150 Best Underwear Jokes The Funniest Undies Puns and One-Liners

Ready to laugh your pants off? (Don’t worry, we’re just getting started!) Get ready to explore the hilarious world of underwear jokes and puns, where humor is always a little cheeky.

We’ve compiled the best collection of jokes that will have you in stitches. Whether you’re looking for a quick giggle or a side-splitting laugh, prepare to be undressed with laughter.

So, ditch the briefs (pun intended!) and dive into our collection of hilarious jokes. Let’s get started!

Best Underwear Jokes The Funniest Undies Puns and One-Liners

• I told my underwear a joke. It was brief.
• Why did the underwear get sent to detention? It kept dropping trou.
• My friend invented edible underwear. I heard it was a sweet success, but it’s going to be a sticky business.
• What do you call underwear that’s always right? Corrective briefs.
• I’m writing a book about underwear. It’s a revealing story.
• Why did the underwear refuse to play hide and seek? Because it was always getting caught.
• My underwear business is booming. I’m making a killing… selling bloomers!
• A pair of underwear walked into a bar. The bartender said, “We don’t serve your kind here.” The underwear replied, “But we’re covering all the bases!”
• “Doctor, I think I’m becoming obsessed with underwear.” Doctor: “Well, let’s get to the bottom of this.”
• My new underwear has a money-back guarantee. I’m hoping to make a tidy sum.
• What did the underpants say to the hat? “You go on ahead, I’ll cover your rear!”
• I tried to recycle my old underwear, but they said it was a bio-hazard. Guess they were past their pull date.
• Why did the underwear go to therapy? It had too many issues to unpack.
• I’m starting a band called “Elastic Waistband.” We’re known for our tight sound.
• Underwear: The only thing between you and a really awkward situation.

Underwear Jokes: A Brief History of Funny Undies

Ever wonder where those cheeky underwear jokes come from? “Underwear Jokes: A Brief History of Funny Undies” delves into the surprisingly rich and often absurd history of humor surrounding our most intimate garments. From Victorian-era bloomers to modern-day briefs, this section explores how underwear has become a fertile ground for…

• My underwear drawer is like a social gathering: briefs, boxers, and thongs all trying to mingle, but things are always a little strained.
• Why did the underwear get a promotion? Because it was always on top of things and provided excellent support.
• I saw a pair of underwear get arrested for indecent exposure. It was a brief encounter.
• My online dating profile says I’m “seeking a meaningful connection.” What it really means is, I need someone to help me fold my fitted sheets and sort my underwear.
• What do you call a pair of underwear that can sing? A brief-tenor!
• If you were underwear, I’d keep you close to my heart.
• I tried to start a business selling underwear for squirrels, but it was too niche. Nobody wanted to buy them.
• I thought I was being subtle, but my date noticed I was wearing underwear with cartoon characters. Guess I’m not ready for grown-up relationships.
• My New Year’s resolution is to buy some new underwear. It’s a brief decision.
• Selling my collection of lightly used underwear. “They’re a steal!”
• Two underwear are talking to each other in the clothes dryer. One says, “I’m feeling a little dizzy.” The other replies, “Me too. I think we’re losing our minds!”
• What do you call a pair of underwear that’s always getting into trouble? A brief delinquent.
• Image Macro: A picture of a pair of men’s underwear with a thought bubble that says, “I need a vacation.”
• I tried to explain to my toddler what underwear is. Now I’m banned from the library.
• Warning: May spontaneously start talking about my underwear preferences. Side effects may include mild embarrassment and a sudden urge to change the subject.

Underwear Puns: When Your Humor is Below the Belt

Underwear puns? Prepare for humor that’s definitely below the belt! This collection dives into the cheeky world of briefs, boxers, and everything in between. Get ready for laughs that might make you blush, but will definitely lighten your day. Just be warned: these jokes might leave you feeling a little…unzipped.

• I used to work at an underwear factory: It was a brief career.
• What do you call a pair of underwear that can sing? A brief tenor!
• Why did the underwear get a promotion? It was always on top of things and provided excellent support.
• My new underwear has a money-back guarantee. I’m hoping to make a tidy sum.
• I tried to start a business selling underwear for squirrels, but it was too niche. Nobody wanted to buy them.
• “I’m writing a song about underwear; it’s going to be a brief melody.”
• I’m not saying my underwear is old, but it has a pull date.
• Why did the underwear get sent to his room? For having a bad attitude!
• My wife and I were happy for 20 years. Then we got a new pair of underwear.
• Selling my lightly used underwear: Great for crafting miniature flags, or wearing… whatever.
• What do you call a pair of underwear that are always getting into trouble? Brief delinquents.
• I tried to make a joke about underwear, but it was too brief.
• Image Macro: Underwear on a clothesline: “Hanging in there.”
• What do you call a pair of underwear that is always right? Corrective briefs.
• Relationship status: Just bought a new pair of underwear with a secret pocket. I’m ready for anything.

