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Funny Craptions

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  • 61 Crack Ups
    Avatar x-alien

    Once my parasite tunnels into his wifes ear, Mr. Monopoly will have no other choice than to give up Boardwalk and Park Place! MWAA HA HA HA!

  • 51 Crack Ups
    Avatar niceilike

    "My, you look like a whore in that penis hat" Lord Billsby mumbled. "Mm. At least the penis can get it up" Lady Billsby retorted. "Mm. Indeed."

  • 45 Crack Ups
    Avatar optimus_prime

    Unbeknownst to all, Gary and Sheila had passed away over 4 hours ago.

  • 28 Crack Ups
    Avatar Mr.Bonewell

    Honey, even Bjork thinks you ridiculous.

  • 27 Crack Ups
    Avatar DesertEagle

    Straighten your tie dear, I don't want people to stare.

  • 26 Crack Ups
    Avatar x-alien

    This is what happens when you let Canadians come to the Kentucky Derby.

  • 19 Crack Ups
    Avatar Hydrashok158

    Lets see what the etiquette book says about your wife wearing a stupid hat.

  • 19 Crack Ups
    Avatar HeywoodJablowme

    Lord Bastardly-Wanker felt it would not be proper etiquette to mention to his wife that it looked like her head was being humped by a big red pretzel.

  • 16 Crack Ups
    Avatar MrBungle

    The murderer is Miss Scarlett, in the garden, with a hat. The victim, fashion!

  • 15 Crack Ups
    Avatar Crenshaw

    Lord and Lady Cthulhu go to the races.

  • 14 Crack Ups
    Avatar ymer

    Look Elisabeth darling, it says that here in America they often wear baseball caps, even when not partaking in that sport. Oh, do they. How rather silly of them. Mmm, yes. I must say.

  • 13 Crack Ups
    Avatar knightwhosaysni

    How nice that Bib Fortuna ended up marrying into money.

  • 12 Crack Ups
    Avatar knightwhosaysni

    "But, honey, aren't we facing the wrong direction?"

  • 11 Crack Ups
    Avatar Grayson

    Apparently nobody told Mrs. Moneybags that tentacle hentai is a tad gauche after Labor Day. Mr. Moneybags could do nothing but look down in shame, hoping this wouldn't affect this afternoon's sale of Marvin Gardens.

  • 10 Crack Ups
    Avatar optimus_prime

    And here we see the rare Number 8 snake consuming its favorite prey - the aristocrat. It will be 3 weeks before the snake will feed again.

  • 10 Crack Ups
    Avatar vigilante

    Now that's a beer hat!!!!

  • 9 Crack Ups
    Avatar grafton

    Ceilia's none-too-subtle hint left Gerald staring in shame at his inadequacy.

  • 7 Crack Ups
    Avatar optimus_prime

    "Dear? Would one please stop using one's penis as a bookmark?"

  • 7 Crack Ups
    Avatar sallan

    Uh, Hellboy, you can't take a dump just anywhere you please.

  • 7 Crack Ups
    Avatar bobboringbaker

    Man, talk about fashion disasters... that guy is wearing a lapel pin on each lapel... jeez buddy, tone it down, show some class. Weirdo

  • 7 Crack Ups
    Avatar zbeebs

    To: T.Hilfiger@tommy.com From: Cal@calvinklein.com Subject: OK, you win Guess there is no hat too ridiculous that your name slapped on it won't get some idiot to buy it, LOL - owe you lunch!

  • 6 Crack Ups
    Avatar knightwhosaysni

    Daddy Warbucks and Little Orphan Grannie.

  • 6 Crack Ups
    Avatar BearMan

    So the guy says, "That's not a nematode! That's my wife!"

  • 6 Crack Ups
    Avatar TheJake

    "Martha?" "Yes Reginald dear." "I seem to have shit my pants." "Good show!"

  • 6 Crack Ups
    Avatar Palvino

    Don't look now, but there is a woman in a ridiculous looking pink jacket behind us!

  • 5 Crack Ups
    Avatar jwhaler

    Now see here, Martha, the rules plainly state that a hat "must fully enclose the wearer's head" in order to qualify as a "ridiculously tall hat." As such, I am the clear winner...

  • 5 Crack Ups
    Avatar Matman

    on realising she was on for the treble her aneurysm went balistic!!!!!!

  • 5 Crack Ups
    Avatar MrBungle

    Dr. Seuss' new book, The Fat-Cat in the Hat

  • 5 Crack Ups
    Avatar duplicateg

    Susan always resented Edward for ruining her dreams of becoming a professional balloon twister and she let him know every chance she got.

