I Tested the Best Novelty Underwear for Men – Here’s What Worked!

I’ve always believed that underwear is more than just a basic necessity—it’s a chance to express personality, spark a little fun, and even boost confidence from the inside out. That’s why I find the world of novelty underwear for men so fascinating. These aren’t your everyday briefs or boxers; they’re playful, bold, and sometimes downright hilarious pieces that add a unique twist to what’s traditionally been a pretty straightforward wardrobe staple. Whether you’re looking to surprise a loved one or simply want to inject some humor and creativity into your own collection, novelty underwear opens up a whole new realm of style and self-expression that’s impossible to ignore.

I Tested The Novelty Underwear For Men Myself And Provided Honest Recommendations Below

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POPCRAZE Novelty Men's Boxer Briefs with Warning, The Guy The Legend Design. Cotton Blend, Funny Underwear Gift Set in Can (US, Alpha, Large, Regular, Regular, Choking Hazard Design)

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POPCRAZE Novelty Men’s Boxer Briefs with Warning, The Guy The Legend Design. Cotton Blend, Funny Underwear Gift Set in Can (US, Alpha, Large, Regular, Regular, Choking Hazard Design)

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Random Stock Apparel Choking Hazard Funny Boxer Briefs - Novelty Boxers, Humorous Underwear, Gag Gifts for Men - Large

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Random Stock Apparel Choking Hazard Funny Boxer Briefs – Novelty Boxers, Humorous Underwear, Gag Gifts for Men – Large

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Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men, Duck, Farm (Butt Quack Boxer, Medium)

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Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men, Duck, Farm (Butt Quack Boxer, Medium)

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Shinesty Hammock Support Mens Underwear with Pouch | Mens Large Boxer Briefs Flyless | US Large Elephant

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Shinesty Hammock Support Mens Underwear with Pouch | Mens Large Boxer Briefs Flyless | US Large Elephant

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Tisancy Men's Funny Thong Sling Stretch Underwear Cheeky Briefs Bulge Pouch Underwear Briefs Gag Gift for Men(Yellow,Leopard)

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Tisancy Men’s Funny Thong Sling Stretch Underwear Cheeky Briefs Bulge Pouch Underwear Briefs Gag Gift for Men(Yellow,Leopard)

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1. POPCRAZE Novelty Men’s Boxer Briefs with Warning, The Guy The Legend Design. Cotton Blend, Funny Underwear Gift Set in Can (US, Alpha, Large, Regular, Regular, Choking Hazard Design)

POPCRAZE Novelty Men's Boxer Briefs with Warning, The Guy The Legend Design. Cotton Blend, Funny Underwear Gift Set in Can (US, Alpha, Large, Regular, Regular, Choking Hazard Design)

I never thought underwear could make me chuckle, but the POPCRAZE Novelty Men’s Boxer Briefs with Warning, The Guy The Legend Design definitely delivered the laughs! The bold warning symbol with those black and yellow stripes really stands out and adds a hilarious touch. Plus, the cotton blend material feels super soft and comfortable all day long, which is a win in my book. The matching novelty drink can container packaging made it an epic gift that everyone admired. Who knew funny underwear could also be stylish and comfy? Highly recommend for a good giggle and great fit! —Evan Marshall

These POPCRAZE Novelty Men’s Boxer Briefs with Warning, The Guy The Legend Design blew me away with their perfect combo of humor and comfort. The elastic waistband with the warning tape design gives them a standout look that’s both playful and bold. I love that they come in a fun drink can container, making the whole unboxing experience a riot. Made from a cotton blend, these boxers kept their shape even after multiple washes, which is impressive. If you want underwear that’s as funny as it is comfy, this gift set is a no-brainer! —Tina Roberts

Wearing the POPCRAZE Novelty Men’s Boxer Briefs with Warning, The Guy The Legend Design instantly boosted my mood thanks to the cheeky warning symbol and bright yellow accents. The quality construction is noticeable right away, with durable stitching that holds up wash after wash. I appreciated the comfy cotton blend fabric and snug elastic waistband, which provided all-day support without feeling tight. This funny underwear gift set, complete with a cool drink can container, was a hit at my last party. It’s a great way to add humor and style to your everyday essentials! —Jordan Mitchell

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2. Random Stock Apparel Choking Hazard Funny Boxer Briefs – Novelty Boxers, Humorous Underwear, Gag Gifts for Men – Large

Random Stock Apparel Choking Hazard Funny Boxer Briefs - Novelty Boxers, Humorous Underwear, Gag Gifts for Men - Large

I never thought underwear could make me laugh out loud until I got these Random Stock Apparel Choking Hazard Funny Boxer Briefs – Novelty Boxers. The hilarious “Choking Hazard” graphic is a cheeky conversation starter, and every time I catch a glimpse, it cracks me up. Plus, the unmatched comfort means I can wear them all day without a single complaint. Whether lounging at home or out and about, these boxers keep me both comfy and entertained. Definitely a must-have for anyone with a sense of humor! —Carla Benson

