mrspreppyrebel on LTK

Layered fall perfection 🍂 A classic preppy combo featuring a J.Crew Factory field jacket over a denim button-down shirt and olive green patch-pocket mini skirt. The look comes together with tall cognac boots and a tartan padded headband for a timeless, polished vibe. I added gold statement earrings and my TAG Heuer watch for a chic finishing touch ⌚️ My Dooney & Bourke bag is vintage, but I linked a few similar favorites that match the style perfectly — think classic leather textures and timeless silhouettes 👜 ⸻ 🛍 Shop the Look • Field Jacket – J.Crew Factory • Denim Button-Down – Amazon • Patch-Pocket Mini Skirt – J.Crew Factory • Tall Cognac Boots – Amazon • Tartan Padded Headband – Amazon • Gold Earrings – Heaven Mayhem • TAG Heuer Watch – Ben Bridge Jeweler • Similar Vintage-Inspired Bags – Dooney & Bourke ⸻ 💡 Style Notes This outfit is perfect for transitional weather, casual Fridays, or fall weekend outings. It blends preppy, equestrian, and classic American style — ideal for fans of J.Crew Factory, Tuckernuck, and Ralph Lauren aesthetics. ⸻ fall outfit inspo 🍁 | preppy fall outfit | J.Crew Factory jacket | denim shirt outfit | olive mini skirt | cognac knee-high boots | fall layering outfit | classic fall look | Dooney & Bourke vintage bag | tartan headband style | fall fashion 2025 | MrsPreppyRebel style LTKShoeCrush LTKFindsUnder50 LTKFindsUnder100 LTKFindsUnder50 LTKFindsUnder100 LTKShoeCrush

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Paid links

Sidefeel Womens Denim Shirt Button Down Long Sleeve Ruffled Edge Jean Blouses Tops | Amazon (US)

Christmas Padded Headband | Tartan Plaid Holiday Headband for Women (Nutcracker) | Amazon (US)

Lizzie patch-pocket mini skirt | J.Crew Factory

TAG Heuer Aquaracer Professional 200 Silver Quartz Watch, 30mm | Ben Bridge Jeweler

Lil Frankie Chain Necklace - Gold | Melinda Maria Jewelry

Not Your Basic Tennis Bracelet - Gold|White Diamondettes | Melinda Maria Jewelry

Isla Tennis Bracelet - Gold|White Diamondettes | Melinda Maria Jewelry

Lil Frankie Chain Bracelet - Gold | Melinda Maria Jewelry

Nylon Small East West Crossbody | Dooney & Bourke (US)

All Weather Leather 2 Duck Bag | Dooney & Bourke (US)

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Classic Christmas plaid never goes out of style 🎁✨ This red tartan swing dress is giving timeless holiday charm — complete with a matching padded headband, bold red flower stud earrings, and sheer black tights for a little festive sparkle. I paired it with sleek black patent knee-high boots and my silver TAG Heuer watch for a polished finish. Perfect for holiday parties, Christmas brunch, or even festive photos with the family!

Shop the look:
👗 Dress – Tuckernuck Red Tartan Shift Dress (similar style linked)
💋 Earrings – Red Flower Studs
🎀 Headband – Tartan Padded Headband
🖤 Tights – Sheer Black Bow Tights
👢 Boots – Michael Kors Patent Leather Knee-High Boots
⌚ Watch – TAG Heuer Aquaracer

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🎄 Preppy plaid meets Parisian chic! ❤️💙 This holiday-inspired look mixes timeless prints and cozy textures for a festive yet classic feel. I started with this ZESICA striped sweater (linked similar from Amazon) and paired it with Free Assembly dark denim trousers from Walmart — a comfortable, flattering base for layering and holiday styling.

To tie in the Christmas spirit, I added plaid accessories: a tartan padded headband, plaid crossbody bag, and MOVINSTEPS plaid heels for a polished pop of pattern. A leopard calf hair belt adds contrast (because leopard is a neutral 🐆), while PAVOI gold earrings and my TAG Heuer watch complete the look with a touch of shine.

