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2020 Tall Shorts Roundup

Last year we did a shorts roundup and it might have been one of our most popular posts. Obviously we don’t go all out and buy a whole new wardrobe of shorts every year but tend to update key pieces or new silhouettes every year depending on the styles. If you want to check out last year’s round-up, click here! 

In the meantime, we had gotten a few questions about the shorts we have added this Summer in our DM’s and it triggered us to write this post in case it could help any more of you looking to update or add to your shorts collections! The good news is, now is the time to buy them! We’re getting to the end of July and stores are wanting to clear their inventory to make way for their Fall arrivals. Yea, cue the eye-rolling on our part as well. No one is rushing away Summer in these parts, believe us! So let’s get to the shorts sharing, shall we?!

American Eagle


Caitlin found these 90’s shorts from American Eagle and we are both absolutely loving them. Normally when shopping AE, we wear a size 12 in their stretchy Mom jeans. These shorts do not have much if any stretch to them. I’m wearing a size 14 and Caitlin sized up two sizes to 16 for a slouchier fit (but definitely has way too much space in the waist). We love the high rise waist and it actually does cover our belly buttons. Plus despite them looking like not much length in the front, they go longer in the back so no risk of butt cheek exposure! In fact, she loves them so much she went back and grabbed the other colors/washes to complete her collection.

Gap

Last year, Gap was one of the biggest parts of our shorts round up, and obviously, when things work well for us, we keep coming back year after year. Our shorts collections were missing some higher rise options and considering that’s the bulk of our jeans preference we knew we needed to add a couple of pairs. This year, I added these button fly front shorts. The best part? They are a curvy cut. We’ve struggled so much with the disparity between our thicker thighs and smaller waist shape. I found with the curvy option I didn’t even need to size up and wore my regular 31 Tall! Call that a win. 

Caitlin also has been loving the tie-dye options this year and had to give their tie-dye shorts a try. She got them in a 31Tall as well! They are a super cute way to participate in the tie-dye but are also subtle which we love. Gap does a really great job offering tall shorts for that add on an extra inch or so to make them that 4-5inch mark that feels adequately covered for our long legs. Plus in our experiences, they have some stretch so they will mold to your body really nicely without bagging out.

Amalli Talli

If you’re less into denim shorts, hopefully, you didn’t miss Amalli Talli launching their shorts collection this Summer, with two different colored linen options PLUS a pair of camo athletic shorts! We’re all about both pairs, for different reasons. The linen has been cut for a wonderful midi length, plus they’re lined for a chic classy look you can wear anywhere. We’d say there isn’t stretch to them, I (Jenilee) am wearing a Large and Caitlin sized up to XL for a more relaxed fit. The camo shorts are a bit shorter and so so comfortable. We’ve been living in them during our work from home days. We both sized up from our normal large in Amalli bottoms and are happier with the fit!

ASOS

We haven’t bought any new options this year, but they have dropped several in updated prints but the same silhouettes we’ve gotten last year so we wanted to share those in case you missed out! We both wear size 10 across the board for ASOS design and they are all true to size. We love the high waist of their paper bag waist options and the loose leg fit. They are also work from home approved due to their jersey fabric and comfortability. Plus they are priced very reasonably. So no regrets after adding these to your closet!

That’s all we’ve got for our shorts round up this year, we’re hoping it helped. Shorts are a triggering item for many women to buy, ourselves included. Our advice to you is to never be afraid to size up. It’s much better to go up a size than to have ill-fitting shorts that you can’t be comfortable in. Comfortable you = happy you, and size is just a number! We all know stores vary on sizing so don’t spend any extra time getting hung up on it. Find your favorite pair and enjoy summer and bare legs while you can.

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