Lastly, I smoothed the front with Suavecita Pomade and finished with R+Co’s Outerspace Flexible Hairspray. In short, curl the hair with a small curling iron ans set it using a heat protectant. Tease the front into two sections and mold one side into a victory roll facing forward, and the other side into a barrel role going back. Use a lightweight pomade or wax to smooth and a flexible hairspray to set.
The Pretty Dress Company: As the name suggests, this is the place to find the dress of your dreams. The cuts are extremely ’40s-, ’50s-, and ’60s-leaning, with tucked-in waists and longer hems and pencil skirts. They aren’t cheap, but the quality is amazing. If you’ve been eyeing a gorgeous vintage blogger on Insta, this is where they got that dress.

You can’t be anything but eye candy in vintage inspired pin up dresses with A-line, pencil or circle skirts that dance with your every step.  A wide cinch belt helps define your waist and add a contrasting color to your pinup fashion. The strapless, spaghetti or halter neck pin up dresses are the most popular 50s pinup clothing for summer.  Pin up dresses with sleeves are harder to find however with a little crop or cardigan sweater sleeveless dresses are wearable all year long.
There is truly no right or wrong look for anyone, let’s just get that out there first. If you like it, wear it. Plain and simple. That being said, clothing styles are tailored to certain body shapes so there are some that are naturally a better fit than others. We have taken a look at the various cuts and styles of the vintage eras and come up with a fool-proof way to reach your perfect pin-up persona.
Do you or did you used to work in an office environment? Then you're bound to own a pencil skirt. The classic pencil skirt is a key piece to bring to a pinup shoot as it's very usable and can be worn with shirts and cardigans or even just with your favorite bra. It is reminiscent of 1950s wiggle dresses that made the wearer walk with a little wiggle in their step.
If there’s one modern thing to love, it’s all the vintage style inspirations you can find on social media. Whenever you’re in doubt about what to wear or whether your ensemble is 50’s fashion icon worthy, just click online and view our vintage style outfit ideas. Looking for more inspiration? Scroll your way over to these modern day retro fashion icons and see what type of vintage fashion they’re rocking.

Many brides chose wedding dresses made with a sweetheart neckline after watching Elizabeth Taylor in Father of the Bride. Ballerina-length dresses were a popular choice for both the bride and her party. Brides who chose to go with a longer dress usually loved lacy tiers and flouncy frills. Grace Kelly’s marriage in 1956 set the tone for many brides throughout the last half of the decade. Kate Middleton went retro when she wore an almost exact copy of Grace Kelly’s wedding gown. Look spectacular on your wedding day by wearing this dress from David’s Bridal (@davidsbridal).
Another very popular style was the shirtwaist dress. Originally, introduced by Christian Dior in 1947, this style of dress was particularly popular with teenagers. It is set apart by its sloped shoulders which were a drastic change from the boxy shoulders just a few years before. This dress also has a raised bust line. The real change, however, came with a very narrow waist starting with a padded hipline and flowing away to a skirt with lots of fabric that was often pleated ending just below mid-calf. Wear this casual dress on your next shopping trip by getting this one from EricDress (@ericdress.com).
Pin up curls seem to look like the classic Hollywood ones, but they have some differences. The first ones should look cold, tight, and shiny, if following the path of our stylish predecessors without any changes. The Hollywood curls represents a light variant of pin up style, and so they don’t need firm setting styling or a lot of time. However, we suppose that every girl, who adores those Hollywood waves, will like the pin up curls as well!
Throughout most of the decade, no woman would be caught outside without a hat on their head giving rise to many popular styles. While it would still be a couple of years before Jacqueline Kennedy would encourage every woman in America to wear a pillbox hat, they were starting to gain in popularity. One of the reasons that women loved them so much was that it was easy to change adornments on the hat to update last year’s outfit. You can do the same today when you get this hat from Polyvore(@polyvore).
