How To Style Oversized Clothes – Boyfriend’s Puffer

There was a time in which loose-fitting clothes were only reserved for the coziness of the house and you couldn’t go outside without slim, figure-hugging silhouettes. I also remember our mothers buying us clothes some sizes bigger so that we could wear them for at least two years before they didn’t fit us anymore. And most of us hated that. Little did I know that I would choose to wear loose, shapeless clothes in a few years to come. The teenager me would probably freak out. However baggy silhouettes have become my favorite staple, especially during the winter months, so I thought to share some tips on how to style oversized clothes and still look good.

boyfriend's oversized jacket

How To Style Oversized Clothes

Whenever I get the chance or I am in the mood, I borrow clothes from my boyfriend’s wardrobe. I enjoy the effortless oversized fit of them and by doing this I don’t need to spend extra money to buy more. If you don’t already do that I suggest you start raiding the closets of your brothers, fathers, husbands, boyfriends or from any man you have in the family! (Just don’t tell them I told you to do so. 😛 ) This way you will have more clothes at your disposal with less money. 😉

If fact this is what I did today. I borrowed the coziest and warmest jacket I found in my boyfriend’s wardrobe and now I am trying to persuade him to pass the ownership entirely to me. I know this is not going to happen anytime soon though. 😛

Anyway, enough with the rumbling, let’s get to the fun part!

When you style oversized clothes there is a fine line between looking sad, lost into the fabrics and cool and effortless. There are a few tips to keep in mind in order to look good and put together, even on the days, you are feeling lazy and just want to throw on something and get out of the house.

how to style oversized clothesOversized, Νοt huge

One of the basic rules of wearing oversized clothes. When you want something to fit looser than usual you can go up to two sizes. If you go for more, the clothes will not look oversized, but huge and the result is not going to be the one you aim for. You will probably look lost in the fabric. Of course, you can stay true to your size or go up to a size bigger when the clothes have originally loose-fitting lines.

Keep The Proportions Balanced

It is important to achieve a balanced look in order not to look like you just left your bed. Especially if you are not a pro with styling the oversized trend, I suggest you keep an eye on the proportions. For instance, if you are wearing something baggy on the upper half, keep the rest of the outfit normal fitting. Ideally, start with one oversized item and add more as you get familiar with the silhouettes and lines of the baggy clothes.

Layer It

Oversized garments are great for layering since there is a lot of room to add clothes underneath them. An oversized shirt, for example, would look nice paired with a turtleneck underneath. This way you can make them perfect and appropriate for the colder days as well.

Wear Heels

Especially if you are petite and you love wearing loose-fitting clothes, heels will be your best friends on this occasion. Otherwise, if not done carefully the whole trend will make you look like a blob.

Don’t forget about the texture

The texture of your oversized clothes matters. Chunky and thick fabrics will add volume and bulkiness to your body, whereas thin materials will make you lose your shape. In both cases prefer to pair them with something tight or add a belt to it, in order to show your natural shape.

styling oversized clothesShow some skin

The issue many of us face when wearing baggy clothes is that most of the time the result we get is a shapeless figure. Remember to show off some skin so that the natural silhouette of yours is visible. For example, wear an oversized long top with tights instead of pants, or pair loose bottoms with a tight cropped tee on top.

Other Styling tips

There are many things you can do to make oversized and cozy clothes look bomb, and it all requires to try many different combinations and see what you like the most. Some simple, yet stylish ideas are:

  • Drop an oversized coat on your shoulders instead of wearing it properly
  • Tuck a loose-fitting tee in a tight-fitting bottom
  • Add a belt to a shapeless baggy fabric to accentuate your natural body shape
  • Wear heels with long oversized tops
  • Pair palazzo trousers with tight-fitting blazers
  • Tie a flannel around your waist when wearing a loose-fitting dress

Of course, there are more ways to style something XL and it is up to someone’s personal taste. Oversized clothes are comfortable and cute, so I don’t see any reason why anyone would choose to skip them. Don’t forget to rock them on a daily basis and enjoy their warmth and coziness.

Wearing my Boyfriend’s Puffer Jacket

This is what I did when I chose to wear this jacket. I’ve been wanting to wear it outside for sometime now, so I couldn’t resist, but to grab the chance the day my boyfriend didn’t want it. It is so warm and cozy and I really love its color, so you can imagine how excited I was. I choose to pair it with two tight fitting tops and slim line trousers so that the outcome didn’t look too bulky. It is already a garment with a lot of volume, so any extra would make it look too much in my opinion.

tommy hilfiger blue puffer

style oversized clothes

This is it! I hope you find this guide helpful and gives you some inspiration and ideas on how to style oversized clothes.

Question of the day: Did you like the way I wore this vibrant blue puffer jacket?  Would you wear it yourself? Can’t wait to hear your thoughts in the comments section below!

xoxo kate logo



  1. Henderson
    December 15, 2019 / 8:47 pm

    This is some really good guide here and I really enjoyed it too. The fact that I can actually pick the kind of oversized that I want is cool and also get to choose how it would look too. I have a question though. How would I be able to go through showing some skin when the cloth is kinda big and will heels really look nice with it?

    • Kate
      December 18, 2019 / 12:06 am

      Hi Henderson,
      If for example, you choose to wear an oversized top, you can always opt for a skirt. This way you show some skin and the oversized garment doesn’t hide your silhouette entirely. Yes, I believe that heels always look nice . 😛
      Thank you for stopping by!

  2. Chicute
    December 18, 2019 / 8:38 am

    Thanks for sharing!

    • Kate
      December 20, 2019 / 2:03 pm

      You are welcome 🙂

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