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7 Valentine’s Day Outfits for Every Occasion

7 Valentine’s Day Outfits for Every Occasion

Looking for cute Valentine’s Day outfit ideas to wear this year?

Whether you’re looking to dress a little more casual for school or dressier for a romantic date night, I’ve put together Valentine’s Day outfit ideas for every occasion.

If your work or school has certain dress codes, feel free to add in some layers or swap out some pieces.

The key is to have at least some red or pink in your outfit! 😉

Without further ado, here are some cute and simple Valentine’s Day outfit ideas!

Be sure to also follow me on Instagram and TikTok – I share a lot more content on those platforms that don’t make it to the blog!

More Valentine’s Day activities in Toronto

If you’re looking for more fun stuff to do this Valentine’s Day in Toronto, you might enjoy these posts:


Valentine’s Day outfits for school


Simple Valentine's Day outfit ideas for every occasion, whether it's a casual work day or a romantic date night out!

Lipstick: MAC Lipstick in Red | Sweater: Aritzia (similar here) | Skirt: Aritzia (similar here) | Boots: Aldo

1. Knit sweater with a high waisted skirt

You can’t go wrong with a cute little knit sweater and high-waisted skirt.

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It’s a simple outfit you can wear to school any day, but go for a bold red or pink sweater to really get into the festive theme.

If over-the-knee boots are too risqué for you, try some black tights with booties instead.

Tights might be good to wear regardless if you live somewhere cold.


Valentine’s Day outfits for work


Simple Valentine's Day outfit ideas for every occasion, whether it's a casual work day or a romantic date night out!

Lipstick: MAC Lipstick in Red | Tank: Aritzia | Blazer: Aritzia (similar here) | Leggings: Aritzia

2. Blazer and leather leggings

I thought I’d go with a monochrome look for work since some of you might work in more corporate environments.

I wore a white tank, white blazer, and black leather leggings.

To make this look more Valentine-y, I wore a berry lip and red nail polish.

You can dress up in the spirit of Valentine’s Day even in the most subtle ways!


Valentine's Day outfit idea featuring black turtleneck and pink wide leg pants

3. Turtleneck with wide leg pants

Lipstick: MAC Lipstick in Fashion Revival | Turtleneck: M Boutique | Pants: Zara | Booties: MUJI | Bag: Rebecca Minkoff

If you want to make a statement, a pair of pink wide leg pants screams “it’s Valentine’s Day!”

I paired these Zara pants with a simple black turtleneck and black booties to keep the pants as the star of the show.

I also wore a pink Rebecca Minkoff bag to bring even more pink to the outfit.

This outfit is conservative enough for a casual office look!


Galentine’s Day outfits for girls’ night out


Simple Valentine's Day outfit ideas for every occasion, whether it's a casual work day or a romantic date night out!

Lipstick: MAC Lipstick in Red | Jumpsuit: Urban Outfitters (similar here) | Jacket: Mackage from Aritzia | Heels: Nasty Gal (similar here)

4. Jumpsuit with a leather jacket

For me, girls’ night out looks are all about daring pieces like jumpsuits, statement heels, and funky lip colours.

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I paired this strapless rose-coloured jumpsuit with a black moto jacket to make it more rocker chic.

To dress it up, I threw on some strappy and glittery chrome heels.


Casual Valentine’s Day outfits


Simple Valentine's Day outfit ideas for every occasion, whether it's a casual work day or a romantic date night out!

Lipstick: MAC Lipstick in Red | Turtleneck: Frank and Oak (similar here) | Denim: Topshop (similar here)

5. Turtleneck with girlfriend jeans

You don’t really wanna overdo it for a casual Valentine’s Day date, so go with a well-fitting turtleneck and a pair of your best girlfriend jeans.

Be sure to wear a pink or red turtleneck to keep to the spirit of Valentine’s Day!


Frank & Oak pink turtleneck with MUJI ivory corduroy pants | Valentine's Day outfit ideas

Lipstick: MAC Lipstick in Fashion Revival | Turtleneck: Frank and Oak (similar here) | Pants: MUJI

6. Turtleneck with corduroy pants

Another style of pants you can wear with your pink or red turtleneck is some good ol’ corduroy pants.

They’re not your grandpa’s corduroys!


Valentine’s date night outfits


Simple Valentine's Day outfit ideas for every occasion, whether it's a casual work day or a romantic date night out!

Lipstick: MAC Lipstick in Red | Turtleneck: Marciano | Skirt: Dynamite (similar here) | Heels: Aldo (similar here)

7. Turtleneck with a bodycon skirt

I like my date night looks to be a little more alluring.

For that reason, I paired this white fitted turtleneck with a blush pink bodycon skirt and some strappy blush pink heels.

If you really want to amp it up, swap out the blush pink pieces for red instead!

Personally, I think pink is more on the sweeter side and red is more on the sexier side.


These were some of my Valentine’s Day outfit ideas!

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Hopefully this gave you some inspo on what to wear for your Valentine’s Day celebrations, whether you’re celebrating with a significant other or getting in the spirit with your Galentines.

Which of these Valentine’s Day outfit ideas is your fave? What will you be doing this Valentine’s Day? Let me know on Twitter or Instagram!

You can find more of my fave products and items on my wishlist in my Amazon Shop.

More Valentine’s Day activities in Toronto

If you’re looking for more fun stuff to do this Valentine’s Day in Toronto, you might enjoy these posts:

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Jessica Lam | Toronto lifestyle, fashion, beauty, and travel blogger | Diary of a Toronto Girl, a Canadian lifestyle blog

Angelle Marix

Wednesday 7th of February 2018

You look so chic!! I'm obsessed with your style. Great outfit inspiration!!

xoxo, Angelle www.dashingdarlin.com

Deborah

Wednesday 31st of January 2018

I love all of these looks! My boyfriend started grad school so he will have class on Valentine's Day this year so actual Valentine's day will be pretty casual but I think I'd like to wear a similar look to the last outfit for our date night later in the week!

Jessica Lam

Sunday 4th of February 2018

Thanks Deb! Enjoy your Valentine's date! :)

Keri H

Monday 29th of January 2018

Yess you nailed the V-day looks for any occasion! Loving the GNO one the best though :)

Jessica Lam

Monday 29th of January 2018

Thanks so much girl! :)

Kimberly Hsieh

Monday 29th of January 2018

My favorite is the pink turtleneck! It's so casual and perfect for an outing!

Jessica Lam

Monday 29th of January 2018

Thanks Kim! :)