Popsugar Fashion Street Style Fall Outfit Ideas 2018 17 Outfit Hacks We Learned During Fashion Month — and Have Been Using Ever Since 8 October 2018 by Hannah Weil McKinley Image Source: POPSUGAR Photography / Benjamin Stone As POPSUGAR editors, we independently select and write about stuff we love and think you'll like too. If you buy a product we have recommended, we may receive affiliate commission, which in turn supports our work. Getting dressed for Fashion Week often reminds me of picking the perfect outfit for the first day of school. Even after seasons working in the industry, I agonize as I plan every detail, wanting something bolder and bigger than my every day style. It's a feeling a lot of us share, but we're here to shake off. Instead of dressing a part or playing into trends, we stuck to our favourite looks, with small adjustments here and there — sometimes, it was just the way we tied a sweater. Think of these as fixes — not overhauls, but additions — the little tweaks you can make to your basics to get the most out of your wardrobe, whether you're heading to Fashion Week or just about anywhere else, too. 1 "Rain Boots" Don't Have to Be Rain Boots Image Source: POPSUGAR Photography / Benjamin Stone Rainy and warm is a bad combination, and hard to dress for. Before the Fall cool really sets in, your best bet is a pair of walkable shoes that can withstand the rain without warming you up too much. Patent ankle booties are my go-to. They can handle the drizzle and look polished with whatever you happen to be wearing. For a rainy Fall day, pair them with an easy day dress and your favourite denim or leather jacket. On Hannah: Zara dress, Madewell jacket (shop similar, Tibi boots (shop similar, Balenciaga bag Image Source: POPSUGAR Photography / Benjamin Stone 2 Match Your Prints, Mix Your Colours Image Source: POPSUGAR Photography / Benjamin Stone Mastering a mixed print outfit is great, but the easiest hack to avoid a look that's too busy is to pair shapes of different shades — especially if you're wearing a particularly vibrant colour. I coordinated the ruffles on my POPSUGAR at Kohl's blouse ($25, originally 36) with a slime green Ganni wrap skirt ($225) and grounded the separates with Tamara Mellon cowboy boots ($695) and a black circle bag. The final touch? BaubleBar's new Genevieve hoop earrings ($38). POPSUGAR at Kohl's blouse $25 from kohls.com Buy Now Ganni wrap skirt $225 from shopbop.com Buy Now Tamara Mellon cowboy boots $695 from tamaramellon.com Buy Now BaubleBar's new Genevieve hoop earrings $38 from baublebar.com Buy Now Image Source: POPSUGAR Photography / Benjamin Stone Image Source: POPSUGAR Photography / Benjamin Stone 3 Cropped Raincoats Are a Fall Essential Image Source: POPSUGAR Photography / Benjamin Stone With the iffy, rainy weather Fall brings, it's hard to get dressed. Rather than styling my Saloni dress ($253, originally $575) with a bulky raincoat, I opted for a cropped version from Prada that I could easily slip on and off. Saloni dress $253 from theoutnet.com Buy Now Image Source: POPSUGAR Photography / Benjamin Stone Image Source: POPSUGAR Photography / Benjamin Stone 4 Great Add-Ons Do All the Work Image Source: POPSUGAR Photography / Benjamin Stone Don't underestimate the ability of your favourite accessories to give basics a boost. Start simply with a striped tee, denim jacket, and jeans. Add in a bold cross body bag, heels, and your favourite earrings — et voila! — your outfit goes from everyday to infinitely more attention-grabbing, albeit without trying too hard. On Hannah: Madewell jacket, POPSUGAR at Kohl's collection shirt ($36), Madewell jeans ($128), Ganni bag ($395), Manolo Blahnik heels ($1,055), J.Crew earrings POPSUGAR at Kohl's collection shirt $36 from kohls.com Buy Now Madewell jeans $128 from shop.nordstrom.com Buy Now Ganni bag $395 from shopbop.com Buy Now Manolo Blahnik heels $1,055 from neimanmarcus.com Buy Now Image Source: POPSUGAR Photography / Benjamin Stone Image Source: POPSUGAR Photography / Benjamin Stone 5 Your Print Speaks Volumes Image Source: POPSUGAR Photography / Benjamin Stone When Fall hits, and you finally invest in that new shirtdress you're excited about, try wearing it once without all the add-ons — just let the print do all the talking and complete with your most simple essentials. I wore my POPSUGAR at Kohl's cherry shirt dress ($45, originally $60) with a classic Dolce Vita '80s bootie ($121, originally $150). My gold hoops and tote bag are seasonless and easy enough. Sometimes fuss-free is best. POPSUGAR at Kohl's cherry shirt dress $45 from kohls.com Buy Now Dolce Vita '80s bootie $121 from dolcevita.com