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November 14, 2025 Shopping Wardrobe Basics

A Month of Thrift Shop Suits: How I Learned to Stop Worrying and Love Secondhand Menswear

I’ll admit it – the idea of buying clothes from charity shops wasn’t exactly natural territory for me. After twenty-five years of wearing proper suits to the office, building a…

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

How I Learned to Layer Like a Pro (And Why Every Guy Should Master This)

Last week I was standing outside my office building in Chicago watching this group of tourists getting absolutely destroyed by one of those sudden spring storms we get here. You…

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November 10, 2025 Style Advice

The Real Working Men Who Haven’t Given Up on Looking Good

Last Tuesday I found myself in a staff room in South London that smelled like instant coffee and desperation, watching this English teacher named Tom get ready for what he…

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November 9, 2025 British Style Wardrobe Basics

Testing Every Pair of High Street Jeans So You Don’t Have To (Spoiler: Some Are Actually Good)

I'm standing in the fourth changing room of the day at an M&S in Plano, trying on what feels like the hundredth pair of jeans this month. My legs are…

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November 8, 2025 British Style Style Advice

Why I Stopped Looking Like a Silicon Valley Guy Playing Dress-Up in Tweed

I had this moment about two years ago when I was visiting my girlfriend's family in Vermont, and her dad showed up to breakfast wearing this perfectly worn-in Filson jacket,…

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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 4, 2025 Style Advice Wardrobe Basics

The Dad’s Guide to Not Looking Like a Disaster in a Suit

Last spring I watched my neighbor Mike suffer through his brother's wedding in what looked like a really nice suit that apparently hated him back. Every time he tried to…

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November 3, 2025 British Style Shopping

Why I Finally Admitted M&S Makes Some of My Favorite Clothes (And You Should Too)

Look, I need to confess something that would've made 28-year-old me absolutely cringe. I'm genuinely excited about Marks & Spencer basics. Not in an ironic way, not because I've given…

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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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