240+ Hilarious Underwear Quips: From Boxers to Briefs and Beyond!

|

240+ Hilarious Underwear Quips: From Boxers to Briefs and Beyond!

Share a laugh !

In the vibrant tapestry of human life, there exists a garment that is often relegated to the shadows, yet it holds a profound power over our daily comfort and confidence. From the snug embrace of skivvies to the daring allure of lingerie, the world of undergarments is a realm where elastic meets elegance, and cotton encounters charisma. So, dear reader, let us journey beyond the mundane and dive headfirst into the realm where boxers become warriors, briefs wield their silent authority, and panties whisper secrets of sensuality. Get ready to chuckle, blush, and perhaps even rethink your relationship with those unassuming articles of clothing, as we unravel the rib-tickling world of underwear humor.

“20 Hilarious Undergarment Gags: From Skivvies to Briefs, Get Ready to Chuckle!”

  1. Why did the boxer briefs become a chef? They wanted to whip up some support!
  2. What’s an underwear’s favorite genre of music? Hip-hip-hooray!
  3. Why did the underpants apply for a job at the bank? They wanted to be a little more brief!
  4. What did one pair of underwear say to the other during a workout? “Let’s get elastic, baby!”
  5. Why did the bra get a job as a DJ? It knew how to spin!
  6. What’s an underwear’s favorite game show? “The Price is Tight!”
  7. Why did the boxer shorts get a job at the circus? They wanted to be ring masters!
  8. What did the underpants say to the pajamas? “Let’s snuggle up and get cozy!”
  9. Why did the bra blush at the beach? It saw the bathing suits!
  10. What’s an underwear’s favorite holiday movie? “The Elastic Polar Express!”
  11. Why did the boxer briefs become detectives? They wanted to solve the mystery of the missing socks!
  12. What did one pair of underwear say to the other during a race? “Let’s leg it out!”
  13. Why did the underpants go to the party? They heard it was going to be brief!
  14. What’s an underwear’s favorite mode of transportation? Elastic bus!
  15. Why did the boxer shorts get a job at the zoo? They wanted to be briefkeepers!
  16. What did the underpants say to the socks at the gym? “Let’s support each other!”
  17. Why did the bra go to the concert? It heard there was going to be a lot of uplifting music!
  18. What’s an underwear’s favorite type of cake? Sponge-bob briefs!
  19. Why did the boxer briefs go to the park? They wanted to play some elastic games!
  20. What did one pair of underwear say to the other at the laundry? “Let’s tumble dry together!”
  1. Why did the underwear apply for a job? Because it wanted to support itself!
  2. What do you call underwear for ghosts? Panty-ghouls!
  3. Why did the underwear break up with the socks? It couldn’t handle the toe-talitarianism!
  4. How does underwear apologize? It says, “Briefly, I’m sorry.”
  5. What did the boxer shorts say to the briefs? “Don’t get too brief, we’re in this together!”
  6. Why did the bra join social media? It wanted more support!
  7. What did the underwear say to the washing machine? “Stop spinning me around, you’re making me dizzy!”
  8. Why did the underwear go to therapy? It had too many emotional creases!
  9. What do you call underwear for mathematicians? Algebros!
  10. Why did the boxer shorts go to school? They wanted to be brief-ed!
  11. What did the underwear say to the trousers? “Let’s stick together, we make a great pair!”
  12. Why did the underwear refuse to fight? It didn’t want to get into brief encounters!
  13. What do you call haunted underwear? Booo-ties!
  14. Why did the bra apply for a loan? It needed some extra support!
  15. What did the underwear say to the belly button? “Hang in there, buddy!”
  16. Why did the boxer briefs break up with the thong? They couldn’t bridge their differences!
  17. What do you call underwear for astronauts? Space briefs!
  18. Why was the underwear always nervous? It had performance anxiety!
  19. What do you call underwear for superheroes? Capetights!
  20. Why did the underwear go to the doctor? It was feeling a bit under-wear!
  1. Why did the underwear go to the gym? To get more elastic!
  2. What’s underwear’s favorite song? “I’m Too Sexy” by Right Said Fred!
  3. Why was the underwear embarrassed? It got caught with its fly down!
  4. What did one pair of underwear say to the other during a race? “Let’s get brief!”
  5. Why did the underwear apply for a job at the circus? It heard they needed tightrope walkers!
  6. What did the boxer briefs say to the laundry basket? “Let’s not get into a twist over this!”
  7. Why did the bra get promoted? It had outstanding support skills!
  8. What’s underwear’s favorite dance move? The brief shuffle!
  9. Why did the underwear bring a ladder to the party? It heard the pants were “too high”!
  10. What did the underwear say to the pants? “Don’t slack off!”
  11. Why did the boxer shorts go to the doctor? They were feeling a bit under-covered!
  12. What do you call underwear with a PhD? Brief-ly educated!
  13. Why did the underwear refuse to argue? It didn’t want to get caught in a tight spot!
  14. What did the boxer shorts say to the socks? “You really sock it to me!”
  15. Why was the underwear invited to the party? Because it always knows how to lift everyone’s spirits!
  16. What did the underwear say to the sweater? “You think you’ve got it bad, try being stuck in here all day!”
  17. Why did the boxer briefs go to the beach? They wanted to catch some waves!
  18. What did the pair of underwear say to the skid mark? “You’re not leaving a good impression!”
  19. Why did the bra get a standing ovation? Because it gave the breast performance!
  20. What did the thong say to the bikini? “You call that a tan line? Check out my silhouette!”

