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.
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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.
Begin with the fringe area. Create a horizontal parting from the crown area down to the ears. Gather hair from the fringe and sides to create a ponytail at the crown. Backcomb the underside interior of the hair. Gather ends and roll under to create your fringe roll. Use a hair donut, padding or gentle backcombing for extra support. Pin under as needed with bobby pins. Smooth the exterior of the fringe with a fine tooth comb and light hairspray.
• A fluffy skirt: This is one of the primary details for visually widening the hips, which is quite important for this style (Learn: How to Wear a Fluffy Skirt). Still, if you already have wide hips then you’d better opt for pencil skirts with high-waisted accents and different tight-fitting shapes, which will accentuate the pluses of your body nicely.
Next, brush hair smooth in the back area. Backcomb the interior for extra volume and keep the surface smooth. Create soft curls with a medium barrel iron. Curl hair from the mid-length through to ends in a horizontal fashion. Set curls using pin curl clips until all hair is curled. Allow hair to cool, then release curls and allow to fall softly. Backcomb gently for a soft, voluminous finish.
Unique Vintage: The go-to for entry-level retro fast fashion. Coming out of a boutique in Burbank, California, Unique Vintage carries a huge variety of dresses, skirts, shoes, and accessories from many of the brands on this list, and it frequently sends sale alerts and email discount codes to newsletter subscribers and members of its Facebook group. If you’re just starting out, this is a great place to begin.
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."