Best 15 Pin Up Dress Outfit Ideas: Style Guide for Ladies

For those of you who don’t know exactly what the pin-up dress means, they are simply dresses with a gathered waistline and sometimes pins are attached to the waist area of ​​the dress. In other words, they are simply dresses that are very tight in the waist area. Most often, they come in the form of fit-and-flare dresses, which are a beautiful way to look slim and tall. To show you some examples of how to style it, I have collected some good pin up dress outfit ideas for you. Let’s look at them now.

Burgundy flared pin up midi dress with a deep V neckline and half sleeves

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To start this list of outfit ideas, you can wear a deep red or burgundy pin-up midi dress with a V-neck and half sleeves. With the shoes, you can wear a pair of black strappy round toe heels to look vintage and unique. You can add a black leather handbag to complete this elegant vintage look.

Black and red pin-up fit and flare midi dress with a white lace choker

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This is another vintage dress that can make you look very attractive in a cocktail party. The dress is a black flare fit pin up midi dress that comes with a red belt and some fancy pins. Wear it with a white lace collar-like choker to look elegant and feminine. Pair them with black leather heels to complete the look.

Black and white striped two tone flared pin up midi dress

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Here’s a more youthful and stylish outfit you might want to try. In detail, the dress is a two-tone flared midi pin-up dress, the upper part of which is filled with a black and white pattern and the lower part is a black flared midi skirt. Pair them with black suede ballet flats to look elegant and simple.

Black and red pin up halterneck midi dress

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To create that sharp and vintage look, using the red and black color combination is key. To achieve this look, you can wear a black and red halter pin up midi bodycon dress. Pair it with a pair of red round toe heels. Add a black and white polka dot handbag to complete the vintage look.

Black and white check fit and flare midi dress with a square neckline

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To create this attractive vintage cocktail party outfit, you can wear a black and white checkered midi pink dress in a fit and flare style with a square neckline. Pair the dress with black ankle strap open toe heels to look slim and tall. You can wear black gloves to look even more ladylike and vintage.

White off shoulder red polka dot print flare midi dress

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Here’s an outfit that will make you look unassumingly sexy without having to show a lot of skin. To achieve this outfit, you can simply wear a two tone dress consisting of a white off the shoulder short sleeve t-shirt top and a red and white polka dot flared midi pin up skirt in the bottom. Wear gold open toe heels to complete the outfit.

Black midi bodycon pin up dress with sheer overlay

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This is a breezy and elegant cocktail party outfit that is a natural way to stand out from the crowd. To create this look, wear a black bodycon midi pin-up dress and layer a black semi-sheer scarf over it. Pair them with black open toe heels to complete the outfit in style.

Red and Black Pleated V-Neck Cap Sleeve Cap Sleeve Midi Dress

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This is a very attractive black and red vintage outfit. To achieve this eye-catching yet natural look, you can wear this red and black V-neck pleated flare pin up dress filled with color blocks and polka dot pattern. For the rest of the outfit, you can wear a pair of red ankle strap heels with open toes to complete the look.

Blue and white halterneck dress with a flared silhouette and sweetheart neckline

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While a black and white plaid dress is a classic dress you can look great in, a blue and white plaid dress like this flared midi pin up dress isn’t too shabby either. For the rest of the outfit, you can wear a pair of blue ankle strap open toe heels to complete the outfit.

Black crossover pleated pin up knee length shirt with crossover neckline

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To create this all black elegant cocktail party outfit, you can wear this Black Cross Neck Pleated Knee Length Dress as the focal point of your outfit. Team yours with a pair of black ankle strap heels with open toes. A black leather handbag would look fantastic with this outfit.

Black low cut knee length bodycon dress with leather heels

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This outfit is a great demonstration of the less is more concept. To create this minimalist and attractive look, you can simply wear a black short sleeve plunging bodycon mini pin up dress to show off some curves. Pair it with a pair of black leather high heels to keep the outfit clean and simple.

Red and white polka dot fit and flare pin up dress

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To create this striking vintage look, you can wear a red and white polka dot flared midi tank dress. Team it with a pair of red open toe heels for a perfect match with the dress.

Black and gray polka dot flare midi dress

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Here’s another vintage outfit that makes use of the classic polka dot element. To create this look, you can wear a black and gray polka dot cap sleeve pin up midi dress. Combine the dress with suede high heels with red ribbon to add an eye-catching touch to the outfit.

I hope you enjoy the pin up dress outfit ideas I just shared with you in the list above. Try them on to see if they fit your body type well enough.