7 Random Challenges to Try with Friends and Family for a Fun Time

There are days in which pretty much every member of the family is going to be moping around the house because they’re bored. While there’s plenty to do between video games and all of the streaming services that we’re signed up for, sometimes you want to break away from the monotonous and try something that’s fun, engaging for everyone, and a bit silly.

If you’re looking to add some spice to your family nights, there are a few challenge-type games that you can play which will get everyone involved and laughing nonstop. Here are seven random challenges to try, some of which can be done without needing to buy a single thing.

Guess the Mystery Drink 

This challenge is hugely popular, safe, cheap, and fun for all. The challenge can be put together quickly and easily. Find a cardboard box that’s big enough to hide two, or more beverages, or liquids. Poke holes in the top of the box where the straws will be placed through to the drink containers. Use whatever beverages you all enjoy and have a great time guessing what mystery drink you’re sipping on. 

Exploding Watermelon 

Exploding watermelon may sound dangerous, but it’s not all that bad if you go about the challenge safely. It’s very simple and easy to do. All you’ll need is a watermelon and a hefty amount of large rubber bands. Place the rubber bands, one by one, over the middle of the watermelon until the pressure builds and the watermelon cracks and busts into a juicy mess. It’s a fun and simple challenge that kids will love. 


A challenge as old as time, the telephone game is easy as can be and can turn out to be quite fun and silly. You take a group of people, starting with one person who whispers a phrase, or sentence to the person next to them. The pattern continues, usually resulting in the phrase being wildly jumbled into a completely different one, until the final person in the group reveals what they think was whispered to them. 

Tortilla Slap

This challenge is an odd, but incredibly goofy one. The tortilla slap challenge is fun for people of all ages and really only uses tortillas and water. Whoever is playing grabs a big tortilla and holds a sip of water in their mouth. After that, you take turns hilariously slapping each other across the face with the surprisingly efficient tortilla, while trying not to spit out your water. Which will be tough with how much you’ll be laughing. 


A classic challenge, perhaps the one that started it all. The BeanBoozled challenge is super fun and super gross. The inexpensive box of bizarre-tasting jelly beans comes with a small spinner. You take turns spinning to see which jelly bean you’ll have to face. Each color jelly bean has two possible flavors. A delicious one, like berry flavored, or an odd one, like barf flavored. It’s not for the weak-stomached. 

Iron Chef 

This one is a great challenge to try out with anyone that knows their way around a kitchen, or maybe it would be more fun with people who have no idea what they’re doing. You be the judge. For the challenge, you’ll have someone pick a secret ingredient to include in one, or more dishes. Then you and whoever joins in will whip up your best grub and have others judge to see who did it best. 

What’s in the Box

What’s in the box? You’ll have to grab a blindfold and reach in to find out. This challenge touches on the fear of the unknown and takes away your sense of sight, leaving you to rely on your sense of touch to guess what you’re feeling inside of the box. It’s a nerve-wracking game that ends up producing hilarious results.

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