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Tired of thinking "I have nothing to wear!"?

Photo of woman in a special occasion dress

From Classic to Creative: 10 Special Occasion Looks for Women

Closet, Shopping, Styling for Women

Jenny Bailey

Written By: 

Whether it’s for a work party, a special occasion, or a last-minute “Want to meet for dinner?” invitation, you don’t want to have to fuss over your outfit. 

With the hustle and bustle of life, you want to be able to open your closet and confidently pull together a memorable outfit that matches—and highlights—your style personality, right? Then all that’s left is hair and makeup, and you’re out the door.

Are you wondering if it could be this easy? Let me help! 

10 elegant, festive outfit ideas that will keep you true to your style

Reveal your classic style. 

Black and white is always right. Gather your prettiest black and white items and mix and match pieces to see what plays well together. It could be a long black pleated skirt with a white satin blouse, or a column of black separates with a white wool coat, or a black tuxedo pant with a fine silk and cashmere top. There you have it: a timeless look that’s always in style.

Reveal your dramatic style. 

Pick the brightest, boldest tunic top you own, and pair it with a leather skinny pant, a dark ankle-length jean, or a metallic legging. Throw on your most classic pumps, and call it party time.

Reveal your funky style. 

Dress up distressed jeans with patterned or colorful pumps. Add a white or blush silk blouse, and wear it open at the neck to show your statement necklace, dancing in the light. You’ll be dancing, too!

Reveal your feminine style. 

Wear separates in soft, blush or pale blue tones. Mix up the fabrics to combine shiny finishes and matte surfaces for a lush look. Add your vintage diamonds. Absolutely irresistible. 

Reveal your bohemian style. 

Layer a long ruffled sheer floral print dress over an above-the-knee slip. Add black fringed booties and chandelier earrings. Add one more favorite accessory. Your fashion statement is free and full of expression.

Reveal your minimalist style. 

Wear a black turtleneck, cigarette pants, and pointy-toed kitten heels and take the stage. Sometimes less is much, much more.

Reveal your glamorous style. 

Think movie-star glamour and pull out a faux-fur coat or cape to wear over a sultry red or berry-colored dress. Add hot-pink lipstick or a shade of red lipstick that blends with—but doesn’t match—your scarlet ensemble. Wear nude pumps to keep attention on your face. Heads will be turning.

Reveal your alluring style. 

Pull out a black leather pencil skirt. Add fishnet stockings and animal-print heels. Wear a sheer, billowy blouse with gathered cuffs. Add a couple of cocktail rings. It’s a look that exudes confidence.

Reveal your retro style. 

Wear high-waisted palazzo pants with a close-fitting short-sleeved angora sweater. Tie a small, subtly patterned silk scarf at the neck. Stack on bracelets or bangles. Be willing to share your Frank Sinatra playlist at the party.

Reveal your creative style. 

Pull out a silk kimono and wear it with a slim-fitting turtleneck and patterned pants. Add fabric flats and a painted leather purse. You’re a pro at mixing prints, so go for it. Everyone will want to know more about you.

Do you feel like your personal style is a combination of one or two of these looks? It’s not uncommon. I’d love to help you create outfits that not only match your style but also allow you to enter a room feeling like your best.  I want you to shine from the inside out! 

If you are lacking in special-occasion pieces, it may be time to take my FREE lifestyle formality test.  This activity allows you to deep dive into your closets, lifestyle, and shopping habits.  It provides a detailed and well-informed critique when making decisions about what clothes are missing from your wardrobe based on your actual daily/monthly activities.  Check it out at www.JennyBailey.co

We’re in spring/summer season now, and the store sales will be happening in July and August.  It could be a good time to shop.  But let’s not jump ahead, do you have a good understanding on what colors and fits flatter your silhouette?  Have you ever wondered how to put outfits together for all occasions, not just the special ones?

This list is a good place to get started on your style journey.  If you find that you’re looking for more insights and details, give me a call  – I’d love to help you out!

My Story

I'm on a mission to help leaders and executives like you craft an authentic presence that turns heads and opens doors wherever you go.

meet jenny bailey

Download Now

Dive deep into your closet, lifestyle, and shopping habits. Grab my Wardrobe Assessment Worksheet — it's FREE! Plus, when you download, you'll get exclusive access to my newsletter packed with style breakthroughs and VIP offers.

Tired of thinking "I have nothing to wear!"?

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