240+ Underwear Jokes That’ll Have You Laughing Your Pants Off in 2026

Looking for underwear jokes that are funny without being awkward? 😄 You’re in the right drawer! This collection keeps things clean, clever, and lighthearted, proving that underwear humor can be silly—not scandalous.

From goofy laundry mishaps and misplaced socks to everyday clothing surprises, these jokes are perfect for friends, family gatherings, office icebreakers, and social media laughs in 2026. No cringe, no crossing lines—just playful humor everyone can enjoy 🩲✨

Classic Underwear Jokes

👖 Classic Underwear Jokes

  • Why did the underwear go to school? To get a “brief” education.

  • My briefs told me a secret… I can’t share it, they’re too supportive.

  • Why did the underwear blush? It saw the pants hanging out.

  • Underwear always stays positive — it supports you.

  • Why did the boxer bring a ladder? To reach new heights of comfort.

  • What do underwear and comedy have in common? Timing is everything.

  • Underwear never complains… unless it’s twisted.

  • Why did the thong go to therapy? It felt pulled in too many directions.

  • What’s an underwear’s favorite music? Something tight and snappy.

  • Underwear jokes are brief but always funny.

  • Why don’t underwear ever get lost? They always stick around.

  • My underwear is very fashionable — it’s always on-trend in the drawer.

  • Why did the briefs start a band? To cover all the notes.

  • Underwear humor is always revealing.

  • Why did the underwear join a comedy club? To lift everyone’s spirits.

🛏️ Bedtime & Pajama Underwear Jokes

  • Why did the underwear go to bed early? It wanted a “brief” rest.

  • Boxers snore softly — comfort matters.

  • Why did the thong hide under the pillow? It needed a cozy spot.

  • Sleepy briefs dream of elastic adventures.

  • Underwear loves bedtime stories — they keep it tight.

  • Pajama parties always include underwear humor.

  • Why did the boxer yawn? Stretching for comfort.

  • Briefs prefer flannel sheets — soft support matters.

  • Sleeping underwear never complains.

  • Why did the socks envy the briefs? They got tucked in first.

  • Bedtime underwear is always snug.

  • Pajama jokes often involve underwear.

  • Boxers feel heroic under blankets.

  • Sleepwear humor is cozy and fun.

  • Underwear dreams big even at night.

🏖️ Beach & Pool Underwear Jokes

  • Why did the underwear bring sunglasses? To stay cool.

  • Boxers love pool parties — elastic floats.

  • Briefs enjoy sunbathing — minimal coverage, maximum style.

  • Thongs hit the beach like pros.

  • Why did the underwear grab sunscreen? Protection matters.

  • Underwear jokes are fun in the sand.

  • Swim briefs always make a splash.

  • Beach towels admire the underwear.

  • Why did the boxer dive in? Comfort first.

  • Underwear can tan too, if only briefly.

  • Poolside jokes are always brief.

  • Underwear loves sandcastles — small, but sturdy.

  • Beach underwear feels adventurous.

  • Thongs and flip-flops are a perfect pair.

  • Underwear humor thrives near water.

🛍️ Shopping & Gift Underwear Jokes

  • Why did the underwear go shopping? To find a good “brief” deal.

  • Boxers love colorful options.

  • Briefs appreciate thoughtful gifts.

  • Thongs enjoy trendy surprises.

  • Underwear shopping inspires laughter.

  • Socks wish they were in the gift bag.

  • Why did the underwear blush at the store? Compliments everywhere.

  • Underwear always chooses the softest fabric.

  • Gift wrapping reveals funny shapes.

  • Shopping for underwear is serious business.

  • Boxers admire patterns and stripes.

  • Briefs enjoy matching sets as gifts.

  • Thongs pick bold designs.

  • Underwear jokes make shopping fun.

  • Every gift has a touch of humor.

🧳 Travel Mishaps & Packing Humor Jokes

  • Why did the underwear fall out of the suitcase? It wanted a quick escape.

  • Boxers can travel, but they prefer careful packing.

  • Briefs sometimes hide behind clothes — secret agents.

  • Socks envy underwear for traveling light.

  • Why did the thong get stuck in a zipper? Elastic tension.

  • Packing mishaps always involve underwear.

  • Underwear humor makes long trips shorter.

  • Boxers slide into luggage like pros.

  • Laundry bags admire their underwear companions.

  • Briefs often end up in unexpected pockets.

  • Travel stress increases underwear jokes.

  • Thongs enjoy tiny travel adventures.

  • Underwear always survives airport scans.

  • Packing cubes are underwear’s best friends.

  • Humor travels with underwear everywhere.

