Most wills are pretty straightforward—money, property, sentimental keepsakes. But every now and then, someone decides to leave behind one last surprise. From fortune-winning pets to pranks from beyond the grave, people have found some hilarious and heartwarming ways to make their final wishes known.

Here are some of the wildest things ever left in a will—plus, why it’s so important to have a solid plan in place (even if yours doesn’t include a secret chocolate stash).

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1. A Dog With a Bigger Bank Account Than You

We love our pets, but some people take it to the next level. One billionaire left $12 million to her tiny Maltese dog, Trouble. (Yes, that was its name.) Meanwhile, her human family members got a lot less—or nothing at all!

Would your pet be so loyal if the roles were reversed? Who knows! 

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2. A Sweet Surprise

One thoughtful grandma left a map to a hidden stash of chocolate for her grandkids. In her will, she wrote:

"You’ll all need a little sugar rush to get through this paperwork!"

Honestly, that’s the kind of inheritance we’d love to receive.

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3. The Ultimate Bench Warmer

A man left money for a park bench to be installed at his favourite fishing spot with a plaque that read:

"If you’re reading this, I finally caught the big one!"

Classic. Now that’s a legacy that keeps on giving.

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4. A Prank That Took Years to Pay Off

A guy named Anthony Scott left his best mate £500 with instructions to buy “the best bottle of whiskey”—but on one condition: He had to pour it over his grave.

His mate did it… but admitted, "I passed it through my kidneys first." 😆

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5. The One Cent Grudge

Some people hold grudges. Others carry them into the afterlife. One man left his ex-wife exactly one cent, just so she’d have to go to the effort of cashing it.

Bet she spent more on petrol driving to the bank!

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6. The Ashes Travel Fund

One woman left her entire life savings to her best friends, with instructions to take a world trip and scatter her ashes along the way.

A free holiday… with the remains of a friend for company.

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Make Sure Your Legacy Is the One You Want

Funny wills are great, but they also prove an important point—it pays to plan ahead. Whether you want to leave behind a heartfelt message, a quirky gift, or just make sure your family doesn’t get stuck with unexpected costs, having a plan matters.

That’s where Dollar Insurance comes in. It’s a simple way to take care of life’s final expenses—so your loved ones can focus on remembering you, not stressing about money.

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Final Thoughts

Life is full of surprises, and as these stories show, death doesn’t have to be all doom and gloom either. Whether you leave behind a sweet note, a hilarious prank, or just peace of mind for your family, having funeral insurance means your loved ones aren’t left with financial worries.

Want to make sure your final wishes are stress-free? Sign up for Dollar Insurance today—because planning ahead is one of the best gifts you can leave behind.

 

Disclaimer: The information provided in this article is of a general nature only and does not take into account your personal situation or goals. You should consider whether the information is appropriate to your needs and seek independent financial advice, if required, to ensure an insurance product is suitable for you.

Any product information is correct at the time this article was published. For current product information, please visit the Dollar Insurance website.