Photo Credit: The Fox & She
Day 30: Belt It
The Fox & SheAdd structure to a boxy jacket or blazer this season by cinching in the waist. Blair Culwell of The Fox & She reigns in her military-inspired jacket (and gives the look some shimmer too) with a skinny gold belt. Plus, the breezy printed scarf helps soften the straight lines of the utilitarian outerwear.
Day 29: Cozy Up
Sparkling FootstepsMake those frosty fall mornings a bit better with a cozy cardigan coat. Lynzy Coughlin of Sparkling Footsteps pairs her luxe shawl-collar sweater with basic leggings, beige booties, and a stand-out gemstone necklace. The casual outfit is as comfy as PJs, but you still have to crawl out from under the covers to get to your closet.
Day 28: Sport Sweats… Really
Nadia AboulhosnBlogger Nadia Aboulhosn, a plus-size model from New York City, shows that sweatpants aren’t just for couch time. If you’re going to venture out in public, go for a pair that’s not too oversized (i.e. don’t steal your boyfriend’s) and wear a form-fitting top for a balanced look. Sexy heels will dress up any outfit (even sweats), but booties or cute sneaks (not your running ones) would also work well.
Day 27: Switch Up Your Outerwear
...love MaeganNot cool enough yet for a full-sleeve jacket? Try a furry vest like Los Angeles style blogger Maegan Tintari of ...love Maegan instead. She warms up her maxi dress with this funky outerwear option. Plus, by adding classic riding boots and a wide belt, the DIY maven is able to get more wear out of a summery frock.
Day 26: Add Pops of Color
giafreseYou’ve probably started packing away some of your summer duds, but don’t store your brights just yet. NYC-based blogger and iVillage 'Find Your Style' Challenge coach Kristin Booker of Fashion.Style.Beauty dresses up basic black pants and a white blazer with a cerulean top and bubblegum handbag — the ideal transitional look to try before the temps dip really low.
Day 25: Smell Like Teen Spirit
A Pretty PassDust off those Dr. Martens; grunge is back. Lots of designers offered up fall collections featuring flannel shirts, Grandpa cardigans, and beanies on the runway. So take a lesson from college student/style blogger Juule Kay of A Pretty Pass. Her sweet heart-print blouse and burgundy skirt add femininity to a tough leather jacket and boots. Plus, you can totally wash your hair this time around.
Day 24: Give Them the Boot(ies)
Felicia LasalaIf you’re going to buy only one thing this fall, invest in an awesome pair of booties. Look for metal accents, like buckles, zippers, and studs, to have happy feet. Damsel in Dior's Jacey Duprie lets her shoes (with silver studs and suede detailing) stand out by rocking them with skinny jeans, a tank, and jacket in neutral shades.
Day 23: Uncomplicate Matters
Frankie Hearts FashionIt doesn’t take much to pack a punch with your wardrobe. Nicole Levine of Frankie Hearts Fashion shows that two easy pieces can create a memorable look with no fuss. Her cream pleated midi skirt and mustard-colored pullover sweater with an abstract animal print make an effortless outfit, while the striking red mani and lip color provide that extra little oomph.
Day 22: Work It
Ian SheppardOld McDonald usually isn’t our style inspiration, but overalls don’t need to stay on the farm or in your toddler’s closet. Go with a slightly fitted (as opposed to baggy) pair, like the cuffed, bleached-out denim version worn by Catherine Sheppard of The LifeStyled. With classic Converse kicks and a white tank, the utilitarian item turns into a fun weekend look. Or try them in a dressier fabric with a pair of heels and a blazer for a cool evening outfit.
Day 21: Top It Off
k is for kaniWe’re definitely willing to suffer from hat hair for the sake of fashion. This fun (and totally toasty) faux-fur hat topped with a fluffy poof on style blogger and student Connie Cao of k is for kani gets us in the snow-bunny mindset — slightly ahead of the seasonal schedule. Plus, her fiery red top coat paired with a matching lip heats up a chilly day.