🎉 Party & Celebration Underwear Jokes

  • Why did the underwear attend the party? To show off its “brief” style.

  • Boxers love dancing — elastic grooves.

  • Briefs feel fabulous under party lights.

  • Thongs are bold at celebrations.

  • Underwear always brings humor to gatherings.

  • Socks admire the party-ready underwear.

  • Why did the boxer bring confetti? For extra bounce.

  • Underwear jokes are perfect icebreakers.

  • Pajama underwear sometimes joins the fun.

  • Boxers prefer casual party games.

  • Briefs enjoy small talk — minimal but meaningful.

  • Underwear puns make parties memorable.

  • Thongs love to be center stage.

  • Underwear humor lifts the mood instantly.

  • Every celebration is better with underwear jokes.

🩲 Boxer Jokes

  • Boxers are like comedians: loose, but always delivering punchlines.

  • Why did the boxer refuse to fight? It wanted to stay comfortable.

  • Boxers never tell secrets — they’re too open.

  • Why do boxers make great dancers? They always know when to step lightly.

  • Boxers love lazy days — elastic makes life easy.

  • What do you call a boxer who’s good at math? A tight fit.

  • Why did the boxer join a band? It wanted a rhythmic bounce.

  • Boxers never feel tied down.

  • Why did the boxer go to a comedy show? To hear briefs about laughs.

  • Boxers are the kings of casual Fridays.

  • The best boxers have great support systems.

  • Why did the boxer become a poet? To rhyme in comfort.

  • Boxers never panic — they’re relaxed.

  • Why did the boxer blush? Too many puns around the waistline.

  • Boxers always keep the groove.

👙 Brief Jokes

  • Briefs are small, but their humor is huge.

  • Why did the brief fail art class? It couldn’t draw attention.

  • Briefs are always on time — they never sag.

  • Why did the brief get promoted? It held it all together.

  • Briefs have a bright side — elastic optimism.

  • What did one brief say to another? “We’re a tight-knit family.”

  • Why did the brief write a book? To cover all topics.

  • Briefs never lose track — they’re right there.

  • Why did the brief become a comedian? Short jokes, long laughs.

  • Briefs make the best backup plan.

  • Why do briefs love parties? They’re always in the mix.

  • Briefs are small, but they deliver maximum support.

  • Why did the brief blush? It heard a cheeky pun.

  • Briefs always know how to hold it together.

  • What’s a brief’s favorite game? Hide and peek.

🩳 Thong Jokes

  • Why did the thong go to school? To cover the basics.

  • Thongs are the minimalists of the underwear world.

  • Why did the thong blush? It got a cheeky compliment.

  • Thongs are small, but they pack a punchline.

  • Why do thongs make great dancers? They love a tight spin.

  • Thongs never get lost — they always make a statement.

  • Why did the thong join a band? To string along the rhythm.

  • Thongs are always in style — they never sag.

  • Why did the thong go to therapy? Life was pulling too many ways.

  • Thongs love compliments — they show a lot with little.

  • Why did the thong write jokes? To cover all angles.

  • Thongs are quick, witty, and always daring.

  • Why did the thong blush at the party? Everyone was staring at it.

  • Thongs keep things light and breezy.

  • The thong always keeps its humor… taut and ready.

🧦 Sock & Underwear Combo Jokes

  • Socks and underwear: the ultimate duo of comfort.

  • Why did the sock talk to the underwear? To get “brief” advice.

  • Socks feel jealous of underwear — they’re always in the spotlight.

  • Socks and underwear never argue… they stick together.

  • Why did the underwear send a thank-you note to the socks? For support.

  • Socks admire underwear for keeping it tight.

  • What’s the favorite game of socks and underwear? Pairing up.

  • Socks secretly wish they were briefs.

  • Socks and underwear are the true unsung heroes of fashion.

  • Why did the underwear invite socks to the party? For extra coverage.

  • Socks admire the confidence of boxers.

  • Socks and underwear both love to be in pairs.

  • Sock jokes are great, but underwear always steals the show.

  • Socks feel left out… until laundry day.

  • Socks and underwear make life more comfortable.

🏃 Active & Sports Underwear Jokes

  • Sports underwear never quits — they’re elastic.

  • Why did the athletic brief join a marathon? To stretch its limits.

  • Boxers love the gym — they move with ease.

  • Sports underwear never loses its cool under pressure.

  • Why did the underwear cheer on the runner? Support is key.

  • Athletic briefs are always in top form.

  • Why do underwear love jogging? They get a good stretch.

  • Sports underwear never complains — they perform silently.

  • Why did the boxer join a yoga class? Flexibility is essential.

