Valentine’s day is coming up on 14 February and it’s a perfect day to go on a romantic date with your significant other. Even if you aren’t going any further than your dining room. But how to dress for Valentine’s Day and what are the best Valentine’s outfits for this romantic evening?
Below are a few of my ideas on what to wear on how to dress for Valentine’s Day with your beloved. This year, more than any other, I thought we could do with some fun, so you’ll find plenty of playful choices featuring bold reds, hearts and messages that are full of love.
Valentine’s outfits to wear on a date
Do you celebrate Valentine’s Day? Do you tend to go out with your loved one?
While Valentine’s Day is often called a “hallmark holiday,” it does at the very least focus the attention on spending quality time with the one you love.
If you are heading out on a date, lucky you! Here are some Valentine’s outfits for you, no matter whether you are going to a swanky restaurant for an evening meal, or you are celebrating in a more casual lunch venue. Or, given current events, perhaps you are simply opting for a takeout or a dinner cooked at home.
Don’t forget to let me know what you will be wearing for Valentine’s Day, or what your favorite date night outfit is, in the comments at the bottom of this article.
Below are my favorite ideas if you’re thinking about how to dress for Valentine’s Day. I’d love to know what you think.
Should you wear red for Valentine’s Day?

Red is considered the color of love and passion, so red is definitely an obvious choice if you are choosing how to dress for Valentine’s Day, and there’s a shade of red that will suit all skin tones, whether you opt for a shade which has more orange or more blue in its mix.
For a more romantic feel, you could add a touch of pink to your outfit. Or, just wear any color which makes you feel great!
Shannon (above) teams red with white and adds a romantic flounce with the ruffles on her blouse.
Recreate her outfit with this similar silk blouse, cardigan, pants, slingback pumps, handbag, necklace and sunglasses.
Also take a look at how to wear red.
Fabric choices

I always think Valentine’s Day is the perfect time to wear tactile fabrics such as silk or satin, or to choose chiffon with a camisole worn underneath.
Monika (above) opts for a tactile leather skirt to add texture to her look.
Get her look with this similar sweater, skirt, pumps and clutch.
A Valentine’s Day capsule for you
If you still have to decide on what to wear for Valentine’s day this year, below are some suggestions for you. Let me – know which outfit you would be most likely to wear.
You’ll find the best clothes, shoes and accessories to choose for Valentine’s Day as well as a special Valentine’s capsule at the bottom of the article.
TOPS to go with your valentine’s outfit

Megan (above) adds more than a touch of romance to her look with the hearts on her elbows.
She is wearing a heart patched sweater from Chicwish. Complete her look with this similar maxi skirt and booties.

rag & bone scattered heart graphic tee – Zadig & Voltaire Coup de Cœur graphic tee – GIBSONLOOK square neck top – Frank & Eileen print button-up shirt – Equipment heart print silk shirt – GRACE KARIN print sweater
Jackets and coats to wear over your valentine’s clothes

You may be heading out to dinner (if you’re able to) or perhaps just out for a romantic walk. Either way, you’ll want to add some outerwear to your outfit.
Nadine (above) opts for a long, tomato red cardigan with her white shirtdress and animal print booties.
Check out this similar shirtdress, cardigan, booties, bag, sunglasses and earrings.

Bellivera faux suede jacket – BLANKNYC faux leather drape front jacket – CURLBIUTY swing double breasted wool pea coat – PULI poncho wrap topper
Valentine’s Day DRESSES & SKIRTS

I think that a dress should be your number one option to look at. Certainly when you don’t normally wear dresses. That makes it extra special!
Opt for something sexy that shows off the parts that you wish to highlight about your body. Don’t be afraid to show off some of your curves and be proud of them! Men love a woman who is confident about her body.
That doesn’t mean you have to go ultra-short or ultra-tight. Simply choose a dress which shoes off the part of you that you like best, whether that is your shoulders, decolletage or your legs.
Suzie (above) shows off her beautiful figure in her flattering wrap dress, worn with on-trend asymmetric strap sandals.
Recreate her outfit with this similar dress and heels.

Eliza J wrap look dress – Connected Apparel floral cap sleeve sheath dress – Anne Klein cowl neck shift dress – Milly floral bias satin skirt
valentine’s day clothes: JEANS & PANTS

You might want to dress down a little if you are staying at home, by pairing your Valentine’s top with jeans.
Or you could add drama with red pants like Tanasha (above)
Steal her look with this similar wrap sweater, pants, pumps, bag and earrings.

1822 Denim high waist pull-on slim bootcut jeans – Alice + Olivia high waist zip cuff pants – Lafayette 148 New York wide leg pants – SPANX faux leather leggings
shoes to wear with your valentine’s day looks

If you want to keep the rest of your outfit fairly classic, then a great way to add some color is with your shoes.
Marina (above) chooses red booties to go with her leather pants and blazer.
Check out this similar top, blazer, pants, booties, bag, necklace, sunglasses and wear with a Gucci belt.

Jon Josef heart mismatched flats – VANELi bootie – Bernardo sandal – Comme des Garçons PLAY x Converse Chuck Taylor® sneaker
accessories to go with your valentine’s day outfits

Accessories are always important for any outfit, but they’re the perfect way to add some romance to your Valentine’s outfit.
Petra (above) picks up the green in her sweater and skirt with her handbag, and opts for some print mixing by adding leopard print shoes.
Check out this similar sweater, skirt, pumps, handbag, necklace and earrings.

