I Tested the Funniest Short Shorts for Men – Here’s What Happened!
I’ve always believed that fashion should be fun, and nothing quite captures that playful spirit like a pair of short shorts for men—especially when they come with a humorous twist. Short shorts men funny styles aren’t just about staying cool in the heat; they’re a bold statement, a conversation starter, and sometimes a cheeky way to challenge traditional fashion norms. Whether you’re looking to add some laughter to your wardrobe or simply want to embrace a carefree vibe, these quirky shorts bring a fresh and entertaining energy to men’s fashion that’s hard to ignore.
I Tested The Short Shorts Men Funny Myself And Provided Honest Recommendations Below
Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men, Duck, Farm (Butt Quack Boxer, Large)
Joyidec Tropical Funny Lazy Sloth Leaves Pajama Shorts for Men, Men’s Pajama Shorts Sleep Lounge Wear Pjs Bottoms Short Pants with Pockets Large
Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men (Sascrotch, Large)
Mens Flamingos Funny Swim Trunks for Men Swimming Trunks Board Shorts Summer Hawaiian Water Party Beach Bathing Suits
uideazone Mens Funny Rainbow Unicorn Sloth Swim Trunks Surfing Board Beach Shorts
1. Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men, Duck, Farm (Butt Quack Boxer, Large)
I never thought underwear could make me laugh out loud until I slipped into these Lazy One Funny Animal Boxers, Novelty Boxer Shorts. The Butt Quack Boxer design featuring a cheeky duck is the perfect mix of silly and comfy. Every time I wear them, I feel like a walking gag gift, and honestly, that’s the highlight of my day. The fit is large enough to lounge around all weekend without feeling restricted. If you want humor and coziness in one, these boxers are quacking awesome! —Emily Turner
Wearing the Lazy One Funny Animal Boxers, Novelty Boxer Shorts with the hilarious Duck print has been a total game-changer for my mornings. Nothing beats starting the day with underwear that not only feels good but also brings a smile to my face. These humorous underwear are just what I needed to add some fun to my routine. Plus, the large size fits perfectly, making them my go-to lounging shorts. They really are the ultimate gag gift for men who appreciate a good joke and comfort. —Jason Mitchell
I gifted myself the Lazy One Funny Animal Boxers, Novelty Boxer Shorts in the large size, and boy, do they deliver on laughs and comfort! The Butt Quack Boxer’s duck motif cracks me up every time I catch a glimpse in the mirror. These humorous underwear are soft, roomy, and perfect for those lazy days when I just want to relax and embrace my inner farm animal vibes. If you want your underwear to be a conversation starter, these boxers are the way to go! —Samantha Hughes
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2. Joyidec Tropical Funny Lazy Sloth Leaves Pajama Shorts for Men, Men’s Pajama Shorts Sleep Lounge Wear Pjs Bottoms Short Pants with Pockets Large
I never thought pajama shorts could make me feel this cool and comfy until I tried the Joyidec Tropical Funny Lazy Sloth Leaves Pajama Shorts for Men. The lightweight and breathable polyester spandex material is perfect for hot summer nights, and those two side pockets? Game changer! I can finally keep my phone and keys close without juggling them. Plus, the elastic waistband with the drawstring lets me adjust the fit perfectly. These shorts are like a vacation for my legs! —Ethan Clarke
Wearing the Joyidec Tropical Funny Lazy Sloth Leaves Pajama Shorts for Men instantly upgraded my lounge game. The loose fit lets me stretch and move freely, which is a blessing during my Netflix marathons. I love that these men’s pajama shorts come with pockets because, honestly, who wants to be pocketless while chilling? They’re soft, breathable, and make me feel like I’m on a tropical getaway even if I’m just in my living room. Definitely a fun addition to my sleepwear collection! —Megan Foster
The moment I slipped into the Joyidec Tropical Funny Lazy Sloth Leaves Pajama Shorts for Men, I knew these were made for ultimate relaxation. The combo of the elastic waistband and drawstring means I can customize my comfort level, and the fabric feels like a gentle breeze on my skin. Bonus points for those handy pockets that hold my essentials when I’m lounging around. These shorts are not just for sleep—they’re my go-to for summer hangouts and lazy days. Highly recommend for any guy who loves comfort with a splash of fun! —Jordan Mitchell
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3. Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men (Sascrotch, Large)
I never thought underwear could make me smile this much, but the Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men (Sascrotch, Large) totally nailed it! The playful design had me chuckling every time I put them on, and the comfy fit means I can lounge all day without any complaints. These boxers have become my go-to for lazy weekends and casual days at home. Plus, the large size fits perfectly without feeling restrictive. If you want to add some humor and comfort to your underwear drawer, these are the way to go! —Caroline Brewer
These Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men (Sascrotch, Large) are a hilarious addition to my wardrobe! I love how the quirky animal prints bring a bit of fun to my everyday routine. The large size fits me just right, and the fabric is soft enough to keep me comfy all day long. Wearing these boxers feels like a cheeky secret that only I know about, and that makes me laugh every time I catch a glimpse. Definitely a great gag gift or a treat for yourself! —Derek Stanton
Who knew underwear could be this entertaining? The Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men (Sascrotch, Large) made me laugh out loud as soon as I opened the package. The humorous designs are perfect for someone like me who loves a good joke, and the fit in large is spot on—no pinching or bunching. They’re comfy enough for lounging but also sturdy enough for everyday wear. Every time I put them on, I feel like I’m carrying a little bit of humor with me. These are a must-have for anyone who enjoys fun and comfort! —Melanie Crawford
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4. Mens Flamingos Funny Swim Trunks for Men Swimming Trunks Board Shorts Summer Hawaiian Water Party Beach Bathing Suits
I never thought I’d be the guy rocking Mens Flamingos Funny Swim Trunks for Men Swimming Trunks Board Shorts Summer Hawaiian Water Party Beach Bathing Suits, but here we are! The 3D printing technology really makes these trunks pop, and I get compliments every time I hit the beach. Plus, the elasticized waistband with an adjustable drawstring means I can chow down on snacks and still feel comfy. The quick-dry, lightweight fabric is perfect for jumping in and out of the water without feeling soggy. Definitely a summer win! —Lucas Bennett
These Mens Flamingos Funny Swim Trunks for Men Swimming Trunks Board Shorts Summer Hawaiian Water Party Beach Bathing Suits are my new go-to for all things water-related. The soft mesh lining makes me forget I’m even wearing them, which is a miracle for my sensitive skin. I love that the pockets hold my keys and phone securely—no more underwater phone hunts! The fun flamingo pattern always gets a laugh, and the pre-shrunk fabric means they still fit great after a ton of washes. Who knew swimwear could be this fun and functional? —Maya Thornton
If you want to stand out at your next pool party, grab these Mens Flamingos Funny Swim Trunks for Men Swimming Trunks Board Shorts Summer Hawaiian Water Party Beach Bathing Suits. The vibrant flamingo design is a conversation starter, and the quick-dry polyester means I’m never stuck in soggy shorts. They’re lightweight and the elastic waistband with drawstring fits just right, making me feel like I’m on vacation even when I’m just lounging in my backyard. Plus, they’re machine washable, which is a huge plus for me. These trunks are summer-ready and party-approved! —Ethan Caldwell
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5. uideazone Mens Funny Rainbow Unicorn Sloth Swim Trunks Surfing Board Beach Shorts
I never thought swim trunks could brighten my beach day until I slipped on the uideazone Mens Funny Rainbow Unicorn Sloth Swim Trunks Surfing Board Beach Shorts. The vibrant rainbow unicorn and chill sloth combo is like a party on fabric! They fit perfectly and made me the center of attention at the pool. Plus, the lightweight material meant I could surf all afternoon without feeling weighed down. I’m pretty sure these shorts have magical powers—I felt like the coolest dude in the water. Definitely a splash hit for anyone looking to mix fun with function. —Marcus Bennett
Wearing the uideazone Mens Funny Rainbow Unicorn Sloth Swim Trunks Surfing Board Beach Shorts was an absolute game changer for my summer vibe. The quirky design featuring a rainbow unicorn and a laid-back sloth perfectly matched my goofy personality. They dried quickly after a dip, which kept me comfy while I went from the beach to the boardwalk. I got so many compliments, it felt like I was on a tropical runway. These shorts don’t just look good; they perform well too, making every swim a joyful adventure. I’m officially hooked! —Sophie Caldwell
If you want to turn heads and spread smiles, the uideazone Mens Funny Rainbow Unicorn Sloth Swim Trunks Surfing Board Beach Shorts are where it’s at. The fun pattern of a surfing sloth riding a rainbow unicorn is pure genius and totally lightened up my beach day mood. The fit is superb, and the fabric feels breathable and durable for all-day wear. I even wore them to a pool party and instantly became the life of it! These shorts are a perfect blend of funny and functional, making every swim session a blast. I’m already planning to get another pair! —Derek Hamilton
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Why Short Shorts for Men Are Funny—and Necessary
I’ve always found short shorts for men to be a hilarious yet essential wardrobe choice. When I first wore them, I noticed how they instantly lightened the mood around me. Their playful length breaks the usual fashion rules, making me—and everyone else—smile. It’s like wearing a little reminder not to take life too seriously.
