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October Outfits

Fall is such an odd time weather-wise. You can still get away with walking out the front door in a tee, shorts, and sandals all the way into early October. But as this month progresses, the chilly temperatures finally present the opportunity to get a bit more creative with your everyday outfit. However, you don’t have to necessarily throw those summery items into storage just yet. Here are a few of my favorite October outfit ideas to try for yourself this season.

For a laidback, homey, casual look, layer a thin turtleneck top under a crisp T-shirt with cropped wide-leg jeans. Keep your toes and ankles warm with thick toasty argyle socks, and show off that autumnal print with Birkenstock-style sandals. You can extend the wear of your go-to summer dress by throwing a fall-approved jacket on top, like a suede fringe-trimmed topper or an oversized tweedy blazer. Finish this flirty look with ankle boots. Jackets, boots, and turtlenecks are also great options to style with your favorite summer-fun jumpsuit.

If you’re still working from home, keep wearing your summertime loungewear; just add a colorful cardigan to your black leggings and tank top. Or dress up your sweats with a cropped sweatshirt worn over a slip-dress. Add a bit of luxe with gold hoop earrings or silvery studs. Of course, working from home doesn’t stop you from putting together a polished daily uniform. A matching sweater and tank set, paired with loose trousers and your favorite slippers, is the ideal look for virtual meetings.

Speaking of polish, you can go the other route and dress down your standard business attire by adding a sporty touch to a blouse and trouser combination with the addition of a baseball hat. If suits are part of your weekly wardrobe, try swapping out the blazer for a varsity-style jacket or a colorful quilted jacket. As the season progresses, pack up those linen summer suits for warmer styles in wool. I love wearing brown in autumn, and a deep-brown suit with navy accessories feels very chic.

Of course, fall is also the perfect time to experiment with bright and bold colors. You don’t have to give up the neons and pastels of the summer. Keep those shades in your rotation but mix them up with traditional fall prints, like houndstooth and plaid. As the days grow darker, an excellent way to feel chipper is by wearing sunshiney pieces. A bright top coupled with your everyday blazer and jeans is a great combination to keep you from feeling drab.

Another way to keep things lively is to wear leather shorts in October. True, that may be a bit too edgy for every day, but it’s worth giving a shot with a long-sleeve top and knee-high boots. A less moody option would be tweed shorts, a button-down, tights, and loafers. Keep the tweed training rolling with a matching vest. Prime vest season is here, and you can wear vests in the traditional sense with other suiting pieces or layered with a cozy sweater.

Speaking of sweaters, no write-up on outfitting for October would be complete without talking about knits. Striking knitwear can add a splash of color into a humdrum all-black look. Or channel the 70’s trend with a multi-color sweater, wide-leg jeans, and heeled boots. It’s also the perfect month to wear a heavy cardigan in place of a jacket. Consider switching up the classic black and white color combo with a cream-colored knit dress and black accessories for dressier days. There really is no wrong way to wear a sweater.

Not all the outfit ideas here are functional for everyone, but hopefully, they gave you some ideas on transitioning from warm-weather apparel to your fall favorites. Now go pour yourself a cup of pumpkin-flavored coffee and get those sweaters out of storage.

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