5 Easy Fall Outfits for Every Occasion

Without fail, I start craving my best fall outfits by the time mid-September rolls around. And this year is no exception. Nothing beats the first few crisp fall days when it’s finally cold enough to throw on your favorite fall sweaters and boots.

But knowing what to wear for fall can be easier said than done. The perfect fall outfit needs to strike just the right balance between comfort, warmth, and this year’s biggest fall fashion trends. So to help you create your best cold-weather wardrobe ever, I’ve rounded up a few versatile fall outfits for every occasion.


These 5 easy fall outfits can be worn anywhere, any time.



Not ready to give up loungewear just yet? Me either. This fall, I’m elevating my typical jeans and a hoodie outfit with a fashion-forward pullover like this Sea Layla Quilted Puff Sleeve Sweatshirt. The feminine ruffle trim and quilted puff sleeves bring a sophisticated feel to the classic cotton terry sweatshirt fabric.

Fall outfit ideas golden goose sneakers cream puff sleeve sweater mother denim distressed jeans

Instead of skinny jeans, opt for a laid-back pair of high-rise, straight-leg jeans like these Mother Denim Trickster Straight-Leg Jeans. The timeless silhouette and vintage-inspired medium wash can be paired with almost any blouse, sweater, or tee in your fall wardrobe. They’re guaranteed to be your new go-to pair of jeans for fall.

Finish your look with a pair of sophisticated leather sneakers (Might I suggest these Golden Goose Mid Star Metallic Sneakers?) and a modern pouch handbag like this Mansur Gavriel Cloud Soft Leather Pouch. Their luxe leather materials only get better with age.



These days, I’m spending more time than ever in athleisure. A cute activewear set like this Reebok X Victoria Beckham Rbk Vb T-Back Sports Bra and Rbk Vb Logo Leggings instantly makes me feel put-together when I’m running to the store, working from home, or just enjoying a coffee while I take Lily on her morning walk.

Casual Workout Oufits Fall 2021 Women's Fashion Inspiration

Elevate your fall workout outfits by sticking to trendsetting designer collabs with timeless activewear brands. Designer activewear collabs bring together the best of both labels: runway-inspired design details and high-quality performance fabrics. These workout wardrobe essentials are always incredibly versatile and functional without sacrificing one bit of style.

Sustainable fashion designer Stella McCartney’s ongoing partnership with Adidas is one of my personal favorites. Every piece is made with eco-friendly materials— including both these Adidas by Stella McCartney ASMC Ultraboost Recycled Trainers and Adidas by Stella McCartney Packable Wind-Resistant Jacket made from recycled polyester.



Think of your work wardrobe as a long-term investment, not a short-term one. The blazers, basic dresses,  blouses, and trousers you’re purchasing now should be pieces you’ll still love a few years down the line. That’s why I focus on refreshing a few staple pieces instead of purchasing short-lived trends each fall. Sticking with timeless, sophisticated styles ensures they’ll always look put-together and professional.

Fall outfits work blazer rib knit midi dress black leather tote bag prada kitten heels

If there’s one blazer worth investing in for fall, it’s one in a classic plaid like this Veronica Beard Oria Checked Double-Breasted Blazer. The timeless print looks effortlessly chic with a basic white button-down, graphic tee and jeans, or a black bodycon dress like this unbelievably flattering A.L.C. Marc Rib Knit Midi Dress.

When it comes to accessories, you can’t go wrong with a basic black tote and a pair of comfortable kitten heels. This versatile Il Bisonte Valentina Leather Tote Bag is buttery soft and big enough to hold your laptop and lunch during your commute. I consider treating yourself to a pair of designer heels like these chic Prada Leather Slingback Pumps a necessary act of self-care for anyone that’s returning to the office.



In 2021, casual fall outfits are all about comfort, comfort, and more comfort. Upgrade your go-to sweatpants and hoodie with a knit matching set that can be mixed and matched with other fall staples. This Jonathan Simkhai Standard Gabby Rib Knit Bustier Bralette, Danny Rib Knit Joggers, and Linza Rib-Knit Zip-Up Jacket set has just the right balance of trendiness, practicality, and versatility.

Matching set casual fall outfits for women ray bans sunglasses nike air force 1 white sneakers

Finish your casual fall outfit with accessories that are just as versatile as your matching set. Stick to pieces that can be dressed up, dressed down, and worn any time of year. These classic Nike Air Force 1 sneakers and Ray-Ban Round Wire Sunglasses have withstood the test of time. Though totally on-trend for Fall 2021, they’ll look just as cool in 10 or 20 years.


Night Out

If there’s one lesson I learned in my twenties, it’s that no sexy outfit is worth freezing your fanny off during a cold fall night out with the girls. Through much trial and error, I’ve found a better balance of practicality and sex appeal. One of my favorite pairings is a slouchy sweater and a sexy mini skirt. Styled together, the textures of The Sei Ruched Leather Mini Skirt and The Sei Cross-Back Turtleneck Sweater are *chefs kiss.*


Fall Outfits for a Night Out Sexy Sweater leather mini skirt animal print purse black heels

Accessories are one of the easiest ways to add a dose of sexiness to your fall outfits. Look for pieces with traditionally sexy colors and prints: gold hoops, thigh-high boots, or a fun animal print bag like this Chiara Boni Mini Crossbody Bag.

If the weather allows, leave your fall boots at home and show some leg in a sexy pair of heels. These Studio Amelia Twist Front 75 Leather Sandals can be dressed up for a night out, worn to the office, or styled with jeans and your favorite graphic tee. And did I mention they’re comfortable too?!

2021-09-24T04:39:25-04:00Fashion, Uncategorized|

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