While it is usually easy to find a vintage skirt in a second hand shop, it can be hard to know how to wear them so I will show you 5 different ways to wear a vintage skirt that will work for most vintage skirt styles!

5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
I scored this vintage skirt WITH POCKETS in Pensacola for $3! I love the colour, the stripes, and style, and it is in perfect condition other than it is missing the belt that the little thread loops tell me was once there. No problem for me since I’m not in a belt stage of life!

1. Vintage Skirt with a Matching Top

Before we start, I should clarify that I’m talking mainly about longer midi-style vintage skirts rather than a vintage pencil skirt because that is what I see in the thrift stores in a variety of sizes, prints and colours. I have thrifted several vintage skirts over the years and still have a few that I can’t bear to part with! They are irreplaceable, just like this one!

For the first style, pick a colour in your vintage skirt and match it. It’s that easy.

5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
This particular skirts has only one colour, a seafoamy-green-turquoisey-blue stripe and luckily I just happen to have a top that is a close match! (Thrifted years ago for $8)

Here’s the catch: you need to tuck the top in. You might think you can’t tuck it in, but trust me, you can. If you don’t tuck your top, it just hangs there making you look all shapeless. Tuck and go forth with confidence!

5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
Trust me on the tuck.

To complete your look, add some fun shoes and accessories. I could not get the classic vintage colour combo of turquoise and red out of my head, so I chose red accessories.

5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
My $15 Vivian Westwood Melissa shoes are so adorable and jazz up the ensemble! The bracelet is by She Does Create and I’m also wearing gifted red sparkly earrings. I opted not to wear a necklace because I wanted the focus to be on the shoes, and besides, I already had 3 hits of colour which makes red an accent rather than an accident!
5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
When I was trying to capture the earrings, a magical no-filter lighting situation befell me, so you’ll just have to imagine the earrings.

2. Vintage Skirt with a Neutral Top

A neutral top is an easy pairing with any vintage skirt! Traditional neutrals include black, white, brown, grey, navy, olive and chambray. I think my vintage skirt would look with any of those colours but I chose white for a summery feel.

5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
Vince Camuto white top $4 from Austin Goodwill Boutique. The lace detailing makes the ensemble a little more interesting.
5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
Again, add some coordinating accessories – like my arm party with a mix of thrift and She Does Create.
5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
My earrings are special to me, made with love by Elisa! I think they perfectly compliment the vintage vibe of the ensemble!
5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
I can’t resist a pop of colour (and I don’t have shoes that match anyway) so I wore my Franco Sarto coral espadrille wedges.

3. Vintage Skirt with a Contrasting Colour

If you look through magazines or scroll through Pinterest, you’ll likely see more and more contrasting colours as fashion gets more couture. In other words, when it seems like it doesn’t “go”, it actually does! The trick for wearing contrasting colours is choosing colours on the opposite side of the colour wheel…

5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
Blues are across from yellows, oranges and reds.
5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
Therefore, wearing a peachy tank ($4.60) was a natural choice.
5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
I chose accessories in the same colour scheme so it didn’t look too busy… She Does Create elephant earrings!
5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
Thrifted necklace $3.
5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
I did wear floral patterned shoes ($8) with this look and then picked up those colours in my arm party, which I’m trying to show here but as my son put it, “it looks like you have to poop,” so maybe the point was lost. Sigh.

4. Vintage Skirt with a Pattern Mixing Top

Pattern or print mixing is not that hard. There are three tricks to making it work:

  • ensure there is a common colour
  • choose prints with different scales
  • stripes are the default mixer – they look good with every other pattern
5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
All three tricks are represented in this outfit with my fave “new” $5 top.
5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
I LOVE LOVE LOVE these patterns together. My daughter however advised me to put on something that would “look prettier.” Sigh.
5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
So don’t listen to your children; listen to me.
5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
P.S. If your vintage skirt has buttons, leave the last few open for a more modern look! Flashing your legs is optional.

5. Vintage Skirt with a Knotted Shirt

You could use a chambray shirt for this look or any shirt with enough room to make it knotty (!). Some thrifters swear by shopping the men’s section for comfortable button-up shirts so don’t be afraid to look around till you find one you like!

5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
My $7 Free People top is perfect for this look because it is nice and long and easy to tie! $2 floral flats.
5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
Classic hoops and an arm party to accessorize!
5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
Either tie or tuck your top with a vintage skirt!

There you have it! Five styling ideas for your vintage skirt that should be translatable to most vintage skirts!

5 Ways to Wear a Vintage Skirt by The Spirited Thrifter
Here are the tops!

Do YOU have a vintage skirt? Which of these looks are you most interested in trying?! Let me know in the comments!

xoxo Nicole

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5 Ways to Wear a Vintage Skirt by The Spirited Thrifter

10 Comments

  1. Iris Needleman Reply

    You inspire me to try new thriving options. Thanks. Iris in New Jersey.

    • xoxo that makes my day! Thank you!! I think you meant ‘thrifting’ but I think thrift/thrive are practically interchangeable! Hope you get to do some thriving this weekend! 😉

    • Thanks! It is easy to wear for sure, a little more forgiving. I just need a few more button-up tops!

    • Thank you!! It was my fave even though my daughter disagreed, LOL! Arm parties make me happy and indulge my matchy-matchy tendencies! Highly recommend them! Thanks for the comment!

  2. Looks great with the pink sandals! The skirt looks lovely and cool for hot weather, what sort of material is it? Pockets
    Thanks for the inspiration!

    • Thank YOU for the kind words! It’s cotton, so yes, nice and cool for Houston heat! I got the pink Salt Water sandals nwt from eBay and LOVE them, along with my other pairs of Salt Water Sandals! So comfy.

      • Mum and I went thrifting yesterday and we both wore jumpers the same colour as your sandals, hot pink is a favourite!
        I had this post in mind when I bought a blue button up dress. Not quite as flexible as your skirt but hopefully as stylish and cool in our summer (today it’s minus 5 so a while yet!). Will keep an eye out for bright sandals meanwhile…

        • That is AWESOME! I love hot pink – the sandals are surprisingly versatile! Are you in Australia? I ask because I saw somewhere that Salt Water Sandals are debuting a new colour – MUSTARD YELLOW!!!! But only in Australia. So everyone there better get a pair and not squander the opportunity! So glad you found the post helpful and inspiring. That makes me very happy! xoxo

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