Buy Now Image Source: POPSUGAR Photography / Benjamin Stone 6 Buy a Long-Sleeved Floral Midi Dress Image Source: POPSUGAR Photography / Benjamin Stone Just because the weather is getting cooler doesn't mean you have to pack all your floral dresses away. Invest in a maxi dress with long sleeves, like this Zimmermann Unbridled Draped Dress ($795), for your Fall rotation. The long sleeves and the length of the dress are optimal for this season. You can also carry a leather jacket with you to keep the wind at bay. Zimmermann Unbridled Draped Dress $795 from us.zimmermannwear.com Buy Now Image Source: POPSUGAR Photography / Benjamin Stone Image Source: POPSUGAR Photography / Benjamin Stone 7 Wear Your Summer Dress A Little Longer Image Source: POPSUGAR Photography / Benjamin Stone I wanted to extend the shelf life of my Tory Burch daisy print dress ($419, originally $598), which got me compliments all Summer long. As lightweight and delicate as it is, I'm just not ready to give it up. You feel me? Go back to basics and just add a denim coat. Something cropped like the POPSUGAR at Kohl's frayed jacket ($48, originally $64) will allow you to show off more of your outfit. I finished with my Steve Madden block sneakers ($130) because I wanted to keep this look functional, and accessorised with a vintage satin purse and and my go-to Adornmonde crystal choker ($94). Tory Burch daisy print dress $419 from bloomingdales.com Buy Now POPSUGAR at Kohl's frayed jacket $48 from kohls.com Buy Now Steve Madden block sneakers $130 from stevemadden.com Buy Now Adornmonde crystal choker $94 from adornmonde.com Buy Now Image Source: POPSUGAR Photography / Benjamin Stone 8 Sweaters With Sleeve Details Are the Best Layering Pieces Image Source: POPSUGAR Photography / Benjamin Stone The next time you hear yourself think, "I really need a new black turtleneck to wear under this spaghetti strap dress," hold that thought. When you look for jumpers with flutter sleeves, bows, or ribbons, like this POPSUGAR at Kohl's sweatshirt ($30, originally $44), you'll immediately think of all the pieces in your closet you can revive to wear with it. While basics are essential, they don't get the creative juices flowing like a special new top will. I pulled out this Rebecca Taylor heart print dress ($595) and toted an old Forever 21 bucket bag in the appropriate cranberry shade. My Dolce Vita Western boots ($100, originally $200) and gold hoops were a prairie girl touch, a look I'm very into, in case you couldn't tell. POPSUGAR at Kohl's sweatshirt $30 from kohls.com Buy Now Rebecca Taylor heart print dress $595 from shopbop.com Buy Now Dolce Vita Western boots $100 from shopbop.com Buy Now Image Source: POPSUGAR Photography / Benjamin Stone Image Source: POPSUGAR Photography / Benjamin Stone 9 Little Layers Go a Long Way Image Source: POPSUGAR Photography / Benjamin Stone Sleeveless Summer dresses are easy to take into the Fall with the right layering strategy. Start with a white tee, throw on your dress, and add a sweater tied right around the shoulders. Instead of sandals, opt for ballet flats or sneakers, and pay homage to sunnier days with a basket bag that feels fresh when paired with all of your favourite Fall pieces. On Hannah: Tory Burch dress, Everlane sweater, Dior flats, Muun bag (shop similar) Image Source: POPSUGAR Photography / Benjamin Stone 10 Don't Pack a Sweater — "Hang One Up" For Later Image Source: POPSUGAR Photography / Benjamin Stone Tying a sweater across the chest is quickly becoming mainstream — we're even seeing the move on the runway at ALEXACHUNG and Victoria Beckham. Draping my POPSUGAR at Kohl's red stripes ($37, originally $50) over this asymmetrical Amur denim dress ($348) wasn't just about the visual effect, it's a functional way to carry another layering piece in the Fall in case you get cold. In an effort to stay hands-free, I swung my Karen Millen belt bag ($163) around the shoulder and kept it simple in block heel sandals. POPSUGAR at Kohl's red stripes $37 from kohls.com Buy Now Amur denim dress $348 from amur.com Buy Now Karen Millen belt bag $163 from karenmillen.com Buy Now Image Source: POPSUGAR Photography / Benjamin Stone Image Source: POPSUGAR Photography / Benjamin Stone 11 Make a Statement With White Boots Image Source: POPSUGAR Photography / Benjamin Stone Looking for a pair of boots that will stand out from a sea of black ankle boots? Then look no further than a pair of white ones! I got the most out of my ruffled minidress from Zimmermann by styling it with a stark white pair of ankle boots from Neous ($419) that were a simple way to get into the Fall spirit. boots from Neous $419 from