Best Comfy Shorts for Summer

Need some new comfy shorts or denim shorts for summer? We’ve got you covered! Today we’re showcasing 5 different pairs of denim shorts and 6 different pairs of comfy shorts on 2 different body types to help you find your new favorite pair of shorts!

Oh summer. You bring with you so many amazing things – longer days, warm weather, fresh flowers, and hours spent outside.

You also bring with the necessity to go shorts shopping, one of my least favorite things. It can be hard to find comfy shorts, ones that cover your whole backside but not making you look like a grandma!

6 Comfy Shorts for Summer - Shown On 2 Different Body Types

Today I’m bringing you another try on with my sister! I love doing try ons with her because our body shapes are very different. This way you’re able to really see how things look on multiple body types to have a better idea if they’ll work for you!

We have 2 try ons below. The first is 5 denim shorts from Amazon – everything from bermuda shorts to pull on denim shorts.

After that we have 6 different comfy shorts for summer options. If you like this try on, let us know and we can expand it to other options (denim, dresses, etc!).

It’s noted below which ones we kept and which ones we didn’t. We like to say if we both like something there’s a VERY good chance that all women will like it because we have very opposite taste in things!

5 amazing denim shorts from Amazon

Please note: Paisley + Sparrow is a participant in the Amazon Services LLC Associates ProgramThis post may include affiliate links which means I may earn a small commission if you shop using the links below at no additional cost to you. 

1. Levi’s Mid Length

Two women wearing black denim shorts

Inseam 4 1/2″ rolled or 6 3/8″ unrolled

These are stretchy and comfortable! These are 80% cotton and 20% polyester. These are tighter around the legs but not tight, and feel extremely comfortable due to the stretch!

These are mid-rise and come in black or tan camouflage. These run true to size.

We both kept these and LOVE them!

2. Silver Mid Rise Boyfriend Shorts

Two women wearing cuffed denim jean shorts

Inseam 4 1/2″

Another very comfortable, stretchy pair of denim shorts! We love the distressing on these shorts. This particular denim is a thicker, more structured material, so if you are looking for a true jean short, these are for you!

These are mid rise and are comfortable around the waist. These run on the large size, consider sizing down.

We both are exchanging these for smaller sizes. They’re great options!

3. Jag Jeans Pull On Shorts

Two women wearing pull on jean shorts

Inseam 3 5/8″

These are the surprise favorite! These very stretchy, higher rise pull on jean shorts are extremely comfortable. These shorts come in 9 colors ranging from black to white and all the colors in between.

These shorts would look fantastic with a fitted tank top or shirt as you won’t have a button sticking out. Fits true to size.

We both kept and LOVE these too!

4. Democracy 13″ Bermuda Shorts

Two women wearing Bermuda shorts

These bermuda shorts are a classic pair of longer shorts that have a super comfy waistband and 2% spandex. These come in black, white, olive, and khaki.

These come all the way down to the top of your knees, but the cuff is adjustable so these will fit any legs! If you are in between sizes, size down.

Jen kept these!

5. Democracy 5″ Ab Solution Shorts

Two women wearing 5-inch inseam denim shorts in white and blue

The Democracy Ab Solution Shorts are a great option for someone wanting more support along their waistline. These are stretchy shorts with a very stretchy waistband, making these a great, comfortable option for all sorts of body types.

These shorts come in black, white, light blue, and dark blue. These run a little big, so if you are unsure of what size to order, size down.

Ok now on to the comfy shorts! Two of these are also from Amazon (number 4 and 6). We have both bought numerous pairs of both those!

6 Comfy Shorts for Summer

6 comfy shorts for summer

Please note: Paisley + Sparrow is a participant in the Amazon Services LLC Associates ProgramThis post may include affiliate links which means I may earn a small commission if you shop using the links below at no additional cost to you. 

1. Caslon Linen Shorts (Nordstrom)

Caslon Linen Shorts (Nordstrom)
Caslon Linen Shorts (Nordstrom)

The drawstring-waist shorts you’ll want to live in all season long feature a relaxed cut of cool and breathable linen in a drawerful of colors. These are a 3″ inseam.

Jen wears these in an extra small and Katie in a medium. Overall we really like these shorts. Very comfortable, not as soft as we thought they would be but they are nice.

We loved the pocket and the overall fit was really good! We opted to not keep these since the Old Navy shorts were very similar at a much lower price point.

2. Mid-Rise Linen-Blend Shorts (Old Navy)

Mid-Rise Linen-Blend Shorts
Mid-Rise Linen-Blend Shorts

These Mid-Rise Linen-Blend Shorts for Women have a 4-inch inseam. These are more or less a dupe of the Nordstrom Caslon brand. These have a shorter rise, so if you like a high rise short be sure to size up. These have sewn cuff and more functional pockets and overall a slimmer fit than the Nordstrom linen shorts.

Jen wears an extra small, Katie is wearing a small but would size up to a medium. We both kept these shorts however colors and sizing are running low! They’ve been restocking them but currently my rust color is not in stock.

3. High Rise Pull On Shorts (Target)

High Rise Pull On Shorts
High Rise Pull On Shorts

These shorts are super comfortable. They have a very long rise which makes these have a bit of a skirt feeling to them. These would be great to wear at the pool over your swimsuit.

Definitely size down, Jen is wearing an extra small and Katie is wearing a small. We ended up not keeping these simply because the cut wasn’t our favorite!

4. Fleece Drawstring Shorts (Amazon)

Fleece Drawstring Shorts
Fleece Drawstring Shorts

These are amazing! Super soft, super comfortable, you need these shorts! They come in a bunch of different colors. These are perfect for running around the lake, throwing on in the morning, or even wearing to the gym. Really, these are the perfect casual summer shorts that you want to wear all day long.

Jen is wearing an extra small, Katie is wearing a medium. Sizes often sell out on Amazon so be sure to check back often as they restock regularly.

Amazon Basics also makes an amazing jogger pant – check them out on this Amazon finds post!

5. Dolphin Hem Run Shorts (Old Navy)

Dolphin Hem Run Shorts
Dolphin Hem Run Shorts

These are very comfortable athletic shorts from Old Navy! These come in a ton of different prints and are cute enough to wear to work out and out running errands. You can’t beat the price – they range from $12-$20 depending upon the print.

Jen is wearing an extra small, Katie is wearing a medium. We both LOVED these and kept them (and are planning on buying more!).

6. Biker Shorts (Amazon)

Biker Shorts from Amazon
Biker Shorts from Amazon

We had to check out the hype about the biker shorts and lets just say – WE GET IT NOW! These are really comfortable – basically like wearing your favorite leggings in a shorts form. These are high waisted and we are wearing them in an 8″ length.

Jen is wearing an extra small and Katie is wearing a medium. We both kept these and are likely picking up a few more pairs!

I hope this helps you find some comfy shorts for summer (without even needing to go to the store!). If you’re looking for more posts like this, head on over to our graphic tee try on post for more.


  • Jen

    Jen has styled women for photo shoots, fashion shows, board meetings, work trips and most importantly, every day life! She's been hired to style many homes as well. Her aesthetic aims to make style approachable and practical, and most of all fun! She's a mom of 3 who loves frozen cookie dough, plants and a generous pour of creamer in her coffee. Her biggest joy is helping others find joy in personal style through practical tips and inspiration. She loves to share all of her styling secrets on Paisley & Sparrow! Feel free to send Jen a message or join the fun on Instagram!

Leave a Comment