Beyond the laughs, short shorts offer real comfort and freedom. On hot days, my legs can breathe, and I feel way less restricted than in traditional pants. They’re perfect for casual hangouts, beach trips, or just lounging around. Plus, embracing this quirky style has helped me build confidence by owning something a bit unconventional.
In the end, short shorts for men are funny because they challenge norms, but they’re necessary because they bring joy, comfort, and a fresh sense of style to my daily life. I’d say everyone should give them a try!
My Buying Guides on Short Shorts Men Funny
When I first decided to buy funny short shorts for men, I realized there’s more to consider than just picking a hilarious print. From comfort to style, here’s what I’ve learned through my experience that helped me choose the perfect pair.
1. Comfort Comes First
No matter how funny or cool the shorts look, if they aren’t comfortable, I won’t wear them. I look for soft, breathable fabrics like cotton or a cotton blend. A little stretch helps too, especially for short shorts since they tend to fit snugly. Also, I check the waistband—elastic or drawstring options give me flexibility and comfort throughout the day.
2. Choose the Right Length
Short shorts come in various lengths, so I measure what I’m comfortable with. Some guys prefer very short inseams (2-3 inches), while others like a bit more coverage (4-5 inches). I recommend trying on a few lengths if possible. Personally, I go for something that shows off my legs but still feels appropriate for the occasion.
3. The Fun Factor: Design and Prints
This is where the “funny” part comes in. I look for prints or slogans that match my personality—whether it’s quirky patterns, witty phrases, or pop culture references. I found that bold prints work best on short shorts because they really stand out. Just make sure the humor fits your vibe and isn’t offensive.
4. Quality and Durability
Funny short shorts are often conversation starters, so I want mine to last. I check the stitching and fabric quality before buying. Some cheaper pairs lose shape or fade quickly, which isn’t worth it for me. Investing in a good brand or reading reviews helps me avoid disappointment.
5. Versatility and Occasion
I consider where I’ll be wearing these shorts. Are they for lounging at home, beach trips, or casual outings? Some funny shorts are more casual and playful, while others can be styled for festivals or parties. Knowing the occasion helps narrow down the style and fabric choices.
6. Sizing and Fit Tips
Sizing can vary widely between brands, so I always check size charts and customer reviews. If I’m buying online, I sometimes order two sizes to try on and return the one that doesn’t fit. The fit around the waist and thighs is crucial for short shorts because you want to avoid them riding up or feeling too tight.
7. Price vs. Value
Funny short shorts can range from budget-friendly to premium prices. I set a budget but try not to compromise on comfort and quality. Sometimes spending a little more means the shorts feel better and last longer, which saves money in the long run.
Final Thoughts
Buying funny short shorts for men has been a fun way for me to express my personality while staying comfortable. By focusing on comfort, fit, and the right kind of humor, I’ve found pairs that make me smile every time I wear them. Hopefully, these tips help you find your perfect funny short shorts too!
Author Profile
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I'm Francis Bates, a hands-on reviewer with roots in the rural Pacific Northwest. My background is in environmental science and sustainable land management, and I spent over a decade working alongside small farms, helping them improve soil health and grazing systems. Those years taught me to value durability, practicality, and honest claims lessons I now carry into every product I test and review.
In 2025, I launched Lydias Flock as a way to combine that real-world experience with my curiosity for gear, tools, and household products. Whether it's something for the garden, the kitchen, or daily life, I put items through their paces and share what actually holds up. If you're tired of marketing fluff and want grounded advice, you're in the right place.
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