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.
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For the makeup, I put a warm eyeshadow color like a brown in my crease with cream colored shadow on the lid to make my eyes pop without stealing the show. I used a brown liquid liner for my cat eye. Black looks harsh on me, so I prefer the softness of a dark brown. A structured brow is important for pin up looks, so I used the Anastasia Beverly Hills brow pomade. Blush is important for pin up looks to make you look lively. I also softened the look by going with a nude/pink lip rather than the typical bright red.
Using spray and a bristle brush, comb the underneath of the hair upwards in sections and pin it tightly up into the base of the top section. Grab small sections on top of the head, teasing the base and creating barrel curls by wrapping the hair around your fingers. Secure each curl with bobby pins. Refine the style by dressing each curl out so they work in harmony with each other. It is important to make sure the style is symmetrical unless you purposely want a feature piece framing one side of the face. Once you are happy, fix the style with strong hold hairspray.
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Using a little light back-combing along the way if you need to, and spraying some hairspray along the way will help, guide the hair so that it starts to curl around, using your fingers to help guide the strands in place. When in position, hold with bobby pins, and if you have blonde hair, use blonde pins to ensure they’re not too visible. Black pins look very obvious sometimes and can spoil the look. Spray with hairspray, pin the remainder of the hair up, and add a scarf for a real pinup touch.

The modern pin up style does not demonstrate your sensuality but slightly hints on it. This style is one of the most aesthetic and gorgeous keys to use to accentuate your femininity and charm at the same time not risking creating provocative looks. Speaking about the origin of the name of pin up we need to go back to the ’30s when the first seductive posters of sassy girls were also showing ladies with the pin up style and it’s from the name of those pinned up posters that the name came out as such.

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."