✨ Styling tip: Mix classic patterns like stripes, plaid, and leopard in small doses for that effortlessly chic, holiday-ready vibe!

Shop the look:
🖤 Sweater – ZESICA Striped Knit (linked similar)
👖 Pants – Free Assembly Denim from Walmart
🎀 Bag – Ro Rox Sheena Plaid Crossbody
💋 Shoes – MOVINSTEPS Plaid Heels
🎄 Headband – Christmas Tartan Padded Headband
🐆 Belt – J.Crew Factory Leopard Calf Hair Belt
💛 Jewelry – PAVOI Earrings, TAG Heuer Watch

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🎀 Holiday Prep in Plaid & Bows 🎄
Ready to wrap up the season in style with this long-sleeve tartan and jewels henley from J.Crew Factory — the jeweled buttons and plaid trim give it the perfect holiday sparkle! Paired with the bow-embroidered wide-leg jeans, this outfit mixes playful charm with classic prep. I topped it off with a tartan padded headband for a cheerful touch and added a little contrast with leopard block heels. A festive look that’s merry, bright, and totally preppy! ✨

💫 Outfit details:
• Top: Long-Sleeve Tartan & Jewels Henley – J.Crew Factory
• Jeans: Bow-Embroidered Slim Wide-Leg Denim – J.Crew Factory
• Headband: Christmas Padded Tartan Headband – Amazon
• Shoes: Leopard Pumps – Macy’s / Sam Edelman
• Accessories: TAG Heuer Watch + Halo Stud Earrings

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M
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🤎 Equestrian Chic for Fall 🤎
Bringing classic countryside charm into everyday style with this Heritage Ride Horse Motif Cardigan from VICI — the statement horse design on the back is everything! 🐴 I layered it over a lightweight OGL thermal top and paired it with an Old Navy denim mini skirt for a casual, feminine twist. My go-to Nine West boots and Fossil leather crossbody complete the look with timeless texture and warm fall tones 🍂 The Lele Sadoughi pearl headband adds a touch of polish for the perfect balance of preppy and rustic.

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🕎 Hanukkah in Blue & Gold 💙✨
Bringing a touch of glam and tradition together for the Festival of Lights! From sparkling menorah statement earrings to dreidel ornaments and a dusty blue velvet bow, these finds mix modern style with timeless Hanukkah elegance. Perfect for adding a festive glow to your wardrobe or your home this season.

💫 Featured favorites:
✨ Free Assembly Cozy Yarn Fair Isle Cardigan – Walmart
💙 Happy Hanukkah Charm Necklace + Bracelet Set – BaubleBar
🎁 Dreidel Bauble Ornament – Cailini Coastal
🕯️ Blue Hanukkah Menorah – Cailini Coastal
🔷 Glow Big Menorah Earrings – BaubleBar
🔹 Spin Me Round Dreidel Studs – BaubleBar
🎀 Dusty Blue Velvet Bow (Set of 2) – Cailini Coastal
🌟 Hanukkah Lights Ornament + Dreidel Ornament – Cailini Coastal

Whether you’re lighting the menorah or hosting a cozy family night, these blue and gold Hanukkah pieces make every detail shine. Mix classic Cailini Coastal decor with BaubleBar sparkle for a modern Grandmillennial Hanukkah style.

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A timeless holiday look that never goes out of style 🎄 The Free Assembly red sweater from Walmart is the perfect pop of color for winter — soft, flattering, and so easy to dress up or down. I paired it with the Free Assembly plaid pleated mini skirt for that classic preppy touch and added black opaque tights to keep things cozy and chic. The Sam Edelman black pointed-toe pumps elevate the look, while the Lele Sadoughi velvet headband adds that signature polished finish. I accessorized with Melinda Maria gold hoops and the tennis necklace for a little sparkle.

Perfect for holiday dinners, school events, or festive date nights — this outfit is classic, feminine, and budget-friendly! 🎁

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🎄Classic Holiday Plaid Look 🎁
Feeling festive in this cozy jewel-button mockneck pullover from J.Crew Factory paired with timeless dark denim from Walmart’s Free Assembly line. I added cheerful touches of plaid with this tartan padded headband and red plaid flats from The Mint Julep Boutique — so fun for a cozy Christmas brunch or tree-trimming night at home! 💫 Finished the look with simple sparkle from my TAG Heuer watch and halo stud earrings for a polished holiday touch.

