V-Day // valentine’s day outfits for every occasion

Hey Babes!

For a Holiday that’s supposed to celebrate about love, Valentine’s Day sure walks in with a lot of hateable things about it.

If you aren’t riddeled with anxiety wondering if you’ll meet your partner’s expectations, then you’re getting peer pressured into finding a date on time by your taken friends, even if it means using all of your right swipes on Tinder. And if you’re The Single Friend, but really just don’t care at all (aka me), February 14th still sucks because you won’t be able to make plans since every one you know already has romantic ones of their own.

Even a Girl’s Night Out can be awkward, unfortunetly. If you’re at a date-y place with your girl squad, 95% of people will either A) judge you, B) feel sorry for you, or C) hit on you, or try to set you up, because they feel sorry for you. They’ve obviously never heard of strong, independant, women who don’t need men.

Ok, this is sounding way more cynical than I meant for it to sound; this is not an anti-Valentine’s Day post. It is, however, a post to give you one less worry about a strangely stressful holiday: what to wear.

Today I’m posting looks for the romantic dinner date, of course, but also looks for work, the club, outdoor outings, casual activites too, because unlike most other holidays, the social norms of Valentine’s Day are pretty broad.

And if you plan to spend all day binge watching Gilmore Girls in your pajamas, then hey, at least you have an outfit to save for later.

Romantic Dinner Date

Add A Statement Piece

A red dress is the most obvious choice, and if you want to stand out, you’ll probably be looking for anything but a red dress.

But you don’t have to avoid the cliche to avoid looking basic, adding a statement piece to your plain red dress is a way to make your date, and people around you go ‘WOW.’

One of my go-to’s for a night out is a fitted red dress that’s nothing special, but when I added this beaded pendant necklace, it goes from simple to standing out. This necklace also gives my look a boho tribal vibe, which aligns with my personal style, and that’s always something you should aim for.


If the red dress you want to dress up has a texture or pattern that makes a necklace look like too much, try another statement accessory such as earrings, bracelets, or rings. If jewelry isn’t working, a bold bag or pair of decorative shoes will add personality to a bland dress.

This silky strapless dress of mine has horizontal pleats going across the bottom half, making the beaded necklace I put with the dress above too much. Instead, I paired it with gold glittery heels and a black clutch with a gold elephant on the front to compliment the original design instead of taking away from it.


All-White Everything

As I’ve said in many of my posts, all black everything is super chic. But on Valentine’s Day it might make you look like you’re anti-love, unless you are, then wearing an all black outfit is perfect.

For this holiday, white is the new black. Wearing something completely white gives you elegance without looking like you’d rather be at a Black Hearts Party.

It wasn’t a romantic holiday, but I wore this white lace jumper on my summer cruise’s formal night, and it definetly set me apart from the rest of the ship, in a good way.

If jumpers aren’t your thing, a white dress or top and skirt/pant combo with white shoes works just as well, especially if there’s details like sheer or lace.




Unfortunetly, February 14th is not a day that people have off from work, like January 1st, but it’s still fun to dress for the occasion.

At a retail job, you can probably get away with wearing cute a graphic heart tee and a mini skirt, but at an office job, that will most likely get you into some kind of trouble.

If you have a job where you need to keep it professional, but still want to give off Valentine’s Day vibes, a sheer, but not too sheer, top with dress pants is a good way to go. It might not scream festive, but it still has a romantic aura about it.

Sheer tops can totally be professional as long as it’s not see-through in the wrong places, but of course determining if something is work-appropriate depends on factors like your industry, job, and position.

If I had to look professional on tuesday, I would wear this sheer peach striped button up with khaki pants, and since it’s a professional look, I would have to wear cami underneath instead of a bandeau.


Hints of Red

All black might not be ideal for a date, but it’s great for work. Wearing a mostly black outfit with hints of red allows you to get into the Valentine’s Day spirit while in the office.

Blouses with red and black patterns show that you mean business and can get your work done while enjoying the fun things in life, like being festive for holidays.

This red and black houndstooth top is a good example but there are many other styles and possibilities, like wearing red jewelry, makeup, or shoes.

