Contest No. 241 starts right now.
Here are the details: I’ll supply a drawing of one of my old cartoons that has never been published, leaving off my caption. You are invited to supply your funniest captions. To enter, simply (1) click on “See Comments and Add Your Own”. Then (2) scroll down past any other submitted captions and type your name and your caption in the spaces provided. Then (3) click “Save”. There is no charge to submit captions, and the only prize is the honor of being one of the funniest people around.
Your caption (or captions) will be posted after I review your submission. However, no captions at all will be posted for the first few days of each contest. This will give everybody a chance to submit their spontaneous, gut-instinct caption without fear of discovering that it was ripped off by somebody else’s similar spontaneous, gut-instinct caption. Every posted caption has an indication of the date and time it was received. This is an equal opportunity contest!
There is no limit on the number of captions you may enter, but I will only post and consider the first 15 captions from any contestant. Entries will be accepted and posted for one week, after which the winning caption will be announced and printed and I will also reveal my original caption. I am the sole judge and the winning caption will be the one I deem to be the funniest one submitted (not necessarily the one that matches or comes closest to my original caption).
The cut-off time and date for you to send in your captions is midnight Wednesday, July 29, 2026.
Below is the drawing that needs your funny captions. Good luck, Captioneers!
75 Comments
“I took the road less traveled.”
It was not a good day at the office.
Don’t ask, my day was a total disaster.
“My chances of getting a raise may have gone down considerably!”
“The briefcase you bought me didn’t get a scratch!”
“Rough day at the office.”
“I met the new boss this afternoon . . . would you believe he used to be a professional boxer?”
“Did you call for an accident lawyer or for a lawyer who has been in an accident?”
“I can explain why I’m late for our date.”
“Would you like a ride on my new scooter?”
“The new boss lady and I just didn’t see ‘eye to eye’ today . . . and to be more specific it was my right eye!”
“You should see the other employee.”
“Self-driving cars don’t work.”
“You should see the other lawyer.”
“Business is brutal.”
“It’s a dog-eat-dog and man-world.”
“Running a business is brutal.”
“What I’m selling, people ain’t buying.”
“The judge threw the book at me. Actually, all the books.”
“Work rage.”
“That woman packed a mean right.”
“I just asked if I’d also get a tariff refund.”
“Demonstrating ways to increase assembly-line productivity for fifty and older employees didn’t exactly go as planned!”
“Walking home through the park was great until I encountered a group of extra frisky squirrels!”
“I brake checked a self driving car this morning and it chased me to work and knocked me down three times on the parking lot.”
“What do you mean . . . ‘Other Than That’, how was my day?”
“I fought the law and the law won.”
You should see the other guy
“Don’t talk about politics” she said. “Just go to the clubhouse and make some friends, dear” sbe said.
“He said no to the raise.”
“I could waste two hours of your time telling you my sob story, or you could give me $10 to go away.”
“I visited a Loan Shark today. He gave me the first missed payment on credit.”
“I missed the fly but got my eye. I couldn’t see and walked into the door. To top it off, I then closed the door on my arm. How was your day?”
“Never ask a lady if her shoes come in my size.”
“Huge sale at Victoria’s Secret. I never stood a chance.”
“I forgot Marsha gets first pick from the dessert tray.”
“Little Johnie let me borrow his scooter.”
“Before the client purchased any insurance, he wanted to confirm the company would pay-out.”
“The company’s lunch and learn today was Kick Boxing.”
“Never try to muscle in on a Girl Guides territory.”
“Talk about a hostile work environment.”
“The boss ‘opined’ on my request for a raise.”
“You said, ‘TAKE THE JOB’ . . . how hard could teaching second grade be?”
“At my new job they have one of those ‘360 degree rotating doors’ and ‘they don’t wait for anyone’!”
“Maybe Bible Salesman isn’t my calling after all.”
“Is it the weekend yet?”
Honey, it’s not as bad as it looks, it’s worse.
“When the hits kept coming I thought I was a rock star!”
I thought “lending a hand” was a figure of speech!
My meeting with the wolf of wall street was not what I was expecting.
“You should see the other person!”
I misread the job description – they meant “personally injured attorney”.
“I need a place to hide out for a couple of months.”
“Ninety-nine point nine percent of my commute today was great . . . the last fifty feet, not so much!”
“She has a brutal right cross.”
“The take-over bid for the company turned hostile.”
“Office politics is a combat sport.”
“Is this the End Self-Destructive Behavior Workshop?
“I was caught up in a traffic jam with a dozen or so ‘Hell’s Angels’ and my horn stuck!”
“Turns out she doesn’t want a prenup.”
“Honey, I did speak my mind. He’s that tough a boss!”
“I went from broker to brokest.”
“I was reprimanded by Inhuman Resources.”
“On the plus side, I went viral.”
“I was trampled by the bull market and mauled by the bear market.”
“They gave me the business.”
“I’m no longer the boss’s right hand man.”
“The boss wanted to see a ballpark figure, so I pointed to the picture of his wife.”
“I got my foot in the door, but it turned out to be the elevator door.”
“Don’t look at social media for a while.”
“I can’t complain. They made me sign an NDA.”
“It only hurts when I breathe.”
“Luckily, I know a good lawyer. He works at another firm.”
“The guy today really put up a fight when I stole his briefcase.”
If it looks bad, feels bad, it is bad