A classic party game gets a thrilling twist! Flip cup meets tic tac toe in this high-stakes showdown where speed, skill, and ...

If you ever find yourself playing Rob Gronkowski in flip cup, make sure to go easy on him because things could get ugly if he loses -- and if you're playing giant flip cup, things could get real ...

It was the second semifinal match of an event dubbed 'The World's Largest Flip Cup Tournament,' and Shapiro's team would face the winner for the championship.

After the Cubs beat the Arizona Diamondbacks (hopefully), 200 participants (aged 21-and-older) will join the Cubs’ designated player team captain to set the record for the largest flip cup game ...

Someone placed an empty cup on the corner of the table for Cabo to flip and without hesitation, he successfully completed the task, prompting everyone to cheer.

There’s nothing like a casual game of flip cup between friends. Or family. Or stars of what’s surely going to be one of the biggest blockbusters of the year, hosts of long-running late-night ...

If you're not familiar with the rules of flip cup, it's where two teams drink out of their cup and then have to flip it onto the other side before the opposing team.

The four Try Guys from BuzzFeed join TODAY’s Hoda Kotb and Jenna Bush Hager in Studio 1A, challenging the ladies to a friendly round of the drinking game flip cup. Their new show “Squad Wars ...

Chris Pine Is the King of Inflatable Flip Cup The 'Star Trek Beyond' actor also shows off his impression of Jeff Bridges.

Jimmy Fallon challenged Amy Adams to a game of Flip Cup on The Tonight Show on Dec. 18, and the competition proved tough for Adams as Fallon flipped his first few cups with ease.

While the above flip cup segment was a bit uneventful, Fallon has a way (like with his Chris Hemsworth water wars and Liam Neeson arm wrestling segments) of making the most trivial events seem fun ...