• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Skip to footer

The Modest Man

  • .
  • Topics
    • Fashion
    • Shoes
    • Accessories
    • EDC
    • Hairstyles
    • Cologne
    • See All
  • Reviews
  • Outfit Ideas
  • Aboutย The Modest Man
    • Start Here
    • Contact
Home / Blog / Clothing and Style
We earn a commission on some purchases you make through our site. Here's how affiliate links work.

How To Make Your Shorts Fit Better

Updated on August 6, 2024 by Brock McGoff ยท Clothing and Style

This is a simple, free trick that will make you look a little better in those new khaki shorts you just bought in preparation for the best summer of your life. Ready for it?

Roll them up.

That’s right. Rolling short isn’t just for the ladies. Oftentimes a new pair of shorts will fit great around the waist and in the seat, but they will go just an inch or two past the knees, which only makes you look shorter. You’re not in seventh grade anymore, and you need to show some thigh…even if it’s pale and hairy like mine.

Just roll them up to desired length. One roll for a slight adjustment, two for the more adventurous among us, and three for that coveted “just stormed a beach like James Bond with some hot chick who’s trying to kill and/or sleep with me” look.

James Bond Swim Trunks
Get out of my face, Daniel Craig!

If you are having trouble keeping them rolled, you can use small safety pins (like these) to hold them in place. For a more permanent solution, you can sew a few stitches into either side of your shorts (or ask your dry cleaner to do this for you).

Don’t be afraid to show some skin. Roll those shorts up today!

ย 

ย 

Clothing and Style shorts

Related Posts
What Is Athleisure
Athleisure Explained: What Is It and Who Is It For?
Mizzen and Main Review
A Look At Mizzen+Main’s SS23 Collection (With 6 Outfit Ideas)
Short shorts men
Real Men Wear Short Shorts (Here’s Proof)
A man standing outdoors wearing a floral short-sleeved shirt, olive shorts, and boat shoes, holding a bag.
How To Wear Shorts the Right Way
About Brock McGoff

The Modest Man founder, Brock is an aspiring minimalist who enjoys working out, spending time with his family, discovering new brands and creating great content.

Background: Brock McGoff has a bachelor's degree in psychology and a professional background in digital marketing. He believes that men's fashion is just one facet of self-improvement, and he started The Modest Man to help regular guys feel more confident by improving their appearance.

An east coast native, Brock currently lives in Arizona with his wife and daughter. When he's not working, he spends time with family, training BJJ, reading/listening to books and podcasts, and unsuccessfully trying to decide which movie to stream.

Expertise: Brock has built a men's lifestyle YouTube channel with over 400k subscribers. He's also worked as the creative marketing manager in a men's apparel startup. Brock has been quoted in, mentioned by or featured in publications like Esquire, Huff Post, Men's Health, WWD and Forbes.

More Articles by This Author

Facebook Twitter YouTube LinkedIn

Join the Club

Never miss a post, plus grab this free guide (instant download). No spam. Ever.

Subscribe Now

Reader Interactions

Comments

    Ask Me Anything Cancel reply

    Got questions? Want to share your opinion? Comment below!

  1. Stewart Silverberg says

    January 31, 2024 at 6:12 am

    I’ve lost over 160 lbs. I’m almost 68 yrs old. I have no butt at all and all my shorts and pants keep falling down no matter what I try.
    Any suggestions (even particular brands are ok).

    Reply
  2. Terry says

    July 14, 2021 at 11:53 am

    6 inches is the new 2021 standard

    Reply
  3. Mushroom says

    February 19, 2017 at 7:44 pm

    I got some new shorts but didn’t see this earlier. They are basketball shorts and they’re a bit too long and wide. How should I fix this?

    Reply
  4. Sesku says

    December 13, 2016 at 7:32 pm

    I just wear NRL shorts during summer. No pockets, but they sure dont come past the knee. I also find females running shorts quite comfortable.

    Reply
    • Brock says

      December 13, 2016 at 7:33 pm

      What’s NRL? Is that a brand?

      Reply
      • Josh Stevenson (@lemon_lime) says

        April 10, 2018 at 12:19 am

        New Rugby League

        Reply
  5. Earl says

    June 19, 2016 at 4:35 am

    I cant find shorts anywhere that don’t go past the Knee. Not only do they look ridiculous, they hinder your movement like bending over kneeling. So does anyone know who makes old school Cargo Shorts? I like pockets also..

    Reply
    • Brock says

      June 19, 2016 at 2:03 pm

      Sorry, I can’t (in good conscience) help you find baggy cargo shorts. I’m sure you won’t have to look that hard, though.

      Reply
    • Daniel says

      June 27, 2017 at 11:16 am

      Dockers. Izod.

      Reply

Primary Sidebar

Join the Club

Never miss a post, plus grab this free guide (instant download).

No spam. Ever.

Subscribe Now

Trending Articles
A person's hands typing on a silver laptop displaying the Hulu streaming service interface with various show thumbnails.
12 Series Finales That Sparked Major Fan Backlash
Seiko 5 SNK805
35 Great Watches for Small Wrists
Men over 40 style
โ€œOld Man Styleโ€: Advanced Age Is the New Sartorial Prime
Fashion brands for short men
Stride in Confidence: Where To Buy Clothes For Short Men
Best Business Casual Shoes for Men
Business Casual Shoes for Men: The 8 Best Options to Step Out in Style
Topics
  • Clothing & Style
  • Outfit Ideas
  • Fitness
  • Product Reviews
  • Dating & Confidence
  • Grooming
  • Men of Modest Height
  • Income Reports
Top 10 Brands
  1. Uniqlo
  2. Nordstrom
  3. Warby Parker
  4. J. Crew
  5. J. Crew Factory
  6. Amazon
  7. Thursday Boot Co.
  8. Mr. Porter
  9. Banana Republic

Footer

The Modest Man logo

Home โ€ข Blogย โ€ข Resources โ€ข Contactย โ€ขย Advertise

 

Privacy Policy & Affiliate Disclosure โ€ข Terms & Conditions โ€ข Sitemap

 

As an Amazon Associate I earn from qualifying purchases.

 

Copyright ยฉ 2025 The Modest Man (Registered Trademark)