Casual Preppy Lookbook

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Tommy Hilfiger White Blazer (similar here)  |  J. Crew Stretch Perfect Shirt  |  
Forever 21 Destroyed Denim Shorts  |  Chanel Bag  |  Miu Miu Flats (similar here and here)  |
J12 Chanel Watch  |   t+j Designs necklace and earrings

I was headed out to dinner with friends the other night and decided on a casual preppy look and yes, I am wearing flats!!  I only own a couple pairs of flats but these Miu Miu's have been my favorites for over 5 years.  They've moved with me from San Francisco to New York and now Chicago; my definite go tos when I need to walk around.  

This outfit is simple and I bet everyone has these combo's in their wardrobe.  A staple blazer, button down and some cute denim shorts, just add some jewelry and your ready to go out.  I am loving the weather in Chicago right now, it's cooled down a little, but perfect.  I don't want this weather to end!  Although I am ecstatic for fall fashions, I don't love the cold and fall means winter.  Hmmm, still trying to figure out how to show my looks come winter time :)!  Any advice let me know!

Don't forget about our lovely giveaway for beautiful jewelry!  Take a look at the awesome sets you can win HERE!!

37 comments

  1. Obsessed.. especially the miu miu flats.. good to hear the weather in Chicago is nice right now.. I am supposed to be moving out there in October.. Like you, I am a California boy who also splits his time in NYC but settling out there for good.. WERK the look!

    Love! ~Angel

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  2. lovely shorts and l also love the way you styled the rest of this outfit.

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  3. Love this shade of pink, its not to sickly and paired with the white its so fresh!

    The doll on fashion

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  4. Gorgeous! I love your necklace and bag. Thanks for following me. I'm your new follower:) Cheers!

    Fashion Cat
    www.firstlookbook.blogspot.com

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  5. I love to see you in flats those glittery are adorable, you rocked the preppy chic look!

    Cess O. <3 The Outfit Diaries

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  6. Jen I love this look. In fact, today's a day that I can wear shorts at work so I might replicate this for our Cubs game outing.

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  7. Perfect summer outfit!

    shimmering2light@blogspot.com

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  8. I like how you edited the first pic. So cool. THose ballet flats are so gorgeous.

    Patience
    www.justpatience.com

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  9. Jen,

    Love this outfit. I do have everything in my wardrobe to replicate this look. I just did't have the long legs. hehe.

    Now that you mention it, I am going to have a hard time taking outfit pictures soon since the weather is turning cold.

    Love your look, as always. ;)

    Love, Fashionandnumber

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  10. Lovely outfit! I love the white blazer :)

    Lubna | ELLE VOX

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  11. Unbelievably cute look! Love the colours together and the necklace is just beautiful!

    Girl about Town XxX

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  12. You look so adorable in pink!I think this my favourite outfit!

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  13. Yes! That blazer makes your entire outfit so smart and polished. And I recognize that necklace from your shop! :)

    <3 jen @ stuffjendid

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  14. Such a cute look for the summer. I love your blazer!
    www.sugarfilledcloset.com

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  15. You look great! Love the blazer and the flats. That bag is awesome too.

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  16. love that necklace and the flats as well :)

    http://chocolatefashioncoffee.blogspot.com/

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  17. You look stylish and beautiful as always! Love the white blazer!

    XoXo
    Plami

    http://fashion-thrill.blogspot.com/

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  18. adore your casual preppy look jen!! those miu miu flats are GORGE!

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  19. thumbs up! :) I love this look. and great job with the photos and the layouts. looks great!

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  20. Love this look- the white blazer really off sets your pink shirt. I have been pondering over where I will shoot come winter time as well...alas summers end is near.

    Liv @ bklynlifestyle.blogspot.com

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  21. simple and chic!the pink shirt is lovely and those flats are so sweet. i want them!

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  22. Really love the white blazer - makes everything look so chic! And the Miu Miu flats are divine (makes me want to get more use out of mine)! Loving this casual preppy look!

    xo, sam

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  23. Wow, you look amazing! This outfit is so stylish! Love everything about it, the white blazer, the pink shirt... I adore the bag!
    I'm sooo following your blog right now, follow me back if you like :)))
    Kisses.
    Polly

    http://pollysboudoir.blogspot.com/

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  24. I barely recognized you! I like the different look though. And I love the flats! Miu Miu always makes the best!

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  25. those flats are a keeper then! haha you look so cute and different, lovely outfit :)

    kisses,
    http://www.trend-ish.com

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  26. very sweet outfit, love the pink mixed with the white! i love your blog <3

    now following you !

    natalie
    http://lucyandtherunaways.blogspot.com

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  27. Love the casual and classy outfit~

    I want skinny legs like yourssss~~!!! Haha

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  28. Oh Jen you look adorable in this casual outfit!!!

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  29. Your shoes and your short are so beautiful ! :O
    Love your blog.
    http://dailypauline.free.fr

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  30. Love this outfit! I need more preppy inspiration like this - with a touch of glam!

    xx Vivian @ http://diamondsandtulle.blogspot.com

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