  • 5 Crack Ups
    Avatar Bell110

    Medusa found an innovated yet stylish way to hide her true identity.

  • 5 Crack Ups
    Avatar Superhal

    Worshippers of the Red Turd had infiltrated Craptions at the highest levels. It was only a matter of time now.

  • 4 Crack Ups
    Avatar PurpleMartin

    In the future no will notice when Suri Cruise sneaks up and farts on unsuspecting woman.

  • 4 Crack Ups
    Avatar Ed_Gein

    All the flies stayed away from the Monopoly family when mom wore her bug zapper hat.

  • 4 Crack Ups
    Avatar yeahbud

    "Henry, I told you no one would want to be around us if you wore that stupid top hat. Now we have to pretend not to notice this poor little orphan girl.

  • 4 Crack Ups
    Avatar x-alien

    Damn it! I should never have let Tyra Banks design my outfit!

  • 4 Crack Ups
    Avatar ajp1015

    With the right splash of color, any giant tumor can become the fashion accessory of the season!

  • 4 Crack Ups
    Avatar 13.tattoos

    "Excuse me miss...what is that on your head?" "...there's something on my head? What is it!? IS IT SOMETHING?!? GET IT OFF!!!!"

  • 4 Crack Ups
    Avatar TheJake

    Gerald and Helen are a little out of place at the Idaho State Fair. Bringing along their maid didn't help matters.

  • 4 Crack Ups
    Avatar jozvej

    "Let's see here...'Appropriate Attire'... Looks like you're OK honey, they only frown upon BLUE soft pretzel hats."

  • 3 Crack Ups
    Avatar knightwhosaysni

    Most people bring a picnic blanket to an outdoor concert, but Mr. Moneybags has to install a fucking _bench_.

  • 3 Crack Ups
    Avatar Hydrashok158

    "Yes dear it says right here that red shoes are the right choice."

  • 3 Crack Ups
    Avatar Questionevil

    The honorary King and Queen of Noodlepaloosa.

  • 3 Crack Ups
    Avatar HeywoodJablowme

    Most men buy little red sports cars.

  • 3 Crack Ups
    Avatar Hamper

    Upon opening the box, the hat literally flew across the room. Mrs. Winthorp took it as a good omen, never got the joke and in fact wore the hat out to Derbyshire where people mockingly offered her various kinds of canned scarves.

  • 3 Crack Ups
    Avatar Fairview

    He was rich and she had a tentacle. Who could ask for anything more?

  • 3 Crack Ups
    Avatar Andypanda04

    Yea the hat was easy, but what really brought the essemble together was the disco ball themed skirt.

  • 3 Crack Ups
    Avatar sevpay

    Once Amy Winehouse turned her back, the woman put her hat into attack mode.

  • 3 Crack Ups
    Avatar noelbarratt

    "No dear, their laughing at that funny looking horse I'm sure"

  • 3 Crack Ups
    Avatar colin_in_sick

    "Honey, there's a swarthy Arab imposing on our bench." "I know. Just try not to make eye contact."

  • 3 Crack Ups
    Avatar bobboringbaker

    man, that guy has a lapel pin on both lapels... fuckin weirdo

  • 3 Crack Ups
    Avatar rockdog

    Traditional silk top hat: $400 Endangered whale penis hat: priceless

  • 3 Crack Ups
    Avatar Bell110

    "This is my Uncle Pennybags and his wife, Aunt Big Red Bitch."

  • 3 Crack Ups
    Avatar GeeGee

    "According to my dictionary, a douche bag is a small syringe for douching the vagina, esp. as a contraceptive measure." "Well, I certainly can't see how that refers to us. We simply must be misunderstanding what people are yelling." "Yes, perpl

  • 3 Crack Ups
    Avatar disaxis

    In a last ditch effort to make Nancy realize how dumb her hat looks Cindy decides to poop next to her then scream " look at that, that is what your fucking hat looks like!"

  • 3 Crack Ups
    Avatar badonia

    fancy hats, intolerable outfits, unpalatable mint julips, unimaginable abuse of horses, my my scarlet the lengths we go to amuse oursleves now that we can no longer own slaves.

  • 3 Crack Ups
    Avatar Zoo06

    "Can you believe it dear? They're out of toast points. How are we supposed to eat our caviar...wait, WHAT THE FUCK IS ON YOUR HEAD?!?!"

  • 3 Crack Ups
    Avatar smcole45

    Twilek females don't just dance for Jabba anymore......

