How to Style Funny T-Shirts for Men

How to Style Funny T-Shirts for Men

When it comes to men’s fashion, comfort and self-expression are king. That’s exactly why funny t-shirts have become such a popular wardrobe staple. Whether you’re making a political statement, flexing your sense of humor, or just want to turn heads at the next backyard BBQ, a great graphic tee speaks volumes without saying a word. 

At Riff Raff Wear, we’re redefining streetwear with bold prints, loud laughs, and unforgettable designs. With a background rooted in creative freedom, we’ve transformed from a local Arizona street vendor to a global online destination for rebels, jokers, and free thinkers. 

In this blog, we’ll explore how to style funny t-shirts for men in 2025. From pairing them with layers to dressing them up with street-inspired swagger, you’ll walk away with practical tips, styling advice, and some serious outfit inspiration. 

Why Funny T-Shirts Are More Than Just a Joke 

Humor is one of the easiest ways to connect with others—and your clothes can help you break the ice. Funny t-shirts offer a unique blend of fashion and wit. They allow you to showcase your values, culture, sarcasm, and personality all in one wearable canvas. 

In fact, recent fashion research shows that: 

Stat 

Insight 

74% of Gen Z consumers 

Say they prefer clothes that reflect their identity. 

65% of American men (ages 18–45) 

Report wearing graphic tees at least weekly. 

53% of casual wear sales in 2024 

Included graphic or novelty tees. 

In other words, funny tees are in—and they’re here to stay. 

Tip #1: Keep It Balanced – Loud Tee, Simple Bottoms 

Funny t-shirts already command attention, so don’t let the rest of your outfit compete. Pair your statement tee with neutral or classic bottoms like: 

  • Slim-fit jeans
  • Cargo pants
  • Joggers or chinos
  • Shorts in beige, khaki, or black 

For example, the “Sausage” Men’s Cotton Crew Tee from Riff Raff Wear is cheeky and attention-grabbing. Balance it out with dark denim and crisp white sneakers, and you’ve got a look that’s laid-back but unforgettable. 

Tip #2: Layer Like a Pro 

Funny tees are surprisingly versatile when it comes to layering. Don’t be afraid to throw on: 

  • An open flannel shirt
  • A denim or leather jacket
  • A neutral hoodie
  • A bomber jacket 

Layering adds depth and dimension, while keeping the funny tee front and center. 

Try this look: 

It’s edgy, ironic, and ready for a night out. 

Tip #3: Accessorize to Match the Vibe 

Accessories can elevate even the simplest look. With funny t-shirts, aim for items that complement the humor without going overboard. Consider: 

  • A flat-brim cap or beanie
  • Chunky watches or bracelets
  • Retro sunglasses
  • Simple chains 

If you're styling the “Riff Raff Face” Tee, pair it with aviators and a chain to give it a confident edge without clashing with the graphic. 

Tip #4: Let the Message Guide the Mood 

What your shirt says should influence how you style it. For political or bold messages, like the “Standing in the Way Trump Tee”, keep the rest of your look subtle. This draws attention to the message and shows that you’re confident in your stance. 

If your shirt leans more absurd or comedic—like our “Shoot This Trump 2024 Tee”—feel free to get creative with bold colors, quirky shoes, or oversized fits. 

Tip #5: Wear It With Confidence 

No matter how you style it, the most important part of pulling off a funny t-shirt is wearing it with confidence. People will respond to your energy—so own the message, laugh at the joke, and rock your look unapologetically. 

Remember: fashion is supposed to be fun. 

Styling Scenarios: From Chill to Loud 

Let’s explore some real-world outfit examples based on different social situations: 

Scenario 

Styling Example 

Casual Friday 

Funny tee + navy blazer + black jeans + white low-tops 

Day at the Park 

Graphic tee + cargo shorts + dad sneakers + sunglasses 

Concert or Festival 

Oversized funny tee + distressed jeans + flannel tied at waist + boots 

Barbecue Hangout 

Tee + pastel shorts + flip flops or slides + backwards cap 

Date Night (Chill) 

Bold tee + bomber jacket + dark denim + Chelsea boots 

Don’t Overthink It—Just Make It You 

Men’s fashion doesn’t have to be a guessing game. Start with a piece that reflects your humor or beliefs, like the “Skull Dark Tee”, and build around it with layers, bottoms, and accessories that feel true to your style. 

Fashion isn’t about perfection—it’s about personality. And what better way to show yours than through something that makes people smile?  

Final Thoughts 

Funny t-shirts are more than a trend—they’re a lifestyle. They help you express your humor, spark conversation, and show the world who you really are. With a few styling tricks and a dose of confidence, you can wear your message proudly wherever you go. 

At Riff Raff Wear, we’ve made it our mission to fuel that self-expression with sustainable, custom-printed gear that’s as bold as you are.  

Ready to start turning heads? Explore our collection. 

FREQUENTLY ASKED QUESTIONS

Can I wear a funny t-shirt to a semi-casual event?

Yes—just balance it with structured pieces like a blazer, clean shoes, or tailored pants. A well-styled funny tee can be both humorous and fashion-forward.

What’s the best fit for graphic or funny t-shirts?

That depends on your body type and style. Fitted tees offer a cleaner look, while oversized shirts give a streetwear vibe.

Are funny t-shirts age-appropriate for older men?

Absolutely. Humor doesn’t have an age limit. Just choose designs that align with your personality and pair them with classic layers or accessories.

How do I wash and care for printed tees?

Wash inside out with cold water and avoid high heat drying to preserve the print quality. Riff Raff Wear tees are made to last—but gentle care helps.

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