Kate Spade New York hearts small leather crossbody bag – Burberry love print twill pouch – HOUSE OF WANT leather shoulder bag – Kate Spade New York heart party silk bandana – 8 Other Reasons charm necklace – Kate Spade New York heart twist leather strap watch – Argento Vivo pavé heart stud earrings – Lizzie Fortunato drop huggie hoop earrings – Kate Spade New York sweetheart stud earrings
valentine’s day capsule wardrobe
Below are the Valentine’s outfits from above together in a capsule wardrobe.
You could easily mix and match many of the tops, jackets and bottoms here.
For instance, how about wearing the white or the fur-collar jacket with the floral dress, teaming the heart print sweater with the other bottoms or opting for an all-neutral outfit by wearing the white jeans and t-shirt with one of the cream jackets.

More Valentine’s inspiration for you
The capsule below is past season, but all of the looks are completely timeless so they should still provide inspiration whether you are shopping your closet or treating yourself to something new.

Will you celebrate valentine’s day this year? What do you plan to wear?
Continue reading:
- How To Wear Red – Your Comprehensive Guide On Wearing The Color Of Love!
- The Best Dress Styles For Your Body Shape
- The Best Cocktail Dresses In Stores Now
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Feature image by Megan
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I really like Tanasha’s and Suzie’s looks. Effortless and beautiful! And Petra’s is very sophisticated, not something I could feel comfortable in, but very beautiful too.
We celebrate at home on Valentine’s day, but I do enjoy a bit of holiday fun with my work wear. I have a flowy high-low tunic with oversized watercolor florals in shades of deep rose and wine. Paired with skinny black pants, wine booties, and a Swarovski crystal heart pendant that I crafted.
Hello,
Beautiful looks wear all these enchanting ladies. This year I will be wearing a chic leather costume. I spend Valentine’s Day in a beautiful wellness hotel in Austria and look forward to some special beautiful days over the 14 of Feb.
XO Martina from Germany
I usually wear red dress. I got beautiful size 4 sheath dress from h & m. I usually wear that to work. It is sleeveless and had black and bugurdy. I have knee high boots from target. It is sexy professional and shows off my curves just right way.
I usually don’t celebrate Valentine’s Day. But this time I am going to celebrate Valentine’s Day. But what I am going to wear is a Shirt & pants & a jacket but the thing is idk what to wear…
I always and only wear a red dress. I also like to mix red and pink since this is the only day I can do this. Most important to how I dress is what will the weather be. We might have a blizzard, heat wave, or rain. Then I decide which boots I need to wear and then the coat. Rain coat, fur coat, or shawl. Then I work inwards and choose the dress and accessories. St. Valentine’s Day is the only day I allow myself to get away with lots of hearts and flowers and red, pink and brown. Kinda goofy I suppose but I like that kind of kiddish jewelry.
I recently discovered Anthropologie and I am very pleased to see you suggested their dresses. The Carissima Sheath is on my “lust list”.
Can you tell me where the grey sleeveless top in the “Skirt” section is from. I love this!
As for Valentines, I plan on staying home with my sweetie and wearing my birthday suit :-).
The collages can be found here http://fortyplusstyle.polyvore.com/ which will have links to the products also. Great outfit choice for the day!
We on’t celebrate Valentine’s Day and I am trying to get past this post as quickly as I can. Seeing too many great items. Thanks for the reminder of leather jacket with flowery skirt. I am going to try that out tomorrow.
I like the red leather motorcycle jacket! I usually wear something that’s either red or pink. Don’t know what’s on tap for this year as yet
I love the black dresses you showed because they are different from the traditional solid LBD. This year I will be on a hiking/travel vacation in the American southwest on Valentine’s day so my best chance to dress up is a skirt/top combination with limited accessories. Like Suzanne we don’t observe Valentine’s Day on its own. It is usually combined with my birthday celebrations on the 12th.
Could you please tell me where I could purchase the floral blouse you show with the white pants for Valentine Day?
Thank you,
Sherry
Just go to my Polyvore account where you can see all my collages and details of items used. http://fortyplusstyle.polyvore.com/
The Hubs and I don’t celebrate Valentine’s Day, but I am hoping to get in some fancy dinners now that we’re becoming empty nesters. Today I went shopping for stilettos, something I never wear.
From a man’s perspective, I think you are right on the money in the first paragraph where you suggest wearing a dress if you don’t usually. Conversely, if you are one of those finance/banking/law women who have to dress well every day, maybe some fitted jeans and some tall Loubies.
And yes you can never go wrong with silk or leather. A nice new piece of lingerie could be a great surprise. I prefer La Perla 🙂
The days I never go out are Valentine’s, Mother’s Day, and New Years. lol. But since I do the cooking I usually try and do something exceptional, which will normally involve lobsters and pink Champagne.
Well, well Denton… You are reveiling secrets LOL
I am definitely in the mood for a romantic evening out. I feel in the mood for some drama so perhaps a long romantic skirt with a edgy cropped seater (it’s still so cold), long earrings and some boots with a higher heel. There is a fabulous and intimate little music venue where we could hear some jazz and have a nice meal. I may need to treat because my partner/photographer has been working so hard taking photos of me for the blog that he deserves and extra special reward! So many wonderful suggestions as always Sylvia, thank you.
Accidental Icon
http://www.accidentalicon.com
Great
We’re usually at home with a movie and a bottle of wine – but I adore that floral full skirt, for any occasion! xo
I think I might wear my teal fit and flare dress. We don’t actually celebrate Valentine’s Day but wait until the 16th to celebrate the day we met. It is better since we don’t end up going out on the same day as everyone else.
I do love that skirt and the one dress from Anthro, the first one you showed. Just fantastic!
I expect to see what you’ll be wearing : )
bisous
Suzanne