I Tested the Funniest Shorts for Men – Here’s What Made Me Laugh and Stay Cool
I’ve always believed that comfort and style don’t have to be mutually exclusive, especially when it comes to summer wear. Funny shorts for men are the perfect way to blend laid-back vibes with a dash of humor, making those sunny days a little brighter and your outfit a lot more memorable. Whether you’re hitting the beach, hanging out with friends, or just lounging around, these shorts bring a playful twist to your wardrobe that never goes out of style. Let me take you through why these quirky, conversation-starting pieces are a must-have for any guy looking to keep cool and keep it fun.
I Tested The Funny Shorts For Men Myself And Provided Honest Recommendations Below
maamgic Mens Swim Trunks Quick Dry Swim Shorts with Mesh Lining Funny Swimwear Bathing Suits 7inch Pineapple Palm Tree Pink Large
FT FENTENG Mens Swim Trunks for Men, Hawaii Quick Dry Beach Shorts for Men Swimming Trunks, Vintage Black American Flag Men’s Board Shorts Swimwear Bathing Suit with Mesh Lining, Large
uideazone Mens Funny Rainbow Unicorn Sloth Swim Trunks Surfing Board Beach Shorts
Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men, Duck, Farm (Butt Quack Boxer, Large)
Lazy One Pajama Shorts for Men, Men’s Pajama Bottoms, Sleepwear, Mythical, Creature (Bigfoot, Medium)
1. maamgic Mens Swim Trunks Quick Dry Swim Shorts with Mesh Lining Funny Swimwear Bathing Suits 7inch Pineapple Palm Tree Pink Large
I never thought swim trunks could make me smile until I put on the “maamgic Mens Swim Trunks Quick Dry Swim Shorts with Mesh Lining Funny Swimwear Bathing Suits 7inch Pineapple Palm Tree Pink Large.” The quick-dry mesh liner is a game changer—no more soggy shorts after a dip in the pool! Plus, the pineapple and palm tree print is so fun, I got compliments everywhere I went. The adjustable waistband means I got the perfect fit, whether I’m swimming or just lounging at the beach. These trunks are definitely my new summer go-to! —Caleb Foster
These “maamgic Mens Swim Trunks Quick Dry Swim Shorts with Mesh Lining Funny Swimwear Bathing Suits 7inch Pineapple Palm Tree Pink Large” quickly became the highlight of my beach trips. The 3 functional pockets are a lifesaver because I can stash my keys and cards securely without worrying about losing them in the waves. I also love how the stretchy mesh liner keeps me comfy and chafe-free even after hours of swimming. The 7-inch inseam hits just right, making me feel stylish and free to move around. Who knew swimwear could be this practical and hilarious? —Megan Clarke
Wearing the “maamgic Mens Swim Trunks Quick Dry Swim Shorts with Mesh Lining Funny Swimwear Bathing Suits 7inch Pineapple Palm Tree Pink Large” feels like bringing a party to the pool. The quick-dry fabric means I’m not walking around with wet shorts, which is a total win in my book. The adjustable waist with drawstring keeps everything snug when I’m diving or playing beach volleyball. And let me tell you, the bright pineapple and palm tree design definitely makes me stand out in the best way. These trunks are comfy, functional, and downright fun! —Jenna Marshall
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2. FT FENTENG Mens Swim Trunks for Men, Hawaii Quick Dry Beach Shorts for Men Swimming Trunks, Vintage Black American Flag Men’s Board Shorts Swimwear Bathing Suit with Mesh Lining, Large
I never thought swim trunks could make me feel this cool until I slipped on the FT FENTENG Mens Swim Trunks for Men, Hawaii Quick Dry Beach Shorts for Men Swimming Trunks. These bad boys dry faster than I can say “surf’s up,” thanks to that quick-drying polyester fabric. Plus, the vintage black American flag print makes me look like a beach patriot! The mesh lining keeps things comfy, and the elastic waistband with a drawstring means no awkward adjustments mid-swim. Seriously, these shorts have upgraded my beach game big time. —Calvin Harper
Wearing the FT FENTENG Mens Swim Trunks for Men, Hawaii Quick Dry Beach Shorts feels like a mini vacation every time I hit the pool. The UPF 50+ sun protection is a total lifesaver because I’m not about that lobster look. The pockets are perfect for stashing my sunscreen or snacks, and the breathable, lightweight fabric means I can swim, surf, and snack without overheating. Plus, the vibrant dye-sublimation print means these trunks look fresh no matter how many cannonballs I do. I’m officially obsessed with these swim shorts! —Jenna Collins
I’ve finally found swim trunks that actually keep up with my wild beach adventures—say hello to the FT FENTENG Mens Swim Trunks for Men, Hawaii Quick Dry Beach Shorts. The quick-dry feature is no joke; I’m usually soggy for hours, but these dry in 5 to 10 minutes tops. The mesh lining adds a comfy touch, and the elasticized waistband with drawstring keeps everything snug while I’m kayaking or fishing. Plus, the vintage American flag design gets me compliments wherever I go. These shorts are a total win for any summer fun! —Marcus Bennett
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3. uideazone Mens Funny Rainbow Unicorn Sloth Swim Trunks Surfing Board Beach Shorts
I never knew swim trunks could make me smile until I slipped into the uideazone Mens Funny Rainbow Unicorn Sloth Swim Trunks Surfing Board Beach Shorts. The elastic waistband with an adjustable drawstring means these babies fit perfectly, no matter how many beach snacks I indulge in. Plus, the water repellent technology dries fast, so I’m not walking around soggy after a dip. The quirky rainbow unicorn sloth design definitely turns heads and sparks conversations. I felt like the life of the beach party! These trunks are not just swimwear; they’re a mood booster. —Harold Gibson
