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LOL!See All the Times Donny Osmond Made Us Cringe — Out of Love — With His Hilarious Dad Jokes
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We thought Donny Osmond was just an actor, entertainer and singer — but it seems like he’s a comedian as well! The beloved Donny & Marie star has been making fans weak at their knees ever since he first became a teenage heartthrob.
Nowadays, the “I’ll Make a Man Out of You” singer has been keeping his Instagram followers cracking up at his slightly awkward — but totally hilarious — dad jokes! In fact, Donny’s profile is easily one of social media’s most underrated considering we can count on him for a never-ending spree of hilarious posts, comical photos, wacky videos and those LOL-worthy captions too.
To see how truly hilarious he is, scroll through the gallery below to check out some of Donny’s best one-liners that made us cringe out of love!
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Courtesy of Donny Osmond/ Instagram
July 22, 2020
Donny knows how to keep us laughing! On July 22, he shared a throwback pic of his family on Instagram and in the caption, he hilariously theorized what each one of his siblings may have been thinking at the time.
“Marie: Hey brother, what do you say you and I start our own duo together? We can call it ‘The Marie and Donny Show.’ (That’s probably why my back was turned,” the A-lister wrote with two laughing emojis. “Wayne: If you guys only knew how many hilarious jokes I’ll be telling on stage for the rest of my life.” We can’t get enough of this guy!
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July 14, 2020
Donny reposted a hilarious video of TikTok star Jeffrey Clay working out to his hit song “I’ll Make a Man Out of You” on July 14. “WARNING: Song may cause spontaneous singing, dancing and jump kicks,” he jokingly captioned the clip. “Jeffrey Clay, I like your choice in workout music. I must admit, I love listening to this one while exercising.”
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View this post on InstagramA post shared by Donny Osmond (@donnyosmond) on
July 8, 2020
Donny revealed he got himself into a bit of a mess while borrowing a neighbor’s skid-steer loader in early July. Although the star “promised that [he’d] take good care of” the massive tool, he had a mishap when it rained the night he began his project.
“There was mud everywhere. I figured I could put dry dirt on top of the mud and gravel under the tracks to continue working, but the bobcat just kept sinking lower and lower,” he explained via Instagram alongside a before and after photo of the bobcat in the dirt. “It was so full of mud, I could barely get out of it! I called Jerry up and told him, ‘I think you better come over.'”
Fortunately, Donny’s neighbor “brought his team over” and saved the day. “I felt terrible for covering his pristinely new #bobcat in mud, so I promised him I would clean it up,” Donny continued. “I hired a luxury car detailer to come and clean every inch of the bobcat. He did such a fantastic job, you could eat off of it! He even put air fresheners in there.”
The make matters even funnier, the singer hilariously said he “drove the newly-cleaned bobcat” over to neighbor’s house the next day and “left it in his driveway with balloons tied to it saying ‘I’m sorry.'” After hearing his mistake became the “running joke of the contractors in Utah,” he quipped, “I guess I better stay in show business and leave construction to the professionals.”
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Steve Meddle/Shutterstock
May 14, 2020
Donny shared the most adorable pic of a nurse standing next to his cardboard cutout in a hospital amid the coronavirus pandemic.
“I hear ‘flat Donny’ recently joined this pediatric nurse at work. I’m glad to hear the kids enjoyed his visit!” he gushed alongside the epic photo. “To all of the nurses, doctors and healthcare heroes working on the frontlines, I extend my heartfelt gratitude. Thank you for your hard work, sacrifice and dedication. You are true heroes.
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Shutterstock
May 13, 2020
Donny reposted a photo a fan shared of their two dogs dressed head to toe in ensembles that he and sister Marie used to wear during their Donny & Marie days.
“On day 44 of quarantine, I discovered what @MarieOsmond and I would look like as dogs,” he captioned the hilarious snap. “Thanks for sharing, @Sweetest_mandms. Anyone else feeling a little bit rock ‘n’ roll today?”
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April 7, 2020
When contestants on an episode of Jeopardy! were asked to answer, “Tori Spelling’s unicorn and Donny Osmond’s peacock belted out tunes on this show — that line shouldn’t make any sense, but it’s true,” Donny marveled at the awesome recognition.
“‘What is The Masked Singer?’” the “Go Away Little Girl” singer captioned a snapshot he took of the beloved game show on his TV screen. “I can finally say I am a clue on @Jeopardy. I’ll consider this my greatest accomplishment for this month of quarantine.”
We couldn’t be more grateful for Donny’s epic dad jokes amid the worldwidecoronavirus pandemic!
