How to Wear Your Summer Shorts This Fall

October 15th, 2009

How To Wear Your Summer Shorts This Fall
Shop the Look (clockwise, from top): Broderie Lace Panel Vest | $55 at Topshop, Merino Maya Cardigan | $88 at J Crew,
Tweed Check Cross Body Bag | $55 at Topshop, Roxy Highwaisted Hotpants | $55 at Topshop, Leggings | $15.50 at American Eagle, Trooper Ankle Boots | $29.80 at Forever 21, Parka Hood Jacket | $44.90 at Heritage 1981.  See more information about this look.


No, this isn’t a case of seasonal dyslexia–you really can wear shorts for Fall.  The key is to pair your shorts with fall staples, such as sweaters, leggings, and boots.  (No shorts with sandals for Fall, unless you live in a tropical climate.)  With the appropriate layers, your summer shorts can fit comfortably right into the fall season.  Here’s how to wear your summer shorts this Fall:

1.  Start with your summer shorts, worn over tights or leggings.  For the most seasonally appropriate effect, try shorts in a heavier weight fabric, such as denim or wool. 
2.  On top, try a floaty top with shorts that are tighter fitting.  If you’re wearing roomier shorts, try a fitted top.
3.  Layer on a cardigan sweater, both for warmth and some additional color and texture.
4.  Slip on a parka jacket on top, leaving it open to let the cardigan and top peek through.  We love how the color of the faux fur trim echoes the yellow in the sweater, and how the combination of the parka, shorts, and leggings creates a long, lean line.
5.  Finish off the look with a pair of tall boots (notice how the grommets on the boots echo the line of buttons on the shorts) and a textured shoulder bag.

How would you wear your summer shorts this Fall? Share your style with us in the comments!

Entry Filed under: Ready Made Outfits, Women

12 Comments Add your own

  • 1. CK  |  October 16th, 2009 at 4:56 am

    This is an awful outfit! Poor choice in boots for anyone except GI Jane.

  • 2. Sal  |  October 16th, 2009 at 6:25 am

    Not sure I’m ready to do short shorts for fall … but I’ve got a pair of paperbag-waist ones that I want to experiment with.

  • 3. JenX  |  October 16th, 2009 at 9:15 am

    cute look, but there’s a lot going on.

  • 4. GeorgieNYC  |  October 16th, 2009 at 9:55 am

    To pull of shorts in the winter I feel like they should be wide or flowy enough to look like a skirt at first glance. I pulled off yellow silk ones with black tights last year and it was odd… but looked quite good in the end!

  • 5. DB  |  October 16th, 2009 at 4:14 pm

    Ummmm….just say no!

  • 6. Me  |  October 19th, 2009 at 12:49 pm

    The boots are the least of your worries with this outfit.

  • 7. Squeedle  |  October 20th, 2009 at 9:49 am

    Honey, no. Shorts and a parka? With that yellow twisted-knot cardigan over the triangle shaped shirt and the gray plaid sticking out? City pants might work better , or like GeorgeNYC said something flowy, but it wouldn’t save this outfit.

  • 8. Anonymous  |  October 21st, 2009 at 3:20 pm

    booooo, terrible!

  • 9. Becca  |  October 25th, 2009 at 5:29 pm

    I actually like this outfit, it’s kind of rockin’, and I love all the layers. And I want those boots! I have seen people wearing shorts with tights and I like that look. I would do it but I don’t really have appropriate shorts - I think all of mine are way too summer-ey.

  • 10. Erica  |  October 25th, 2009 at 9:43 pm

    This is how all the girls here in Japan dress in fall and winter, although alot of them leave out the tights. I don’t know how they do it! Brrr!

  • 11. Mander  |  October 26th, 2009 at 11:12 am

    Sorry, I think the shorts+leggings+boots is terrible. I see people wearing that all the time in my city, and I think it looks awful.

  • 12. Linda  |  November 22nd, 2009 at 6:38 am

    I think it looks great if your got the slim legs for it.

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