As I’ve gotten older, I’ve been less and less about fashion trends. Instead, I find myself gravitating towards classic outfits I can wear year after year. This carries true for holiday season. As much as I love a trendy dress, I much prefer a maxi skirt or velvet pants I can pair with sequins to one festivity and a sweater to the next. Here are some simple holiday party outfits I plan on wearing for years to come…
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Simple Holiday Party Outfits
To celebrate New Year’s Eve, I shopped my closet. Here are the four outfits I came up with:


I recently got this maxi slip skirt {wearing size petite S} and haven’t gotten a chance to wear it yet. I love how it looks with a crisp white shirt.
The only time I wore this one sleeve dress {wearing size XS} was at my baby shower when I was 9 months pregnant!


I’m always cold so a sweater and a slip skirt could be a practical choice.
You can never go wrong with a little black dress {wearing size XS} and a touch of leopard.
Here are more simple holiday party outfits…
3 Looks with an Embellished Sweater
{Sweater: Mestiza – size S}



2 Looks with a strapless dress
{Dress: Milly – size 2 / Sweater: Mestiza – size S}


3 looks with a maxi slip skirt
{ANTHROPOLOGIE – SIZE S}



KEEP CHECKING BACK FOR NEW simple holiday party outfits…
AND HEAD OVER TO MY INSTAGRAM REELS TO SEE THE OUTFITS IN VIDEO FORM.
Want more fall outfit ideas? Check out my Outfits page where you can search by season, item type or occasion! You can also add more than one item into search. For example, if you’re looking for transitional outfits for fall, simply tap summer and fall into the seasons category.
Well, it seems like I’ve been unintentionally ahead of the fashion game my whole life! Who needs trends when you can rock the same festive maxi skirt or velvet pants year after year? Sequins one day, a cozy sweater the next – talk about a holiday wardrobe that never goes out of style!
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Love this whole approach—elevated, timeless, and totally wearable beyond just one event. The slip skirt + sweater combo is such a cozy-chic go-to, and I’m obsessed with the idea of styling one dress multiple ways (turning it into a “skirt”? Genius). Definitely bookmarking this for when I want to look festive without buying something I’ll only wear once!
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