Shorts with Tights
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Don't put away your shorts at least until there is snow on the ground. Seriously. Throwing on a cute pair of lace, silk, or even denim shorts over fleece-lined tights is an edgy way to use summer staples. Kayley from Sidewalk Ready rocks a monochromatic version of this look that's perfect for a girl's night out.
Photo: Sidewalk Ready
Mini Dress with Thigh Highs
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Let's be honest: You can find a mini dress paired with black tights and boots at any social gathering all fall and winter long. Take a tip from Blair of Atlantic-Pacific, and pair your short dresses and skirts with a pair of warm thigh-highs instead. If your legs aren't up to braving a few inches of cold, put a pair of skin-hued pantyhose underneath. We won't tell anyone, promise.
Graphic Tees under Utility Jackets
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We know there is nothing easier to wear than a fabulous graphic tee. Don't let cold weather make you shy away from this fun, short-sleeved summer basic. Grace of Stripes and Sequins blends her super summery T-shirt into her fall outfit by layering it under a casual utility jacket.
Photo: Stripes and Sequins
Sandals with Socks
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Your dad may have humiliated you on every summer vacation by pairing socks with sandals, but this trend is entirely different. It's classic and stylish: Soft-hued socks with leather, heeled sandals evoke memories of schoolgirls in the '40s. Gaby from Feminine Bliss puts together the perfect early fall ensemble by pairing a feminine skirt and heels with gray socks and a structured oxford shirt.
Photo: Feminine Bliss
Maxi Dress under a Leather Jacket
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Maxi dresses seem like an obvious transition piece, but they can be hard to pair. Cardigans look too matronly, blazers seem out of place, and kimonos can be too breezy. Liz from Late Afternoon shows that a black moto jacket is the perfect mix of tough and girly.
Photo: Late Afternoon
Cropped Sweater over Long Layers
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Cropped shirts are perfect for warm summer nights, but they're just as easily suited for fall outfits when layered over longer tanks, T-shirts, or button-downs. Nelly from Nairobi's Fashion Geek perfects the look by pairing a bright cropped sweater with a sheer dress shirt and a fall handbag.
Photo: Nairobi's Fashion Geek
Denim Vest Over a Sweatshirt
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Nothing says carefree summer style like a distressed denim vest, but you don't have to go trading it in for puffer vests and long-sleeved jackets anytime soon. Fall is all about layering, and Alicia from Cheetah is the New Black shows you how fabulous it can look over a crew neck sweater and dressed up with girly accents. Long live the denim vest.
Photo: Cheetah is the New Black
Crochet Tank Top with a Structured Blazer
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Crochet tanks are a casual staple for summer, great for everything from beach days to date nights. Transition the flowy piece to fall outfits by wearing it with a military-style blazer, as Amy of Dreaming in Cashmere does here. Fall weather will make it seem like a cozy knit sweater, rather than an airy boho top.
Photo: Dreaming in Cashmere