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how to dress perfectly preppy

it’s hard to overstate how much i love the preppy aesthetic.  we talk about it all the time over here on the blog.  just a last month, we featured a fresh take on a preppy summer look.  today’s no different, as we’re taking a classic preppy look and injecting a little bit of new life into it.  so here’s how to dress perfectly preppy. 

how to dress perfectly preppy

there are a lot of ways to dress preppy:  from a tweed blazer and jeans to penny loafers and plaid pants, the combinations are endless.  i have played with and continue to play with that base look by mixing and matching color and pattern combinations.   today, we’ve taken a classic combination:  a polo shirt, plaid pants and Sperry sneakers and turned it on its head just a bit. 

sweater polo | sperry sneakers | avery pants | sloan pants | ryan pant | ryan pant 2

a polo shirt and plaid pants 

we’re featuring a linen blend sweater polo from Banana Republic paired with blue plaid pants (here, here, here, and here) and Sperry sneakers.   a classic look injected with new life through a fresh color combination:  black on blue instead of say a more traditional white on gray or even blue on black.  goes to show you that a simple color swap can take an old favorite you’ve worn time and again and breath new life into it. 

sweater polo | sperry sneakers | avery pants | sloan pants | ryan pant | ryan pant 2

sweater polo | sperry sneakers | avery pants | sloan pants | ryan pant | ryan pant 2

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  1. Sylvia Espinoza

    Good Morning! This look is so cute. Love Sperry sneakers! Most of all, love the background in today’s pictures. Looking forward to more preppy-dressing OOTD~

  2. great article congratulations

  3. Suzanne Kerr

    Love this look! I never would have thought to use black over blue. It looks comfortable and stylish.

  4. Mrs Julie Mycock

    Hi Beth, loving the look, those trousers are great such a lovely colour. I’ve just watched you video on YouTube on the workout for your arms, I do a few but I’ve learned some new ones too. It would be nice to see more exercise tips if it’s something you would consider, xoxo Julie from England

  5. Deanna

    What a refreshing, comfortable look. Love the locations you choose for your photos. Thanks for the continued inspiration.

  6. Eve

    I did a double take for a minute. Wow. That is just a great look and makes you think about preppy in a whole new way. You can bet I’ll be trying this. I am busty so a white polo just never looked that good for me but black? That’s a great take. You are so creative.

  7. Ximena Guerrero

    You look great! I love your new hairstyle! It is classy and elegant! Thanks for all the great tips!

  8. Suzanne Smith

    Cute, cute! Those pants look so comfy and they’re adorable. I can hardly believe summer’s almost over and we’re about ready to be looking at fall clothes. Let’s hope we can get out more once fall arrives! Nice OOTD!

  9. Cindi Bennett

    Great outfit!

  10. Kris

    Hi Beth. I have been thinking about this polo for a while now.
    Finally pulled the trigger! And I couldnโ€™t be happier with it! Sporty and classy.
    Thanks so much for the wonderful recommendation here. I really like your preppy style.

Navy Coat winter outfit

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