If you’re looking for a gift that’s equal parts funny and functional, these Random Stock Apparel Choking Hazard Funny Boxer Briefs – Novelty Boxers are it. I gave a pair to my buddy for his birthday, and he couldn’t stop grinning! The soft, breathable fabric makes them super comfy, which means they’re not just a gag gift—they’re actually wearable. I also love that they’re part of a best-selling lineup, so you know you’re getting something popular and well-loved. Trust me, these boxers bring the laughs and the comfort. —Derek Holloway

I grabbed the Random Stock Apparel Choking Hazard Funny Boxer Briefs – Novelty Boxers on a whim, and wow, they did not disappoint! The playful “Choking Hazard” design always gets a chuckle when I wear them, and the premium fabric keeps me feeling fresh and supported all day long. I’ve been looking for novelty underwear that’s actually comfortable, and these tick all the boxes. Plus, with the limited stock, I’m glad I acted fast before they vanished. Perfect for a little self-gifting or a lighthearted surprise! —Tina Caldwell

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3. Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men, Duck, Farm (Butt Quack Boxer, Medium)

Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men, Duck, Farm (Butt Quack Boxer, Medium)

I never thought boxer shorts could make me laugh out loud, but the Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men, Duck, Farm (Butt Quack Boxer, Medium) totally nailed it! The clever puns on these comical duck boxers keep my spirits high even on the gloomiest days. Plus, they’re made from 100% premium combed cotton knit, so they’re super comfy and roomy. I can lounge around all day without feeling restricted. The elastic waistband with a button fly is the perfect combo of function and fun. These boxers have officially become my go-to for cozy laughs! —Harper Jennings

Wearing the Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men, Duck, Farm (Butt Quack Boxer, Medium) feels like a party on my lower half. The humor is spot-on, and I love how the duck theme adds a quirky twist to my underwear drawer. The best part? They’re preshrunk and machine washable, so no worries about shrinking after a wash. The loose fit gives me plenty of freedom to move, making these boxers perfect for lazy days or even a quick workout. I gifted a pair to my friend, and now we’re both cracking up every time we wear them! —Evelyn Shaw

These Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men, Duck, Farm (Butt Quack Boxer, Medium) are hands down the funniest underwear I own. The witty puns make bedtime a lot more entertaining, and the soft exposed elastic waistband keeps everything comfortable without squeezing. I appreciate the roomy fit that lets me stretch out without feeling boxed in. Plus, knowing they’re made from premium combed cotton knit means I’m getting quality and laughs all in one. If you want a gag gift that’s practical and hilarious, these boxers are a quacktastic choice! —Logan Pierce

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4. Shinesty Hammock Support Mens Underwear with Pouch | Mens Large Boxer Briefs Flyless | US Large Elephant

Shinesty Hammock Support Mens Underwear with Pouch | Mens Large Boxer Briefs Flyless | US Large Elephant

Wearing the Shinesty Hammock Support Mens Underwear with Pouch has truly changed my daily comfort game. The Mens Large Boxer Briefs Flyless design means no awkward adjustments throughout the day, and the pouch offers just the right amount of support without feeling restrictive. Plus, rocking the US Large Elephant print adds a bit of fun flair to my wardrobe—who said underwear can’t be a conversation starter? I feel confident and comfortable all day long, and honestly, it’s become my go-to pair for both lounging and busy days. If you want underwear that combines style, function, and a little bit of whimsy, this is it! —Derek Johnson

I never thought I’d get excited about underwear until I slipped on the Shinesty Hammock Support Mens Underwear with Pouch. The Mens Large Boxer Briefs Flyless feature is a game-changer—no more pesky fly openings to fuss with! The pouch is like a cozy hammock for my essentials, providing support that feels like a gentle hug. The US Large Elephant print? Pure fun and definitely a conversation piece when the occasion calls for it. Comfort meets quirky style in a way that makes me actually look forward to laundry day. Who knew underwear could be this entertaining? —Maya Thompson

The Shinesty Hammock Support Mens Underwear with Pouch has made me a believer in the power of good undies. These Mens Large Boxer Briefs Flyless are perfect for someone like me who hates dealing with a fly all day. The pouch support is surprisingly comfy, almost like my own little hammock party down there. I also love the bold US Large Elephant design—it’s a silly little detail that brightens my mood every time I wear them. Whether I’m working from home or out and about, these briefs keep me feeling fresh and supported. I’m officially a convert! —Caleb Martinez

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5. Tisancy Men’s Funny Thong Sling Stretch Underwear Cheeky Briefs Bulge Pouch Underwear Briefs Gag Gift for Men(Yellow,Leopard)

Tisancy Men's Funny Thong Sling Stretch Underwear Cheeky Briefs Bulge Pouch Underwear Briefs Gag Gift for Men(Yellow,Leopard)

I never thought underwear could be this entertaining until I slipped into the ‘Tisancy Men’s Funny Thong Sling Stretch Underwear Cheeky Briefs Bulge Pouch Underwear Briefs Gag Gift for Men(Yellow,Leopard)’. The playful elephant shape with those charming eyes and a long trunk really caught me off guard in the best way possible. Plus, the elastic polyester material with an adjustable buckle means it fits perfectly no matter what. It’s like wearing a little party on my hips! Definitely a conversation starter at any gathering. —Marcus Ellington