“Another 20 Rib-Tickling Unmentionables Jokes: From Knickers to Boxers, Prepare to Giggle!”

  1. Why did the underwear go to law school? To become a briefcase!
  2. What did the boxer shorts say to the pajamas? “Let’s keep it brief, shall we?”
  3. Why did the underpants get a degree in philosophy? To ponder the deeper questions of brief existence!
  4. What did the thong say to the garter belt? “Hold it together, we’ve got this!”
  5. Why did the bra get a job as a mediator? It knew how to handle delicate situations with support!
  6. What did the boxer briefs say during the job interview? “I’m well-rounded and have great coverage!”
  7. Why did the undergarment become a detective? It was skilled at uncovering mysteries!
  8. What did the sports bra say to the regular bra? “Let’s lift and separate this problem!”
  9. Why did the underwear become a comedian? Because it had everyone in stitches!
  10. What did the briefs say to the jockstrap? “You really know how to keep things in place!”
  11. Why did the underpants become an architect? They had a knack for building strong foundations!
  12. What did the boxer shorts say to the waistband? “You’re always keeping me in line!”
  13. Why did the bra become a mathematician? It loved solving support equations!
  14. What did the undergarment say to the wrinkle? “You’re not getting to me, I’m staying smooth!”
  15. Why did the underwear become a chef? It knew how to whip up some snug fits!
  16. What did the boxer briefs say to the elastic band? “Thanks for keeping things together, you’re stretch-tacular!”
  17. Why did the underpants become a motivational speaker? It knew how to lift people’s spirits!
  18. What did the thong say to the boy shorts? “You’re cute, but I prefer a little less coverage!”
  19. Why did the boxer shorts become a diplomat? They were skilled at handling brief encounters!
  20. What did the underwear say to the skid mark? “You’re not leaving a mark on me, I’m resilient!”
  1. Why did the underwear apply for a loan? It needed some brief assistance!
  2. What did the boxer briefs say to the boxer shorts? “Let’s not get too brief about it!”
  3. Why was the undergarment always tired? It had too many brief naps!
  4. What did the underwear say to the socks? “Let’s stick together, we make a great pair!”
  5. Why did the bra get a promotion? It was the breast in the business!
  6. What did the boxer shorts say to the thong? “You’re really cutting it close!”
  7. Why did the underwear go to the beach? It wanted to catch some brief rays!
  8. What did the elastic waistband say to the fabric? “Let’s stretch the truth a little!”
  9. Why did the boxer briefs go to the party? They heard it was a brief affair!
  10. What did the undergarment say to the lint roller? “You’re always picking on me!”
  11. Why did the bra get a standing ovation? Because it gave the breast performance!
  12. What did the underwear say to the washing machine? “Stop spinning me around, you’re making me dizzy!”
  13. Why did the boxer shorts go to the gym? They wanted to work on their waistband!
  14. What did the thong say to the bikini? “You think you’ve got it bad? Check out my tan lines!”
  15. Why did the underpants go to school? They wanted to get brief-ed!
  16. What did the sports bra say to the regular bra? “Let’s lift and separate this problem!”
  17. Why was the underwear always nervous? It had performance anxiety!
  18. What did the boxer shorts say to the briefs? “Don’t get too brief, we’re in this together!”
  19. Why did the undergarment become a comedian? Because it had everyone in stitches!
  20. What did the underpants say to the waistband? “You’re always keeping me in line!”
  1. Why did the boxer shorts go to the party? They heard it was going to be a brief affair!
  2. What’s an underwear’s favorite subject in school? Elasticity!
  3. Why did the underpants refuse to share? They were briefs of selfishness!
  4. What did the bra say to the tank top? “I’ve got you covered, sister!”
  5. Why did the boxer briefs get a job as a detective? They had a knack for brief investigations!
  6. What’s an underwear’s favorite type of weather? Brief showers!
  7. Why did the underpants become a musician? They wanted to play a little support!
  8. What did one pair of underwear say to the other during a workout? “Let’s get elastic!”
  9. Why did the bra get a job as a carpenter? It knew how to support!
  10. What’s an underwear’s favorite dance move? The elastic slide!
  11. Why did the boxer shorts go to the beach? They wanted to show off their waistband!
  12. What did the underpants say to the pajamas? “Let’s cozy up together!”
  13. Why did the bra blush at the gym? It saw the muscle shirts!
  14. What’s an underwear’s favorite board game? Briefcase!
  15. Why did the boxer briefs join the circus? They wanted to be acrobatic underwear!
  16. What did one pair of underwear say to the other at the gym? “Let’s stretch ourselves!”
  17. Why did the underpants get a job as a lifeguard? They wanted to provide some brief support!
  18. What’s an underwear’s favorite sport? Bungee jumping – it’s always bouncing back!
  19. Why did the boxer shorts get a job as a tailor? They had a good sense of fit!
  20. What did the underpants say to the socks? “We make a great pair!”

