May 19, 2014 - Casual Chic Outfit Basics, Easy Outfits, Style

Your Summer 2014 Shorts Guide

Best Shorts of 2014 It may not feel like shorts weather in your neck of the woods yet, but here in Texas, most of us are already baring our legs.  This year’s crop of shorts is quite possibly one of my favorites ever.  If your wardrobe is in need of a shorts refresh, then you’re in luck.  There are plenty of affordable, on-trend options in virtually every style.

Whether you prefer short-shorts, mid-length or bermudas, there’s a perfect pair of shorts on this list for you.  And if you’re not into shorts at all, I’ve also got you covered with my favorite cropped pants and capris!

Best Shorts of 2014


Walking Shorts

[Loft Denim 10″ Walking Shorts]

Boyfriend Shorts

[Mossimo 6″ Rolled Boyfriend Shorts]

[J. Crew Factory Denim Roll Up Short]


[Merona 3″ Chambray Short]



[Loft Riviera 6″ Short]

[Caslon Clean Front 5″ Short]


[Old Navy 3.5″ Boyfriend Short]

Plus Size

[Mossimo Plus Size 11″ Bermuda]



[J. Crew Factory 10″ Bermuda]


[Caslon Clean Front 5″ Short]

Shorter Length

[Mossimo Juniors Khaki Short]

Plus Size

[Women’s Plus 5″ Perfect Khaki Short]


[Mossimo 3″ Chino Short]


[Old Navy Cuffed Boyfriend Bermuda]


[J. Crew Factory Garment Dyed Denim]


[Caslon 5″ Clean Front Short]

[Old Navy 3″ Printed Short]

[Loft Lattice Print Walking Short]

Cropped Pants and Capris

[Loft Double Weave Cropped Pants]

[Caslon Cropped Chinos]

[Merona Boyfriend Cropped Pant]

[Mossimo Modern Fit Ankle Pant]

SUMMER STYLE CHALLENGE ANNOUNCEMENT! Summer Style Me Pretty Banner I’m so excited to announce that registration for the Summer 2014 Style Me Pretty Challenge opens in one week from today!  Registration will open on Memorial Day, May 26th and close at midnight on June 5th.  The shopping list for the summer challenge will be released at 12:01 a.m. on Friday, June 6th!

If you liked this shorts post, you will LOVE the summer style challenge.  You’ll get your summer wardrobe shopping list plus 21 days of outfits created from it (Hint:  Some of these shorts will be on that list.  Now you’ll know exactly what to pair them with!)  This challenge is bigger and better than ever and will be PERFECT for vacation wardrobe packing.  Hope you’ll join us for the fun!

Get on the list HERE to be the first to know when registration opens!

Getting my pretty on with The Pleated Poppy and Fashion Friday.

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Get your free Closet Staples Casual Capsule Wardrobe shopping list + four free outfit ideas!

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  • Saxon

    I need to refresh my shorts wardrobe! I’ve been wanting some printed shorts, so I think I’ll try out those from Loft. 🙂 Can’t wait for the Summer Style Challenge!

  • Loving those J Crew cuffed denim shorts! Great picks!


  • KellyinPA

    The Spring Style Challenge looked like so much fun, I’m excited to participate in the Summer Challenge. Such a great idea, Alison!

  • Kim S

    Thanks for doing the shopping for me Alison! I ordered a couple pair to try before my size sold out online! Great list!! I appreciate you covering all different lengths, too!

  • Love all those printed options! They are adorable!

  • I got a couple of printed shorts last summer, but I wasn’t sure how much I’d actually wear them. Well, I wore them constantly! Thinking about adding another pair!

  • This summer i’m all about the distressed boyfriend shorts.
    If you get the chance, join my linkup today to share your amazing post.


  • So excited for the summer challenge! This is where I struggle, school is out and the pool is open. If I am not careful I end up in gym shorts and pool coverups all the time.

  • Why oh why are shorts that fit so hard to find?! I’m a good size but with a small waist and a bohiney. And at 50 I don’t want to be exposing too much. Finding the right length is hard! I bought the Loft curvy shorts because I love their jeans….the shorts they are so long. I took them and had the length shortened and now they are perfect. I guess I’ll order more of those for the fit and shorten them all.

  • Great picks Alison! I found a great pair of boyfriend shorts at Old Navy and am still searching for a dressy pair of floral shorts. Thanks for the great ideas! Susan

  • Amy

    what a WONDERFUL post!! I really appreciate you adding in the plus size choices as well, Alison! Thank you so very much! 🙂 I’ve got some shopping to do-and SOON! I can’t wait for the Summer Challenge list to come out!

  • Man do I need some new shorts, this list is a perfect overview. Thanks! I’m loving the bright colors and the bermuda styles.

  • How awesome are those printed shorts!! I cant wait to break out mine now..the weather is finally starting to look a tad bit better..thank you sharing all these options 🙂

  • Great post! I’m in Phoenix so I’ve been in shorts since about February. Eek! But I just bought a couple new pairs. I now have black bermudas, khaki bermudas, and coral bermudas, and I have a printed mid-length short (navy with white anchors–love!). Just need to find a nice denim pair and I think I’ll be set.

  • Love the bright and printed shorts!

  • I have those LOFT walking shorts and they are my favorite!

  • I love shorts!!!! I can’t wait for it to warm up already so i can wear them. Great selection.


  • I only have one pair of shorts so I really need to step up my game. A lot of these are really cute!

  • I can’t stand the summer heat. These shorts are great!!!


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  • Shorts are my favorite. They can be dressed up or worn casually. I tend to keep mine at the 5 or 6″ range otherwise I’m constantly pulling at them, and with thicker thighs, bermudas don’t look good on me.

  • Great picks! The printed shorts are really cute and I especially like the JCrew colored denim!


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