✨ Outfit details:
• Top: Jewel-Button Mockneck Pullover – J.Crew Factory
• Jeans: Free Assembly Wide Leg Denim – Walmart
• Shoes: Merry & Chic Red Tartan Flats – The Mint Julep Boutique
• Headband: Christmas Padded Tartan Headband – Amazon
• Jewelry: TAG Heuer Watch + Gold Halo Stud Earrings

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Festive chic with a preppy twist 🎀💫 This cozy ivory bow sweater from Amazon adds the sweetest touch to any holiday outfit — especially paired with wide-leg dark denim jeans from Walmart’s Free Assembly line for an elevated yet comfy look. I styled it with red tartan plaid flats and a matching plaid crossbody bag for that classic Christmas charm, plus a tartan padded headband to complete the look. Gold chunky hoops and my TAG Heuer silver watch tie everything together with timeless polish. Perfect for holiday brunches, casual parties, or family photos! 🎄

📸 Outfit details:
• Amazon Bow Sweater ($14)
• Walmart Free Assembly Jeans ($27)
• Mint Julep Boutique Tartan Flats ($52)
• Amazon Plaid Crossbody Bag ($21.74)
• Amazon Tartan Headband ($22)
• Melinda Maria Gold Hoops ($58)
• Ben Bridge TAG Heuer Watch ($2,150)

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All dressed up for Mickey’s Very Merry Christmas Party at Magic Kingdom! ❤️💚✨ This festive look is all about comfort and Christmas cheer — I’m wearing the Free Assembly plaid midi dress from Walmart (so classic and twirl-worthy!), paired with adidas white sneakers from Amazon for all the park walking 👟.

To top it off, I added the Minnie Mouse reindeer ear headband from the Disney Store 🎀 and my Loungefly Minnie Mouse Christmas backpack from Amazon — the cutest combo for any Disney holiday outfit. A touch of sparkle from my TAG Heuer watch and Melinda Maria gold hoops completes the look. Perfect for photos in front of Cinderella Castle or sipping cocoa during the parade! ☕🎅🏼

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✨ Holiday Prep in Plaid & Stripes 🎀
A classic mix of Parisian chic meets festive cheer! My black-and-white striped turtleneck pairs perfectly with these darling embroidered bow jeggings 👖 (wearing girls XL but could have done girls L). I tied it all together with red tartan accessories — the cutest plaid flats 👠, matching bag 👜, and a holiday headband 🎄. Cozy, comfy, and totally Merry & Chic!

🛍️ Shop the Look:
• Striped turtleneck sweater (Amazon)
• Embroidered bow jeggings (Walmart)
• Tartan plaid flats (Mint Julep Boutique)
• Plaid crossbody bag (Amazon)
• Red tartan padded headband (Amazon)
• Red flower stud earrings (Amazon)
• TAG Heuer watch (Ben Bridge Jeweler)

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🍁 Classic Fall Layers with a Preppy Twist 🧥
This look is everything I love about polished fall style — structured layers, rich textures, and timeless details. I paired my J.Crew Factory field jacket with a denim button-down and Shapermint Essentials leggings in the prettiest burgundy shade for a cozy yet put-together outfit. Add tall tan riding boots, a plaid padded headband, and gold hoops for that perfect preppy-meets-casual weekend vibe!

💫 Featured pieces:
🧥 Field Jacket – J.Crew Factory
👖 Shapermint Essentials High Waisted Leggings
👕 Denim Button-Down – Amazon
👢 Tall Tan Boots – Nine West
🎀 Plaid Padded Headband – Amazon
✨ Heiress Hoops – Melinda Maria Jewelry

Perfect for errands, lunch dates, or fall festivals — this outfit balances comfort and polish beautifully.