“20 More Side-Splitting Unmentionables Gags: From Panties to Briefs, Brace Yourself for Laughs!”

  1. Why did the underpants win the race? Because they had a leg up!
  2. What’s an underwear’s favorite holiday? Brief-mas!
  3. Why did the boxer briefs join the choir? They had a good sense of “brief harmony”!
  4. What did the underpants say to the washing machine? “Spin me right round, baby!”
  5. Why did the bra go to school? To get a little lift in education!
  6. What’s an underwear’s favorite kind of math? Addition – it’s always adding support!
  7. Why did the boxer shorts go to the doctor? They were feeling a little under the weather!
  8. What did one pair of underwear say to the other at the store? “You’re such a brief encounter!”
  9. Why did the underpants join the circus? They wanted to be a tightrope walker!
  10. What’s an underwear’s favorite movie snack? Popcorn – it’s always popping up!
  11. Why did the bra get a job at the brewery? It had a knack for fermentation!
  12. What did the boxer shorts say to the briefs? “You’re always cutting it short!”
  13. Why did the underpants get a pet? They wanted a little elastic support!
  14. What’s an underwear’s favorite book genre? Suspense – it’s always holding something in!
  15. Why did the bra blush? It saw the underwear drawer!
  16. What did one pair of underwear say to the other at the party? “Let’s dance, I’ve got some elastic moves!”
  17. Why did the boxer briefs become a comedian? They had a good sense of brief humor!
  18. What’s an underwear’s favorite exercise? Squats – it loves a good stretch!
  19. Why did the underpants go to the beach? To get a little brief tan!
  20. What did the bra say to the swimsuit? “Let’s make some waves!”
  1. Why did the underwear go to school? Because it wanted to be brief-ed!
  2. What did the socks say to the underwear? “Hey, I’ve got your back!”
  3. Why did the underwear refuse to fight? It didn’t want to get into brief encounters!
  4. What did the bra say to the boxer shorts? “You really know how to support me!”
  5. Why was the underwear always happy? Because it was elastic!
  6. What did the underwear say to the pajamas? “Let’s cozy up together!”
  7. Why did the underpants go to the party? Because it heard there would be dancing!
  8. What’s underwear’s favorite game? Hide and seek – it’s always hiding under clothes!
  9. Why did the boxer shorts go to the beach? They wanted to catch some waves!
  10. What did the socks say to the underwear? “You’re pants-tastic!”
  11. Why did the underwear go to the doctor? It was feeling a bit under-wear!
  12. What did one pair of underwear say to the other during a race? “Let’s get brief!”
  13. Why was the bra such a good listener? It had two supportive cups!
  14. Why did the underpants go to the playground? To slide down the underwear slide!
  15. What did the underwear say to the pants? “Don’t slack off!”
  16. Why did the boxer briefs become a superhero? Because they always came to the rescue in tight situations!
  17. What’s underwear’s favorite song? “Under Pressure” by Queen!
  18. Why did the underwear blush? Because it saw the elastic band!
  19. What did the boxer shorts say to the socks? “You really sock it to me!”
  20. Why did the underpants bring a ladder to the party? It heard the pants were “too high”!