Other pin-ups were artwork depicting idealized versions of what some thought a particularly beautiful or attractive woman should look like. An early example of the latter type was the Gibson Girl, a representation of the New Woman drawn by Charles Dana Gibson. "Because the New Woman was symbolic of her new ideas about her sex, it was inevitable that she would also come to symbolize new ideas about sexuality."[9] Unlike the photographed actresses and dancers generations earlier, fantasy gave artists the freedom to draw women in many different ways.[10] The 1932 Esquire "men's" magazine featured many drawings and "girlie" cartoons but was most famous for its Vargas girls. Prior to World War II they were praised for their beauty and less focus was on their sexuality. However, during the war, the drawings transformed into women playing dress-up in military drag and drawn in seductive manners, like that of a child playing with a doll.[11] The Vargas girls became so popular that from 1942–46, owing to a high volume of military demand, "9 million copies of the magazine-without adverts and free of charge was sent to American troops stationed overseas and in domestic bases."[12] The Vargas Girls were adapted as nose art on many World War II bomber and fighter aircraft; Generally, they were considered inspiring, and not seen negatively, or as prostitutes, but mostly as inspiring female patriots that were helpful for good luck.[13]
Another very popular style was the shirtwaist dress. Originally, introduced by Christian Dior in 1947, this style of dress was particularly popular with teenagers. It is set apart by its sloped shoulders which were a drastic change from the boxy shoulders just a few years before. This dress also has a raised bust line. The real change, however, came with a very narrow waist starting with a padded hipline and flowing away to a skirt with lots of fabric that was often pleated ending just below mid-calf. Wear this casual dress on your next shopping trip by getting this one from EricDress (@ericdress.com).
Longer lengths should also be encouraged to wear soft romantic waves, especially since this was one hairstyle ‘40s pin-up girls made super famous. To get this super sexy look, start by applying the Dove Style +Care Volume Amplifier Mousse onto your clean, parted hair to give your hair some added volume. Next, take a 1-inch curling wand, and start to create loose romantic curls all around the head. Gently brush out your curls with a paddle brush. Secure your look with a strong-hold hairspray to avoid any frizzies or flyaways.
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You might think of the classic wiggle dress a la Mad Men when it comes to the pin-up look. But these styles can serve you well beyond the confines of your office. Pair that dress with pumps and wear it to a wedding or date night. Or, why not dress it down with adorable flats or Mary Janes and a jean jacket? Wear a button-up blouse with high-waisted jeans for a cute, casual look, or slip on a form-fitting wiggle skirt instead for a drop-dead sexy outfit. You’ll have a blast discovering a wide variety of ways to style these retro-chic designs from Unique Vintage.
Started in 1999 by Laura Byrnes, Pinup Girl Clothing is best known for its high quality, vintage inspired, made in the USA fashions. Composed of its house brands Pinup Couture, Deadly Dames, Dixiefried Clothing, and Laura Byrnes California it covers styles from the sweet demure to the vampy vixen and beyond. Embracing body positivity, Pinup Girl Clothing designs dresses in sizes ranging from XS to 4XL. Once you try one of their pieces, you'll know why so many other have fallen in love!
The hair is elegantly swept back up away from the face and nape of the lady’s neck, and the curls are elegantly dressed out on top of her head with meticulous precision. This style elevates the hair, elongating the profile and creating slender lines finished off with a dramatic burst of curls. Any diva sporting this style in the era of yesteryear would be destined to be swept off her feet by an admiring tall dark and handsome man. And of course they would live happily ever after.
The clients you would most likely come across for this style are vintage enthusiasts, pin up pageant girls and burlesque artists, as well as people going to costume parties. There are also always drag queens and the secret “I Love Lucy”-obsessed people from that era who are holding onto nostalgia. Either way, this style is great fun to create and will come in handy when you least expect it, or when you want to embrace your inner silver screen goddess.
I think this is a great look for a beginner or someone with an advanced skill set. The best advice I can give when it comes to creating rolls is, when you think you’ve teased it enough, tease it a little more. I find that most people are afraid to tease their hair. With vintage styling, I find teasing key. I recommend using a texturizing power like Puff.Me at the roots then teasing with a “C”-shaped motion. Lightly brush out the surface and use a pomade or wax to smooth flyaways.
Do you or did you used to work in an office environment? Then you're bound to own a pencil skirt. The classic pencil skirt is a key piece to bring to a pinup shoot as it's very usable and can be worn with shirts and cardigans or even just with your favorite bra. It is reminiscent of 1950s wiggle dresses that made the wearer walk with a little wiggle in their step.
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