Pin up hairstyles have never really gone out of style. Though the pin up era most recognizably took place in the ’40s and ’50s, the style dates all the way back to the 1890s, a time known for its gaiety, and includes the signature styles of the 1920s and the 1950s as well. The point is, there’s a look for every length, style, cut, and color of hair. If you want to update your look by giving it a retro twist, tempt yourself with some hair envy.
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.

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. 

Victory rolls may be a hallmark pin-up style, but they still give updos and longer lengths a quirky rockabilly vibe. To create this look, start by brushing your hair with a paddle brush. If you have detangling spray on hand, you’ll want to apply your product before styling to make sure your hair is free of any knots. Once your product has been applied, start by parting your hair off to the side. Next, grab the piece of hair you plan to roll, and gently backcomb the section to get some extra volume.
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.
Another great pencil dress by Chic Star! It's made from poly/elastane stretch but the fabric is lovely and soft and smooth against the skin. The design is simple but smart and the black collar and sleeve trim reminds me of a 50's diner uniform. I love the print which is something a little bit different and the colour is great! Definitely a great dress to wear to work or for an evening out. My measurements are bust 90cms (12DD bra), waist 69cms and hips 93cms and the size 8 is a perfect fit. If you have any questions, please get in touch!
Pinup Girl Clothing: Leaning a little more mainstream and rockabilly, Pinup Girl has an enormous fanbase that spans a variety of subcultures and demographics, from hardcore pinup enthusiasts to true vintage hounds to Disney fanatics. The shop always features some kind of sale and carries collections inspired by everyone from Audrey Hepburn to Dita Von Teese that go up to a size 4X.
Bettie Page was a stunning woman. She looked fabulous wearing an easy pinned up hairstyle – well, then there wasn’t such a definition, women only did their best to move with the times. Bettie did her best to become an example of how sexy a girl can look. She was pretty bold, wearing a perfect hairstyle and nothing more – we mean, she was often spotted almost naked. However, the modern ladies can inherit only the hairstyle from her, adding it to their regular outfits. Here we have some examples of hairstyles that remind us miss Page and her ability to combine a feminine hairstyle with an aggressive hotness.

Pinup fashion models of the 1950s wore many stilettos with a 4 inch heel. In the beginning, the heels on these shoes ended in a metal cap. Many establishments found that they cut into hardwood floors, so they were banned from many office settings. The first stilettos were introduced in 1954 with a very rounded toe. The square-toe version came out three years later. They came in a variety of colors so that a woman could easily coordinate her wardrobe. Almost all options had high arches with a V-shaped cut into the shoe’s sides. Most women going to a formal affair chose a pair of red ones. Compliment your night out on the town with these red stilettos from Pinup Girl Clothing(@pinupgirlclothing).

The classic style of the pin-up originates back from the 1940s. Due to the shortages of materials during WWII, this period of makeup is considered the "natural beauty" look.[20] The US was immersed in war-time economy, which put distribution restrictions on consumer goods.[21] General rationing was supported; women applied mild amounts of products. Despite the rations, "Women were encouraged to keep buying lipstick and to send letters to the front covered in 'lipstick kisses' to boost the morale of the soldiers."