30 Pin Up Hairstyles

While every decade has its standout styles, pin up hairstyles of the 1940s and ‘50s have become permanently associated with feminine beauty and allure. For women with long or medium length hair, pin up hairstyles with victory rolls, bumper bangs, and big brushed out curls can complete an already retro look, or be matched with more modern clothing for a perfect blend of past meets present. If you’re looking to work some vintage magic into your hair routine, our favorite 30 pin up hairstyles are a must see!

With two big victory rolls on top and some curled hair left long and loose, this pin up style blends vintage elements with modern edge. Accessorize with flowers to dress it up, or leave plain for a more everyday look.

A classic element of pin up hairstyles, bumper bangs are rolled inwards towards the face, creating a Bettie Page style bang without any cutting involved. Women with thick hair can achieve this style without any padding, but those with thin hair can use a cut apart hair donut to create volume and structure in the rolled bangs.

With two big rolls, one over and one under, this updo is a bold, stylish choice to pair with a vintage dress for a special occasion, or a ’40s themed wedding look.

If you’re new to the victory roll technique, try this half-up single rolled style that doesn’t take too much time to set into place, and leaves some loose hair flowing for a more casual look.

Adding this cute headscarf to hair that’s been styled in loose spiral curls is an easy way to add instant pin up factor to your style. If you’re using a stiffer cotton bandana, try washing it beforehand to make it softer and more flexible.

Set your mid-length hair in hot rollers, then unwrap and brush out once cooled to get these big, vintage curls. Unlike a bandana style headscarf that lends itself to dressed down styles, this chiffon scarf is perfect for dressier occasions.

If you’re going for a pin up glam style on your wedding day or attending a ’40s themed event, this updo’s big rolls make for a super sophisticated style that’s somewhere between sexy and chic.

Because most of your hair will be covered with a headscarf, this pin up style is perfect for days when you’re short on time, or your mane just isn’t cooperating. To get real staying power on rolled bangs with this much height, use liberal amounts of hairspray, and bring a mini bottle with you for touch-ups throughout the day.

With her porcelain skin and raven colored hair, Dita Von Teese oozes old school glamour with a dash of cheeky pin up flair. Her styling here is a perfect example of how to wear vintage style elements in a high fashion way that doesn’t look like a costume or gimmick.

Katy Perry mixes modern trend in a bright peachy pink color with a classic pinup style featuring curled hair and a thick, dramatic bumper bang.

Want to turn your long bob or mid-length cut into a perky, bouncy bob? Get these big, soft curls by setting hair in hot rollers then gently brushing out curls and spraying into place after rollers have cooled. If you’re looking for a quick way to add a bow to your style, look for hair pieces already attached to a headband or hair clips.

This style is perfect for anyone trying out victory rolls for the first time, because you won’t be styling behind your head where it’s difficult to see, and the final product doesn’t have to be perfect.

Mid length hair is the ideal canvas for getting this pin up style that’s all rolled into an updo. Accessorize with a birdcage for a dramatic evening look, or go without for a softer, daytime style.

We love the dramatic contrast between waist-length hair and short Bettie Page bangs. If you want to try this style for a day without committing, try adding extensions for more length and opt for a curled or bumper bang style instead of permanently cutting yours.