• 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
  • About 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.

15 Items Grown Men Should Never Wear

Updated on June 6, 2025 by TMM Staff · Clothing and Style

A man in a denim jacket is looking at suits hanging on a rack in a store.
©Antoni Shkraba Studio/Pexels.com

There comes a point when your wardrobe should reflect maturity, not nostalgia. Wearing clothes that don’t align with your age, values, or lifestyle sends the wrong message. The right style doesn’t have to be flashy, just intentional. These 15 items are holding your look and image back. It’s time to clean the house and upgrade like a grown man.

Table of Contents

Toggle
  • Graphic Tees With Immature Prints
  • Cargo Shorts With Endless Pockets
  • Flip Flops Off the Beach
  • Oversized Jerseys as Everyday Wear
  • Pants That Sag
  • Sticker On Snapbacks
  • Deep V Neck Tees
  • Loud Novelty Socks
  • Fake Leather Accessories
  • Neon Colors for Everyday Wear
  • Boxers as Loungewear
  • Overstuffed Wallets
  • T Shirts With Motivational Quotes
  • Cheap, Gimmicky Sunglasses
  • Look Sharp, Live Sharp

Graphic Tees With Immature Prints

A man with a beard and curly hair is standing in front of large windows, wearing an oversized white graphic t-shirt and dark pants.
©cottonbro studio/Pexels.com

Shirts with cartoon characters, beer logos, or juvenile jokes belong in your past, not your present. They make you look unserious, even if you’re just running errands. Instead, opt for plain tees, vintage graphics, or minimalist designs. A grown man’s style says more with less. Let your personality come through, not your punchline tee.

Cargo Shorts With Endless Pockets

A man with a beard and glasses, dressed in a black t-shirt and black shorts, is walking while looking at his phone.
©Vinicius Pittol/Unsplash.com

Cargo shorts with oversized pockets swamp your frame and add unnecessary bulk. They may be practical, but they ruin clean lines and polished looks. Tailored chino shorts or hybrid performance shorts offer the same comfort with better aesthetics. Simplify your silhouette. You don’t need six pockets to carry your keys.

Flip Flops Off the Beach

A person's feet are shown from above, wearing black flip-flops on a wet, speckled ground.
©Aditya Nara/Unsplash.com

Unless you’re at the beach or pool, flip flops send the wrong message. They offer no support, and they look lazy in most situations. Leather sandals, slip ons, or breathable sneakers are more appropriate for everyday summer wear. Your feet deserve respect and style. Save the flip flops for vacation mode only.

Oversized Jerseys as Everyday Wear

The back of a person wearing a black basketball jersey with "JORDAN 23" on it is visible as they stand in what appears to be a dimly lit hallway.
©Mathias Reding/Unsplash.com

Wearing a basketball jersey as your main outfit outside of game day feels juvenile. It’s a nostalgic move, not a stylish one. Jerseys rarely flatter your body and give off a “still in college” vibe. Represent your team with subtle accessories instead. Let your look say, grown man, not sideline superfan.

Pants That Sag

A man in a red and white varsity jacket and loose-fitting blue jeans is walking with his pants sagging low on his hips.
©cottonbro studio/Pexels.com

Sagging pants might’ve been trendy once, but now they just signal you haven’t kept up. Fit matters, and pants should sit at your waist not your thighs. A good fit boosts your posture, confidence, and overall presentation. Style starts with structure. Sagging makes everything look half done.

Sticker On Snapbacks

A person wearing a black shirt and a blue backpack with a "PROTECT TRANS KIDS" patch is visible from the chest down.
©Meg/Unsplash.com

Snapbacks with flat brims and size stickers still attached feel stuck in the early 2000s. It’s time to peel the label and curve the brim or switch to a more timeless cap. Baseball hats and dad hats add casual cool without trying so hard. Real confidence doesn’t need tags. Your hat should look worn in, not fresh off the shelf.

Deep V Neck Tees

A man with a beard and a straw hat is looking at the camera, wearing an unbuttoned orange shirt with a deep V-neck.
©Bruno Palace/Pexels.com

Deep V necks try too hard to be edgy and rarely succeed. They draw awkward attention to your chest and can feel dated fast. A crew neck or Henley gives you structure and style without looking desperate. Keep your neckline modest. Let your fit do the talking.

Loud Novelty Socks

The lower legs and feet of several people are shown, with some wearing brightly colored and patterned novelty socks with various shoes.
©Diogo Pereira/Unsplash.com

Socks with pizza slices, comic characters, or “funny” phrases don’t say what you think they do. Instead of adding charm, they disrupt your outfit’s balance. Opt for muted tones, subtle prints, or classic patterns. Keep your statement grounded. The loudest guy in the room rarely has the best taste.