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Shutterstock
March 23, 2020
Donny gave fans an update on how he and sister Marie’s former billboard at the Flamingo Hotel is looking as he shared a photo posted by a fan.
“The Las Vegas Strip may be quiet for a while, but I’m still here watching over the city,” the jokester captioned his Instagram post on March 23. Since closing out their decade-long residency in November 2019, Donny has teased that his ghost “still remains” considering his photo has yet to fade from the building’s refurbished walls.
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View this post on InstagramA rare sighting of Donny in his natural habitat. 🛠 #FBF
A post shared by Donny Osmond (@donnyosmond) on
February 21, 2020
As Donny shared a photo of himself in his “natural habitat” — a.k.a doing work in the kitchen — he couldn’t help but tease a fan who commented that she thought he was actually cooking.
“Trust me, you don’t want to eat anything I’ve cooked,” he hilariously replied in the comments section of his post. LOL!
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February 20, 2020
Donny is one funny guy! He shared this hilarious photo of a doormat to Instagram and penned the caption, “Every time I see this welcome mat, I have more questions.😂 #ThursdayThoughts.”
Honestly, the best part about this pic is that he’s mentioned after pizza and eBay. Luckily, he doesn’t seem to mind!
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Instagram/DonnyOsmond
January 31, 2020
While gearing up for the 2020 Super Bowl on February 2, Donny revealed he will be cheering on the Chiefs. Before dishing his bets on the upcoming event, the comedic hunk explained why he’s rooting for the Kansas City team as opposed to the San Francisco 49ers.
“@49ers or @chiefs? I’ve been facing an interesting predicament leading up to this year’s #SuperBowl, but I’ve finally made up my mind…” he wrote on Instagram on January 31. “I’m a big #49ers fan and have been ever since they asked me to sing the National Anthem at what used to be Candlestick Park. ”
However, Donny also revealed the head coach of the Chiefs, Andy Reid, and his wife, Tammy Reid, “are good friends” of his. “I’ve been chatting with Andy over text and wishing him well in the big game,” he added.
After explaining to his fans why he felt torn, Donny finally had a verdict. “Even if Andy and Tammy weren’t reason enough to sway my allegiance (which they are), my taste buds really sealed the deal,” he hilariously confessed. “Kansas City holds a special place in my heart for its world-class B-B-Q. I had the best I’ve ever tasted at a restaurant called Q39. Oh my goodness… you have to try their burnt end appetizer!” LOL!
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Instagram/DonnyOsmond
January 14, 2020
Donny shared one hilarious response during an Instagram Q&A with fans on January 14. When one of his followers asked what’s on Donny’s “vision board for 2020,” the comedic crooner joked, “What I’m going to do in 2020 I’ve been working on since 2012.” HA! We adore him.
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December 9, 2019
In honor of his birthday, Donny couldn’t help but joke about his age! On Monday, December 9, the “Crazy Horses” crooner shared a sentimental thank you to all his fans, family and friends for making his 62nd birthday so special.
“Thank you for all of the birthday wishes you’ve sent my way today,” he wrote alongside a rare photo of his entire family, including his big brood of kids and grandkids. However, Donny didn’t want to admit he turned the big 6-2 as he joked about celebrating his 29th birthday in the caption.
“As I turn 29 (again 😏), I’m grateful for those of you who have been following my career since the beginning, as well as those of you who are just now discovering who I am,” he adorably quipped. Throughout the rest of the message, the proud family man gushed over spending time with his five sons and lost list of grandchildren.
“I almost forgot how nice it is to wrap up the year with my loved ones around me,” he wrote. “It’s given me time to reflect on how important family and friends really are.”
Donny also offered his sincerest gratitude for those who stuck by his side throughout all the years. “Thank you for all of your kind words and birthday wishes on my social media,” he continued, before concluding, “And yes… I sent myself one of my @amgreetings singing birthday cards. 😂” LOL!
We hope Donny had the best birthday ever!
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Ray Tang/Shutterstock
November 5, 2019
On November 5, Donny shared photos on social media from a meet and greet with fans at his Las Vegas Residency show just a few days prior. The “Love Me for a Reason” crooner explained that when he was greeted by a longtime fan, he was shocked to see the sweet memento she brought along to show him.
“She asked, ‘Do you recognize this sweater I’m wearing?’ I said, ‘No,'” Donny wrote in the Instagram caption. “She then told me that it was the very same sweater that I wore for the cover of my [2005] autobiography, Life Is Just What You Make It. She took the orange sweater out of her shadowbox to wear to the show that night and showed me printed photos taken the day she bought the sweater for charity.” Aww!
