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Getting the Look

Opt for a monogrammed bag or a nautical style bag as that is one of the staples of being a prep. This isn't needed as you can have a plain leather bag or a bag with a nautical style. The brand doesn't matter.
Get the makeup. Wear lip gloss and curl your eyelashes. Wear concealer or read how to get clear skin to better bring out your face. Don't overuse makeup. Keep it natural.
Get the nails. Get a subtle French manicure or paint your nails pale pink, navy, or any other preppy color. If you get fake nails make sure that they are not too long and look real. Keep your cuticles in good condition. If you have fake nails, light pinks, purples, and pastel colors are best.
Get the hair. Straighten your hair, but ensure that it looks natural. If you don't wish to leave your hair down, wear low pigtails (with the elastic at least below your ear), a ponytail, a half-up (keep it casual though) or opt for a solid or plaid headband. Small, subtle bows and flower hair clips are good too.
Keep things like a cell phone, small hairbrush, mirror, sunglasses (Jackie O. style or Wayfarer style) in your bag or purse. Some good purse brands are: Kate Spade New York, Dooney and Bourke, Coach, STAUD, and DeMellier.
Get the clothes. You can opt for clean-cut preppy (i.e. a fitted polo and sweater vest in coordinating colors with a cute plaid skirt, a quilted bag, and basic flats) or Sloaney distressed preppy (i.e. an oversized cardigan over a basic tee with ripped jeans, a vintage bag, and battered Chanel style flats). Wear flip-flops or sandals in the summer. Opt for pink, green, or navy Havaianas. Do not wear white flip flops. They will get dirty. Some other good shoes: Sperry, Jack Rogers, Birkenstock, Converse, Sketchers, and Ralph Lauren Preppy brands are: Ralph Lauren, Chanel, Dooney & Bourke, Coach, Lacoste, and some Louis Vuitton bags.
Get the jewelry. Wear a simple pearl necklace (faux is okay). Wear an oversize men's watch or a delicate feminine one. In betweens are dull. Wear simple pearl earrings and accessorize with cute necklaces and bracelets. Wear a charm bracelet. Wear friendship bracelets
Get the poise
Walk tall and upright. Keep your head up at all times.
Talk clearly, and use preppy words like "slay" "pookie" and "yas". Also remember to be polite, and not be snobby.
Get the accessories
Get a nice water bottle. Stanleys used to be all the rage, but Owalas' are making a comeback. They don't spill easily, and come in nice colors.
Get a purse or bag. See above for purse and bag brands
Get Skincare. This is very important. Some preppy skincare brands are: Cheap/Affordable Brands: CeraVe, E.L.F, Garnier, and Simple. Medium Brands: Glow Recipe, Laneige, and The Ordinary. Luxury Brands: La Roche-Posay, Dr. Barbara Sturm, and Rose Inc.
Being Popular
Join a few clubs. Choir, Theater, Fashion, and Creative Writing can be good for indoor clubs, and Lacrosse, Cheer, Swim, Crotchet, Volleyball, and Golf can be good for sports.
Hang out at a Country Club. Get a membership if you don't have one. They can have Tennis, Golf, a Pool, and other fun things to do.
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