  • 3 Crack Ups
    Avatar squarefish

    The once torrid, highly publicized love affair between personified Mr. Peanut and Ms. Twizzler turns tepid.

  • 3 Crack Ups
    Avatar ohnjaynb

    Amy Winehouse turned away when she realized that her parents are higher than she is.

  • 3 Crack Ups
    Avatar TheJake

    "Hmmm. There seems to be a gansta rapping demonstration down at booth A24. Should we head down there and perhaps Get Crunked?" "That sounds fantastic, earlier some ho was all up in my face about my pimp-hat, and I need to relax with some good old

  • 3 Crack Ups
    Avatar andysjunkyard

    No one in polite society dared mention Lady Winkleberry's giant bloody brain worm problem.

  • 3 Crack Ups
    Avatar Fat_Kez

    What a ridiculous hat... totally clashes with that cravat

  • 3 Crack Ups
    Avatar Fat_Kez

    Is it just me, or does the brunette to the Lady in Red's left not look like Amy Winehouse crouching to have a dump?!?

  • 3 Crack Ups
    Avatar FinalGamer

    Fashion by Playdoh.

  • 2 Crack Ups
    Avatar JohnnyLunchmeat

    Lord and Lady Douchebag seems somewhat out of place at the Noodlepaloosa.

  • 2 Crack Ups
    Avatar Fairview

    ..on the next episode of "Pimp My Elephant Man Disease."

  • 2 Crack Ups
    Avatar CavalierX

    The demonic, blood-engorged entity attached to his wife's head didn't bother the old man a bit. It kept the old bitch quiet, after all.

  • 2 Crack Ups
    Avatar KGB

    The Queen pays tribute to England's national symbol, 'Vagina of Sauron'.

  • 2 Crack Ups
    Avatar KGB

    Unfortunately, Matilda was reading her schedule wrong and was NOT dressed for a funeral.

  • 2 Crack Ups
    Avatar Fairview

    She wasn't the prettiest wife, but man was she horny.

  • 2 Crack Ups
    Avatar KGB

    If it wasn't for that bitch with the giant meatball hat, Martha would have won the hat competition for sure.

  • 2 Crack Ups
    Avatar Fairview

    "Why yes, our son is a serial killer."

  • 2 Crack Ups
    Avatar elguicho

    Smile! You're on MUSLIM Candid Camera!

  • 2 Crack Ups
    Avatar Andypanda04

    They werent senile, but it was oh so fun to pretend.

  • 2 Crack Ups
    Avatar optimus_prime

    "... and after the operation Dr. Shipman made my large intestine into this delightful hat..."

  • 2 Crack Ups
    Avatar lc9er

    OK, Martha. I get it, the red tie was a little over-the-top.

  • 2 Crack Ups
    Avatar colin_in_sick

    All the style and sophistication in the world couldn't hide Carolyn's unfortunate tumor.

  • 2 Crack Ups
    Avatar optimus_prime

    His Lordship didn't care what was happening at the races, he really wanted to find out how Harry Potter and his chums would overcome this new obstacle. Oh, they used magic...again. Shocker. Why didn't the little pricks just do that in the first pl

  • 2 Crack Ups
    Avatar colin_in_sick

    "Just wait, Harold. We'll see who has the last laugh when EVERYONE's wearing candy wrappers on their clothes."

  • 2 Crack Ups
    Avatar cybrweasel

    The monopoly guy and a distressed Red Hat Lady enjoy a quiet day at the park.

  • 2 Crack Ups
    Avatar noelbarratt

    This year the losing horses not only went to the glue factory; their intestines were made into hats aswell.

  • 2 Crack Ups
    Avatar ajp1015

    Mr. and Mrs. Senility 2008

  • 2 Crack Ups
    Avatar grafton

    Lean further dear....I can still see her swarthiness from the corner of my eye.

  • 2 Crack Ups
    Avatar peepingmike

    Ugh, these damn glasses keep falling off my nose.

  • 2 Crack Ups
    Avatar MrBungle

    The new hat designed by the Twi'leks just didn't work for humans.

  • 2 Crack Ups
    Avatar MrBungle

    Oh my, Buffy, it looks like the costume party is tomorrow. What a faux pas!

  • 2 Crack Ups
    Avatar SamLowery

    You know that old cliche about two women realizing they wore the same outfit to the same event and being horribly embarrassed? Well, this bitch ain't lettin' that happen to her ever again, even if that calls for drastic efforts.