Clean Underwear Jokes: Keeping it Fresh and Family-Friendly

Underwear jokes? They can be a surprisingly clean source of humor! This collection focuses on keeping it fresh and family-friendly. We’re talking puns, not potty-mouth, offering lighthearted giggles suitable for all ages. Think “brief” encounters with wit and humor that won’t leave you feeling embarrassed. Get ready to laugh your…

• Why did the underwear get sent to finishing school? It needed to learn some proper etiquette, and how to cover its assets!
• I tried to design underwear for astronauts: It was a real launch pad for my career… until NASA said no.
• What do you call underwear that’s also a detective: Undercover briefs!
• I’m writing a children’s book about underwear. It’s a brief story.
• My underwear is so comfortable, I feel like I’m wearing nothing at all… which is slightly concerning when I’m in public.
• Just started a business designing underwear with built-in pockets. I’m calling it “The Secret Stash.”
• Why did the underwear apply for a job as a life coach? To help people get to the bottom of their problems!
• I saw a pair of underwear get arrested for indecent exposure. It was a brief encounter with the law.
• Relationship status: Looking for someone who can appreciate my collection of novelty underwear. Must have a good sense of humor and a strong laundry game.
• I’m thinking of starting a fashion blog dedicated to underwear trends. It’s going to be a brief and revealing look at the world of undergarments.
• Image Macro: A picture of a pair of kids’ underwear with a superhero logo on it, captioned: “Ready to save the day…one wedgie at a time!”
• What did the underwear say to the pants? “I’ve got you covered!”
• I tried to make a joke about men’s underwear, but it was too brief.
• My underwear drawer is like a small town: briefs, boxers, and thongs all living together in relative harmony…except for the occasional laundry day turf war.
• Image Macro: A picture of a pair of underwear on a clothesline, captioned: “Hanging in there, one load at a time.”

Dirty Underwear Jokes: Risqué Humor for Adults Only

Dive into the cheeky side of humor with “Dirty Underwear Jokes: Risqué Humor for Adults Only.” This collection pushes the boundaries of underwear jokes, venturing into territory that’s definitely not for the faint of heart. Expect adult themes, suggestive scenarios, and puns that are guaranteed to elicit a blush and…

• My underwear drawer is like a box of chocolates: you never know what kinda stain you’re gonna get.
• What do you call a pair of underwear on a stripper: A G-string theory.
• I tried to make edible underwear, but it just left a bad taste in my mouth.
• My ex said I had an underwear problem: I told her she was just jealous of my tighty-whities.
• Why did the underwear cross the road: To get to the bottom of things.
• I saw a pair of underwear get arrested for indecent exposure: It was a brief situation.
• I’m starting a band called “The Panty Droppers,” get ready for a symphony of silk and lace.
• What do you call a pair of underwear that’s always getting into trouble: Brief delinquents.
• Relationship status: Seeking someone who won’t judge my collection of novelty underwear. Must have a good sense of humor.
• My new autobiography is about my time as an underwear model; it’s a brief overview of my life.
• My underwear drawer is like a singles bar for socks: Everyone is looking for a sole mate.
• I’m starting a new business that delivers underwear to your doorstep: It’s a real brief encounter.
• My new cologne is called “Eau de Underwear” it smells like a locker room, I’m not sure if it’s a conversation starter or ender.
• What did the perverted underwear say to the bra: Can I have a feel?
• I tried to make a joke about underwear, but it was too brief.

Underwear Puns for Specific Occasions: Birthdays to Breakups

Need a laugh? “Underwear Puns for Specific Occasions: Birthdays to Breakups” is your go-to guide! From hilarious happy birthday briefs to commiserating commando jokes for the recently single, this collection covers every occasion. It’s the perfect way to lighten the mood and give a gift of laughter, one punny panty…

• Why did the pair of briefs get sent to the naughty corner: It was a brief moment of bad judgement!
• I tried to make an underwear from lettuce, but it just became a veggie tale.
• Why did the underwear get a promotion at work: Because it was always on top of things and provided excellent support.
• Relationship status: Looking for a partner who can handle my love for quirky underwear, must have a good sense of humor.
• What do you call a pair of underwear that is always getting into trouble: Brief delinquents.
• I tried to start a men’s underwear company, but it was a real brief encounter.
• Image Macro: A pair of underwear that says “I’m not a regular brief, I’m a *cool* brief.”
• I’m not saying I’m obsessed with underwear, but I just bought a lifetime supply… in case of a zombie apocalypse.
• What do you call a pair of underwear that’s a good singer? A brief tenor.
• I tried to make a joke about underwear, but it was too brief.
• Selling my lightly used underwear: Great for crafting miniature flags, or wearing… whatever.
• What do you call a pair of underwear that can sing? A brief-tenor!
• Just had a photoshoot with my underwear! They’re a real brief encounter.
• I told my wife I was starting a new underwear company, she said, “That sounds like a load of…”
• You must be underwear because I want to keep you close to my heart.