Although Donny was completely taken aback by the fan’s sweet gesture, he couldn’t help but sneak in a hilarious joke at the end of his caption. “I told her I wanted it back. JK,” he adorably teased alongside a winking-eye emoji. LOL!
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View this post on InstagramA post shared by Donny Osmond (@donnyosmond) on
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!
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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!
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Globe Photos/Shutterstock
October 14
After surprising his little sister, Marie, on the set of The Talk in honor of her 60th birthday, Donny recalled the time when his brothers performed on the Andy Williams Show with iconic Mary Poppins actress Julie Andrews.
“It was wonderful to see my brothers Alan, Wayne, Merrill and Jay on @thetalk today as we all celebrated Marie’s 60th birthday,” the singer explained in an Instagram post. “I just wish Virl, Tom and Jim could have been there. Next time. 😉 Before I walked out and surprised them, I was hiding in a room so nobody would see me.”
Donny explained that while he was waiting, he “decided to look at some YouTube videos of my bro’s when they first started in the business” and discovered the video of their appearance on the former talk show in 1964.
“I must have been about 4 or 5 years old when they did this,” he continued. “I recall my brothers working tirelessly on their British accents and rehearsing these lines over and over again for their appearance with #JulieAndrews on the #AndyWilliams Show. I laugh every time I hear Merrill try to say ‘indubitably,’ but it was so cute. 😆”
LOL!
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Brian Moody/Shutterstock
October 2
What a jokester! Donny took to social media on Wednesday, October 2, and shared a throwback pic with some of his brothers. The beloved star teased about their former fashion choices as he joked in the caption about their unique ensembles.
“I hear plaid #blazers are all the rage this season,” the singer hilariously wrote alongside a pic of The Osmonds wearing plaid suits. “As my sons would say, you’re looking at the ‘OGs’ of tartan suits. 😜” LOL!
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Phil McCarten/Invision/AP/Shutterstock
September 25
While sharing a review of The Masked Singer season 2 premiere, Donny gave some feedback in the most hilarious way! After the Egg Mask performer was voted off on the first night and unveiled as Johnny Weir, Donny took to Instagram and shared a sweet — and super clever — message for the Olympic figure skater.
The Donny & Marie star adorably joked that although he is no longer on the show, Johnny made a “great egg-xample of how to get out there and work it!” LOL!
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View this post on InstagramA post shared by Donny Osmond (@donnyosmond) on
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!
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View this post on InstagramThought I'd lay down on the deck... just for the #halibut.😆🐟 #gonefishing
A post shared by Donny Osmond (@donnyosmond) on
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!
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View this post on Instagram“We’re bringing saxy back...” 🎶🎷 #TBT #TheOsmonds
A post shared by Donny Osmond (@donnyosmond) on
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!
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View this post on InstagramA post shared by Donny Osmond (@donnyosmond) on
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!
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David Becker/Getty Images
March 23
Donny shared a series of pics of him holding dogs while singing on stage throughout the years. “I’m really glad the lyrics of one of my biggest hit records featured an animal as cute and cuddly as a puppy. 🐶 Can you imagine the hangups of a song about a skunk? Or a spider? 😳😅 #NationalPuppyDay #PuppyLove.”
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Michael Loccisano/FilmMagic
February 5
“New year, new shoulder … anyone know where I can find a new sister? 😜” Donny captioned a pic he shared of him and sister Marie Osmond. “Kicking off our first show of the year at our home away from home. @flamingovegas, it’s good to be back! Looking forward to seeing you tonight, sis. #ItTakesTwo #DonnyandMarie #LasVegas.”
What are brothers for if they don’t tease their sisters?!
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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!
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View this post on InstagramA post shared by Donny Osmond (@donnyosmond) on
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!
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View this post on Instagram#NewYear... same me. 🤷🏻♂️😂 #newyearsresolution
A post shared by Donny Osmond (@donnyosmond) on
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!
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Joe Scarnici/Getty Images
October 13, 2018
“Happy birthday to my partner in crime, @MarieOsmond! She deserves the very best. And that’s why I work with her. 😉 #DonnyandMarie #ItTakesTwo,” Donny gushed in the caption. LOL!
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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!
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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!
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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!
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View this post on InstagramA post shared by Donny Osmond (@donnyosmond) on
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!
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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!
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View this post on InstagramA post shared by Donny Osmond (@donnyosmond) on
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.”
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