google.com Buy Now Image Source: POPSUGAR Photography / Benjamin Stone Image Source: POPSUGAR Photography / Benjamin Stone 12 "Sporty Spice" Up Your Skirt Suit Image Source: POPSUGAR Photography / Benjamin Stone While the typical "back to school" look means coordinate sets and loafers or pumps, you can breathe new life into a skirt suit when you finish it with sneakers. I wore my H&M corduroy blazer ($60) with the matching bottom ($20, originally $50) and played up the blue tones with Ash Addict trainers ($275) and a POPSUGAR at Kohl's cobalt crop top ($20, originally $30). I felt like a '90s mom on the way to the office with my grandma's vintage Fendi purse, which I actually feel like I should refer to as a pocketbook, just for kicks. H&M corduroy blazer $60 from www2.hm.com Buy Now the matching bottom $20 from www2.hm.com Buy Now Ash Addict trainers $275 from shopbop.com Buy Now POPSUGAR at Kohl's cobalt crop top $20 from kohls.com Buy Now Image Source: POPSUGAR Photography / Benjamin Stone 13 Swap Your Top Image Source: POPSUGAR Photography / Benjamin Stone When your outfits revolve around your jeans, make an easy update by swapping the traditional t-shirt or button-down for something that's more trend-driven. An easy option? A feminine puff-sleeve top that makes a statement with minimal effort. Then, pair with all of your favourite pieces, per usual. On Hannah: Petersyn top ($164, originally $272), Citizen of Humanity jeans, Tibi boots (shop similar, Balenciaga bag, Westward Leaning sunglasses Petersyn top $164 from shopbop.com Buy Now Image Source: POPSUGAR Photography / Benjamin Stone 14 Wear the Hell Out of Your Dad Sneakers Image Source: POPSUGAR Photography / Benjamin Stone Sneakers aren't just for the Summer. I threw my POPSUGAR at Kohl's Denim Jacket ($48, originally $64) over a slinky slip Donna Mizani wrap dress and styled it with high socks and dad sneakers. My Ash Addict Sneakers ($280) were an easy way to give my outfit a sporty feel. Plus, it didn't hurt that they were comfortable to wear all day. POPSUGAR at Kohl's Denim Jacket $48 from kohls.com Buy Now Ash Addict Sneakers $280 from ash.com Buy Now Image Source: POPSUGAR Photography / Benjamin Stone Outfit details: POPSUGAR at Kohl's Denim Jacket ($48, originally $64), Donna Mizani wrap dress, and Ash Addict Sneakers ($280) POPSUGAR at Kohl's Denim Jacket $48 from kohls.com Buy Now Ash Addict Sneakers $280 from ash.com Buy Now Image Source: POPSUGAR Photography / Benjamin Stone 15 A Pop of Print Can Mean a Big Seasonal Upgrade Image Source: POPSUGAR Photography / Benjamin Stone Nothing feels more like Fall to me than swapping fresh florals for school-inspired plaid prints. In classic shades, or this season's brighter yellow versions, the effect is prep-school-meets-fashion-girl. While booties in any colour work well here, a fresh pair of white kicks gives your basics a 2018 spin. On Hannah: Zara top, Citizens of Humanity jeans (shop similar, Tibi boots (shop similar, Balenciaga bag, Westward Leaning sunglasses (shop similar) Image Source: POPSUGAR Photography / Benjamin Stone Image Source: POPSUGAR Photography / Benjamin Stone 16 Suede Kitten Heels FTW Image Source: POPSUGAR Photography / Benjamin Stone We all know the importance of a simple pair of kitten heels. They're elegant, provide the right amount of height, and comfortable to wear for hours on end. Rather than opting for a leather pair, I found a way to incorporate suede into my outfit by styling my sheer dress with a unique pair of suede bow-front heels from M.Gemi ($278). After all, what says Fall more than suede? suede bow-front heels from M.Gemi $278 from mgemi.com Buy Now 17 Invest In a One-and-Done Dress Image Source: POPSUGAR Photography / Benjamin Stone While re-purposing Summer maxis by way of layering in the Fall is smart, you'll be surprised how often you reach for that sophisticated, one-and-done, impeccably tailored dress that lasts you years. For me, that's this Jonathan Simkhai corset dress ($845), which features detachable sleeves for warmer weather and a pinstripe, asymmetrical hem that helped draw attention to my trusty Nine West mules ($94, originally $144). Splurging on a winning number like this one doesn't hurt when it's versatile enough to wear for so many occasions. (You could even attend a casual wedding in this look!) Jonathan Simkhai corset dress $845 from shopbop.com Buy Now Nine West mules $94 from yoox.com Buy Now Image Source: POPSUGAR Photography / Benjamin Stone Image Source: POPSUGAR Photography / Benjamin Stone Image Source: POPSUGAR Photography / Benjamin Stone Street StyleShoppingShoppableFall FashionFashion WeekNew York Fashion Week