Underwear Jokes: Are Boxers or Briefs Funnier?

The age-old debate rages on: boxers or briefs, which reigns supreme in the comedy department? Underwear jokes, in general, are a goldmine for puns and visual gags! But when it comes to the specific style, boxers offer roomier possibilities for slapstick, while briefs lend themselves to tighter, more awkward situations….

• My underwear drawer is like a chaotic stock market: briefs are up, boxers are down, and thongs are a high-risk investment.
• I tried to start an underwear-themed art exhibit. Critics called it a brief overview.
• Why did the underwear get sent to his room: For having a bad attitude!
• My therapist told me to stop wearing my underwear on my head. I’m making progress, but it’s a hard habit to break.
• My underwear is like a choose-your-own-adventure: will I choose the comfy, the sexy, or the ones that are clean?
• Online dating bio: Seeking someone to share my love for pizza and my questionable collection of novelty underwear.
• I saw a pair of underwear get arrested for indecent exposure. It was a brief situation.
• Relationship status: I’m looking for someone who can handle my quirky sense of humor and knows how to fold a fitted sheet…of underwear.
• I’m not saying I’m obsessed with underwear, but I just spent my vacation touring the Jockey factory. It was a brief encounter.
• If you were underwear, I’d keep you close to my heart: Just hoping you won’t be too clingy.
• I’m starting a rock band called “The Underwires.” Get ready for some heavy support.
• I tried to explain my underwear preferences to my dog. He just looked confused and started sniffing.
• My therapist told me to embrace my underwear. I told him, “But they’re so…constricting!”
• My New Year’s resolution is to buy some new underwear. It’s a brief decision.
• Image Macro: A pair of underwear on a clothesline with the caption: “Hanging in there.”

Underwear Puns in Pop Culture: From Movies to Music

Underwear jokes and puns are a surprisingly common thread in pop culture! From cheeky movie lines dropping “skivvies” references to musicians making light of “tighty whities,” the humble undergarment offers fertile ground for humor. These comedic moments, often quick and lighthearted, provide a relatable and universally understood source of amusement…

• My therapist says I have an unhealthy attachment to my underwear; I told him, “They’re my support system!”
• The new superhero is called ‘Captain Underpants’, his power is to stop crime, one wedgie at a time.
• My ex said I had a problem with commitment, so I started a collection of novelty underwear. I’m committed to those.
• I just got new underwear with a secret pocket; I’m ready for anything…or at least to hide my phone.
• My dating app bio says I’m “down to earth,” but all my underwear is space-themed.
• I tried to make a joke about underwear, but all the good ones were already brief encounters.
• This fashion line is so revealing, it’s underwear-whelming.
• *Image Macro*: A person wearing underwear on their head with the caption, “My fashion sense is out of control.”
• I am not sure why my underwear has been so sad lately. Maybe it’s just blue.
• “I’m afraid of underwear,” said the nudist. “It’s a brief encounter.”
• My new autobiography is about my time as an underwear model: it’s a brief overview of my life.
• Relationship status: Looking for someone who won’t judge my laundry habits, especially when it comes to my underwear.
• I tried to start a business selling underwear for squirrels, but it was too niche. Nobody wanted to buy them.
• What do you call a pair of underwear that plays an instrument? A brief melody.
• I accidentally wore my underwear inside out to a job interview: I guess you could say I was trying to put my best foot…briefly…forward.

DIY Underwear Jokes: Crafting Your Own Comedic Creations

Tired of the same old underwear jokes? Unleash your inner comedian with DIY underwear jokes! We’ll explore how to craft your own puns and one-liners, using fabric, elastic, and the sheer absurdity of undergarments as your comedic canvas. Get ready to stitch together laughter and create jokes that are truly,…

• My underwear is like my dating life: non-existent.
• Just started a business selling underwear for vegetables: It’s a niche market, but I think it’ll be a smash.
• Why did the underwear get a promotion at work: Because it was always on top of things.
• My underwear drawer is like a choose-your-own-adventure book: Will I choose the comfy, the sexy, or the ones I can’t remember buying?
• I tried to write a song about underwear, but it was too brief.
• My New Year’s resolution is to create a line of personalized underwear: for the person who likes to leave their mark!
• Why did the underwear get sent to his room? For having a bad attitude!
• What do you call underwear that’s a good singer? A brief tenor.
• Image Macro: A picture of a pair of underwear on a clothesline with the caption: “Hanging in there, one load at a time.”
• Relationship status: Currently seeking a sock who can handle my cold feet.
• I told my wife I was going to start a collection of vintage underwear. She said, “That sounds a little… brief.”
• What do you call a person who is afraid of underwear? Undera-weary.
• I tried to explain my underwear preferences to my dog: He just looked confused and started sniffing.
• My underwear is like a metaphor for my life: full of potential, but often a little strained.
• Image Macro: A pair of underwear that says “I’m not a regular brief, I’m a *cool* brief.”