded Bulls jersey hanging in my closet? The one with Scottrade patches that are literally crumbling off like ancient paint chips? Emma keeps threatening to use it as a…

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July 11, 2025 British Style Fit & Tailoring Shopping Style Advice Wardrobe Basics

The One Piece That Completely Changed How I Think About Getting Dressed

So I’m at this wedding in Vermont last year—already running late because of course I am—when I realize I completely forgot to pack a tie. Just standing there in my…

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