Preppy Drawings


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Preppy Drawings

Preppy is a subculture based on the fashions and etiquette of students or alumnus from private university or preparatory schools. Characteristics of the preppy style include a particular subcultural speech, vocabulary, dress and mannerisms.

If you’re looking to spruce up your bedroom with some preppy vibes, these cute drawings will do the trick!


Preppy is the term used to describe wealthy students who were groomed for prestigious education. Its original intent was to signal status, but it was later reworked and remixed into a style that was often less than inclusive of those of lower economic status, which led to its subversion by activists and rappers.

To draw a preppy drawing, start by drawing a wide oval as the head. Make sure it’s not too wide or thin, and right below the head, put down a very thin oval for the body. It’s also a good idea to add two more very thin ovals on each side of the body for the legs. This way, it will look more realistic and complete the drawing. It’s a great way to practice drawing a head if you’re having trouble.


Adding a touch of preppy to your look can be as simple as picking out an accessory. Headbands and bows are a great way to add a sweet touch to any outfit, and they also help you keep your hair looking its best. Similarly, cute shoes can help you feel more comfortable and look preppy at the same time. If you want to bring a bit of nautical flavor into your everyday look, try a pair of vintage style sunglasses or aviators. Check out our preppy drawings for more accessories that you can add to your closet!

No matter your taste, you’ll find unique Preppy accessories designed and sold by independent artists. Find the perfect drawstring bag for school or a backpack or tote for your next trip, a pouch to carry all of your pouchy needs (available from coin purse to pencil case sizes), a stylish mask or hat to complete your look, and so much more!


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