10 Wild Prop Bets You Probably Didn’t Know Existed

By Adam Haynes in Entertainment and Novelty
| August 2, 2022 11:35 am PDT
Craziest Prop Bets, Pope, Donald Trump, Pigs flying

Are you entertained? If the answer is a firm no, you probably aren’t looking in the right places.

This wonderful world of ours never fails to spring a surprise or two. We can sit back and enjoy the show if we are not on the wrong end of the bad ones. Grab a neat old fashioned, light up a cigar, and sit tight until the unwanted scraping sound of a scythe sweeps into earshot.

Life is to be enjoyed. Part of what makes it incredibly colorful, at least where some bettors are concerned, is the litany of crazy prop bets scattered around the internet. From betting on pig races to gambling on the end of the world, you won’t run out of absurd and outlandish props to put some money on.

If you’re new to these types of wagers, our guide to understanding prop bets will fill you in. However, if you are already well versed in the art of the prop, let’s take one step into the madness.

10. The First Celebrity to be Abducted by Aliens

Alien abduction

Many of today’s modern-day celebrity types are famous for simply being famous. 

Long gone is the age of meritocracy. A time when the tag “household name” was preserved for those with talent, intelligence, or something else that set them apart from society. Where movie stars could act, musicians could — as baffling as this may be to you philistines of the arts — consistently pen a decent song.

The luminaries of days gone by may have looked rather attractive to an itinerant class of extraterrestrials looking to inject some talent or glamor into their everyday lives. These days? Well, I’m not claiming to understand the psyche of your average E.T., But would you want to be stuck in space with Ed Sheeran or Kylie Jenner?

On second thought, an answer to that question is not required.

Are we part of a grand plan to elevate talentless humans to the top of the food chain to rid them of our planet? That is unlikely. But if you believe aliens would have a good use for the likes of Madonna, Justin Bieber, or any other celebrity, for that matter, you could find some odds for it.

As far crazy prop bets go, this is up there with the wackies. Of course, it’s all in good humor. Society would likely collapse in an instant if the aliens came down and took one of the last good ones we had left. 

You can find more crazy props like this on the top US betting sites. Let’s take a look at some more of them!

9. Donald Trump to Get Into a Physical Fight

One of the many craziest prop bets subjects is former President of the United States, Donald Trump.

The most polarizing man in global politics has his fair share of lovers and haters. He also seems to tickle those with no particular allegiances, given his knack for the occasional hilarious soundbite. The bookies love him for this and seemingly always have at least a few markets you can wager on.

Among the craziest wagers for Donald Trump relate to his private life. However, I’ve seen some interesting props that relate to his ongoing spats and feuds with his political candidates and critics.

Here are a few examples we’ve seen over the years.

  • Will Donald Trump Fight Joe Biden?
  • Will Donald Trump Indict Hillary Clinton?
  • Will Donald Trump Shave his Head?
  • Will Donald Trump Criticize the Super Bowl Winners?
  • Will Donald Trump get Divorced?

As I write this, there are plenty of Trump props available online. 

Trump is currently the joint favorite to win the 2024 presidential election. If he does triumph, you can expect to see a slew of more crazy Trump props hit the slate. 

If you like betting on Trump, you could also consider his chances of winning the presidency. I mean, it’s not exactly a prop market, but you could make some money from it. 

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8. The Reunification of Korea

Korea Reunification

When you think of bad divorces, what comes to mind first?

Amber Heard and Johnny Depp? Pfft. Try the breakup of Korea. While Heard might have left one of Hollywood’s main men with a nasty surprise on their marital bed, at least they could eventually go their separate ways and get on with their lives.

For Koreans? Well, let’s just say that things have been much different. If you think I am underplaying that scenario, put down the remote and pick up a history book.

Do you want to know what a real messy separation looks like? Look into the crap that both of these countries have had to suffer since being divided in 1948.

The idea that all of the history that has been registered between North and South Korea can just be forgotten about is a little out there. Never mind that the South is a bustling, thriving open market economy that rivals most major countries worldwide. Its poorer neighbor is a Juche communist state that is as totalitarian as it is broken.

Are you looking for wild prop bets? The unification of Korea might whet the appetite. Then again, you could even consider this to be one that might make sense. 

There are odds available for betting on Korean unification by 2023. I’m not sure that is something I’d be willing to wager on. Even with the progress being made in recent times.

7. Pig Racing

You don’t class pig racing among the craziest prop bets out there?