Depending on your work place you might even be able to go costume-esque  with glasses and headbands from party stores, if you’re into that sort of thing.


The Club

Show Some Skin

There’s nothing to be ashamed of if you’re V-Day plans inolve hitting some clubs, in fact, that’s exactly what I did two years ago when one of my girl friends just had a break up, and it was a night for the books.

Plus, a lot of clubs/bars offer drink and entry specials, which is even more of a reason to go, who doesn’t love free drinks?

Obviously if you’re going clubbing you want to look hot, and you can do that by wearing something a little revealing, like a crop top, or something with cut outs on the chest, back, or middle.

I love this cropped turtleneck because it’s a beautiful shade of red, and has an open back that shows off my tattoo. Putting with some dark jeans and heels makes me club-ready.



You don’t have to show skin to look hot though, Whenever I go out, I almost always wear some sort of crop top outfit, but I know a lot of people who would wear anything but a crop top, for whatever reason.

If you’re one of those people who will never be seen showing your stomach, wearing something sparkly will get you noticed too. Things like glitter and sequins are really popular on New Year’s, but any other day, including Valentine’s Day, you’ll shine in the spotlight, literally.

I can never seem to find anything to wear with this silver sequin skirt, but it looks great with this forest green one shoulder top, and will look even better on a dance floor.


Outdoor Outings

Comfy Cardigan

There’s so many things to do in the great outdoors that make awesome Valentine’s Day dates, but what are you supposed to wear when you’re going fishing instead of eating at a table for two? You’re not going to want to wear a nice dress, and you’re definitely not going to want to wear heels.

What you do want to wear is something that will keep you comfortable and protect you from unpredictable Mother Nature, like an oversized cardigan. Big cardigans are so easy to take on and off, which is exactly what you want when doing some outoor exploring. You never know if you’ll come across a mess of branches or if it will suddenly get really windy.

Also, they tend to be breezy so you won’t be sweating up a storm while trying to protect your skin from bugs and branches on a nature walk. I love this look because I can easily take off my big garnet cardigan and tie it around my waist if I had to, and it’s not one of my nicer pieces so I don’t mind as much if it gets dirty.


Keep It Loose 

No matter what you wear on your outdoor adventure, you’re going to want to be able to move around comfortably. While leggings are a good alternative to jeans that can make it hard to sit certain ways, but after a few hours outside your legs might get sweaty or itchy, which is never comfortable.

Wearing something like harem pants, wide-leg pants, or culottes will give your legs room to breathe and you’ll be able to stretch them as far apart as you want and sit any way you want at the park.

Rompers, like this one, are another good option because you won’t have to worry about fixing your shirt or pulling up your pants since they’re one piece. If you’re doing something that involves being around water, like kayaking or a beach day, rompers make it easy for you to strip down into your bathing suit and cover up again.


Casual Activities

Try Something New

So maybe you’re not having a candlelit dinner, or hitting the town, but you still need to find something to wear out on a cute date.

If you want to make this outfit feel different than an outfit you would you would wear on any given day, wear an item you like, don’t usually wear or have never worn before. Trying new things is always refreshing, and trying it on Valentine’s Day will make the day feel more special.

I always wear things that are high-waisted, but I never really wear hats even though I like them and own a few. This maxi dress is one of my go-to’s and I never really wear anything else with it, but I was inspired by my romper look and tried a felt hat with it, and it worked! It gives me a new look that’s still me, but in a different way, and it’s something people that know me aren’t used to seeing.

This is an opportunity to wear that one thing you want to wear, but never do. And, you might open up a whole new set of outfit ideas that make you start wearing it more.



Prints are both really fun and really casual, and it’s so easy to find something with flowers or hearts on it to fit the mood, especially around now.

Something graphic with a word or saying is another good casual look, and you can show off your personality without saying anything.

I love this “XOXO” one for Valentine’s day, but usually you would find me in something a little more sarcastic. The best thing about shirts like this is that there are so many ways to wear them! If you need some ideas, check out my post all about graphic tees.



Well Babes, I hope some of these styling ideas give you some inspo, that takes a weight off your shoulder. I’m sending positive vibes for a happy Valentine’s Day and a happy week!

dress well. eat well. live well.



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