SWING DRESS AND SUEDE BOOTIES

Meatpacking District NYC wearing Swing dress and suede ankle booties

I love that even though it’s been 6 years since I first moved to New York – there are still streets I’ve never explored. And an outfit as easy as this one is perfect for getting lost on little back streets.

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FRINGE TOP AND SUEDE SHORTS

French Connection fringe top, suede shorts and Sole Society cheetah print sandals

As we start to bridge the gap between Summer and Fall I’ve been reaching for materials like suede and calf hair that are perfect for Fall, but in pieces that work for the last of Summer’s heat.

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SUMMER TO FALL STYLE

How to Style: Summer to Fall transition pieces

I’m in that tricky timeframe where I’m craving Fall items – but don’t want to buy anything that I’ll have to wait 2 months to wear (which is the adult version of wanting to go back to school shopping but not wanting to have to start classes again). To help combat this conundrum, I’m only investing in pieces right now that can be worn right away with lightweight Summer pieces and then re-styled later once the weather starts to turn. Here – a breakdown of the top items on my list:

The Frill Hem Top – I love the swingy-ness and easy khaki color of this one. I’d wear it now with cut-off jean shorts and later with skinny denim and a killer pair of over the knee boots.

The Button Front Skirt – the official skirt of the season pairs nicely with a printed off the shoulder top for Summer and a slim knit turtleneck for Fall vibes.

The Suede Ankle Boot – I’ve never met a stacked heel I didn’t love – this pair toughens up a girly little white dress for August date nights and in September works with boyfriend jeans and a cashmere scarf on weekends.

The Floral Midi Dress – This one is lightweight enough to wear even on a hot day with flat lace-ups, and will look effortless in a few months paired with a leather jacket and wide brim wool hat.

The 70s Inspired Accessories – These round, tortoise sunglasses and quilted, burgundy bag are easy additions to a simple striped t-shirt dress and will still make sense months from now with a cropped sweater, maxi skirt and chelsea boots. (p.s. I just tried my first pair of Illesteva sunglasses through Ditto – an online boutique that offers endless designer glasses for just $19 – meaning you can try out a cool new shape/brand or trade in for a different pair before you commit to buying! Use code STEELEMAIDEN to get your first month free)

KNIT MIDI DRESS AND STRIPED SHIRT

Weekend Brunch Style in knit midi dress, striped shirt and Lily Pulitzer straw clutch

New Yorkers take brunch very seriously. But on a Sunday roll-out of bed and go kind of morning I don’t have time to take fashion very seriously. Insert here a dress that feels like pajamas and an armful of accessories that I grabbed on my way out the door.

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CLASSIC STYLE WITH TALBOTS FLAWLESS 5 POCKET DENIM

Talbots Flawless 5 Pocket Denim and Madewell Plaid Boyfriend ShirtEver since I broke out this lightweight scarf and jacket – my closet has been itching to wear “Fall” things. But at the same time I’m desperate to not wish away Summer too soon. The struggle is real. So on Saturday night I settled on this look that felt classic in a plaid boyfriend shirt and a new pair of jeans.

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