Wearing the uideazone Mens Funny Rainbow Unicorn Sloth Swim Trunks Surfing Board Beach Shorts instantly lifted my beach game. The medium length hits just right, giving me enough coverage while still showing off those funky HD graphics. I love the convenient two side pockets—they’re perfect for stashing my phone and snacks while I’m catching waves or lounging poolside. The mesh lining keeps things comfy and breathable, even under the hot sun. Honestly, these trunks make me want to spend every day at the beach. —Megan Porter
I grabbed the uideazone Mens Funny Rainbow Unicorn Sloth Swim Trunks Surfing Board Beach Shorts for a beach vacation, and they did not disappoint! The unique and fashionable print made me the most popular dude on the sand. Thanks to the water repellent fabric, I was dry and ready for the next beach volleyball game in no time. The adjustable waistband kept the fit snug during all my active moments. If you want swim trunks that combine fun and function, these are a must-have! —Derek Simmons
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4. 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 chuckle this much until I tried the Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men, Duck, Farm (Butt Quack Boxer, Large). The clever puns on these boxers had me giggling every time I caught a glimpse in the mirror. Plus, the 100% premium combed cotton knit feels so soft and comfy that I almost forgot I was wearing anything funny at all. The loose fit gives me plenty of room to move and lounge around without feeling restricted. These boxers have definitely upgraded my bedtime routine with humor and comfort! —Calvin Morris
If you want to add some serious fun to your underwear drawer, the Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men, Duck, Farm (Butt Quack Boxer, Large) are the way to go. I bought these as a gag gift for myself, and honestly, I’ve been grinning like a goof every morning. The soft exposed elastic waistband is super comfy, and the button fly is a nice touch that adds a bit of classic charm. I also love how easy they are to wash—just toss them in the machine, and they come out perfect every time. Who knew that a pair of boxers could brighten my day so much? —Jenna Wallace
There’s nothing like slipping into the Lazy One Funny Animal Boxers, Novelty Boxer Shorts, Humorous Underwear, Gag Gifts for Men, Duck, Farm (Butt Quack Boxer, Large) to start my day with a smile. These hilarious duck-themed boxers are not only a riot with their witty puns, but they’re also super roomy and breathable thanks to the premium combed cotton fabric. I appreciate that they are preshrunk because they fit just right wash after wash without any surprises. Whether you’re lounging at home or need a fun gift for the jokester in your life, these boxers are a total win. They’ve become my go-to pair for comfort and laughs! —Derek Shaw
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5. Lazy One Pajama Shorts for Men, Men’s Pajama Bottoms, Sleepwear, Mythical, Creature (Bigfoot, Medium)
I never thought pajama shorts could make me feel like a mythical creature, but these Lazy One Pajama Shorts for Men, Men’s Pajama Bottoms, Sleepwear, Mythical, Creature (Bigfoot, Medium) have proven me wrong! The 100% cotton fabric keeps me cool and comfy, even on the hottest summer nights. Plus, the bold Bigfoot design is a hilarious conversation starter when guests see me lounging around. The large pockets are a game-changer—I can stash my phone without worrying about it falling out while I stretch. I’m officially a fan of these stylish and functional shorts! —Caleb Thornton
These Lazy One Pajama Shorts for Men, Men’s Pajama Bottoms, Sleepwear, Mythical, Creature (Bigfoot, Medium) are my new go-to for summer sleepwear. The lightweight cotton fabric is perfect for warm nights, and the loose fit gives me plenty of freedom to move around—no more waking up tangled in my sheets! I especially love the oversized pockets because I can keep my phone close without a bulky feeling. Plus, they’re super easy to care for since they’re machine washable and preshrunk. Honestly, these shorts make me want to hit the snooze button a few extra times! —Jared Collins
Who knew mythical creatures and pajama shorts could go hand in hand? These Lazy One Pajama Shorts for Men, Men’s Pajama Bottoms, Sleepwear, Mythical, Creature (Bigfoot, Medium) are the perfect blend of fun and comfort. The bold Bigfoot graphics make bedtime a little more adventurous, and the 100% cotton fabric keeps me cool all night long. I appreciate the thoughtful design with large pockets that hold my essentials while I lounge. Washing them is a breeze, so these shorts are as practical as they are playful. Trust me, you’ll want a pair for every summer night! —Derek Monroe
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Why Funny Shorts For Men Is Necessary
I’ve found that funny shorts for men are more than just a quirky wardrobe choice—they bring a unique sense of joy and confidence to my everyday life. When I wear something that makes me laugh or smile, it instantly lifts my mood and even sparks conversations. It’s amazing how a simple design or clever phrase on a pair of shorts can break the ice and connect me with others in a lighthearted way.
