We’re back with another two-creator try-on round-up — this time featuring some of our favorite holiday pieces from Loft, Amazon, Nordstrom, Anthropologie, and J.Crew. 🎄✨ From cranberry velvets and plaid skirts to neutral sweaters, denim maxis, and festive florals, we each pulled together 5 wearable, classic outfits that blend everyday comfort with holiday polish. These are the pieces that work for real life: dinners out, gifting parties, school concerts, casual gatherings, work events, and cozy days at home. 👯‍♀️ Kristen’s looks lean into rich color, texture, and timeless silhouettes—think cranberry sweaters, dark florals, velvet midi dresses, and that perfect Christmas plaid skirt. 
👗 My looks highlight neutral sweaters, wide-leg denim, a floral maxi, and two ways to style the prettiest blue + brown fair isle sweater and chocolate brown coated denim maxi skirt. We want to make your holiday shopping and styling easier, more fun, and more you.
✨ Tap SAVE to keep this holiday style guide handy
✨ FOLLOW both of us for more classic outfit inspiration
✨ SHOP all pieces through our links (it helps us keep creating!) Tell us below: Which outfit would YOU wear first? classicstyle holidaystyleinspo holidayoutfits2025 over40style tallfashion festivestyle everydaystyleinspo agelessstyle loftstyle nordstromstyle amazonfashionfinds anthropologiestyle jcrewstyle winterstyleinspo styleover50 timelesswardrobe shopmylooks atalldrinkofstyle LTKOver40 LTKCyberWeek LTKTall

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Loft | LOFT
CeCe Women's Embroidered Ribbon Turtleneck Sweater - Macy's | Macy's
Cashmere Crewneck Sweater | Nordstrom
Women's Maxi Skirt with Pockets High Waisted Casual A-Line Pleated Long Skirts | Amazon (US)
Loft | LOFT
Skinny Western Belt | Madewell
Coated Denim Maxi Skirt in Brown | LOFT
Loft | LOFT
Loft | LOFT
Luna High-Rise Wide-Leg Jeans for Tall Women in Dark Blue Wash | American Tall