Dressed for: Hat Hair

Already Pretty outfit featuring olive green cardigan, Athleta dress, olive green leather boots, slouchy hobo handbag

Cardigan – J.Crew via Twicesimilar
Dress – Athleta (no longer available) – similar
Tights – Banana Republic (mine are old, but these are the same)
Boots – Coclico (no longer available) – similar – similar color
Handbag – Corsetsimilar
Necklace – Old Navy (not available online) – similar
Earrings – Old Navy (not available online at ON) – same ones

Whenever I wear my hair “down,” lots of people asked if I’ve cut it. They’re always surprised to hear that I haven’t because it definitely looks quite different. Sometimes I wear it down just to mix things up, but lately I’ve been doing it because of -30 degree windchills. My messy/curly ‘do gets totally squashed by my hat, but worn like this I look relatively normal post-hat. And when it’s that cold out, a hat is absolutely required.

Do any of you adjust your hairstyles to avoid “hat head”?

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Dressed for: Plaid and Leather

Already Pretty outfit featuring cognac leather jacket, plaid shirt, boyfriend jeans, brown ankle boots, canvas tote

Leather jacket – eBaysimilar
Shirt – LL Bean Signature (no longer available) – similar
Jeans – Serenity Skinny courtesy Lee
Booties – Clarks Mission Bryn (no longer available) – similar
Tote – J.W. Hulme
Earrings – Patina (no longer available) – similar
Necklace – H&M (no longer available) – similar look

Plaid and leather can definitely be a punk-y combination, especially if we’re talking red and black buffalo plaid with black leather. But due to a warmer color palette this look is a little more Fancy Lady Lumberjack, I think. I wonder if THAT look will ever be trendy …

A year later, I’m still so excited to have scored this leather jacket on eBay. It’s originally from Victoria’s Secret, and surprisingly soft and well-made in addition to being that perfect shade of cognac. Oh, cognac. I may never drink you, but I sure do love to wear you.

Can you tell I’m feeling a little scattered this week? It’s like Brain Popcorn in here.

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Dressed for: A Weekend Drive

Already Pretty outfit featuring denim jacket, Liberty of London print dress, burgundy tights, Frye Vera Slouch boots, J.W. Hulme tote

Denim jacket – Kut from the Kloth (no longer available) – similar
Dress – courtesy Jessica Rose
Necklace – Patina (ages ago) – similar
Tights – Target (no longer available) – similar
Boots – Frye Vera Slouch
Earrings – Urban Outfitters (no longer available) – similar
Bracelets – various – similar look
Tote – J.W. Hulme

Wore this a couple of weekends ago when we drove down to Winona – birthplace and namesake of Ms. Ryder – to take in the fall color. We also swung through Red Wing  and a few other small towns. People, it was GORGEOUS. And although most of those leaves are gone by now, the ones behind me on the maple-lined block south of ours were downright stunning, too.

This dress hails from fabulous Toronto designer Jessica Rose, and is part of a new line she’s created using Liberty prints. I’m a fool for anything Liberty and Jessica Rose’s designs are always as comfy as they are lovely, so this dress is a joy to wear.

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