Polka Stripes Ways To

2 Chic Ways To Wear A Hoodie Sweatshirt To Work Or Out


chic ways to wear sweatshirt | dreamingloud blog

Sweatshirts are the coziest wardrobe staple that even Blair Waldorf approves of (proof- season 5 episode 14; can never forget her I love NY sweatshirt as I was desperately wanting to see her dress down). They are relaxed, cool and masculine but when paired appropriately, sweatshirts can be as chic as a pleated skirt. Plus, you can wear them to office, parties and night outs too.

Tips to dressing up a Sweatshirt

To Work-

  1. Wear it over a button down tailored shirt with dark denim/formal pant like I did in look #2.  Roll your sleeves if your sweatshirt comes with a elastic cuff and opt for solid or formal patterned sweatshirts like stripes/checks.
  2. Wear it over a pencil skirt with a fitted blazer and stilettos.
  3. Wear it under a sweater vest as a basic layer in winter with blazer/winter coat and ankle boots.

Out with friends or party-

  1. Wear it over a flare or baby doll dress to give a skirt impression with oxfords for a polished look like I did in look#1 or with sneakers for a casual look.
  2. Wear it with a metallic dress or skirt with leather jacket and stilettos for a night out.
  3. Wear it with a printed or lace skirt with blazer vest or trench and tall boots.

Here are the 2 chic ways I paired my sweatshirts- I paired one solid and one printed sweatshirt to give you options!

Sweatshirt Over Dress


chic ways to wear swetshirt over dress| dreamingloud blog


gingham dress | dreamingloud blog


Vintage gingham dress| dreamingloud blog


sweatshirt over dress |dreamingloud blog



Shop The Look

Gingham Dress (similar 1, 2) | H&m Sweatshirt | Moto Jacket (last seen here; similar 1, 2 and 3) | Purple tights | Oxfords | Mab tote (love this) | Hair bow | Reading glasses


Sweatshirt Over Shirt







Which look suits your style?

Shop The Look

Stripe Sweatshirt c/o Romwe | Polka Dot Shirt | Crop Flare Jeans (similar 1,2,3) Fishnet tights (socks) | Kitty Flats | Philip lim Bag (similar 1,2,3) | Sunglasses


Thank you for stopping by!

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  • Sabrina Barbante

    I love sweatshirts! I like wearing them like you do, particularly with jeans, leggings and very short skirts.
    I only have some problem when it comes to coats! I have very long hairs and the hood creates a weird “hunchback” effect… so I solve the matter with a ponytail… that makes me look even younger 😉

  • I loved how you have styled these sweaters – they are my favourite and soooo comfy!

  • Miss Kim

    How fun. You make experimenting mix and match of clothing fun. These days, I am all about comfort. It must be a sign of getting old lol.

  • I love how you styled the hoodies! Especially for the first outfit. I definitely enjoy wearing hoodies, they’re so comfortable to wear.

  • I loved how you have styled these sweaters. I love the photographs and i enjoyed the post.


  • Veethee Dixit

    I love sweatshirts. Wearing them over a dress is a great idea!

  • I love that you brought up Blair Waldorf. I myself am also a Gossip Girl fan. Good stuff!

  • kathryn Maher

    Like your styling ideas here for wearing the sweatshirt in imaginative ways. They are such a staple in everyones wardrobe and its good to see that they are versatile too.

  • Hoodies are so versatile for layering and I especially love how you have layered it in the first photos underneath the mustard jacket. Great styling as always x

  • Alison Rost

    Love the different ways you styled your hoodie .. I wouldn’t have thought of them. I especially liked the casual look with jeans and the super cute yellow flats!

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  • Erica Wszolek

    You are the sweetest! Great style tips. 🙂

  • tara pittman

    I love the jacket and dress. Perfect for a nice spring day.

  • i love the yellow jacket on you

  • Great ways to wear hoodies! They look dressy the way that you have styled them!

  • Melissa Chee

    Super cute – such a unique look!

  • Such great looks, these! I confess I know nothing of fashion, but these pictures are very inspiring!

  • This looks so good on you. I need to use your style suggestions when I shop for clothes again.

  • Julie Torres

    This is super cute and a good way to style, layer, and stay warm when you the days are all over the place.

  • Brittany Daoud

    Love how you paired it with that mustard jacket, so cute!

  • effortlesseverydaystyle

    You look so adorable! Love this trend!

  • I love that first look with the sweater over the gingham dress! It’s super cute, and the colors go together so well!

  • Annemarie LeBlanc

    I love how you mix and match your clothes! Simply add or remove a jacket, you get a new look every time. How amazing! I love the mustard colored jacket and/or sweatshirt over the dress idea.

  • I like your outfit. They are so me. Those shoes look so comfort.

  • Anosa Malanga VA

    Wow you look very cute in those outfits. I love it! I will definitely make it as my fashion inspirations.

  • This is so cute! I wish I liked the way that hoodies feel…they’re always too tight around my throat. Weird, I know. These are such fun ways to wear a hoodie, though!

    Molly // Miss Molly Moon

  • These are great ideas! I love hoodies and practically live in them from fall until summer!

  • Katrina gehman

    i love the look. i will have to show my daughter this as i’m sure she will love it and want it too.