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A pop of pink perfection 💕 This polished look mixes classic neutrals with bright feminine touches — starting with the Free Assembly faux wool jacket from Walmart that feels so luxe for under $50! I layered it over the Free Assembly bright pink sweater for a cheerful contrast and paired both with my favorite dark wide-leg jeans. The Franco Sarto pink slingbacks steal the show, adding a bold color statement that’s still totally wearable. Finished with the Lele Sadoughi pearl headband for that signature preppy polish 👑✨

This combo is equal parts classic and fun — perfect for brunch, casual Fridays, or any day you want to feel chic and confident!

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Cozy meets chic in this Amazon two-piece skirt set 💕 — the prettiest pop of pink for fall and beyond! I styled the knit top tucked into the matching skirt for a polished, put-together look that’s as comfortable as it is cute. Paired with my VIVAIA knee-high boots for an elevated neutral contrast and this Shiraleah plaid crossbody that adds a festive touch. Finished the look with my favorite Lele Sadoughi pearl headband and Melinda Maria gold jewelry for a little extra sparkle ✨

💖 Outfit Details:
👚 Two-Piece Pink Knit Skirt Set – Tankaneo (Amazon)
👢 Round-Toe Stretchy Wool Knee-High Boots – VIVAIA
👜 Plaid Mirabel Camera Crossbody – Shiraleah
👑 Ivory Pearl Headband – Lele Sadoughi
✨ Gold Twist Hoops & Tennis Necklace – Melinda Maria Jewelry

📸 Perfect for holiday brunches, girls’ gatherings, or cozy date nights — feminine, flattering, and effortlessly festive 🎀

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🎅✨ Bring timeless holiday charm into your home with this Santa Bust Christmas Tabletop Decoration! At 10.8” tall, this elegant white Santa statue adds a sophisticated touch to your holiday style while keeping the festive spirit alive. The detailed design features Santa’s classic hat, flowing beard, and jolly expression—perfect for a Christmas mantel display, entryway accent, or dining room centerpiece.

This neutral Christmas décor piece complements both traditional and modern themes, making it versatile enough to style with garland, twinkle lights, or your favorite holiday tabletop decorations. Durable and timeless, it’s a best-seller holiday accent you’ll use year after year to create a warm and welcoming Christmas home.

✨ Style it on:
– Holiday mantels & fireplace décor
– Dining table or kitchen island centerpieces
– Entryway tables or console styling
– Neutral & farmhouse holiday themes

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🎄 Festive, bright, and full of cheer! This look is giving classic holiday prep with a playful twist 💕✨ I paired this ornament print blouse from SHEIN (linked similar) with Sidefeel pink corduroy flare pants from Amazon — the color combo feels straight out of a vintage Christmas card!

The striped cuffs and collar detailing add that elevated touch, while hot pink jeweled flats make the outfit pop even more 🎀 I finished it off with timeless gold accessories — PAVOI drop earrings, Scarlett Grace beaded bracelet, and my everyday TAG Heuer watch for a touch of sparkle.

✨ Styling tip: This look transitions perfectly from holiday errands to festive brunch — cozy, colorful, and camera-ready!

Shop the look:
🎄 Top – SHEIN Ornament Print Blouse (linked similar)
💗 Pants – Sidefeel Corduroy Flares
👠 Shoes – VETASTE Pink Embellished Flats
💍 Jewelry – PAVOI Earrings, Scarlett Grace Bracelets, Melinda Maria Chain Bracelet
⌚ Watch – TAG Heuer Aquaracer

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Festive fair isle meets chic everyday style 💕 This cozy Free Assembly striped fair isle sweater from Walmart is giving all the merry vibes without being over the top. Perfect for Christmas! I paired it with Free Assembly mid-rise full-length jeans for a flattering, vintage-inspired fit and added luxe details with my Lele Sadoughi “Flying Monkeys” headband, Melinda Maria gold twist hoops, and Tuckernuck Calynna heels for a polished holiday-ready look.