“Another 20 Raunchy Unmentionables Crack-Ups: From Skivvies to Lingerie, Get Ready to Snicker!”

  1. Why did the bra apply for a loan? It needed some extra support!
  2. What did the boxer shorts say to the thong? “You’re really cutting it close!”
  3. Why did the undergarment become a politician? It knew how to handle briefs!
  4. What did the lingerie say to the stockings? “Let’s stay up all night!”
  5. Why did the boxer briefs go to therapy? They had too many brief encounters!
  6. What did the lacey panties say to the silk robe? “You make me feel so smooth!”
  7. Why did the bra join a book club? It wanted to enhance its support group!
  8. What did the underwear say to the jeans? “You’re a real pant-tastic fit!”
  9. Why did the thong apply for a job at the brewery? It wanted to be part of the brew-haha!
  10. What did the boxer shorts say to the boxer briefs? “Let’s not get too brief about it!”
  11. Why did the undergarment become a detective? It was skilled at uncovering mysteries!
  12. What did the bra say to the bikini top? “You’re looking cup-er cute today!”
  13. Why did the lace panties break up with the cotton briefs? They couldn’t handle the tension!
  14. What did the lingerie say to the negligee? “Let’s slip into something more comfortable!”
  15. Why did the boxer briefs become a musician? Because they had great elastic-ticity!
  16. What did the thong say to the garter belt? “Hold it together, we’ve got this!”
  17. Why did the boxer shorts go to the party? They heard it was a brief affair!
  18. What did the undergarment say to the laundry machine? “Stop spinning me around, you’re making me dizzy!”
  19. Why did the bra get a promotion? It had outstanding support skills!
  20. What did the lace panties say to the silk stockings? “You’re sheer perfection!”
  1. Why did the underpants go to therapy? Because they were feeling brief and needed to get things off their waistband!
  2. What did the boxer shorts say to the briefs? “Looks like we’re in a tight spot, but we’ll stick together!”
  3. Why did the bra become a comedian? Because it always had everyone in stitches!
  4. What’s a boxer’s favorite type of fruit? The pair!
  5. Why did the underpants bring a map to the party? Because they didn’t want to risk a brief encounter with the wrong drawer!
  6. Why did the bra break up with the socks? Because they couldn’t handle the toe-talitarianism!
  7. What do you call underwear for ghosts? Panty-ghouls!
  8. Why did the boxer shorts refuse to fight? They didn’t want to get caught in a waistband!
  9. Why did the underpants go to the beach? To get some vitamin sea!
  10. What did the bra say to the underwear? “You really lift me up!”
  11. Why did the underwear become a detective? Because it always got to the bottom of things!
  12. Why did the boxer briefs go to school? They wanted to get brief-ed!
  13. What’s underwear’s favorite type of music? Hip-hop!
  14. Why was the bra always tired? It had too much on its cups!
  15. Why did the socks break up with the underwear? Because they couldn’t handle the toe-tal commitment!
  16. What did the boxer shorts say to the waistband? “You’re always keeping me in line!”
  17. Why did the underwear go to the doctor? It was feeling a bit under-wear!
  18. What do you call underwear for superheroes? Capetights!
  19. Why was the underpants embarrassed? It got caught with its fly down!
  20. Why did the boxer briefs go to the gym? They heard it was a waist management class!
  1. Why was the underwear always so supportive? Because it had a strong elastic band!
  2. What’s an underwear’s favorite song? “I Will Survive” by Gloria Gaynor!
  3. Why did the boxer shorts get promoted? Because they had a good grip on things!
  4. What’s an underwear’s favorite type of music? Hip-hop!
  5. Why did the underpants go to the doctor? They had an elastic problem!
  6. What did the bra say to the hat? “You go on ahead, I’ll give these two a lift!”
  7. Why did the underpants blush? They saw the briefs!
  8. What’s an underwear’s favorite hobby? Bungee jumping!
  9. Why did the boxer briefs get a standing ovation? Because they always rise to the occasion!
  10. What’s an underwear’s favorite dessert? Panty-cakes!
  11. Why did the underpants apply for a job at the bakery? They wanted to be a little more kneaded!
  12. What did one pair of underwear say to the other in the dryer? “This is a real tumble!”
  13. Why was the bra always so uplifting? It had a positive outlook!
  14. What do you call a pair of underwear that’s having a bad day? Briefly upset!
  15. Why did the boxer shorts get into a fight? They couldn’t hold their temper!
  16. What did the underpants say to the pants? “Don’t worry, I’ve got your back(side)!”
  17. Why did the underwear get a job as a chef? Because it wanted to be a little more seasoned!
  18. What’s an underwear’s favorite game? Hide and seek!
  19. Why did the bra go to the party? It heard there was going to be a lot of support!
  20. What did the boxer shorts say to the gym shorts? “You think you’re tough, but I’ve got a real waistband!”