  • 2 Crack Ups
    Avatar bobboringbaker

    Talk about your fashion disasters... that guy is wearing a lapel pin on each lapel... jesus man, show some class

  • 2 Crack Ups
    Avatar Crenshaw

    Just ignore the foreign girl, dear, and she'll go away....

  • 2 Crack Ups
    Avatar OlDirtyBen

    Seen at the benefit concert for "Intestines-On-Your-Head-itis".

  • 2 Crack Ups
    Avatar TragicallySane

    Once his popularity soared, the Flying Spaghetti Monster relied on disguises to ensure his privacy in public.

  • 2 Crack Ups
    Avatar SimonSaysDie

    What the fuck is that guy wearing? A top hat? Who the fuck wears top hats anymore?

  • 2 Crack Ups
    Avatar JohnnyLunchmeat

    Don't look now but it looks like your head is being rapped by a pretzel.

  • 2 Crack Ups
    Avatar GeeGee

    Having the King and Queen of Vulgaria attend the fundraiser would surely demonstrate to voters that the Republican Party was not out of touch with middle class America.

  • 2 Crack Ups
    Avatar LOTNachos

    Rich people will wear anything they see on Project Runway.

  • 2 Crack Ups
    Avatar andersonwilliam

    "It say's here that we have aids, lovey." "Yes, I do so love the opera, Reginald." ... ... "You bitch."

  • 2 Crack Ups
    Avatar bob3

    Lord and Lady Red Pretzel hat at Aston

  • 2 Crack Ups
    Avatar TheJake

    "Oh Esmeralda! Fetch me another pony to disembowell. This on is getting a bit droopy."

  • 2 Crack Ups
    Avatar TheJake

    Dear, everyone's staring at us. They must think my top hat is pretentious.

  • 2 Crack Ups
    Avatar EtrnlRulr

    "I say honeybunch you know what would make this game of 'I Spy' so much better?" "What might that be?" "You taking off that ridiculous hat" "Fuck you dear..."

  • 2 Crack Ups
    Avatar TheJake

    Their original attire consisted of no shirts, and the painted on phrase "GO HORSIES!" But at the last second, they thought they would blend in a little better this way.

  • 2 Crack Ups
    Avatar TheJake

    Senility makes Reginald and Martha its bitch.

  • 2 Crack Ups
    Avatar TheJake

    Head Tentacle! Quit tickling my ear!

  • 2 Crack Ups
    Avatar Bell110

    Unbeknownst to the rest of the crowd, the couple has been dead for three hours.

  • 2 Crack Ups
    Avatar phreesh

    "Hey, honey, know what that brainsucker is doing?" "What, dear?" "Starving."

  • 2 Crack Ups
    Avatar phreesh

    Wanda's lower G.I. had successfully captured the upper G.I. The campaign for the remainder of the body was going splendidly.

  • 2 Crack Ups
    Avatar BunnyBordeaux

    "Colon Coture" It's all the rage for the summer season..even Amy Winehouse wants to be seen with this trendy twosome.

  • 2 Crack Ups
    Avatar BunnyBordeaux

    He only married her because he thought she had the abilities of a Hoover Vacuum...turns out it was just a fucking ugly hat.

  • 2 Crack Ups
    Avatar Your_mom

    Since Willy's death, the making of sugarfree drinks went downhill, as the Oompa-Loompas decided it was more profitable to collect used water from Countes' Báthory sewer.

  • 2 Crack Ups
    Avatar Orion

    The scary thing is, these people AREN'T the most ridiculous ones here.

  • 2 Crack Ups
    Avatar Malhal

    The people that thought fur was murder didn't quite mind colon as much.

  • 2 Crack Ups
    Avatar jerome1995

    ja i am from germany how did you know ?

  • 2 Crack Ups
    Avatar 1-Ton

    Who says pool noodles can't be a fashion accessory?

  • 2 Crack Ups
    Avatar JesusChris

    The point at which eccentric becomes excrementic.

  • 2 Crack Ups
    Avatar Superhal

    When you're rich enough not to give a shit about anything anymore.

  • 2 Crack Ups
    Avatar Superhal

    "WONDER TWIN POWERS ACTIVATE!" "FORM OF...THAT BITCH WHO RUINED CHARLES AND LADY DI'S MARRIAGE" "SHAPE OF...hey what?"

  • 2 Crack Ups
    Avatar Stuntmilkman

    indias version of X-men sucked ass.

  • 2 Crack Ups
    Avatar Blackrifice

    In her later years, Nancy Reagan decided to say "yes" to drugs.