I’d love to hear what you consider to be a wild gambling prop. It’s pigs… and they race! What more could anyone ever want from life other than seeing these lovely little creatures scrambling around a track for our entertainment? 

I get that it’s probably in poor taste, unlike bacon. Yeah, I feel horrible about myself for making such a cheap joke. And I hope you will forgive me for it.

Crazy wagers with animals aren’t as uncommon as you think. You can bet on everything from ostriches and mice competing in colored vests. Sometimes the animals will be jockeyed. No, not the mice, for crying out loud! Jockeys are typically short, but not that short!

Pig racing has been around for a long time but is still practiced in many countries across the globe. Australia, Ireland, England, and the United States all have annual pig races you can bet on with online bookies. 

Now, if the idea of making money from animals racing around a track is not your cup of tea, the concept of betting on the horses and greyhounds is probably something that will repulse you. And who am I to judge? I mean, I love animals as much as the next person.

I know some people who love animals more than people. I would be lying if I said I could not see where they came from. So, maybe it is unfair to have animal races when we don’t have people races.

Wait a minute. We do have people races. Cue the ominous music…

6. The Next Pope

As far as wild prop bets go, wagering on the next pope might be a step too far.

Is it morally right to profit from the selection of the next pontiff or Rome? I mean, this would not have been acceptable in the good old days, right? 

Wrong. So, so wrong!

Believe it or not, folks have been having a flutter on this type of market for a very long time. And I’m not talking about the 1990s. According to some papal historians, betting on the next pope has been a thing since the 1400s. Pope Gregory XIV even threatened Catholics with ex-communication for partaking in papal gambling. And his short tenure lasted between the years 1590 and 1591.

Either way, we’re looking at a far longer shelf life than when Tears For Fears were on regular radio play. 

While many Catholics consider betting on the pope among the craziest wagers you can place, I don’t. There are much weirder gambling endeavors to partake in, as you will find out as we progress down this list. 

If you would like to place a wager on the next pope, I dig deeper in the post below.

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5. Pizza in the NBA Draft

NBA logo

There is no ceiling when it comes to crazy wagers. 

The rule of thumb is that if something can be perceived, the chances are you can bet on it. And there are fewer odd things you can place dough on than some of the more exotic NBA draft bets. I’m talking about the really weird ones.

It’s not uncommon for bookies to think outside the box regarding NBA props markets. As you can probably guess, this has pretty much everything to do with the fact that people love betting on NBA props. It’s not rocket science, kids. 

I’m sure an example would be nice here. So, let’s look at a handful of the crazy props that have been available over the years when the NBA draft came around.

  • Total Dogs Shown During the Draft
  • Will Pizza be Visible During the Draft?
  • Total Number of Draftees to Shed Tears
  • Will the Number One Draftee Cry?
  • Draftee to Lose Live Connection Feed

Yeah. Beats dropping a hundred on the Celtics to beat the spread against the Suns, right?

By far the craziest NBA prop for me is one that I saw last year. It was related to more than five NBA draftees eating pizza. I mean, are they really going to want to promote that image of the world? Maybe. Who can turn down a hot slice of pepperoni?

Of course, NBA prop bets aren’t the only ones loved by many bettors around the world. Football, particularly the NFL, has a ton of wild wagers you can get on. You’ve got plenty of opportunities to make money from Super Bowl props to some appealing oddities in the regular season.

If you want to learn more about these types of bets, our football prop betting strategy is a good place to start.

4. Cheese-Rolling

The silly prop bets train will never run out of steam. Not as long as we have events like this one to gamble on.

Let me explain briefly for those who have no idea what cheese rolling is. It won’t take long to do so.

Cheese-rolling is an event that is held once a year at Cooper’s Hill in Gloucester, England. Unsurprisingly, Cooper’s Hill Cheese Roll is the official title of the extreme sport, which has been an event since the 1800s. The object of cheese-rolling is to chase a lump of cheese down a 200-yard hill. The first person to cross the line wins. Their prize? What do you think?

That’s right—a nine-pound round of locally sourced Double Gloucester cheese. Now, I’ve done some foolish things for food in my life. And as much as I love a bit of cheese, I’m not sure that risking permanent paralysis for the option of Welsh rarebit is the soundest retirement plan.

Of course, this cathedral city, founded by the Romans, has much to be proud of.

