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Writer's pictureMikaela Armstrong

How To: Look Cute, Feel Comfy, and Impress the Family! Thanksgiving Edition


Girl wearing a sleek, slick-back hairstyle with a matching dark denim set

Hey everyone! With Thanksgiving just around the corner, it’s the perfect time to plan our outfits for all those festive gatherings. I’ve always believed that you can look cute and fashionable while staying comfortable and family-appropriate. Here’s my take on how to dress for Thanksgiving, incorporating some trending fashion pieces and categorizing them by style demographics. Let's dive in!


1. The Trendsetter: For the Fashion-Forward Friend


If you love to stay ahead of the trends, go for a look that’s both chic and comfy.


  • Cherry Red Button-Up Cardigan: This vibrant color adds a pop of holiday spirit while keeping you cozy. If you are more neutral-oriented, try a slate gray or bright cream. Pair it with a fitted white turtleneck underneath for a sophisticated twist.

  • High-Waisted Dark Denim Jeans: Flattering and versatile, dark denim is a staple that’ll never go out of style. Opt for a straight or slightly distressed cut for a balance of trendy and classic.

  • Ballet Flats: Swap out those chunky heels for a pair of cute ballet flats. They come in various designs and colors, so you can pick something that compliments your cardigan or jeans effortlessly.


2. The Cozy Casual: For the Laid-Back Sister


If you’re known for your chill vibes, then comfort is key for you.


  • Oversized Sweater/Jacket in Soft Fabric: Think of a chic textured sweater or brown suede fringe jacket. Either material is perfect for staying comfy, and the complexity of the garment will make you look put-together without any effort.

  • Long Jean Shorts (Jorts) or Capri: If it’s warmer where you live during the holiday season, jorts can be a cute option. Pair it with the top from your matching set for a relaxed vibe.

  • Chunky Boot or Casual Clog: An all-terrain style boot or comfy clog, think Birkenstock or Clark, can keep it sporty or relaxed while ensuring you can move around comfortably — ideal for all the family activities, from cooking to playing games.


3. The Classic Elegant: For the Sophisticated Cousin


For those family members who are all about elegance and timeless pieces, here’s how to make a statement.


  • Button-Up Blouse in Earthy Tones: Choose a blouse in shades of brown or olive. It can be buttoned up or left slightly open with an understated tank underneath for that effortlessly classy look.

  • Tailored Trousers: Instead of jeans, decide on a pair of high-waisted tailored trousers. They dress up the look instantly, yet they’re comfortable enough to sit and feast in!

  • Low-Profile, Athletic Shoe: Throw on these stylish kicks for a sporty yet polished finish. Consider an Adidas Samba or Onitsuka Tiger Mexico 66. Both are super cushy, a must for long family dinners, and sleek in nature.


4. The Modern Minimalist: For the Simplistic Soul


If you prefer a clean, minimalist aesthetic, this look is for you.


  • Soft Sweater in Neutral Tones: Grab a cozy cream or soft gray sweater. It’s a must-have and can be styled in countless ways.

  • Midi-Calf Length Skirt: Pair your sweater with a midi skirt in a slightly contrasting tone, perhaps a muted spice color or a dark denim. It’s festive without being over the top, consider a skirt with a slight slit, very easy to move around in.

  • Tall Riding Boot: Depending on your mood, go for traditional ballet flat or maximize the fall aesthetic with an under-the-knee boot, with a soft leather with a slimming silhouette to keep it casual yet sophisticated.


Final Thoughts


Whatever your style, Thanksgiving should be about feeling good while celebrating with family. Don’t forget to layer up, as you never know how warm the kitchen will get while you’re feasting! Combining comfort with fashion isn’t just possible, it’s essential. Choose pieces that reflect your personality, and you’ll shine brighter than that turkey centerpiece!


Happy Thanksgiving, everyone! Let’s look fab while enjoying our favorite family traditions. Share your outfit ideas in the comments below — RYN would love to see how you plan to style your look! 🦃🍂✨

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