Day 20: Welcome Sweater Weather
Faith BlakeneyInstead of a jacket, Los Angeles-based home decor and lifestyle blogger Justina Blakeney of Justina Blakeney Est. 1979 throws on a roomy, oversized sweater to warm up her knee-length smock dress. A chunky metal necklace and dangling earrings dress up the laid-back look, making it an easy, on-the-go weekend outfit.
Day 19: Lead the Class
Audrey NelsonThis grown-up take on the schoolgirl look by style blogger Caitlin Lindquist of A Little Dash of Darling proves that navy, white, and red always earn high fashion marks. Her fitted navy dress worn over a striped tee offers up nautical flair, while the cherry red accessories — sexy ankle-strap heels and luxe clutch — complete the preppy color trifecta.
Day 18: Step Out of Your Comfort Zone
Penny Pincher FashionTrade in your tried-and-true flats for menswear-inspired oxfords that can be worn with dresses and trousers. Here, Kimberly Smith of Penny Pincher Fashion pairs hers with burgundy ankle-cropped pants, a pretty lace-detail top, and navy blazer for a relaxed workday look. This is also the time of year to swap out your everyday purse — from the summertime straw bag to a more substantial leather tote like Smith’s.
Day 17: Make a Statement
Fox & SheA standout piece of jewelry is the easiest way to dress up an outfit without breaking the bank. Chicago-based style blogger Blair Culwell of The Fox & She wears a bauble necklace in a cool mint green shade to play against her sheer peachy blouse, making a casual fall outfit extra special. For even more wow factor, try layering several necklaces of varying lengths.
Day 16: Don’t Be Boring
Jessica Janae PhotographyTake a risk this season and play DJ with your patterns, mashing up your greatest fashion hits for major impact. Barefoot Blonde’s Amber Fillerup pairs her navy-and-pink printed pants with a white-and-black striped tee for a chic urban look. With this outfit, the classic top works as a neutral in contrast to the eye-catching trousers.
Day 15: Accessorize for Autumn
Sparkling FootstepsStart with a simple white button-down shirt and jeans and pile on the accessories like Sparkling Footsteps’ Lynzy Coughlin, a lifestyle blogger and momma-to-be. Not afraid of mixing patterns, she pairs leopard-print heels with an African-inspired clutch. Plus, trade in your beanie for a wide-brim hat — fall's must-have item.
Day 14: Give Your LBD New Life
Marcy, Marcy, MarcyFor a twist on your trusty black tank dress, top it off with a matching long-sleeve cardi for an autumnal date-night outfit. Marcy Guevara, fashion stylist and host of the YouTube series, “Big Girl in a Skinny World,” also adds a chic oversized scarf that’s fun and functional and finishes the ensemble with a pair of killer heels, natch.
Day 13: Stay Easy, Breezy
A Pretty PassCarry your summery maxi over into fall by adding heft to the look. Juule Kay of Germany-based style blog, A Pretty Pass, pairs rugged buckled boots (worn with ankle socks) and a paper-thin cape with her daisy-print dress for a seasonal shift. As the weather gets chillier, consider wearing tights under your lighter-weight skirts or frocks for extra warmth — while still looking cool.
Day 12: Skirt the Issue
Girl With CurvesFeminine and flirty, but not too sweet, this look from blogger Tanesha Awasthi of Girl With Curves offers a modern take on a 1950s staple — the full skirt. Worn with a lace-accented navy blouse, the timeless piece highlights a teeny waist, while hiding a tummy (or baby bump). Plus, the bluey-pink lipstick proves to be a lovely complement to the dark color combo.
Day 11: Love Layers
Felicia LasalaThis classic prepster look screams fall (along with kids running for the school bus), but remains fresh thanks to Jacey Duprie of fashion blog Damsel in Dior. Try layering a basic crew-neck sweater over a patterned button-down, like her gingham-print one, and pair it with a wool pencil skirt in a seasonal shade. For extra credit, carry a leopard-print clutch instead of a backpack.
