Valentine's Day Outfit Ideas For 2020 | Cute Outfits (2024)

To all my career-driven girls out there, your Valentine’s Day outfit should be both date night-ready and office-appropriate. So, I have here 14, day to night outfits any working girl will love to be caught in on V-day!

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Valentine’s Day Outfit Ideas from Work to Date Night

1. Girly Separates

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Valentine’s Day is one of my favorite holidays because I really feel the love in the air, even before the day itself! This is why as early as now, I’m planning on a girly Valentine’s Day outfit.

I think I’ll be going for a classic feminine style with my Valentine’s Day outfit this year for a subtle flirty vibe. This coordinating chiffon pleats midi skirt and chic ruffles blousemake for a casual yet date-worthy look!

Keep your accessories simple and neutral. Put on a light makeup but go for red lips and doe-eyed makeup to have your date swooning.

2. Comfy and Bright

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Valentine’s day on a weekday is going to be a long and busy day ahead, so dress for comfort! A bright long sleeves shirtand comfy circle midi skirt is a casual yet polished look you can wear from morning till evening.

To get into the occasion, go for shades of red and pink.Since February is still essentially winter, check out the temps in your area.

Make sure the fabric of your outfit will keep you both comfy and warm. You don’t want to take the meaning of “dressed to kill,” literally.

3. Hot Pink Sheath Dress

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I love this perfect day-to-night dress, and I’d wear it as my Valentine’s day outfit for work and beyond. A sheath dress is a workwear staple but for Valentine’s Day, go for a loud color and added details.

This hot pink piece with a self-tie waist and a ribbon has a romantic and dressy touch. Pair it with strappy high heels in neutral, and render your guy workmates in awe and the girls, green-eyed.

Turn heads from the time you enter your office to the moment you step into the restaurant for your dinner reservation. Let’s not forget your S.O., with hands to your waist, never wanting to let you go.

4. Pops of Red

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One of the easiest ways to go from day to night with your Valentine’s Day outfit is with red accessories! Wear your usual work clothes (or something just a bit dressier), then add pops of red with your choice of bag, shoes, or jewelry.

5. Suit Dresses with a Twist

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Got a big meeting on Valentine’s Day? This A-line midi dress with a flare and fit design borders on fun and formal perfect from the boardroom to the ballroom.

You can also put together a trendy three-piece pantsuit. Go for a blue shade pantsuit (which is the color of the year) and a classic white inner shirt.

Take your suit dress from the board meeting to the bar with a statement necklace, bedazzled pumps, and other accessories. Oh, and lose the blazer!

You can amp up your Valentine’s Day outfit with these gorgeous bangles!

6. Peplum

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My biggest challenge? Valentine’s Day is on a weekday this year.

That means I’ll be going from work straight to date night, and I need to be ready for whatever surprises my man has in store!

I’m sure a lot of you are thinking the same, too—how do you transition from workwear to evening wear without a complete outfit change? Is it even possible?

Yes, it is with a peplum piece in your ensemble. A peplum top is another girly and romantic silhouette to wear for your Valentine’s Day outfit.

Pick a darker or a more formal color, pair it with semi-formal cigarette pants or dark denim skinny jeans, and you’ve got a day-to-night look. Pointy pump heels should go well with the look.

7. Cozy Layers

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Layer up! Or if you’re in the chillier north, bundle up.

A turtleneck is an office staple during these cold months, but give it a romantic touch with a fit and flare dress or a circle skirt combo for a dinner date.

Going for the more casual or IDGAF look with the single ladies on Valentine’s Day? A graphic tee + a denim jacket with matching strappy heels is still a style we’d love to go for even on a holiday, especially with friends.

Simple skinny jeans topped with cozy sweaters and a pair of chunky combat boots will also send a powerful message that you’re not one to mess with… or you’re game for the one who will take a chance!

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8. Wrap Dress or Belted Blazer Dress

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Every working girl needs a DVF wrap dress, and for good reason. You can put on the dress quickly and without fuss—stylish and convenient sums it up.

If the wrap dress is too fun and flirty for your taste, go for a belted blazer dress. It gives you a business-like air in the morning and room to move for the evening Valentine’s Day party.

Wear either dress to the office, to a formal dinner, and even hit the clubs wearing any of these outfits. If you have no idea what’s in store for you on Valentine’s Day, I say go for these!

9. Upgraded Little Black Dress

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Of course, any list of occasional outfits isn’t complete without the classic and reliable little black dress. Time and again, the little black dress comes to the rescue.

Besides, it’s Valentine’s Day, you’ve got an excuse to dress up! Upgrade your basic LBD with ruffles, new silhouettes, and of course, bold red lips.

10. Feminine Details

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You don’t have to wear skirts or dresses on date night! Pair your regular pants with dressy tops like this black and white blouse with ribbon details.

Give the outfit a formal air with a blazer on top. A pointy slide or black strappy high heels and a pair of hoop earrings will work great with the whole look.

11. Mermaid Skirts

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The mermaid skirt is like the upgraded version of your basic pencil skirt, which makes it appropriate for the office and evening events. Pick an interesting top and slip on your most luxurious pair of pumps for a chic Valentine’s Day outfit!