  • 2 Crack Ups
    Avatar trimos

    Finding she could no longer control the tape worm, Mary decided to embrace it for all it's worth

  • 2 Crack Ups
    Avatar trimos

    Finding she could no longer control the tape worm, Mary decided to embrace it for who it really was.

  • 2 Crack Ups
    Avatar prettynpink

    Rather than have an unsightly belly button on her head, the Dutchess left the umbilical cord and made an accessory out of it instead.

  • 2 Crack Ups
    Avatar CavalierX

    That should be the Official Craption Hat.

  • 2 Crack Ups
    Avatar cstorey1988

    Fuck....These shoes look ridiculous with my skirt

  • 2 Crack Ups
    Avatar TheMartine

    "Listen, dear. Next time I let you use my credit card to go shopping, I'm coming with you."

  • 2 Crack Ups
    Avatar the gray fox

    I hereby declare that at my death, I leave my fortune to Miss Daisies (my Persian cat) so that she may live on like the Princess she is. PS: Fuck the poor.

  • 2 Crack Ups
    Avatar Stavros

    "Ok, according to this thing called a 'novel', we have the right clothes to blend in with the earthlings..." "Yes but does my penis look like a 'hat'?" "Yes."

  • 2 Crack Ups
    Avatar mattb0492

    At that exact moment, the woman in the white bonnet realized she had just been served.

  • 2 Crack Ups
    Avatar MisterBuch

    Her brilliant disguise had worked perfectly and the entire crowd was turned to stone. Finally, Medusa could relax and read her book.

  • 2 Crack Ups
    Avatar rplaya28

    Albert Einsteins particle accelerator hat wasn't very popular with the masses

  • 2 Crack Ups
    Avatar Kokenator13

    Please collect $200 as you pass all self-respect.

  • 2 Crack Ups
    Avatar Kokenator13

    Please collect $200 as you pass on all self-respect.

  • 2 Crack Ups
    Avatar lightbluenym

    Woman in white hat: Sausage!!!!!

  • 2 Crack Ups
    Avatar montanaguy

    John wore his heart on his sleeve, and Nancy, well she opted to wear her colon on her head

  • 2 Crack Ups
    Avatar starsmtsu12

    Liza had always been encouraged by her mother never to be ashamed of her abhorrent diverticulitis.

  • 2 Crack Ups
    Avatar starsmtsu12

    After years of therapy, Liza accepted that she must NEVER be ashamed of her abhorrent diverticulitis.

  • 2 Crack Ups
    Avatar mhuh

    This is exactly what you look like when you masturbate.

  • 1 Crack Ups
    Avatar CavalierX

    "That hat may be the height of fashion, Lovey, but it still looks like a fucking balloon animal to me."

  • 1 Crack Ups
    Avatar CavalierX

    Mrs. Moneybags' empathy bypass operation seems to have worked well indeed.

  • 1 Crack Ups
    Avatar Ed_Gein

    Nobody dare say anything to Mrs. Monopoly about the giant pink flamingo turd on her head.

  • 1 Crack Ups
    Avatar Ed_Gein

    Snake house hats are all the rage in India.

  • 1 Crack Ups
    Avatar yeahbud

    Before the race, Mildred hoped that her purchase at the fan shop would not give away that she was betting on her favorite horse, "Strawberry pretzel"...

  • 1 Crack Ups
    Avatar Andypanda04

    AIDS awareness rally.

  • 1 Crack Ups
    Avatar gmha545

    Dear, I think we shall stop at the grocery and pick you up some Q-Tips.

  • 1 Crack Ups
    Avatar noelbarratt

    Her outfit was so distracting, no one noticed Lord Lucan sitting next to her.

  • 1 Crack Ups
    Avatar terriblebob

    The folks at hotchickswithdouchebagboyfriends.com are running out of amusingly appropriate pictures.

  • 1 Crack Ups
    Avatar terriblebob

    The folks at hotchickswithdouchebagboyfriends.com were running out of amusingly appropriate pictures. This guy ain't no douchebag.

  • 1 Crack Ups
    Avatar Ed_Gein

    Mr. Monopoly told his wife it would steam clean her brains. He would finally stop her spending sprees.

  • 1 Crack Ups
    Avatar Centenarian

    The old lady was drinking the red stuff from yesterdays photo. The thing on her head is the end result.

  • 1 Crack Ups
    Avatar ghostshell45

    well snakes do go for the weaker target

  • 1 Crack Ups
    Avatar floydtheater07

    Cracked.com brings you... The 7 Most Insane Hats From Across the Globe!

