LOL!Donny Osmond Is Quite the Comedian! See All the Times He Made Us Cringe — Out of Love — With Hilarious Dad Jokes

October 31, 2019

Donny shared a group pic from him and sister Marie’s Halloween-themed concert for their Las Vegas residency at the Flamingo Hotel and Resort. “It was a wild show last night for Halloween,” the “One Bad Apple” crooner wrote on Instagram following their performance on October 31.

While explaining that some of their backup dancers dressed up as The Headless Horseman, Marilyn Monroe, The Blues Brothers, Dracula, Darth Vader and “so many more characters,” the beloved star joked that his stage partner had the most terrifying costume of them all.

“But the scariest costume of all was the person who dressed up like Marie Osmond,” he hilariously teased. “Oh wait … that was Marie.” LOL!

October 23

Donny let his humor get the best of him after a long day of traveling. “Just touched down in London! Long flight, no bag and mistake in my hotel reservation,” the “Close Every Door” crooner wrote alongside a pic of him lying on a park bench on October 23. “This is turning out to be a trip I’ll never forget! The good news is I need a shower, and the #London rain is working magic.” LOL!

We wonder what Donny is up to in England!

September 4

Donny hilariously joked about breaking “thousands” of hearts on the day that he married longtime wife Debbie Osmond in 1978! “At the #MeetandGreet after the show last night, a woman by the name of Diana Weatherly gave me this 1978 #BerrysWorld comic,” the singer explained in the caption on Wednesday, September 4. “I’m sorry if I upset thousands of women in one day, but I have to be honest… I got a great girl! ❤️”

In the post, Donny shared a pic of the comic card that he was talking about. It featured a picture of a little girl crying at a desk. “I know Donny Osmond’s marriage is hard to take, but just remember — Shaun Cassidy is still available!” the illustration’s caption read.

This is too comical!

July 29

Donny shared this pic of him while on a fishing trip to Alaska with all five of his sons! “Thought I’d lay down on the deck … just for the #halibut.😆🐟 #gonefishing.” Look at this massive halibut he caught!

June 13

Oh, Donny. The “I’ll Make a Man Out of You” singer shared a super cute throwback with six of his eight siblings.

“We’re bringing saxy back…” 🎶🎷 #TBT #TheOsmonds,” Donny captioned the pic. LOL!

May 21

OMG! Donny shared this hysterical screenshot of him Googling himself. He explained all the answers behind the most asked questions in the funniest way in his caption!

January 9

Donny put a funny little twist on his original song title “Soldier of Love” after injuring his shoulder in an accident. “Writing music five days after shoulder surgery is a little harder than I thought it would be,” he wrote. “Maybe I should call this song ‘Shoulder of Love.’ 😆 Do you have any clever titles for the #NewAlbum? #RecoveryMode #NewMusicAlert.” Ha!

January 4

Even when he’s hurt, Donny always looks on the bright side. “Turns out dancing accidents aren’t so convenient after all,” he hilariously captioned a pic. “I’m home after a successful shoulder surgery and settling in for some serious #RestandRecovery. My only complaint about the day: my doctor gave me the cold shoulder.”

He’s too funny!

January 2

“#NewYear … same me.😂 #newyearsresolution,” the “Puppy Love” singer hilariously captioned a pic he shared of his fake New Year’s resolution — what a comic!

October 11, 2018

The proud dad of five shared the cutest throwback with wife Debbie Osmond. “Recently found this #throwback … I think Debbie and I had the same hairdresser,” he wrote in the caption. “She looks gorgeous as ever, but the ‘80s clearly got the best of me! #TBT #80sbaby.” Ha!

October 2, 2018

Donny shared a pic from behind the scenes on Dancing With The Stars. “Found our Vegas neighbors backstage at @dancingabc! Didn’t get the blue memo. 😜@bluemangroup #dwts #vegasnight.” He wasn’t kidding!

September 27, 2019

Donny took a stroll down memory lane while checking out some old pics from the TV show Donny & Marie. “Here’s a Thursday #throwback for your enjoyment. You’ve heard of hairDOs … well this was a notable hair DON’T. 😂😂👽👽 #TBT #DonnyandMarie #GreetingsEarthlings,” he hilariously captioned the photo. Look at that ‘fro!

August 17, 2018

LOL! Donny shared the most hysterical video from back in the day with friend and fellow singer “Weird Al” Yankovic. “Back in 2006 @Alfredyankovic called me up and said, ‘Donny, I wrote this parody on “Ridin’ Dirty” and it’s called “White & Nerdy” and I immediately thought of you,'” Donny explained in the caption. “I told him, ‘Thanks, Al. Appreciate it.’ This was our unrehearsed first take of the music video. 😂😂 #FBF #WhiteAndNerdy.”

We are cracking up at our desks!

August 8, 2018

Poor doll. “I would wish you a happy #InternationalCatDay, but I’m more of a #PuppyLove kind of guy,” the Utah native wrote in the caption. “I can only imagine what that Donny doll has been through over the years. 😳😂”

This is actually so cute!

July 28, 2018

Donny took full advantage of embarrassing little sis Marie in a throwback post shared to social media. “Well, this was a first! LOL During Marie’s segment of the show, lots of beads came off of her dress. It’s pretty dangerous to dance when there are beads on the floor like that, so I had to do something before the dancers and I did a big dance number. Little sisters… always making a mess. 🙄😜 #nationaldanceday #dmsummertour #donnyandmarie.”