Fake Leather Accessories

A person's feet are shown from a first-person perspective, wearing brown boots and standing on wet, textured ground.
©Erik Mclean/Unsplash.com

Fake leather belts, shoes, or jackets peel fast and cheapen your entire outfit. You don’t need to spend a fortune, but you do need to aim for durability and texture. Real leather ages well and gets better with wear. It’s about long term value. Invest in pieces that grow with you.

Neon Colors for Everyday Wear

A man with curly hair is standing outdoors in front of greenery and a building, wearing a bright orange shirt with a light blue design on it.
©Joshua katt/Unsplash.com

Bright neon hues were built for visibility, not everyday fashion. Unless you’re cycling at night, highlighter colors don’t belong in your wardrobe. Earth tones, blues, and charcoal are more versatile and flattering. Let your confidence be loud, not your clothes. Neon is better left in the gym bag.

Boxers as Loungewear

A man with a lean build is standing on a rocky beach, wearing light blue and white patterned boxer-style shorts.
©MANITO SILK/Unsplash.com

Boxers with novelty prints don’t count as proper loungewear once you’re past college. They look sloppy, even at home. Modern men’s loungewear is tailored, breathable, and put together. Think joggers, soft tees, and minimalist sets. Comfort should still look intentional.

Overstuffed Wallets

A brown leather wallet is open, with several banknotes sticking out of it, sitting on a wooden surface.
©Jakub Żerdzicki/Unsplash.com

A wallet that’s bursting with receipts and loyalty cards looks and feels bulky. It ruins your silhouette and clutters your life. A slim cardholder or minimalist wallet streamlines your essentials. It’s about efficiency and refinement. Don’t let your back pocket give you away.

T Shirts With Motivational Quotes

The back of a man wearing a white t-shirt with "KEEP IT TOGETHER" printed in large black letters is visible in a dimly lit, crowded indoor space.
©vitalina/Pexels.com

Your clothing isn’t a billboard. Wearing shirts that scream “Hustle Hard” or “No Days Off” makes your outfit feel performative. Let your values show through action, not all caps slogans. Aim for simplicity, texture, and cut. Silence, not slogans, carries the most style weight.

Cheap, Gimmicky Sunglasses

A man with a beard and curly hair is sitting in a green chair, wearing round sunglasses with colorful, kaleidoscopic lenses.
©Or Hakim/Unsplash.com

Plastic sunglasses with neon frames or novelty shapes aren’t edgy, they’re throwaway. Grown men choose styles that complement their face and elevate their outfit. Go for wayfarers, aviators, or square frames in timeless tones. One quality pair is better than five forgettable ones. Make your shades part of your signature look.

Look Sharp, Live Sharp

A man with dark curly hair and a beard is lying on a white couch, looking up and smiling at the camera while holding a white tablet.
©Minervastudio/Pexels.com

Clearing out these 15 items won’t just improve your look, it will simplify your mornings, strengthen your personal brand, and signal that you’ve stepped into the man you’re meant to be. Style maturity is about knowing when to let go.

Clothing and Style ethical clothing, sustainability, Tentree

Related Posts
A woman in a black top, plaid blazer, and black sunglasses is seated outdoors at a cafe table.
13 Style Details That Elevate Your Look Instantly
A person organizing folded clothes into a clear storage bin on a bed
7 Clothing Items Cluttering Your Closet That You Should Toss Now
A group of men walking down a city street, one smiling in the foreground with headphones on and sunglasses.
What Men Over 40 Should Stop Wearing
A man standing by a river, looking down and smiling at his phone with a bridge in the background.
12 Simple Style Upgrades Every Guy Can Make Today
About TMM Staff

The Modest Man staff writers are experts in men's lifestyle who love teaching guys how to live their best lives.

If an article is published under TMM Staff, that means multiple writers worked on it. For example, sometimes several of us have experience with a certain brand, so we collaborate to publish a more thorough review.

Or, if an article was originally written by one person, but then it was updated by someone else, we'll re-publish it under TMM Staff.

Remember: all of our articles (including those below) are written by real people with decades of combined experience in men's fashion and lifestyle topics.

More Articles by This Author

Facebook Twitter Instagram

Join the Club

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

Subscribe Now

Reader Interactions

Ask Me Anything Cancel reply

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

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
“Old Man Style”: 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 • Blog • Resources • Contact • Advertise

 

Privacy Policy & Affiliate Disclosure • Terms & Conditions • Sitemap

 

As an Amazon Associate I earn from qualifying purchases.

 

Copyright © 2025 The Modest Man (Registered Trademark)