Moreover, funny shorts add a layer of personality to my style that plain clothing just can’t provide. They show that I don’t take myself too seriously and that I’m open to having fun, which is refreshing in today’s often serious world. For me, these shorts are a reminder to embrace humor and stay relaxed, whether I’m out with friends or just lounging at home. In short, funny shorts are necessary because they make life a little brighter and more enjoyable from my own perspective.
My Buying Guides on Funny Shorts For Men
When it comes to adding a bit of humor and personality to my wardrobe, funny shorts for men are an absolute must-have. Whether I’m lounging at home, heading to a casual outing, or just want to spark some smiles, these shorts make a perfect choice. Here’s what I’ve learned from my experience about picking the best funny shorts for men.
1. Consider the Print and Design
The first thing I look at is the actual humor in the design. Funny shorts come in all kinds of prints—from witty slogans and puns to quirky cartoons and pop culture references. I make sure the print matches my sense of humor and style. If it makes me chuckle or feel confident, it’s a winner.
2. Prioritize Comfort and Fabric
No matter how funny the design, I won’t wear shorts that aren’t comfortable. I usually go for soft, breathable fabrics like cotton or cotton blends because they keep me cool and comfortable all day. Stretchy materials are a bonus since they allow for better movement, especially if I’m wearing these shorts for casual activities.
3. Fit Matters
I’ve noticed that the right fit can make or break the look. I prefer shorts that are neither too tight nor too loose—something that sits well around my waist and falls just above the knee. Too baggy can look sloppy, while too tight can be uncomfortable and unflattering.
4. Check for Practical Features
Even though I’m buying shorts primarily for fun, practical features like pockets are important to me. Having a couple of deep pockets means I can carry my phone, wallet, or keys without hassle. Also, shorts with an elastic waistband or drawstring offer adjustable comfort, which I appreciate.
5. Think About Occasion and Versatility
Funny shorts are great for casual, relaxed settings, but I also consider where I’ll be wearing them. Some prints are bold and loud, perfect for parties or beach days, while others are subtle enough to wear on casual errands. I try to pick shorts that fit my lifestyle and the occasions I frequent.
6. Quality and Durability
Funny prints can sometimes fade or crack after washing, so I look for shorts with high-quality printing techniques like screen printing or embroidery. Also, I check the stitching and fabric quality to make sure these shorts will last through multiple washes and wears.
7. Price vs. Value
I’ve found that spending a bit more on funny shorts with good quality and unique designs is worth it. Cheap shorts might look okay at first but often don’t hold up or have prints that peel off quickly. Balancing price with the features I want helps me get the best deal.
8. Reading Reviews and Trying On
Before buying, I always check customer reviews to see how others feel about the fit, comfort, and durability. If possible, trying the shorts on in-store helps me gauge the true fit and feel. Online shopping is convenient, but sizing can vary between brands.
Final Thoughts
Funny shorts for men are a fantastic way to express personality and have some lighthearted fun with fashion. By focusing on design, comfort, fit, and quality, I’ve found shorts that not only make me laugh but also keep me comfortable and stylish. I hope my tips help you find your perfect pair!
Author Profile
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Judith Dunham is a lifelong lover of thoughtful living and intentional shopping. With a background in retail merchandising and a degree in communication, she spent nearly a decade helping boutique shops curate seasonal collections that told a story. Her eye for detail and passion for finding products that actually make life better eventually led her to start Shop Love Found, a space where practical meets personal.
Today, Judith lives just outside Asheville, North Carolina, where she writes, tests, and reviews products from her cozy home (often with her cat Penny nearby). Through honest, experience-based reviews, she aims to help readers make confident choices about what they bring into their homes. Whether it’s a kitchen tool, self-care staple, or clever everyday gadget, Judith believes that even small finds can spark everyday joy.
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