Category Archives: Pin Up

What to wear for your retro pin up photography session

You’ve finally made the jump and scheduled a 50’s inspired photo shoot. I can’t begin to tell you how much fun we are going to have! Now you’re probably wondering what to wear for your retro pin up photography session. It’s not like we all have 50’s style wardrobe hanging in our closets (but if you do, you are super awesome).

what to wear for your retro pin up photoshoot in Portland

I’ve pulled together some images from a few of my past 50’s inspired shoots to give you a little inspiration for your own retro pin up photoshoot. It’s pretty easy to find some simple things online. You might actually find that you have a piece or two from your own wardrobe that will work. Once you have your hair and makeup styled in a fabulous 50’s look (thanks to my amazing hair and makeup artist) and we add in some vintage props (which I have a bunch of), you can make almost any outfit look 50’s inspired.

Swing Dresses

50’s style swing dresses can be dressy or more casual. A dressier version would considered a cocktail dress. A more casual swing dress is more reminiscent of a homemaker’s entertaining dress – complete your outfit with some cookies, fresh out of the oven for your guests. If you search Amazon for 50’s swing dress, you’ll find a ton of great options.

Bathing Suits

Halter top or high wasted bikini bathing suits are very 50’s pin up like. They certainly give a more fun summer vibe to your images, if that’s a look you’d like to go for. Check out these 50’s bathing suits on Amazon.

Jeans and Casual Tops

For a fun casual look, try high wasted capris (you might even have some in your closet) with a retro button up blouse, crop top, or halter top. You can find a few tops like this by searching Amazon for “women’s 50’s style tops.” I like this top that comes in a bunch of different colors and patterns.

Pencil Dresses

50’s pencil dresses are also known as wiggle dresses. Don’t you just love that name? They are sexy, curve hugging dresses that give a more dramatic and serious look. I love these 50’s pencil dresses.

What to wear for your retro pin up photography session in Portland. This is an 50's inspired image of a woman wearing a black pencil wiggle dress, vintage bird cage hat, and long black gloves. Pin Up photography by Rayleigh. See more at byrayleigh.com

Lingerie

The nice thing about a lingerie look for your pin up photos photography session is that you can just choose some simple black pieces and they will work fine. High wasted bottoms are very 50’s looking and as a bonus, they usually flatter the tummy. Win-win! I like these ones.

What to wear for your retro pin up photography session. This image is of a woman standing against a white wall, wearing black lingerie. she is applying lipstick. Photography by Rayleigh. For more info, please visit byrayleigh.com

Accessories and other details

Here are some accessories to consider for your retro pin up photography session in Portland. Red heels, a pearl necklace, cat eye glasses, vintage hats, or a thin scarf around the neck or in your hair.

No matter what kind of outfit you choose, some common colors are patterns I see a lot of in 50’s inspired outfits are the color red, polka dots, gingham, and cherries.

You are on your way toward an amazing shoot

I hope these images and ideas give you a good head start toward figuring out what to wear for your own retro pin up photography session. I do have a handful of pieces in my studio wardrobe that you are more than welcome to use. If you’d like to see what I have, just let me know. Also, feel free to ask me about my vintage props that are available for your photo shoot.

Let’s chat!

If you haven’t, yet, scheduled your session and you are in the Portland, Oregon area, please send me an email and we can plan your amazing retro pin up photoshoot!


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What to wear for your retro pin up photography session. This image is of a woman lying on her tummy on the bed, wearing a vintage birdcage hat and 50's inspired dress. She's holding a blue vintage fan for her prop. Photography by Rayleigh. For more info, please visit byrayleigh.com

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What to wear for your retro pin up photography session. This image is of a woman lying on her back on the bed, wearing a 50's inspired cherry button up shirt. She's holding a black rotary telephone for her prop. Photography by Rayleigh. For more info, please visit byrayleigh.com

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What to wear for your retro pin up or beauty photography session. Photography by Rayleigh. For more info, please visit byrayleigh.com

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