21 Modern Pin Up Hairstyles for A New Look

Most famous in the 1940s and 50s, pin up hairstyle is a retro look that is sexy and overtly glamorous. Today, many women still style their hair this way while others use the look as inspiration for approaching pin up in a modern way.


Modern Pin Up Hairstyles

Below are 21 of the very best pin up vintage looks, from the very literal to gorgeous modern and inspired hairstyles.

1. Pin Up With Long Curly Ponytail

50s pin up hair

This 50s vintage hairstyle is highly glamorous yet surprisingly easy to create. Set hair with curls first, and then use round shapes to pull hair away from your face and pin it back in a style known as victory rolls. Your ponytail should be done as one singe curl.


2. Modern Rainbow Twist with Bangs

pin up hairstyle with bangs

Even this trendy rainbow hair can achieve a sexy style. This pin up hairstyle with bangs creates height at the top of the head and uses bangs instead of curls to frame a delicately feminine face.


3. Center Part Style

long pin up hairstyle

The center part provides a current twist on this long pin up hairstyle. Soft curls still frame the face and the front pieces of hair are pinned back in the iconic round fashion.


4. Natural Hair Pin Up

Natural hair makes creating a pin up hairstyle for black hair easy. Gather your hair on the top and back of the head to create height and long, polished lines. A scarf accessory provides the perfect compliment.


5. Casual 60s Style

60s pin up hairstyle

A 60s pin up hairstyle is ideal for a casual occasion. The front pieces of hair should still be rounded and pinned away from the face while long loose curls can be worn down your shoulders.


6. Pin Up Bob

It’s easy to equate pin up with long, sexy styles, but a short pin up hairstyle can be just as attractive. In fact, it’s less difficult to get curls to stay in place when hair is shorter. Create height at the top of the head for extra oomph.


7. Half-Up For Curly Hair

This pin up hairstyle for curly hair certainly has a modern twist. This style focuses on the half-up nature of pin up hair and wears long, soft curls down the shoulders for that bit of sexy flair.


8. Pin Up With Accessory

pin up hair with bandana

Even when pink, this pin up hair with bandana has the right idea! Adding an accessory is not only cute but can be functional, too. A bandana or clip should be focused on one side of the head and pushed back enough to keep your face in focus.


9. Pin Up Wedding Look

More brides are embracing retro hairstyles for their big day. A wedding pin up hairstyle will give your hair tons of curly style and keep it all set in place so you can dance the night away.


10. Bumper Bangs

To achieve a pin up hairstyle with bumper bangs, you must get your hands on a hair form to fill out the bangs. There are plenty of tutorials online to help you create this sexy, crowd-pleasing style.


11. Simple Pin Up Style

natural pin up hairstyle

This natural pin up hairstyle should be your go-to. It doesn’t involve tons of prep work, as your hair is simply, yet neatly, pulled back and secured with a clip. Focus on soft lines, a side part, and curled under ends.


12. 40s Pin Up

40s pin up hair

40s pin up hair can be bold, but this look is for the babe who wants to go for it! You’ll have to set your hair in curlers before beginning to give hair plenty of shape.


13. Sexy Blonde Pin Up

Whether you’re working with black or blonde pin up hair, this medium style is a classic. We love the way the romantic side part opens up her face, especially if your features are pretty balanced.


14. Modern Pin Up For Medium Hair

This medium pin up hairstyle has elements both modern and retro for that perfect, easy to wear style. Give your hair lovely curls and pin hair back in a victory roll on one side of the head with a beautiful vintage clip.


15. Pin Up with Flower

Even retro babes need to head to the beach sometime! This pin-up vintage hairstyle with flower is perfect for sunny occasions. Just remember, bigger can be better when it comes to the size of your flower. Focus it on the side of your head.


16. Bandana Up-do

pin up updo style

Bring out your inner Rosie the Riveter with this glam pin up updo style. The look involves creating height at the back of the head and tying the bandana or scarf around your crown. A swipe of red lipstick doesn’t hurt, either!


17. Long Modern Pin Up

The soft, swooping lines of this style was clearly inspired by pin up. This pin up hair down style lets you wear your hair down your back while securing it back and out of your face. Add a few charms or a brooch.


18. Voluminous Victory Roll

Take a retro element like a victory roll and make it modern. This pin up style with victory rolls focuses on one roll at the top of the head and leaves the rest of the hair down in a trendy way. Add a bow for a feminine touch.


19. Bob Pin Up With Hat

Long gone are the days when women wore hats when leaving the house, but bringing the look back with your pin up style is a fun way to express your retro style. Prep, set, and pin your short curls and apply a tiny pillbox at the back of the head.


20. Pin Up for Brunette Hair

Brunette stars like Dita Von Teese have popularized the reemergence of pin up style. This classic look involves medium-length hair and two victory rolls with a side part, so one roll is more prominent than the other.


21. Ombre Pin Up

Ombre is definitely a modern hair style, but it pairs well with a retro look like pin up to create a wearable yet sophisticated style. A soft side victory roll is classic, yet straight hair keeps this look in the present.

Modern pin up hairstyle is all about taking retro elements and making them your own in today’s world. It’s easy to see why soft glamour from curls and rolls is a time treasured style that enhances all kinds of natural beauty.

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