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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Dressed for: Spring Jewels

Already Pretty outfit featuring burgundy blazer, radiant orchid dress, leopard pumps, Foley + Corinna Mid-City Tote, Zara rhinestone necklace

Blazer – thrifted – similar
Dress – Land’s End
Belt – Amazon – similar color
Shoes – Anne Klein (no longer available) – similar
Bag – Mid-City Tote courtesy Foley + Corinna
Necklace – Zara via eBaysimilar
Earrings – CJ Rose Boutique
Bracelet – thrifted – similar

I wore this mix of jewel tones to the recent Unlikely Entrepreneurs event, where the talented and visionary Nancy Rosenbaum interviewed me about my circuitous and odd career path. We taped the event and I hope to have some video to post in a few weeks once I’m back from my San Francisco trip and a little less overwhelmed. It was fascinating to have someone walk me through my various jobs chronologically, talk about my choices, and see exactly how unplanned most of my working life has been. Seems like every time I cook up a concrete plan, the Universe throws me a major curveball and I have to scrap it. Works for me. I feel like one of my major life lessons has been “Learn to roll with it,” and I am.

Anyone else feel like career planning never works but hard work and trust pull you through? Or do you rely on a far-reaching vision for your career goals and stick to it?

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Dressed for: Going Long

Already Pretty outfit featuring long duster cardigan, burgundy jeans, Clarks booties, long pendant necklace

Cardigan – courtesy Jones New York (no longer available) – similar shape
Tee – Amber Sun via Nordstrom (no longer available) – similar
Pants – gifted NYDJ (no longer available) – similar
Booties – Clarks Mission Alpha (no longer available) – similar
Necklace – art fair – similar
Earrings – Glass Garden Beads

This cardigan is an oldie but a goody. More of a duster than a boyfriend, it’s super long which makes it feel a little dramatic and tougher to style than some of my shorter long cardigans. But it felt just right with these (birthday!) burgundy jeans and my long charm pendant. A fun mix of subdued shades for weekend rompings.

Anyone else do duster cardigans? Apparently they’re quite trendy right now, though I can’t say I’ve seen loads of them in action …

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