  • Athletic briefs always bounce back.

  • Why did the underwear enter a race? To show endurance.

  • Sports underwear is the backbone of comfort.

  • Boxers love relay races — teamwork matters.

  • Athletic briefs inspire confidence.

  • Underwear humor thrives in sports too.

🧺 Laundry & Care Jokes

  • Why did the underwear go to the laundry? To get fresh ideas.

  • Laundry day is when briefs tell all their stories.

  • Socks and underwear have secret parties in the washing machine.

  • Underwear loves bubbles — they make life fun.

  • Why did the boxer blush? It got a spin cycle surprise.

  • Laundry day reveals the hidden humor of underwear.

  • Underwear dries faster than humor spreads.

  • Folding underwear: an art form and a joke source.

  • The washing machine is the comedian’s stage.

  • Why did the thong hide in the laundry? To escape puns.

  • Underwear loves fresh starts.

  • Laundry day brings laughter, one sock at a time.

  • Briefs appreciate softeners and compliments.

  • Underwear enjoys a tumble of fun.

  • Clean underwear, clean laughs.

🧵 Fashion & Style Jokes

  • Underwear is always on trend — under the radar.

  • Boxers love casual Fridays.

  • Briefs feel confident in any outfit.

  • Thongs know how to make a statement.

  • Underwear sets the base for any ensemble.

  • Fashion designers envy elastic confidence.

  • Why did the underwear get a compliment? It was well-fitted.

  • Socks wish they could accessorize like underwear.

  • Underwear loves matching sets — it’s a statement.

  • Boxers feel proud of their patterns.

  • Underwear makes the outfit, even if unseen.

  • Fashion humor is always in the drawer.

  • Briefs are stylish and functional.

  • Thongs bring minimalism to the wardrobe.

  • Underwear fashion is a subtle form of comedy.

🤭 Embarrassing Moments Jokes

  • Why did the underwear blush? It got caught in public.

  • Boxers sometimes escape — literally.

  • Why did the sock hide the underwear? Awkward pairing.

  • Laundry day is full of embarrassing discoveries.

  • Underwear jokes often get giggles at the wrong time.

  • Thongs can surprise you when least expected.

  • Briefs sometimes ride up — humor included.

  • Underwear mishaps make great stories.

  • Why did the boxer run away? Elastic tension.

  • Laundry mix-ups reveal funny secrets.

  • Underwear humor thrives in unexpected moments.

  • Socks and briefs sometimes rebel.

  • Embarrassment plus humor equals laughter.

  • Underwear incidents inspire storytelling.

  • Awkward moments are perfect for a pun.

🧴 Travel & Vacation Underwear Jokes

  • Packing underwear is an art.

  • Boxers love to explore — elastic everywhere.

  • Why did the briefs go on vacation? They needed a break.

  • Travel underwear is always prepared.

  • Socks admire their underwear companions abroad.

  • Packing mishaps inspire underwear jokes.

  • Underwear always travels light.

  • Boxers enjoy road trips — comfort first.

  • Laundry on vacation is never boring.

  • Underwear jokes make packing more fun.

  • Travel mishaps turn into humorous tales.

  • Briefs appreciate hotel amenities.

  • Packing cubes keep humor in check.

  • Underwear jokes travel well.

  • Vacation briefs are ready for adventure.

FAQs

Are these underwear jokes family-friendly?
Yes, all jokes are clean and suitable for general audiences.

Can I share these jokes on social media?
Absolutely, they’re perfect for posts, memes, and daily humor.

Do these jokes include all types of underwear?
Yes, boxers, briefs, thongs, and more.

Will these jokes work in a workplace setting?
Yes, they are lighthearted and non-offensive.

Are the jokes original?
Yes, all 225+ jokes are 100% original.

Can I use them in a newsletter?
Yes, they’re ideal for newsletters or emails.

Do I need to explain the jokes?
No, they’re easy to understand and humorous.

Are these jokes appropriate for teens?
Yes, they are clean, silly, and fun.

Do these jokes work in a joke book?
Absolutely, they fit perfectly in a humor collection.

Where can I find more jokes like these?
Visit PunsNetwork.com for hundreds more.

Conclusion

Underwear may be hidden, but the laughter it inspires is wide open! From boxers and briefs to thongs and travel mishaps, these jokes prove that humor can be found in the most unexpected places. Whether you’re sharing a daily laugh, posting on social media, or just brightening your own day, underwear jokes never fail to entertain. Keep your humor brief, bold, and always ready for a giggle. For more funny, original, and safe jokes, visit PunsNetwork.com and keep the laughs coming!

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