How to Style Pull on Shorts

June 5, 2019

I’ve been seriously loving these pull on shorts! This style of shorts is super popular this summer and for good reason – they are incredibly comfortable and surprisingly flattering! I first showed you my leopard pair on the blog here when I styled them with a simple tank top and flats for a casual day look. I mentioned that I bought the olive pair when they were buy one get one half off which they still are! At only $34 full price, you can buy two pairs for just over $50. Today I thought I would share a few tips on how to style pull on shorts. 

How to Style Pull on Shorts

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  1. I recommend buying a pair with an inseam that is long enough to give it a higher rise. You want them to sit a your natural wait – the thinest part of your midsection. All the same facts holds true for shorts being more flattering when they have a higher rise just as it goes for jeans. I laid it all out in my post about why you should stop buying low rise jeans.
  2. If you buy a higher rise pair, I recommend doing a full tuck with a more fitted top. It doesn’t have to be skintight by an means, just fitted enough to be flattering to tuck into your shorts. In today’s post, I am actually wearing a bodysuit by Free People. I love this particular bodysuit because it looks like a t-shirt and can be worn super casually. I first shared it with you with my denim shorts here. It’s sold out quickly. I found the exact one still available here and here
  3. Switch up your shoes and style of top to change if the outfit if casual or dressy. I wore flats and a tank top for a casual look. For this look, I changed to my favorite See by Chloe wedges (shop all espadrilles here) for a dressier date night look. I could have upped the dressy factor even more by changing to a lace camisole or an actual blouse. 

There you have it – those are the main things to keep in mind. You might think of this style short like paperbag waist shorts. You can see my post on how to style them here. I share tips on them and multiple styling options as well. 

How to Style Pull on Shortsolive ruffle hem pull on shorts styled with a white henley bodysuit olive ruffle hem pull on shorts styled with a white henley bodysuit and wedges cute and comfy summer date night outfit idea olive ruffle hem pull on shorts styled with a white henley bodysuit

Shop Pull on Shorts

Leopard Pull on Shorts Previously Seen Here

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  • Reply Laura June 5, 2019 at 9:08 pm

    Both pairs of those shorts are super cute! Great tips on how to wear them. I think tucked in tops or bodysuits are best too!

  • Reply Lorna June 5, 2019 at 7:29 pm

    I love how you styled these! I just got a few pull on shorts too!
    Raindrops of Sapphire

  • Reply Biana June 5, 2019 at 7:21 pm

    I’m going to be styling my new shorts exactly like this – thanks for the inspo! xo, Biana

  • Reply Heather Noire June 5, 2019 at 6:09 pm

    I love how chic and stylish pull on shorts can be especially for many occasions love this look πŸ™‚

  • Reply Jacqui Berry June 5, 2019 at 2:01 pm

    Thanks for hosting Amy Ann, great shorts. Jacqui Mummabstylish

  • Reply Melissa June 5, 2019 at 1:25 pm

    This style looks good on you. Love the wedge sandals!

  • Reply Rosemary Davis June 5, 2019 at 1:01 pm

    Just love these shorts on you! So very flattering the way you styled them!


  • Reply Jessica A Jannenga June 5, 2019 at 11:26 am

    Love both pairs and how you made one casual and dressy. I love both pairs of shoes! I have been going a bit bonkers over slides as they are so easy to wear, especially with shorts. Love both, but th eleopard is a favorite!
    Looking beautiful as always!
    jess xx

  • Reply Julia June 5, 2019 at 11:23 am

    Great styling tips! I love both pairs of shorts and how you styled them!
    I definitely agree that a higher rise waist is more flattering!
    Julia x

  • Reply Grace Liang June 5, 2019 at 8:54 am

    Cute and decent shorts! Love it!

    Please stop by at every Monday, Wednesday and Friday for linkup parties! Hope to see you there!

    Grace Liang


  • Reply jodie filogomo June 5, 2019 at 7:48 am

    You always style shorts so fabulously Amy. I love how you find pairs that aren’t too short.

  • Reply Meagan Brandon June 5, 2019 at 7:44 am

    Loose fitting shorts are so great for hot summer days – love the leopard print! You styled both of them so well!


  • Reply Kate June 5, 2019 at 7:38 am

    So cozy chic! Love the ruffle detailing <3
    Green Fashionista

  • Reply Rach June 5, 2019 at 7:20 am

    Those shorts look so comfortable, and they’re so cute on you!

  • Reply Kelly R June 5, 2019 at 6:50 am

    LOVE these shorts! So cute and they look so comfortable!

    Rosy Outlook

  • Reply Katherine June 5, 2019 at 6:35 am

    Love it Amy Ann! I agree with you that the high waist is definitely more flattering!

    Katherine |

  • Reply Amy Johnson June 5, 2019 at 6:22 am

    Those shorts are so cute on you and I love how you styled them.

  • Reply Shelbee on the Edge June 5, 2019 at 5:54 am

    Such great outfits! I love pull on shorts especially on super hot days! They are so cute and airy and comfortable.


  • Reply Julie | This Main Line Life June 5, 2019 at 5:25 am

    These shorts look so cute on you. I especially love them with the bodysuit. I spend all day Sat a few weeks ago looking for “just the right”bodysuit for my teen. She was being so picky about it, but we finally found one that she liked.

  • Reply Andrea Nine June 5, 2019 at 5:04 am

    Soooo CUTE! I do think tops look best tucked in with the pull on shorts! Those ruffles…just love!

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