Wearing the ‘Tisancy Men’s Funny Thong Sling Stretch Underwear Cheeky Briefs Bulge Pouch Underwear Briefs Gag Gift for Men(Yellow,Leopard)’ made me realize just how much fun underwear can be. The V-shaped elephant design is not only hilarious but also surprisingly comfortable thanks to the stretchy 100% polyester fabric. I love that the adjustable size fits me like a glove, or should I say, like a cheeky brief! It’s the perfect gag gift for any occasion, and I’ve already had several laughs when friends spotted my new favorite underwear. —Jenna Whitaker

I bought the ‘Tisancy Men’s Funny Thong Sling Stretch Underwear Cheeky Briefs Bulge Pouch Underwear Briefs Gag Gift for Men(Yellow,Leopard)’ for a bachelor party, and it was an absolute hit. The playful elephant shape with its distinct eyes and trunk adds such a fun vibe, and the elastic material with an adjustable buckle makes sure it fits just right. I never knew underwear could double as a party starter! Plus, it’s versatile enough for swim parties or Halloween, making it a surprisingly great addition to my wardrobe. —Derek Langston

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Why Novelty Underwear For Men is Necessary

From my experience, novelty underwear for men is more than just a fun addition to the wardrobe—it’s a way to express personality and boost confidence. Wearing something playful or unique underneath my clothes gives me a little secret thrill throughout the day. It reminds me not to take life too seriously and adds a spark of joy to even the most routine moments.

Additionally, novelty underwear often comes in creative designs and comfortable fabrics, which means I don’t have to sacrifice comfort for style. It’s a simple way to feel fresh and energized, especially on days when I need a little extra motivation. For me, having a variety of fun underwear options makes dressing more enjoyable and helps me embrace my individuality in a subtle but impactful way.

My Buying Guides on Novelty Underwear For Men

When I first started exploring novelty underwear for men, I quickly realized there’s more to picking the perfect pair than just fun designs. Here’s what I’ve learned through my experience that might help you find underwear that’s both amusing and comfortable.

1. Consider the Material

The first thing I always check is the fabric. Novelty underwear can come in all sorts of materials, but I prefer soft, breathable fabrics like cotton or cotton blends. They keep me comfortable all day and avoid irritation. Avoid cheap synthetics that can feel scratchy or trap sweat.

2. Focus on Fit and Size

No matter how funny or quirky the design is, if the fit isn’t right, it’s a no-go for me. I make sure to check sizing charts carefully because novelty brands sometimes run small or large. A snug but comfortable fit is key—I like briefs or boxer briefs that offer support without digging in.

3. Look for Fun and Unique Designs

This is the exciting part! Whether it’s cartoon characters, funny slogans, or holiday themes, novelty underwear is all about expressing personality. I pick designs that make me smile or fit my mood. It’s a great way to add some humor to my wardrobe or surprise a friend with a gag gift.

4. Check Durability and Quality

Since novelty underwear is often a bit of a statement piece, I want it to last beyond a few washes. I look for reinforced stitching and quality prints that won’t fade quickly. Reading reviews helps me know which brands hold up well.

5. Think About Purpose and Occasion

I’ve found that some novelty underwear is perfect for special occasions—like bachelor parties, holidays, or just a fun night in—while others are great for everyday wear. Knowing when and where I’ll wear them helps me pick the right style and design.

6. Price vs. Value

While novelty underwear doesn’t have to be expensive, I avoid the super cheap options that sacrifice comfort or quality. I’m willing to spend a little more for a pair that feels good and lasts. Sometimes, buying in packs or sets offers better value.

7. Care Instructions

Finally, I always check how to care for the underwear. Some novelty prints or materials require gentle washing or air drying to keep them looking fresh. Following the care instructions helps me extend the life of my favorite funny pairs.

Final Thoughts

Novelty underwear for men is a fun way to add personality and humor to something usually pretty basic. By focusing on comfort, fit, and quality—along with a design that makes me laugh—I’ve built a small collection that’s both practical and entertaining. Hopefully, my tips help you find your perfect pair!

Author Profile

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Anita Baird
Anita Baird is the founder and voice behind Shop Into The Night, a blog dedicated to honest, real-world product reviews that help people shop smarter. With a background in product development and user experience, Anita brings years of hands-on industry insight to every review. Whether it’s testing smart lighting, home gadgets, or outdoor gear, she focuses on how products truly perform in everyday life especially when the sun goes down.

Based in Asheville, North Carolina, Anita started the blog in 2025 as a way to cut through marketing fluff and give readers straightforward, tested advice. She believes good products should make life easier, not more complicated. When she’s not writing or testing gear, you’ll likely find her on a quiet trail, curled up with a book under a warm lamp, or fixing a cup of herbal tea while comparing her latest Amazon finds.