  • 1 Crack Ups
    Avatar Redrobin1

    it was long ago and it was far away. it was so much better than it is today......praying for the end of time, so I can end my time with you What was that dear? I said You look just fine.

  • 1 Crack Ups
    Avatar Bio

    the intestinal hat was very popular in renaissance england

  • 1 Crack Ups
    Avatar poopinpants

    Bloody-shit head

  • 1 Crack Ups
    Avatar ymer

    British hat was a jolly good transformer.

  • 1 Crack Ups
    Avatar dancarboni

    Honestly honey, pinstipe pants and a solid jacket? Now we just look ridiculous.

  • 1 Crack Ups
    Avatar Bell110

    Some people take CosPlay to the other extreme.

  • 1 Crack Ups
    Avatar manleyart

    We need to get the message out about bowel cancer.

  • 1 Crack Ups
    Avatar codespyder

    Even having fused her husband, a park bench, an extraterrestrial parasitic worm, and her illegal Mexican housekeeper Maria to her body, Mrs. Palmer was still unhappy with her gains.

  • 1 Crack Ups
    Avatar chuckblog

    After landing on the "Go To Jail" square, serving 5 years of imprisonment, and being released on parole, there's only one explanation for Mr. Monopoly's new choice of women: crack cocaine.

  • 1 Crack Ups
    Avatar Ed_Gein

    No one realized that Mrs. Monopoly had illegal Mexicans in her hat that she was into the country.

  • 1 Crack Ups
    Avatar Ed_Gein

    No one realized that Mrs. Monopoly had illegal Mexicans in her hat that she was smuggling into the country.

  • 1 Crack Ups
    Avatar 13.tattoos

    Ugh..honey...did you HAVE to wear the RED eccentric noodle hat? I much rather the BLUE eccentric noodle hat...

  • 1 Crack Ups
    Avatar Zoo06

    "Just ignore her...eventually she'll go away...lalala..."

  • 1 Crack Ups
    Avatar Zoo06

    Slowly but surely she was being eaten by the space leech. Strangely enough she didn't seem all that bothered by it.

  • 1 Crack Ups
    Avatar darthbogus

    Oh my, stupid hat day is always my favorite day.

  • 1 Crack Ups
    Avatar smcole45

    The Kentucky Derby was a great event, with people dressed up in their fines............WHAT IS ON HER HEAD?

  • 1 Crack Ups
    Avatar fozzy-bear

    Dickhead.

  • 1 Crack Ups
    Avatar skolie

    Gordon, I really like Pretzel Prick in the 2nd. Funny, I was just thinking the same thing.

  • 1 Crack Ups
    Avatar skolie

    Gordon, I really like Pretzel Prick in the 2nd. Funny, I was just thinking the same thing. How strange.

  • 1 Crack Ups
    Avatar Mykbibby

    Take a look inside.... "It's my Dick in a hat!"

  • 1 Crack Ups
    Avatar JPN366

    Eighty-five percent of the fuckin' world is working. The other fifteen come out here. A fuckin' playground for the cocksuckers.

  • 1 Crack Ups
    Avatar TheJake

    Cynthia had won the balloon animal hat down at the dart throw, and she was going to wear the shit out of it!

  • 1 Crack Ups
    Avatar Justinxm21

    I assumed with all that money, the Monopoly Guy could do better.

  • 1 Crack Ups
    Avatar drewarts

    And he wondered why his wife came home with a hat box after intestinal surgery...

  • 1 Crack Ups
    Avatar TheJake

    Dr. Moreau looks on silently in the distance.

  • 1 Crack Ups
    Avatar JG4

    You shoulda seen her first hat

  • 1 Crack Ups
    Avatar ThisIsNotAnExit

    Who wears a top hat nowadays?

  • 1 Crack Ups
    Avatar johnson28539

    "Those heels make you look like a, WHORE!!!!"

  • 1 Crack Ups
    Avatar 1-Ton

    Marilyn Crankhausen, the long-retired and original "Red Teletubby", makes a rare public appearance.

  • 1 Crack Ups
    Avatar 1-Ton

    "Oh shit, dear. It says here that 'Stupid Hat Day at the Races' is actually next week."

  • 1 Crack Ups
    Avatar sophomorecritic

    1951-Auntie Anne revolutionized promotional tactics for her new pretzel shop that would later inspire Nathan's with their Human-sized hotdog costumes

  • 1 Crack Ups
    Avatar Critax

    Hey look its superhal's girlfriend!

  • 1 Crack Ups
    Avatar Blackrifice

    Oh, do shut up.