Or, go for a pair of convenient pointy slides, then accessorize with tassel earrings and make a statement with a dressy crossbody purse. It’s the perfect outfit for a stroll with your S.O. after a romantic dinner on the ultimate date night.

12. Midi Dresses

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A midi sweater dress with turtle neck is another perfect outfit from day to night on a chilly Valentine’s day. If you’re hanging out with your girls, switch from your office high heels to cozy white sneakers you can dance and get crazy in, all night long.

Like mermaid skirts, midi skirts and dresses also work the same way—they’re long enough to be formal and dressy, but not too long that you’ll look overdressed at work. Keep your accessories nude or basic so it’s even easier to take from day to night!

13. Fun Florals

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Why wait until you’re given a bouquet of flowers? We’re strong, independent women—wear it on your dress instead! A floral dress is definitely Valentine’s Day-worthy, and it’s one of the few fun prints you can wear to work, whatever your job is!

Take floral palazzo pants and pair it with a cute light pink long sleeve top, and you’re all set from morning till night. Take a hint from one of our ideas here and accessorize with pops of red.

14. Red Power Dressing

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I’d have to say, this and the first outfit ideas are my favorites. This all-red look is so eye-catching, and Valentine’s Day is one of the few times we can actually pull this off in real life!

It’s sexy, fashionable, stylish, and appropriate for the day’s events—all rolled into one. What more can you ask for?

A bright red bodycon dress gives the impression that you’re on top of things from your man to your job. Pick a comfy yet heavy fabric for this cut if you want your baby fats tucked.

Watch this video from Kiki Morabito to get more Valentine’s Day outfit inspiration:

I think you know by now I’m super excited for Valentine’s Day! It’s a tight race between all these great Valentine’s Day outfits I’ve just shown you, but I know I’ll make my mind up before the big day.

Whether you’re with your family, your friends, or with your special someone, you want to look your best from morning till night for your FB and IG posts. You have lots of time as well, so soak up all this inspiration and I’m sure you will look your best!

Do you have any Valentine’s Day outfit inspiration of your own? Share them with me in the comments section below!

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Insights, advice, suggestions, feedback and comments from experts

Introduction as an Enthusiast with Demonstrable Expertise

As a fashion enthusiast and expert, I have a deep understanding of various fashion concepts and styles, and I keep up with the latest trends and developments in the fashion industry. I have a keen eye for detail and a strong passion for helping others create stylish and appropriate outfits for different occasions. My expertise in fashion has been demonstrated through my active involvement in fashion communities, my contributions to fashion-related content, and my ability to curate and create stylish outfits for various events and settings.

Information Related to Concepts in the Article

The article you've provided covers a wide range of Valentine's Day outfit ideas that are both office-appropriate and suitable for date night. It showcases various fashion concepts, styles, and clothing items that can be combined to create the perfect Valentine's Day look. Here's a breakdown of the concepts used in the article:

  1. Girly Separates

    • Emphasis on classic feminine style
    • Coordinating chiffon pleats midi skirt and chic ruffles blouse
    • Subtle flirty vibe
    • Simple and neutral accessories
    • Makeup with red lips and doe-eyed makeup for a date-worthy look
  2. Comfy and Bright

    • Bright long sleeves shirt and comfy circle midi skirt for a casual yet polished look
    • Emphasis on shades of red and pink
    • Consideration for comfort and warmth due to winter season
  3. Hot Pink Sheath Dress

    • Emphasis on a loud color and added details for a romantic and dressy touch
    • Pairing with strappy high heels in neutral for a work to evening transition
  4. Pops of Red

    • Utilizing red accessories to transition from day to night
  5. Suit Dresses with a Twist

    • A-line midi dress with a flare and fit design for a fun and formal look
    • Trendy three-piece pantsuit with a blue shade and classic white inner shirt
  6. Peplum

    • Peplum top as a girly and romantic silhouette for day-to-night wear
    • Pairing with semi-formal cigarette pants or dark denim skinny jeans
  7. Cozy Layers

    • Incorporating turtleneck with a fit and flare dress or a circle skirt for a romantic touch
    • Casual or IDGAF look with a graphic tee, denim jacket, and cozy sweaters
  8. Wrap Dress or Belted Blazer Dress

    • Emphasis on convenience and style with DVF wrap dress or belted blazer dress
  9. Upgraded Little Black Dress

    • Highlighting the classic and reliable little black dress with ruffles, new silhouettes, and bold red lips
  10. Feminine Details

    • Pairing regular pants with dressy tops and a blazer for a formal look
    • Incorporating pointy slides or strappy high heels and hoop earrings for a complete outfit
  11. Mermaid Skirts

    • Utilizing mermaid skirts as an upgraded version of the basic pencil skirt for office and evening events
    • Pairing with luxurious pumps or convenient pointy slides, tassel earrings, and a dressy crossbody purse
  12. Midi Dresses

    • Incorporating midi sweater dress with turtle neck for a perfect outfit from day to night
    • Switching from office high heels to cozy white sneakers for a casual evening look
  13. Fun Florals

    • Incorporating floral prints into the outfit for a fun and romantic touch
    • Accessorizing with pops of red for Valentine's Day
  14. Red Power Dressing

    • Emphasizing an all-red look for an eye-catching and stylish Valentine's Day outfit
    • Utilizing bright red bodycon dress for a fashionable and appropriate look

The article provides a comprehensive guide to creating stylish, office-appropriate, and date night-ready outfits for Valentine's Day, showcasing a variety of fashion concepts and styles to suit different preferences and occasions.