Well, it doesn’t really. I’ve just made that up to make anyone from Gloucester feel better about themselves. I’m nice like that, as you can clearly tell. 

With one of the true crazy prop bets associated with it, cheese-rolling has certainly put the damp and gray town on the map. I guess that’s a win.

3. Wife-Carrying

Take my wife, please. And other associated jokes…

We live in a world populated with some admirable, independent women. And fewer nations on the planet want the world to hear this cry quite as loud as the proud Scandinavian country of Finland. This progressive European state is almost entirely run by women, with a young and vibrant female prime minister at the helm.

Finland is also home to one of the world’s strangest sports. And yes, it is a sport. Its name? Wife-carrying. 

In a figurative sense, plenty of men have carried their wives in numerous ways. But this sport, quite literally, involves picking them up and running with them through an obstacle course that would rival anything in the former Depp-Heard household.

It should be obvious why I have included this strangest of events on this list of wild prop bets. If not, allow me to clear things up — you can bet on wife-carrying. 

Yes, it’s one of the craziest prop bets you can potentially make some money from. But it’s not the oddest…

2. The Next Celebrity to Pass Away

Grim Reaper

I’ve covered some crazy props and weird wagers over the years. One thing I have never wanted to touch, however, is anything to do with death.

It’s one thing to laugh about celebrities being abducted by aliens. If they leave the planet intact, what happens in orbit is not my problem. But celebrity death pools or gambling on celebrity deaths is a little too far for me. Too macabre, Maureen. Too macabre.

I remember first hearing about this when I was younger. The “edgy” kids in the bar had printed out template lists you had to fill in, with a few coins to enter. It didn’t sit right with me then, and it doesn’t now. Does that mean I am judging you if this sounds like fun? Absolutely not. Do what you must.

Of all the craziest things you can bet on, I can find many more enjoyable propositions than chalking off dead folks from a list to win a prize.

Yes, you could make a profit from picking the next celebrity to die. The list is usually quite extensive and includes politicians, too. That might make things a little easier where certain people are concerned. But I’m still not sold on this.

I’m saying no more, as I don’t want to be haunted by the ghosts of 1960s soap stars or raging warmongers. If you’re fine with running that risk, feel free to place a bet on any of these markets.

1. The End of the World

End of the World

This list is packed with crazy prop bets. But perhaps none as logically flawed as this one.

Let me get this straight — you place a bet on the end of the world with a bookie. You choose to pick the demise of the planet happening by a certain date. You don’t want to be silly and bet that the death of all and sundry will happen too far into the future, as you wouldn’t be able to collect your winnings then. As you would be, well, dead.

Instead, you take your money to the top betting sites and wager on the end of the world happening in your lifetime. At least then, you’ll be set to have those funds directed into your bank account by the bookies when the world ends.

There are crazy wagers. And then there is this one. 

Of course, I have a sense of humor. It’s all a big laugh. No one placing this bet genuinely plans to increase their bank account by betting on the end of the world. That would be dumb.

This is just a wager that is placed by try-hard edgelords looking to impress their “friends” over a crap IPA.

No one is impressed, Donny. You’ve made Angela cry. Martin is heading to the bank to drain his bank account so he can set up a pig-farm racing tournament in Colorado cos; what’s the point of the 9-5 anymore?

All jokes aside, it’s a prop bet. There are crazy things you can bet on, but that doesn’t mean you have to. Most of these wagers are created for publicity stunts and aren’t rooted in reality. It’s not as if the bookies are trying to cash in before the apocalypse turns us…

Wait. Did you hear that?

Advice for Gambling on Crazy Prop Bets

Chalk board image

These days, crazy betting markets are as ubiquitous as overindulgent tweets.

Most of them offer a little bit of comic relief from the mundanity of playing the lottery. Others are genuinely worth trying for yourself and can be profitable if you know what you are doing. Most of the time, they come up with terms and conditions that you should pay strict attention to.

No, I’m not talking about the end of the world prop bet. That one isn’t going to break the bank for any online betting site.

When you are faced with a prop, make sure to understand those conditions. A bet on Korean unification is not the same as a bet on Korean unification by 2025. Bets on the first celebrity to be abducted by an alien won’t pay out if Kanye West says he was lifted from his bed at 4 am by someone with bulging eyes and grey skin.

If you have enjoyed our little skate through the world of the wackiest prop bets known to man, you might want to get some money down. If that’s the case, here’s a look at how (and where) to bet for real money online.

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