17 Stylish November Outfits You’ll Want to Wear on Repeat

A Belted Plaid Blazer Skirt

Autumn is undeniably a fashion lover’s dream season. After the frenzy of fashion weeks and analyzing the upcoming trends, we get to layer up, experiment, and mix our favorite pieces to create new looks. As the weather cools down, it’s the perfect excuse to layer on those cozy pieces like chunky sweaters, plaid skirts, and timeless leather jackets. This season, we’re diving into trends like dark academia, the office siren aesthetic, and that effortlessly chic “mob wife” look. Get ready to pin, screenshot, and recreate these street-style outfits that will have you raking in compliments.

A Plaid Blazer + Classic Denim

A Plaid Blazer Denim

For a preppy, studious look, pair a heavy plaid blazer with a simple tee and your favorite jeans. Elevate the outfit with vinyl mules, a structured handbag, and a statement scrunchie. This ensemble strikes the perfect balance between casual and refined—ideal for a day out or a coffee run.

A Chunky Knit Sweater + Satin Slip Dress

A Sweater Slip

Copper tones are a fall staple, and nothing feels as luxe as slipping into a satin dress. Layer a cozy, chunky knit sweater over it for that perfect mix of softness and elegance. It’s a look that feels as good as it looks, making it ideal for those chillier autumn evenings.

A Cinched Blazer + Washed Denim

A Cinched Blazer Washed Denim

Channel your inner office siren with a tailored brown cinched blazer paired with high-waisted, washed-out denim. Accessorize with orange-tinted sunglasses, pointed-toe pumps, and a woven tote bag. This outfit exudes confidence, whether you’re heading to the office or a casual brunch date.

Matching Denim Set

A Denim Set

Denim on denim is a timeless combo that never goes out of style. Opt for washed denim pieces in warmer shades to keep it seasonally appropriate. If you’re opting for a denim skirt, add tights to stay cozy as temperatures drop.

Burgundy Dress + Leather Moto Jacket

A Burgundy Dress Leather Jacket

Burgundy is the color of the season, making it the go-to hue for fall. Pair a rich burgundy dress with a classic black leather jacket to create a bold, monochromatic look that’s perfect for any evening event.

Turtleneck + Pencil Skirt + Oversized Blazer

A Turtleneck Pencil Skirt

For a polished, office-ready ensemble, layer a fitted turtleneck with a sleek pencil skirt. Top it off with an oversized blazer for a touch of sophistication. Swap your work tote for a mini handbag and trade your prescription glasses for chic skinny sunglasses to transform the look from day to night.

Cognac Hues + Denim Blazer

A Cognac Combo Denim Blazer

This season, embrace rich cognac tones in your outfits. For a modern twist, layer a denim blazer over your monochrome cognac ensemble. This blend of textures creates an eye-catching look that feels fresh and on-trend.

Statement Fur Coat + Patterned Boots

A Fur Coat Printed Boots

Let your coat steal the show. Opt for a bold, luxurious fur coat paired with printed boots and oversized sunglasses for a glam, mob wife-inspired look. This ensemble is all about drama and sophistication—perfect for making a statement as the temperatures drop.

Burgundy Knit + Dark Jeans

A Knit Dark Wash Jeans

If moody and preppy is your style, try combining a burgundy knit sweater with a leather-collared shirt underneath and dark-wash jeans. It’s a classic yet playful look that’s perfect for a cozy fall day.

Gothic Dress + Knee-High Boots

A Gothic Dress Knee Length Boots

Embrace the dark academia aesthetic by layering a black turtleneck under a tweed dress adorned with gold details. Complete the outfit with knee-high boots and cozy socks. It’s a refined yet edgy look that’s perfect for exploring the city or attending a fall event.

Boucle Suit Set + Cozy Scarf

A Suit Set Scarf

Stay warm in a boucle suit set that’s both chic and functional. Add a thick scarf for extra warmth and style. This look is perfect for those who want to stay cozy without sacrificing sophistication.

Leather Jacket + Relaxed Leather Pants

A Leather Jacket Pants

For a no-fuss, effortlessly cool vibe, go for a slouchy leather jacket paired with relaxed leather pants. This ensemble is perfect for days when you want to look put-together with minimal effort—just throw on some boots and go!

Leopard Print Coat + Wide-Leg Trousers

A Leopard Coat Oversized Pants

Leopard print is making a strong comeback this season. Elevate your look with a chic leopard coat over wide-leg trousers and a tailored blazer. This statement outerwear piece adds flair to any fall wardrobe.

Plaid Blazer + Pleated Skirt

A Belted Plaid Blazer Skirt

For a modern take on a preppy look, pair a belted plaid blazer with a pleated skirt. Imagine a young Hermione Granger navigating New York City—this outfit is classic yet contemporary, perfect for those who love mixing vintage vibes with modern flair.

Cognac Ensemble + Denim Blazer

A Cognac Combo Denim Blazer

Cognac tones are a must-have this season, adding warmth and richness to your fall wardrobe. For a fresh take, mix these earthy hues with a classic denim blazer. The combination of deep, caramel shades with the cool texture of denim creates a stylish contrast that’s both cozy and effortlessly chic. Perfect for a polished, autumn-ready look!

Oversized Hoodie + Loafers

A Hoodie Loafers

Stay cozy in an oversized hoodie layered under a heavy coat, paired with high turtlenecks, shorts, and tights. Finish the look with chunky socks and loafers for an effortlessly stylish, laid-back vibe.

Tweed Set + Classic Mary Janes

A Tweed Set Mary Janes

A chic tweed set is a timeless staple that never goes out of style, especially in the fall. Embrace this sophisticated trend by pairing your tweed jacket and skirt with classic Mary Janes. The structured texture of tweed combined with the playful, vintage vibe of Mary Janes creates a refined yet whimsical look, perfect for everything from brunch to a cozy evening gathering.

FAQs

1. How can I transition these fall looks into winter?

Layering is key. Add thermal tights, swap lighter jackets for wool or down coats, and layer up with scarves, gloves, and hats. Opt for thicker fabrics and pieces that can easily be layered, like oversized blazers and chunky sweaters.

2. What accessories are essential for these fall looks?

Consider adding statement pieces like vinyl shoes, oversized sunglasses, and structured handbags to elevate your outfit. Chunky knit scarves, berets, and printed tights can also add a cozy, stylish touch.

3. How do I style denim for a polished fall look?

To make denim look chic for fall, pair it with structured pieces like a tailored blazer, leather jackets, or fitted turtlenecks. Adding accessories like heeled boots and sleek bags can instantly upgrade your casual denim ensemble.

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