  • 1 Crack Ups
    Avatar JJJJS

    From writer/director Robert Rodriguez: The Adventures of Monopoly Boy and Tentacle Girl.

  • 1 Crack Ups
    Avatar Blackrifice

    It was all that was left behind when she removed her asshat.

  • 1 Crack Ups
    Avatar prettynpink

    Rather than having an unsightly belly button on her head, the Dutchess decided to keep the umbilical cord and wear it proudly as an accessory.

  • 1 Crack Ups
    Avatar MAPip

    It's senior day at the horse races; first five hundred ladies get horse penis hats.

  • 1 Crack Ups
    Avatar MAPip

    It's senior day at the races; first five hundred ladies get horse penis hats.

  • 1 Crack Ups
    Avatar Crux

    Crazy red-poop hat lady knew that if she just ignored her, Amy Winehouse, who was rather inconveniently sitting on the arm rest, would eventually need to go and get her "fix" for the day. She just had to be patient.

  • 1 Crack Ups
    Avatar MAPip

    The new Terry Schiavo fashion line isn't catching on very well...

  • 1 Crack Ups
    Avatar Rickyrodd

    Mr. Monopoly's lucrative business ventures did little to woo the Speed Dating participants.

  • 1 Crack Ups
    Avatar Rickyrodd

    Mr. Monopoly's lucrative business ventures did little to woo the senior citizen speed daters at the Babylon 5 convention.

  • 1 Crack Ups
    Avatar Mr_K_Twig

    "EARTHWORMS UNITE – EAT THE RICH!"

  • 1 Crack Ups
    Avatar Rickyrodd

    Mr. Monopoly's lucrative business ventures did little to the woo the participants at the Senior Citizen Babylon 5 Speed Dating Convention.

  • 1 Crack Ups
    Avatar chuckblog

    After landing on "Go To Jail", serving 5 years of imprisonment, and being released on parole, Mr. Monopoly's choice of women can mean only one thing: addiction to crack cocaine.

  • 1 Crack Ups
    Avatar dandaman

    "You know, Martha, we could be having sexual intercourse right now." "Indeed." "Yes, but let's not."

  • 1 Crack Ups
    Avatar grumnut1

    Well Martha - you had to be impregnated with an alien didn't you.

  • 1 Crack Ups
    Avatar goletada

    If loving the cloned hybrid spawn of Nancy Reagen and the pasty guy from Jabba's palace is wrong, I don't want to be right.

  • 1 Crack Ups
    Avatar namesnatcher

    Nancy Reagan demonstrates the new 'KNOW-LIFE SUPPORT SYSTEMS' (patent pending)

  • 1 Crack Ups
    Avatar namesnatcher

    "and the right lobes connected to the....Neck bone!"

  • 1 Crack Ups
    Avatar namesnatcher

    this is what happens when you have near sighted face-hugging aliens

  • 1 Crack Ups
    Avatar namesnatcher

    Marsha darling, did you really take a dump in my new top hat this morning?

  • 1 Crack Ups
    Avatar dr.nick

    I like the red cool aid.

  • 1 Crack Ups
    Avatar xXpsYchez

    As the lady in the red Dorothy slippers sat on the park bench, reading the unabridged version of Sherlock's Most Horrifying Tales, she realized, to her dismay, she had forgotten her matching red reading glasses.

  • 1 Crack Ups
    Avatar Superhal

    "What shall we order for lunch? I don't see anything interesting on the menu." "For some reason, I want sausage." "I've had sausage on my mind too."

  • 1 Crack Ups
    Avatar Superhal

    Agent 99's phone was not in her shoe.

  • 1 Crack Ups
    Avatar Superhal

    Ang Lee's Coneheads.

  • 1 Crack Ups
    Avatar xXpsYchez

    As the lady in the red Dorothy slippers sat on the park bench, reading the 6th unabridged edition of Sherlock's Most Horrifying Tales, she realized, to her dismay, she had forgotten her matching red reading glasses.

  • 1 Crack Ups
    Avatar PeaceLoveJulie

    the annual whoville commitee was meeting to discuss next years retarded fashion choices

  • 1 Crack Ups
    Avatar dudaruma

    The couple had no idea that the water-damaged invitation they received in the mail that stated "marvel convention" was actually for a "wedding reception"

  • 1 Crack Ups
    Avatar dudaruma

    Unbeknown to the poor couple was that their water damaged invitations for the "Marvel convention" was actually for Mr. and Mrs. Lee's "Marriage reception"

  • 1 Crack Ups
    Avatar Linonophobia

    Mrs. Beauregard just couldn't explain to her husband that pretzels were "in"

  • 1 Crack Ups
    Avatar Negative_Creep

    Only a sneaking suspicion at first, Clifford was now certain taking Stella to see Star Wars had been a monumental mistake.

