Modern pin up girls provide plenty of inspiration for how to wear 1940s and 1950s pin up dresses in a fresh way: Mix and match swing dresses with colorful fluffy petticoats and a hair flower.  A wiggle pin up dress ads a sexier variety that can also be office appropriate with a matching jacket. Don’t forget seamed stockings and a comfortable but oh-so-sexy pair of wedge heels or casual ballet flats.  Think beyond the pin up dress with high waisted pants and shorts or swing skirts and tops. Use the 40s and 50s menus at the top for more pin up clothing.

1950s pin-up queens also made micro bangs a popular girl-next-door style. But this look can still be worn today for a mod and trendy edge. While these bangs are nothing short of chic, it’s important to keep in mind that baby bangs require constant care (via trims) and styling. However, accessories can definitely dress up your bangs easily, so be sure to add in a bright colored bandana to show off your eccentric style.
Honestly, this look can work for anyone! Since I used a “fauxnytail”, the look will work for anyone who has long enough hair in the front for a roll (about chin-length at least) because it needs to be able to be pulled up into some sort of bun. It really should work with any face shape and be flattering because the placement of the ponytail adds volume which is complimentary to most faces.
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."