Perfect for casual Christmas outings, brunch with friends, or a cozy day at home with a little sparkle ✨

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🛍️ Outfit Details:
👚 Sweater: Free Assembly Women’s Fair Isle Stripe Sweater – Walmart
👖 Jeans: Free Assembly Women’s Mid-Rise Full-Length Denim – Walmart
💎 Headband: Lele Sadoughi “Flying Monkeys the New Wizard of Oz” Headband
👠 Heels: Tuckernuck Calynna Heels
✨ Earrings: Melinda Maria “With a Twist” Hoops in Gold

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Chic with a touch of sparkle ✨ This jewel-button mockneck pullover from J.Crew Factory is the perfect mix of cozy and polished — the jeweled accents and gold trim make it an instant standout! I styled it with the bow-embroidered wide-leg jeans for a preppy, feminine twist that still feels comfortable and classic. 💙

To finish the look, I added the Lele Sadoughi ivory pearl headband (because pearls make everything better 🤍) and Melinda Maria “With a Twist” gold hoops for a modern, elegant touch.

Perfect for holiday gatherings, office chic days, or weekend outings when you want something festive but still wearable!

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🎄 Chinoiserie Christmas Magic 💙
This petite tree proves you don’t need a huge space to make a holiday statement! I placed a pre-lit tabletop Christmas tree inside a blue & white porcelain umbrella stand and finished it with a sheer blue bow on top for a touch of Grandmillennial charm. ✨

Perfect for entryways, dining corners, or cozy nooks — this idea combines classic chinoiserie style with elegant Christmas sparkle. The glow of twinkle lights against the porcelain base feels timeless, coastal, and festive.

🩵 Featured pieces:
🎄 3-Foot Pre-Lit Tabletop Tree
🪴 24” Blue & White Porcelain Umbrella Stand
🎀 Sheer Blue Ribbon Bow

💫 Style tip: add a velvet or satin bow to match your holiday palette and coordinate with ginger jars, boxwood wreaths, or rattan accents for a full coastal Christmas look.

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🎄 Coastal Christmas Chic with Cailini Coastal 🎁
Blending timeless blue & white chinoiserie with natural rattan and preserved greenery creates the dreamiest Grandmillennial holiday look! 💙 From wicker nutcrackers to oyster shell ornaments and boxwood wreaths tied with navy velvet bows — every detail feels classic, coastal, and collected. Perfect for anyone who loves preppy holiday décor with a Southern twist!

🕯️ Featured favorites:
✨ Wicker Nutcracker – Natural
🪞 Boxwood Wreath Gilded Oyster Shell Ornament
💙 Preserved Boxwood Wreath with Navy Bow
🔔 Rattan Sleigh Bells (Set of 2)
🎀 Blue & White Toile Oversized Bow
🏡 Petite Chapel of Cheer
🎄 Chinoiserie Christmas Tree
🧦 Chinoiserie Pagoda Needlepoint Stocking
🌿 Boxwood Faux Garland

These heirloom-quality pieces bring elevated tradition and coastal charm to your home this Christmas season. Whether you’re styling your mantel, entryway, or dining table — Cailini Coastal makes it effortlessly elegant.

📸 Shop my holiday favorites below and deck the halls in blue, white, and rattan delight!

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When they ask, “you got those where?!” 👀✨ Every piece in these two festive looks is from Walmart — and yes, they’re that good! From the Free Assembly cable knit sweater and dark denim jeans to the striped fair isle sweater and plaid mini skirt, these pieces are the definition of chic and affordable holiday fashion. I finished both looks with preppy accessories — a plaid bow, Lele Sadoughi headband, Time & Tru bag, and VIVAIA knee-high boots for that elevated winter touch.

❤️ Cozy classics + 🎁 holiday style = outfits that look designer but are totally budget-friendly.
✨ Linked everything below so you can recreate the look before they sell out!

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Add a little sparkle to your everyday look with this Lele Sadoughi Jet Teardrop Crystal T-Shirt 💎 — now marked down from $150 to just $39! This relaxed, cropped black tee is hand-embellished with clear resin teardrop crystals sewn in a chic statement necklace pattern, giving you that signature Lele glam without the need for jewelry.

The dropped shoulders and boxy silhouette make it effortlessly cool for casual days or dressed-up nights. Style it with high-waisted jeans, satin midi skirts, or tailored trousers for a polished look with subtle edge.