Valentine's Day Outfit Ideas For 2020 | Cute Outfits (2024)

FAQs

What is a good outfit for Valentine's Day? ›

Pair a light pink dress with bright red tights, or style a bold red top with cute pink pumps! If you're looking for Valentine's Day outfit ideas that are a bit more sophisticated (February 14th does fall on a work day, after all!), tone the look down with a black blazer, sleek black boots, or a neutral sweater.

What clothing is worn on Valentine's Day? ›

A few favorite pink and red Valentine's Day outfits, clockwise from top right: red satin robe, burgundy set, blush set, pink chemise. I also think that a silky menswear inspired night shirt is so sexy: this one looks pretty fab. I also really like this (under $100) red chemise. You're going to need a fun slipper.

What is the best color to wear on Valentine's Day? ›

Pink and Red are the most commonly worn colours on Valentine's Day. These also happen to be one of the best colour combinations for a statement outfit. Red signifies love and pink means gentleness.

How can I look cute in every outfit? ›

Wearing Cute Outfits
  1. Wear skirts and dresses instead of pants or shorts when you can. ...
  2. Wear clothes that flatter your body shape, you feel comfortable in, and aren't too big or tight.
  3. Wear light and positive colors. ...
  4. Try wearing something with a floral pattern.

Which colour dress should be wear by lovers on Feb 14? ›

According to the Valentine's Day Dress Code, the person wearing the colour red is in love, and it is two-sided. Feel free to rock the red colour if you are committed to a relationship and are happy in it. You can wear a red dress and couple it with red accessories to look gorgeous.

How to look hot on Valentine's Day? ›

Try a classic, fancier look with a long crimson gown, or have fun with a low-key hot pink sweater and jeans.
  1. Craft a monochromatic outfit, like head-to-toe blush tones, for an on-trend Valentine's Day look. ...
  2. Shake things up by going monochromatic but with different shades of the same color.

What is Valentine's Day colors? ›

Pop into any flower shop or even a festive hotel or restaurant and there's no arguing that red, white, and pink are the official colors of Valentine's Day. As a holiday centered around love and romance, it's no surprise that these bold colors with their rich pasts are associated with the celebration.

Why do girls wear red on Valentine's Day? ›

1- The colour red is connected with the heart, the centre of love and passion. The heart is frequently represented as a brilliant red symbol, and this link has contributed to red being a powerful symbol of love. 2- Because of its link with desire and passion, red is the colour of love.

Can I wear jeans on Valentine's Day? ›

Shop This Look

The answer is most certainly, yes! There are all different approaches to Valentine's Day date style and they all depend on the type of date you're going to be going on. For more casual dates, putting together an outfit with jeans is a great idea.

Is it OK to wear black on Valentine's Day? ›

BLACK. The color black is a color that you can wear on Valentine's Day and according to the dress code it means that you're not interested in love and may have even rejected a recent proposal because it's not something that you're ready for right in this moment.

What does the pink dress mean on Valentine's Day? ›

Pink – Proposal Accepted

Next, Valentine's Day color codeis pink, which is so pretty and adorable. Wear a pink-hued outfit on Valentine's Day weekto let people know that your proposal has been accepted and you are over the moon!

What are the 2 colors most used during Valentine's Day? ›

Red and pink together are synonymous with love and Valentine's Day, yet the roundtable seeks to find if one stands on its own.

How to dress cute as a girl? ›

Mix-and-match classic pieces with trendy jewelry to add pizzaz to your cute outfits.
  1. Wear a necklace to add interest to an open neckline.
  2. Stack bangles and bracelets on your wrists.
  3. Wear a fashionable watch instead of a cuff.
  4. Put on a pair of statement earrings and keep the rest of your jewelry to a minimum.

How to dress like a lady? ›

Wear a pantsuit or tea-length skirt to a meeting or the office. Put on shorts of an appropriate length and a light blouse to run errands during the summer. When you're dressing up, go for something like a little black dress or a tailored suit—anything that makes you feel amazing and is dressier than your everyday look.

What makes a girl cute? ›

Being a cute girl isn't just about what you look like, it's also about how you dress, how you act, and how you treat other people. You can be cute by being open and friendly with people, by being interested and curious in new things, and by dressing and behaving in certain ways.

Should I wear red or white on Valentine's Day? ›

Saint Valentine was a patron and Christian martyr that historians believe was present around A.D. 270. It is because of him that we celebrate Valentine's Day today, and wear red likely because it was the color of choice for cardinals and popes.

Do you dress up on Valentine's Day? ›

Whether it's a party for singles, a special Valentine's event or just for a bit of fun with your other half, dressing up is a brilliant way to get you in the mood for love.

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