Day 10: Do Tone on Tone
Ian SheppardMonochromatic doesn’t have to be a snoozefest. The LifeStyled blogger Catherine Sheppard, an L.A.-based fashion stylist, goes glam in an effortless way with a flowy beige tunic paired with white motocross jeans and a matching slouchy clutch. Plus, the shiny bomber jacket in rose gold lamé could wake up any outfit.
Day 9: Add Unexpected Sparkle
Running on HappinessYou can go glitzy in the daylight — just follow Running on Happiness blogger Katie Leavit’s cues. She toughens up her bronze sequined pencil skirt with a simple white button-down, versatile denim vest and suede booties to mix up the textures. Plus, feel free to pile on some sparkly jewels to balance out the look.
Day 8: Join the Style Ranks
The Average Girl’s GuideReport for duty — at home, work or school — this season with an everyday jacket in a trendy camo print. Alyson Seligman, founder of The Average Girl’s Guide, transitions a summery outfit into fall with the military-inspired outerwear. But she keeps the look girly with metallic-accented, wide-strapped wedges. (Cute flats would work well too.)
Day 7: Upgrade Your Weekend Wear
A Little Dash of DarlingTrade in your basic tee for a just-as-comfy peplum alternative in an autumnal hue, like the orange top A Little Dash of Darling's Caitlin Lindquist is sporting. Pair it with dark denim and fun flats for an effortless outfit you can still run errands in. The colorful floral clutch and crystal bauble necklace are the perfect smile-producing extras to finish the look.
Day 6: Be Bright
Penny Pincher FashionYour next board meeting will be anything but boring if you wear bold, rich shades like Penny Pincher Fashion’s Kimberly Smith, a mom and style blogger from upstate New York. Her teal green dress paired with a mustard yellow blazer, cinched at the waist with an eye-catching gold belt, is a refreshing twist on a traditional skirt suit.
Day 5: Try a Fresh Coat
RowenaInstead of your usual black or camel-colored coat, take a cue from Melbourne-based blogger and crafter Connie Cao of k is for kani and go for outerwear in a bold hue, classic animal print or funky pattern. It might seem a bit early in the season to consider a striped faux fur option, but the upcoming chilly days will be much more bearable when you have a coat you can't wait to wear.
Day 4: Button Up
Girl With CurvesSay so long to sleeveless blouses with a silky button-down in a soft hue a la style blogger and momma-to-be Tanesha Awasthi. The California-based Girl With Curves founder, who wants to inspire women of all sizes and encourage positive body image, shows off her baby bump in a slim skirt and pretty top. Heading into the work? Swap out the metallic sandals for ballet flats or heels.
Day 3: Get Graphic
Even though the leaves may soon start to fall, you can still be in full bloom like Amber Fillerup of Barefoot Blonde this season with a bold graphic print top paired with a basic pencil skirt. The style blogger and hair stylist plays off the black-and-white combo with a bright yellow bag for a pop of color. It’s almost like summer never ended.
Day 2: Wear White Pants
Frankie Hearts FashionWe don't adhere to that stodgy "no white after Labor Day" rule, but white pants are the perfect piece to showcase on the unofficial end of summer as you transition into full-on fall looks. Nicole Levine of L.A. style blog, Frankie Hearts Fashion, wears her slouchy pair with a casual gray tee and a muted floral clutch for an effortlessly cool night-out ensemble.
Day 1: Dare to Bare...a Little
Isaiah JohnsonJust because it's September 1st doesn't mean you have to cover up and hibernate. Your summer wardrobe (including those crop tops) can carry you through fall and beyond. Pair a neutral version with a graphic high-waisted skirt to reveal a hint of skin like GabiFresh's Gabi Gregg, a style blogger who doesn't follow the usual "plus-size" rules. The look offers an updated seasonal take on the warm-weather staple.