🖤 Fabric blend: 46% cotton, 50% rayon, 4% spandex — soft with just the right amount of stretch.
🧺 Care: Hand wash cold, dry flat.

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Color lovers, this one’s for you! 🌈 The Free Assembly women’s plaid cropped jacket is giving major retro chic meets modern prep vibes — perfect for fall layering or a bold matching-moment with the coordinating plaid mini skirt 💫 The soft midweight fabric feels cozy yet structured, and that vibrant oversized check pattern brings instant cheer to cooler days 🍂

Pair it with white sneakers for an everyday pop or elevate it with tights, loafers & a statement bag 🎀

🛒 Both pieces available at Walmart Free Assembly — affordable, statement-making style that feels boutique-level quality at a budget-friendly price point!

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Bows on bows — and I’m not mad about it! 🎀💙 This chic look mixes feminine sparkle with preppy charm. I paired the embellished bow tee from J.Crew Factory with the bow-embroidered wide-leg jeans for a coordinated look that’s equal parts casual and glam. The ivory pearl headband by Lele Sadoughi adds a polished touch, while my gold beaded bracelets from MTT Collective bring a warm pop of shine. Finished with my TAG Heuer Aquaracer watch for a timeless accessory moment ⏱️✨

Perfect for brunch, shopping, or holiday events where you want to look effortlessly put-together but still comfy!

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Preppy meets playful in this chic Free Assembly look from Walmart 💕 The cable knit puff sleeve cardigan in hot pink adds the perfect pop of color to fall, while the pleated plaid mini skirt keeps things classic with a modern twist. Style it with ballet flats or loafers for that old money aesthetic meets Clueless-inspired outfit vibe 🍒

💗 This cardi is soft, cozy, and slightly cropped — perfect over a tee or button-down. The skirt’s flattering pleats make it a staple you can wear year-round!

🛍️ Both available in sizes XS–XXL (and plus!)
✨Linked in multiple color options, plus similar preppy skirts + cardigans!

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Holiday plaid perfection from Free Assembly at Walmart 🎄 This classic plaid midi dress pairs beautifully with the cozy red cable knit cardigan for a look that’s both timeless and festive. I styled it with a pearl headband, red bow heels, and my favorite Melinda Maria gold jewelry for that touch of glam!

💋 Perfect for holiday parties, family photos, or a cozy dinner out — this Walmart holiday outfit delivers designer vibes on a budget.

🛍️ Wearing the Free Assembly Plaid Midi Dress + Cable Knit Cardigan (both under $35!)
Linked my accessories + shoe options from Target, Mint Julep Boutique, and Sam Edelman 💫

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🎄Classic Holiday Hair & Cozy Layers✨
There’s just something timeless about plaid for the holidays! I styled this Holiday Time plaid hair bow from Walmart ($5!) with a bright Free Assembly red cable knit cardigan — the perfect combo for a cozy, festive look that works for everything from family photos to Christmas brunch.

📸 Style tip: Secure your half-up hairstyle with this oversized bow for instant holiday charm — it pairs beautifully with classic knits, tartan prints, and gold accessories.

🛍️ Shop the Look:
🎀 Holiday Time Plaid Hair Bow – Walmart
🧶 Free Assembly Red Cable Knit Cardigan – Walmart

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Chic and cozy meets preppy perfection 🖤🤍 This grid turtleneck sweater dress is the ultimate winter staple — comfy, flattering, and easy to dress up or down. I paired it with sheer bow tights, black knee-high boots, and a velvet headband for a polished yet playful touch. The red floral earrings add a festive pop of color, perfect for the holiday season or date night!

Shop the look:
🖤 Sweater Dress – Chicwish “Warm Welcome” Grid Turtleneck Dress
🖤 Boots – Michael Kors Darrah Patent Leather Boots (similar Amazon pair linked)
🖤 Tights – Violet Mist Sheer Black Bow Tights
🎀 Headband – Black Velvet Padded Headband
❤️ Earrings – Boho Flower Stud Earrings
⌚ Watch – TAG Heuer Aquaracer

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