10 Valentine’s Day Outfits Whether You're In Your Dating Era Or Not

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Valentine's Day is the perfect time to celebrate love in all of its forms—from platonic friendships to romantic relationships and everything in between. These relationships may include your boyfriend, girlfriend, partner, your best friends, your best work buddies, your sisters, your aunt, and even your parents. There’s so much love to go around!

Generally, when people think of Valentine’s Day, they imagine it as the “most romantic day of the year,” but it doesn’t have to be that way. You can celebrate this day of love however you want, with the people you care about most. Valentine's Day is around the corner and if you're still not sure what to wear, here are some fun and lovely outfit ideas to enjoy the day!

For a Romantic Date

Valentine's Day Outfit Ideas - Romantic Date

If you have a romantic date night scheduled for Valentine’s Day, then this is the outfit for you! There is something classic and sexy about an all-black outfit with a red lip. You can choose from a fitted black dress, paired with your favorite heels. If it’s still chilly in your area, another option is to wear a simple black top with a pair of black dress pants and a matching pair of heels. There are so many different shades of red lipsticks to choose from, but the show-stopping “Stunna” Lip Paint by Fenty is a wonderful go-to that can be used all year long. Top it off with your warm, black wool coat and you are ready to go. Be ready to wow your partner in this outfit and have a memorable and romantic evening with your special someone!

For Happy Hour

Valentine's Day Outfit Ideas - Happy Hours

So what if you don’t have a romantic day planned on Valentine’s Day? That doesn’t mean that you can’t celebrate! Maybe you have a “work best friend” and have extra time for happy hour, or maybe you have a few friends that work near your office. Share a drink to celebrate and show them some love with quality time. This outfit is fitting for the office, especially when worn with a pair of tights, yet still chic enough for afternoon drinks at a nearby bar. Either way, this comfortable and work-appropriate outfit is a great choice for a professional day! Also, consider wearing this look for any day at the office, not just on February 14th! 

For a Galentine’s Day Sleepover

Valentine's Day Outfit Ideas - Galentine's Day Sleepover

Want to host your own Valentine’s Day celebration with your best friends? Why not do a Galentine’s Day sleepover? Invite your girlfriends and have the rosé ready! Or, consider making pretty pink mocktails, instead. Either way, get extra comfy and feel fabulous in some “fancy” and silky pajamas, paired with your comfy house slippers.

You can be festive with soft satin pink pajamas or go bold with a bright red. The great thing about pajamas is that there will be many opportunities to wear them again (and again). Get your camera ready to take photos and make some lovely memories at your Galentines’ Day sleepover.

For a Fun Galentine’s Day Afternoon

Valentine's Day Outfit Ideas - Fun Galentine's Day Afternoon

Don’t want to host a sleepover, but still want to spend some time with your gals on Valentine's Day? Here is a cute Valentine’s Day outfit idea to feel festive in a subtle way and wear while the sun is still out.

If you are planning a Galentine’s Day celebration, consider a picnic at a nearby park, a trip to Sprinkles to eat some of the very best cupcakes, or a picturesque brunch with your dearest best friends. Whatever you decide to do, pull out your camera and be ready to take the cutest Valentine’s Day photos with them. Celebrate your friendship and the unique love you have for these gals in this stylish outfit!

For a Colder Valentine’s Day 

Valentine's Day Outfit Ideas - For A Cold Valentine's Day

Depending on where you live, the weather might still be extra cold—or it could be snowing—on Valentine’s Day. Whether you’re celebrating with your crush, special someone, friends, or family, this outfit is elevated, yet casual enough to wear to any celebration you have on this day of love. Pull out a cropped turtleneck sweater and pair it with a maxi skirt. Wear thick tights and tall boots to maintain that warmth. Lastly, choose a puffy coat, alongside a beanie and scarf. If you are feeling extra festive, choose from red, pink, and shades of purple for the outerwear. Remember layers will be the way to go to make sure you have one of the warmest Valentine’s Day ever.

For a Movie Date

Valentine's Day Outfit Ideas - For A Movie Date

Even if you have a more relaxed movie date night planned with a special person or you’re planning on spending time with a good friend on Valentine’s Day, it doesn’t mean you can’t get a little festive. Put on your favorite graphic tee (with hearts or not), a pair of boyfriend jeans, black boots comfortable enough to walk in, and top it off with your favorite classic leather jacket. Overall, this outfit is chic and comfy for any casual Valentine’s Day celebration that you might have scheduled! (Or any dates you will have this year!)

For a Laid-Back Celebration with Friends

Valentine's Day Outfit Ideas - Laid Back Friends Celebration

Shop Now: Turtleneck | Pants | Boots | Beanie | Tote

Looking for a more edgy, but laid-back look for the holiday? Then this is the Valentine’s Day outfit for you! No matter how you’re celebrating this day–friends hosting a casual gathering at their home or maybe grabbing dinner together–this outfit is cool and fashionable. You may already have all these pieces, but the corduroy pants are a stand-out piece of clothing that can be a good addition to your closet. Bold colors are an upcoming spring trend, so these pants will definitely be put to use in the later months! The beanie is optional, but a great accessory to tie the entire outfit together!

For Date Night at Home

Valentine's Day Outfit Ideas - Date Night At Home

Shop Now: Cardigan | Skirt | Bralette | Socks | Candle

Not stepping out on Valentine’s Day in favor of a cozy date night at home? That doesn’t mean you can’t dress up a bit. Pull out your oversized cable knit sweater, a mini skirt, tights, and the comfiest socks. If you’re not in the mood to dress up, but still want extra comfort, wear your stretchiest flared leggings. Either option will make you feel like you’re on a date, rather than just hanging out in pajamas (although, that’s okay, too!). Light your favorite Boy Smells candle to set a relaxing mood, put on some Netflix, and enjoy your sweet Valentine's Day date at home. 

For a Casual Dinner Date

Valentine's Day Outfit Ideas - Casual Dinner Date

Feeling fancy, but not super fancy? If a casual dinner date night is on your schedule for Valentine’s Day, this outfit is a perfect option! Maybe you don’t have a full-on candle-lit dinner planned, but rather a tasty dinner with a special someone. This outfit is fitting for the day with a bold red skirt, stylish shoes, and a jacket to show off that skirt! This look can be a total show-stopper and perfect for after-dinner events as well. If you’re someone who loves the little details, paint your nails a bright red to have the complete Valentine’s dinner date look! 

For a Galentine’s Day with the Family

Valentine's Day Outfit Ideas - Family Galentine's Day

Last, but not least, you might already have a Galentine’s Day planned with your best girls, but what about your sister? Your favorite cousin? Maybe even your mom? Again, this is a day of love, so share it with all the women who warm your heart! If you’d like to celebrate the day with family and the other women that you care about, here is a fun outfit to get dressed up in to enjoy the day!

Pull out a printed skirt (like animal print) to dress up the outfit. Then, pair it with your favorite denim jacket to balance it out. For your Valentine’s Day celebration, consider wearing this to a mid-day brunch where they serve your favorite mimosas or a restaurant with the best chocolate-y dessert. This outfit creates a stylish, yet balanced look. Lastly, put on your favorite deep red or mauve lipstick to wrap this whole look together!

Angela deMesa

Lover of French fries, travel, fashion, and the comfiest workout clothes.  She is from the beautiful, San Francisco Bay Area and currently resides in Barcelona, Spain.  In 2018, she followed her passion for writing and published for the first time in a tourism magazine called Barcelona Connect.  She continues to contribute to various online and print publications.  In her free time, she enjoys doing yoga, teaching an occasional spin class, and a glass of red wine with a good book.


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