Couple Who Met During Flip Cup Game Gets Engaged During Rematch 6 Years Later

A game of flip cup goes terribly wrong or right, depending on who you ask, resulting in an engagement.

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If marriage sounds like a non-bad idea to you, then you might enjoy this story about self-described enjoyers of college football getting engaged right in the middle of a heated game of flip cup. 


31-year-old Bryan Cross and 27-year-old Chelsea Maloney first met during a Florida State University tailgate throwdown back in 2010. Years later, Cross asked Maloney to enter into a potentially permanent union at a tailgate party ahead of FSU's game against the University of Florida.


"Neither of us remembers who gave who the number but the next time there was a football game I got a text," Maloney toldInside Edition of her early encounters with Cross. "In my phone I had saved him as 'flip cup kid' because I didn't even remember his name, and he saved mine as 'tailgate girl.'" The two regularly spent time together at additional football-related events after that fateful tailgate party. Eventually, however, Cross moved to Tampa. Maloney stayed behind to finish college.

In 2013, Cross moved back to Tallahassee. The two then started dating. In November 2016, Cross put his flip cup proposal plan into motion. "He already had my cup filled with beer," Maloney toldInside Edition. "So I didn't think anything of the cup. We played and I flipped the cup over and it said, 'Marry me.' I had to do a double take. I looked up at him and he was holding the box." Maloney said she was initially shocked, but then felt "really good."

If a flip cup proposal isn't romantic enough for you, perhaps proposing while inside a tiny plane before promptly puking will be of interest:

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