  • 1 Crack Ups
    Avatar muffincakes

    Someone get help! Alein penis worms are attacking that womans brains!

  • 1 Crack Ups
    Avatar muffincakes

    vote for me and get coookiess!!!!!!

  • 1 Crack Ups
    Avatar Janus

    The reunion for Soviet super villains Mr McCapitalism and the People's Serpent.

  • 1 Crack Ups
    Avatar orangemtl

    "Good Lord, the program says that the favorite steed is owned by an American. Tacky lot the Americans, eh, Lady Tapeworm?"

  • 1 Crack Ups
    Avatar DirtyJew

    Finally, I have proof that the capitalists are all in line with Satan! Everyone, everyone, look at the capitalists with Satan, look!!!

  • 1 Crack Ups
    Avatar Dirkin

    Paris hilton's tapeworm refused to ride in the handbag

  • 1 Crack Ups
    Avatar tim23891

    A pink shirt at the races? Puh-lease

  • 1 Crack Ups
    Avatar beekoy

    Revelations 10:18 ... and the serpent...

  • 1 Crack Ups
    Avatar Dreadnought

    Farscape went downhill fast.

  • 1 Crack Ups
    Avatar Black-Velvet

    A threesome's a threesome.

  • 1 Crack Ups
    Avatar ymer

    Japanese batgirl impressively manages to be even less convincing than Alicia Silverstone.

  • 1 Crack Ups
    Avatar Shadow122

    Ewww....a white purse with a pink jacket? What was she thinking?

  • 1 Crack Ups
    Avatar WingNut

    Holy shit!! That Stupid bitch wore pink!!!

  • 1 Crack Ups
    Avatar unmoris

    Crabs are a real threat in Disney-Pixar's Cars 2.

  • 1 Crack Ups
    Avatar nirot

    Terrorists have recently began undertaking the perfection of the art of disguise.

  • 1 Crack Ups
    Avatar Jack-O

    Heaven's Gate were extremely disappointed when they saw the mothership that had come for them.

  • 1 Crack Ups
    Avatar Malkavian

    "My word! Victoria, What in God's name made you choose to wear our private vibrating tentacle hat at the royal reception?. A very big faux pax indeed!

  • 1 Crack Ups
    Avatar Mr_K_Twig

    "...yes, dear, but as I told you in the craption the day before yesterday, that balloon animal on your head would just look silly once it started to sag."

  • 1 Crack Ups
    Avatar Mr_K_Twig

    Lord Thwinknottle-Putz did indeed think that Camilla looked rather ridiculous, but what could he say? – it was, after all, the traditional family head garment of the Parker-Bowels'.

  • 1 Crack Ups
    Avatar tanklord

    We all knew Camilla Parker Bowles was something special. Special indeed.

  • 1 Crack Ups
    Avatar MattHagen

    Hippies will tie themselves to just about anything in order to get attention.

  • 1 Crack Ups
    Avatar SmokeBlunts

    What's the joke? I actually thought I looked pretty good in this picture...

  • 1 Crack Ups
    Avatar Bobo

    Amy Winehouse and her parents. Explains a lot doesn't it?

  • 1 Crack Ups
    Avatar Bobo

    Amy Winehouse and parents. Explains alot, eh?

  • 1 Crack Ups
    Avatar ondichmn88

    The most tacy and enthusatic people I ever seen at a John Mccain fundraiser

  • 1 Crack Ups
    Avatar shownosympathy

    i'd like to see paris hilton wrap her lips around this!

  • 1 Crack Ups
    Avatar jackbutler

    "Look away Fred, I'm pissing."

  • 1 Crack Ups
    Avatar TechnoDude

    Intestine hats! Getcher Intestine hats here!

  • 1 Crack Ups
    Avatar Treb

    The Waspifop's search in vain for their sexuality.

  • 1 Crack Ups
    Avatar kludge

    The ONE time I forget to check my hat for boa constrictors...

  • 1 Crack Ups
    Avatar pimp

    "Hunny, does this leech make me look fat?"

  • 1 Crack Ups
    Avatar pimp

    Right now, a hat salesman is laughing his ass of.

  • 1 Crack Ups
    Avatar new_age_reject

    Dear, the space worms seem to be attacking again -_-