The first What to Where Wear post of the year is all about the day of love. Whether you celebrate with your significant other, your girlfriends or anyone else special in your life, I think you’ll love this casual Valentine’s Day outfit. It’s the perfect look for a quiet night in and relaxing at home.

If you missed my roundup of the 2021 What to Wear Where posts, you can check that out HERE.

Casual Valentine’s Day Look

casual valentine's day outfit

Oversized Pink Sweater

This oversized bubblegum pink sweater is from my shop, Pretty Neutral. It has a wide neck that’s perfect for wearing off the shoulder. The sweater has a slightly slouchy fit, so you can wear this comfortably with leggings. I’m normally an XS, but wearing a small for a more oversized fit.

For other fun Valentine’s Day options, this sweater paired with these earrings would also be darling! This sweater is a crew neck and has a more fitted structure with the beautiful cable-knit sleeves.

I also really love a Valentine’s Day graphic tee.. I linked my favorites below!

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casual valentine's day outfit

Black Leggings

A great pair of nice fitting and comfortable black leggings are a wardrobe staple and these hit the mark. They come in a variety of other colors with different lengths to fit different body types. I’m normally a 00 in most pants. However, I usually wear a 4 in lululemon. I’m wearing a 2 (25″) in this style because they have a more forgiving fit.

These lululemon leggings will last you year after year, and think they’re worth the initial investment. Especially because you’ll likely wear these often, and the price per wear will end up being low.


Winter is finally settling in here in Kentucky, so I’m breaking out the winter coats, hats and gloves. This affordable pink puffer coat is such a great price point for the quality. It has over 5,000, 5-star reviews on Amazon, so it’s definitely worth checking out if you’re on the hunt for a winter coat. I love that it’s a longer length to keep you extra warm on those really cold days too. The coat comes in over 15 colors, and fits true to size (XS).

To go along with the Valentine’s Day theme, this cashmere-blend beanie complements this coat well. I love the contrast of the brown pom-pom to the pink of the hat. It also comes in lots of different colors.

casual valentine's day outfit


To finish this casual Valentine’s Day outfit, I paired my Golden Goose Mid-Star sneakers with the look. I’m normally a 7/7.5 in most shoes and wear a 37. I’m a 38 in the Super-Star style, which look more like your regular sneaker.

These Mid-Star Glitter sneakers are so much fun with the pink and glitter details. They’re great to pair with leggings and jeans, all year round.

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casual valentine's day outfit

XO Amanda

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