“20 More Panty-Whispering Giggles: Dive Into Another Round of Intimate Humor!”

  1. Why did the underwear go to the party? It wanted to show off its cheeky side!
  2. What did the boxer shorts say to the socks? “You really sock it to me!”
  3. Why did the bra get a promotion? Because it uplifted everyone’s spirits!
  4. What’s underwear’s favorite TV show? “The Brief-ing Room”!
  5. Why did the boxer briefs go to the beach? They wanted to catch some waves of excitement!
  6. What did the lace panties say to the cotton briefs? “You’re a smooth operator!”
  7. Why did the underpants blush? Because they saw the elastic waistband!
  8. What did the thong say to the bikini? “You’re knot going to believe this tan line!”
  9. Why did the undergarment go on a diet? It wanted to slim down and feel waist-tastic!
  10. What’s underwear’s favorite snack? “Cheese-strings”!
  11. Why did the boxer shorts become a comedian? Because they had everyone in stitches!
  12. What did the sports bra say to the regular bra? “Let’s lift and separate this problem!”
  13. Why did the boxer briefs break up with the thong? They couldn’t bridge their differences!
  14. What did the underpants say to the laundry basket? “Let’s not get into a twist over this!”
  15. Why was the bra such a good listener? It had two supportive cups!
  16. What did the lace panties say to the silk stockings? “You’re sheer perfection!”
  17. Why did the underpants go to school? They wanted to get brief-ed!
  18. What’s underwear’s favorite type of movie? Suspense-thrillers!
  19. Why did the boxer shorts become a superhero? Because they were “brief”ly known for their heroic deeds!
  20. What did the boxer briefs say to the waistband? “Thanks for keeping things together, you’re stretch-tacular!”
  1. Why did the underwear go to court? Because it was briefs of contract!
  2. What do you call underwear for mice? Briefs!
  3. Why did the boxer shorts break up with the briefs? They just couldn’t hold it together!
  4. What did one pair of underwear say to the other? “I’ve got you covered!”
  5. Why did the bra break up with the panties? It just felt too constricted!
  6. Why don’t underwear ever win arguments? They always end up getting briefs of the situation!
  7. What did the underwear say to the pants? “I’ve got your backside covered!”
  8. Why did the underwear go to therapy? It had too many issues to deal with!
  9. Why did the boxer shorts blush? They saw the elastic band!
  10. Why did the underpants refuse to fight? They didn’t want to get caught up in a tight situation!
  11. What do you call underwear that’s afraid? Pan-tie-d!
  12. Why did the panties go to school? To get a little support!
  13. What’s a boxer’s favorite drink? Fruit punch!
  14. Why did the underwear refuse to go on vacation? It didn’t want to get caught with its pants down!
  15. What did the underwear say to the socks? “Stop following me, I’m brief enough!”
  16. Why was the underwear always nervous? It had too many brief encounters!
  17. Why did the underpants become a detective? They had a knack for getting to the bottom of things!
  18. What did one pair of panties say to the other in the washing machine? “Are we in a spin cycle or is it just me?”
  19. Why did the bra go to school? It wanted to be a little more uplifting!
  20. What’s a pair of underwear’s favorite movie genre? Suspense!

“Wrapping Up: A Brief but Hilarious Journey Through Underwear Comedy!”

So, whether you’re a fan of boxers, briefs, or panties, we hope these rib-tickling undergarment jests have left you in stitches. But don’t let the laughter stop here! Explore more chuckle-worthy content on our site and unravel the endless hilarity hidden within the world of lingerie lingo. Happy giggling!

Share a laugh !

Hit me up on socials :

Leave a Comment