How to Wear 1950s Style Dress: 15 Vintage Outfit Ideas

best 1950s style dress outfit ideas

If you are going to a cocktail party soon and you want to wear something very creative, how about surprising your friends with a vintage look by wearing a 1950s style dress. It usually means a swing dress that comes with a vintage design. Although I have no idea about what happened in the 50s, but those lovely and classic swing dresses seem to be the most trendy thing to wear in that era. Remember to style your hair in a vintage way to pair with your vintage dress. Anyway, to better show you how to style it, I have put together a list of some of the best 1950s style dress outfit ideas for you. Let’s dive in.

Teal and White Lace 1950s Style Dress


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Let me start off the list with a very interesting vintage school girl look that make be your next cocktail party outfit idea. This 1950s style dress here is a teal and white swing dress that comes with the white lace collar detail. Pair it with white heels and a small green clutch purse to complete this vintage look.

Navy and White Polka Dot Halter Neck 1950s Style Swing Dress

navy and white polka dot halter neck 1950s style swing dress
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This dress here may be something that you already have in your wardrobe, but to unlock the vintage look, you will also need to style your hair in a 1950s style. In details, wear this navy and white polka dot halter neck swing dress with pink rounded toe heels to achieve a ladylike look.

White and Blush Pink Floral Printed 1950s Style Swing Dress

white and blush pink floral printed 1950s style swing dress
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A floral printed dress can also give you that vintage feel, especially when the dress comes in white and pink. In details, it is a blush pink and white floral printed midi swing dress. Pair it with a pair of pink heels with ribbon details. The result is a very vintage and playful look.

Dark Green Deep V Neck 1950s Style Swing Dress

dark green deep v neck 1950s style swing dress
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Sometimes, it is the color that gives you the vintage feel. For example, here is a dark green deep v neck midi swing dress that has that vintage expression in it. To style the dress, you can simply wear a pair of black shiny leather heels to complete the look.

White and Blush Pink Floral Printed Swing Dress

white and blush pink floral printed swing dress
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If you are not sure why this beautiful dress has that vintage feel in it, look at the upper part of the dress. It has the button up design which makes the dress looks so beautiful and nifty. In details, it is a white and blush pink floral printed vintage swing dress. Wear pink open toe heels to complete the outfit femininely.

Pink Halter Neck Floral Tube Swing Dress

pink halter neck floral tube swing dress
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This is the type of dress that you can imagine ladies back in the time wear to picnic, at least that’s what it seems like from what I learn from the movies. Anyway, to achieve this look, you can simply wear a pink halter neck tube swing dress that is filled with exaggerated floral prints. Wear brown heeled sandals to complete this amazing look.

White V Neck Maxi 1950s Style Maxi Swing Dress

white v neck maxi 1950s style maxi swing dress
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This beautiful white dress can be considered as a vintage wedding dress. Having it as one of your wedding dresses in your wedding photoshoot can be very interesting. To form this outfit, you can simply wear this white v neck maxi swing dress with white pointed toe heels to complete this all-white look.

Blue and White Vertical Striped Midi Swing Dress

blue and white vertical striped midi swing dress
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This is a very uniquely designed dress that is filled with so many nifty and vintage details. Generally speaking, it is a sky blue and white vertical striped midi swing dress but there is more to the dress. It also has some lovely buttoned details in the upper part of the dress. Pair it with pale pink strappy heels to complete the look.

White Lace Sleeve Scalloped Hem 1950s Style Swing Dress

white lace sleeve scalloped hem 1950s style swing dress
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This outfit has an intense feminine feel in it thanks to the scalloped hem details. It is a white mini swing dress with lace sleeves and scalloped neckline and hem. To build a vintage look around this beautiful dress, simply wear pale pink pointed toe heels and wear a pair of vintage pearl earrings.

Black Half Sleeve Deep V Neck Swing Dress

black half sleeve deep v neck swing dress
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For those of you who wants to try a 1950s style dress without actually following through with a vintage hairstyle, you can still look good but the 50s feel can hardly be seen. For example, here is a black half sleeve deep v neck swing dress that could have give you that vintage look. Yet, simply wear the dress with black heels and a modern hairstyle will give you a trendy and ladylike look instead.

Blush Pink Floral Embroidered Chiffon Tube Maxi Swing Dress

blush pink floral embroidered chiffon tube maxi swing dress
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To achieve a very ladylike look, wearing something blush pink will give you a great chance of doing just that. For example, here is a blush pink floral embroidered tube maxi swing dress that is made of chiffon and tulle. Pair it with black suede heels to complete a very elegant and lovely outfit.

White Sleeveless Double Layered Maxi Swing Dress

white sleeveless double layered maxi swing dress
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This white vintage dress can also be worn as a wedding dress. If you want more variety for your wedding photoshoot, you may want to wear this white sleeveless maxi swing dress with two layers. Simply pair it with blush pink open toe heels to complete this vintage look.

Black and White Polka Dot Swing Dress with White Felt Hat

black and white polka dot swing dress with white felt hat
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Sometimes, you can use accessories to bring out the 1950s style in your outfit. For example, you can wear a black and white polka dot midi swing dress with black ankle strap heels. Now, to turn this into a vintage look, simply wear a white felt hat to provide that magical touch.

Black Scalloped Neckline 1950s Style Swing Dress

black scalloped neckline 1950s style swing dress
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This is a very interesting dress. Usually, you would find the scalloped detail appear at the hem of the dress, but for this dress, it appear at the neckline. In details, it is a black scalloped neckline midi swing dress. Pair it with black suede ankle strap ballet heels and and black and white striped vintage leather purse.

Here are some really interesting and beautiful 1950s style dress outfit ideas that I have just shared with you. The next time you go to a cocktail, don’t be afraid to surprise your friends by wearing something similar to the above outfit ideas.