Age doesn't matter.

Dozens of Outfit Ideas That Will Bring You Holiday Cheer

Going to a party, a dinner, or out for cocktails over the holidays? Most of us do, except for when a pandemic is in the way. Even then, getting together with family is important. And dressing up makes everything feel more special and fun. You will find below dozens of outfit ideas that will bring you holiday cheer. From fancy to casual, there’s something to cover the various occasions you may encounter over the holiday season. Age doesn’t matter. Substitute what you have and make it your own. Express your true self!

Outfit Ideas for Holiday Cheer

Flounced Ruffled Maxi Skirt from Anthropologie with a white button-down and gold jewelry

Holiday Outfits Using Skirts

  1. Black Tie Optional:  A long black skirt + a white tank top (or choose a jewel color) + a faux leather moto jacket. Add snazzy heels + a statement necklace + bright lipstick (to match a color in the necklace).A fitted top + an embellished maxi-skirt + some statement jewelry.  Add some cool boots.
  2. A black t-shirt tucked into a maxi-skirt + a statement belt.
  3. A long skirt + a shorter jacket + a longer shirt to peek out from the jacket (in fact, let it come down to your hips even).  Add a low-slung belt in another texture.
  4. A gorgeous long, elegant skirt + a very simple long-sleeve tissue t-shirt.  Add ballet flats.
  5. A black turtleneck over a short black chiffon skirt (or any matching color).  Add an animal-print jacket + a beaded evening bag + black stockings and flats.

    The Chéri Ruffled Tulle Midi Skirt by Anthropologie
    Ruffled Tulle Midi Skirt from Anthropologie with a sweater, boots and fishnet stockings
  6. A sweater bloused over a tulle skirt. Add tall boots.
  7. A red top + a black tulle or chiffon skirt.  Add black accessories.
  8. A black leather skirt + a fabulous blouse.  Add opaque stockings + heels.
  9. A leopard-print top + a black leather skirt + combat boots.
  10. A black cashmere tunic inside a skirt made of a thick fabric.  Add a necklace + tights + tall boots.

Creative Outfits Using Dresses

Maeve Slim Jacquard Mini Dress from Anthropologie with a classic blazer
  1. A metallic dress + a blazer.  Add interesting stockings.
  2. Layer a short dress over a skirt.
  3. A long, lean dress + a golden cuff or two.
  4. An old bridesmaid dress + cut-out booties or lace-up platforms or something way cool.

    Louis Vuitton dress over pants Fall 2021 from Vogue
  5. A dress over jeans + a funky jacket.  Add a cool belt.
  6. A sheer blouse with billowy sleeves under a sleeveless dress.  Add a necklace or two + a bracelet + maybe a belt to match the bracelet + pearl & crystal earrings + patterned stockings + booties.  Put your hair up with ornaments.
  7. Christmas Morning at Home:  A Kaftan + pearls.

Outfit Ideas Using Pants

Satin Pull-on Skinny Ankle Pants from Soft Surroundings with a sweater. Added touches are sparkles on the sweater and red-color pants.
  1. A sweater + ankle pants. Bonus points for silk or satin pants! Add ballet flats or ankle boots.
  2. A longer-length party blouse + black ankle pants.  You may add ballet flats.
  3. A black cashmere tunic + black ankle pants.  Add lots of bling (necklace, purse, shoes, etc.)
  4. An oversize sweater + leggings (velvet, animal print, leather, etc.) + booties.  Add a long pendant.  You might also like to carry an animal-print bag.
  5. A silky shirt over black pants + black boots.  Add a metallic necklace.

    Perfect Ponte Pull-on Straight Leg Rockcress Pants – Gold Tile Print – from Soft Surroundings with a fur vest
  6. A longer-length top + straight-leg pants + a faux fur vest.
  7. A tunic top + faux leather leggings + a faux fur vest + black booties. You might like to try wearing a waterfall necklace with this.
  8. An embellished top + silk pants.  Add a faux fur jacket + heeled ankle boots.
  9. A black peplum top + black leather pants + glam chains.
  10. Black leather pants + a cashmere sweater + heels.

Outfit Ideas for Dressing Up Jeans

Ember Bloom Cardigan from Sundance with a silk camisole and blue jeans
  1. Jeans + a blazer or an embellished cardigan + a silk tank top in a metallic color (such as bronze, silver or gold.) Or choose a velvet or lace camisole or tank.
  2. Dark-rinse jeans + a silky top + a faux fur vest.  Pile on the jewelry.  Add fancy shoes.
  3. A sparkly shirt + jeans.
  4. A peplum top + jeans.

Choose Your Bottoms for These Holiday Outfits

Product image
Metallic Sequin Embellished Tank from Express with a skirt, a faux fur coat, opaque stockings, booties and sparkly statement earrings
  1. Festive Sexy Evening:  A sequined camisole + a short skirt, a long black skirt or trousers.
  2. A sheer or ruffled or sparkly blouse + skinny jeans, trousers, black skirt, leather pants or an evening skirt.
  3. A shimmery t-shirt with jeans, leather or dressier non-denim bottoms.

    Johnny Was Aruna Velvet Smoking Jacket from eBay with a black camisole and silky black pants
  4. A black cardigan or jacket + a black shell + any bottoms.  Add a statement necklace.
  5. A slim sweater + a golden cuff or two. Wear with any bottoms. The cuff is the special touch.
  6. A green plaid blazer + a red top or tee or a red floral blouse + bottoms of your choice. You might like to add long, dangle earrings.

Let’s Connect!

Was this helpful to you? Do you have a velvet skirt or do you have plans to buy one? If you have one or more, please share your favorite ways to wear it! Will you be trying some of the styling suggestions in this post? Please leave a reply below!

Like this post? You might also like to read other Holiday posts HERE.

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This post is linked up with Fabulous Friday’s Linkup at Confessions of a Montreal Styling Diva with Lucy Bertoldi…And with Fancy Friday at Nancy’s Fashion Style.

Thank you for visiting Your True Self Blog!

Angie

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8 Comments

    • Thanks, Marcia, I suppose great minds think alike and have the same great taste! 😉 In my wardrobe, rather than this embellished smoking jacket, I have a classic black velvet blazer that I bought decades ago. It’s a classic that endures and is more versatile, as it looks good with anything, anywhere, anytime. And the one I found was affordable.

  • So many amazing outfit ideas! I’m drooling over the Johnny Was black Aurora smoking jacket – stunning! And I love your tips for putting together pieces that don’t naturally “go together” – I’m still getting the hang of that!

    • It seems as time goes on, the way to create styles that look new is to throw all the rules out the window! The easiest way to think about this is to put two opposite styles together in one outfit. I have a hard time sometimes wondering if the two I’m choosing actually work, though. When that happens, I rely on my intuition. Thanks for stopping by!

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