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Best Denim + Tailored Shorts for Women | size 14 Curvy Try-On

Why is it so hard to find great fitting shorts for women!? I feel like I have searched online and in real life for years and only really found a handful of incredible fitting shorts. These are my favorite summer denim shorts and tailored shorts, all tried on, so you can see how they fit!

I prefer a slightly longer 4″ inseam and will wear either 100% cotton or a cotton/spandex mix. I like shorts with a natural high rise and straight cut from waist to thigh opening. Shorts that flare out at the legs don’t flatter me, so I go for that straighter cut.

Here are all my favorite denim cut-off shorts for casual wear and my favorite tailored shorts that can be dressed up or down!


3 | Agolde Reese

$128 | sz 32 | shade: Precision

From the Agolde brand I have purchased the following styles: Parker (too short, kind of bunchy fit), Micah Boyfriend (now discontinued, great loose style, but short), Parker Long (medium rise, nice fit with longer inseam), Dee High Rise (could not even button the sz 32, so small) and finally… Reese loose fit.

The Reese style are my favorite Agolde shorts style of all time!

The higher rise is perfect. The backside is flattering. They don’t bunch weirdly around the fly. The thigh opening width is ideal. They have a flattering straight fit from waist to inseam, with no bell shape at the leg opening.

The inseam on the Reese hits at the perfect point on my legs to be both flattering and comfortable while walking. It’s long enough that you get coverage, without the length feeling frumpy.

The denim is soft and high quality. These are 100% cotton, so no stretch, but very comfortable.

These are really amazing shorts and 100% worth the splurge. I hope they keep this style around for a while and make a few more washes!

shop Agolde Reese | shopbop . revolve . bloomingdales . anthropologie

2 | Hudson Cara High Rise Denim Shorts

$50-$135 | size 34

Ok, the inseam on these Hudson shorts could be one inch longer and I wouldn’t complain. But I love this style for the compression. The denim is also very nice quality and just the right amount of thickness for summer.

They run very snug, order at least 1, if not 2 sizes up! The size 32 in the 100% denim “Bite” wash barely zips on me. The tan version has a bit of spandex for stretch, but I still prefer the size 34 in the Tan for comfort and a little extra inseam length.

These have a great up and down straight fit and are very flattering on the backside. The Cara is last year’s style, but you can still find them on sale online. This year’s version would I think be the Lori High-Rise Short, which looks like it runs more true-to-size.

These would be great beach shorts!

shop Hudson Cara | saks (tan) . neiman marcus (bite) . saks (light denim) . bloomingdales (bite)

1 | H + M Vintage High Rise Jean Shorts

$15-$18 | size 14 (varies between washes)

These shorts are SUCH a find! The fit is fantastic. The H&M “Vintage High-Rise” jeans are one of my all-time favorite jeans, so I was excited to see they made a version in shorts.

The inseam is a decent length, the denim is lightweight, which I love for summer, but looks substantial.

These are just incredible fitting shorts. The waist band sits perfectly without digging in, the straight cut is flattering at the front and back, and I love the compression from the button fly.

In the black wash, I ordered the 14 in plus sizing and the 14 in “standard” sizing to compare the plus vs standard sizing and and did not see any difference between the size 14’s.

The black + white washes do seems to run more snug than the denim washes. I kept the size 16+ in the black and the white for looser wear and the “standard” size 14 in the black wash for when I want more fitted shorts.

The secret is out on these $15 shorts, so they sell out quickly on H&M, but also restock frequently. Don’t be discouraged if you don’t see your size in stock, just check back later!

These have over 200 5-star reviews, they are definitely a hit.

shop Vintage High Rise Shorts | H&M . H&M plus


2 | Veronica Beard Borneo Short

sz 14 | $105 (sale price)

These are incredibly flattering shorts. I love the belt detail, the slightly longer inseam, and the thicker (ie: not see through) fabric on these off-white shorts. The original $350 price tag was a bit too steep for me, but the sale price is very fair for the high-quality and fit of these shorts!

shop VB shorts | Nordstrom Rack . The Outnet . Veronica Beard official . Nordstrom

1 | Club Monaco Linen Shorts

size 14 | $89.50

The slanted pockets and flattering cut of these higher rise linen blend shorts is so perfect. These are very slimming and make getting dressed so easy. These can be dressed up or down and have come with me on every trip this summer.

shop CM shorts | Club Monaco official





Thank you for reading and being a part of the blog!  – Molly

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