6 Preppy Outfit Ideas

6 Preppy Outfit Ideas

My 6 preppy outfit ideas will prepare you for the boardroom, back to school, sports, or a night on the town.

6 Preppy Outfit Ideas

In the past, sports had an influence on preppy styles; but now, styles are much more mainstream. Since so many styles are available; I have put together some outfit ideas for inspiration.

When you are looking to add a style to your wardrobe; there are many different pieces to choose from.  For example, any of the following will have you ready for boating, sports, or looking intelligent.

  • Argyle knitwear
  • Boat Shoes
  • Blazers
  • Khakis
  • Loafers
  • Plaid skirts, dresses, or shirts
  • Polos

As early as the 1950s, many individuals who dressed preppy often attended ivy league schools. Indeed, many sports have played a part in this type of fashion for decades.

  • Boating
  • Golf
  • Polo
  • Rowing
  • Rugby
  • Tennis

In the 1980s, Ralph Lauren had an influence on these types of styles. Meanwhile, many of these styles continue to play a big part in fashion season after season.

In the same fashion, some popular outfits include plaid dresses or skirts with tights and loafers.

And, for men, styles often include plaid button-down shirts, polos, and khakis.

Flore Plaid Pleated Skirt

Pleats are everywhere this season.

When you are looking for a style to give off a preppy vibe; this skirt is ideal. So, this pull-on style is easy to wear as it features an elastic waistband and comes in sizes XS-XL.

Pair this skirt with a sweater, T-shirt, and a jean jacket. Add a pair of loafers to finish off your look.

Ultimately, this skirt is ideal to give off that preppy vibe without trying too hard.

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6 Preppy Outfit Ideas

Since school is back in session; personally, I cannot help feeling nostalgic about kilts, plaid styles, and loafers.

Moreover, fashion’s take on collegiate prepster styles is perfect to keep in mind in updating your wardrobe. So, if you are looking to embrace this trend; these styles are chic to wear for day or nighttime.

BlankNYC Cropped Plaid Shacket

Of course, prep-style plaid is timeless for the Fall season!

Plaid and fringe marry in this style to wear on a cooler night.

Throw this jacket over a turtleneck sweater, or a T-shirt, and pair it with a pair of jeans or a skirt.

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BlankNYC Cropped Plaid Shacket 

Moreover, collegiate staples such as cable knit sweaters, argyle sweaters, and logo T-shirts are staples to wear anytime.

GRACE KAREN Men’s Argyle Sweater

At the same time, argyle and plaid are classic patterns for anyone looking to build their fall wardrobe. Retro, yet modern; this argyle sweater is the perfect style to wear to classes, work, or for daily casual wear.

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GRACE KAREN Men's Argyle Sweater

GRACE KAREN Men's Argyle Sweater

Indeed, polo styles have been around forever. However, this season, many polo styles have piping and are slouchier.

XTAPAN Men’s Polo Shirt

Available in either a short sleeve or a long sleeve; this style is perfect for any fashionable guy.

Also, this style is perfect for any man to wear to golf, work, or atleisure.

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XTAPAN Men's Polo Shirt

Goodthreads Women’s Brushed Flannel Dress

This style is a look you can rock for school, street style, or work – your choice.

So, if you are looking for a style you can wear from work to drinks and dinner; this dress is ideal.

Available in XX-Small to XX-Large; this is a loose-fitting casual style that works for a lot of different body types.

Also, this style can be worn dressed up or for casual attire. For example, for casual days; pair this style with a pair of sneakers or hiking boots, and for nighttime, pair this dress with a pair of booties or boots.

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6 Preppy Outfit Ideas

Of course, every gal should have loafers as part of their shoe wardrobe.

Sam Edelman Quincy Loafer Pumps

Classic, yet modern, these pumps put a spin on the traditional loafer.

Available in 3 different colorways; these are a “Must” for any fashionista.

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6 Preppy Outfit Ideas

Do’s and Don’t of Wearing Preppy Styles

  • Add tights with short skirts or dresses
  • Color coordinate your outfits
  • Don’t wear dressy shoes. Stick to loafers, flats, or oxford styles.
  • Accessories are a must – add a strand of pearls or studs to complete your look. Check out my National Wear Your Pearls Day post for some ideas.

In essence, my 6 preppy outfit ideas give you an idea of pieces to wear.

As always, I welcome your comments on what your favorites are from my 6 preppy outfit ideas.

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