Alan and Karen Miller’s first dance was a win-or-lose moment for many of their wedding guests.

As the couple glided across the floor during their reception in New Rochelle, N.Y., last year, attendees kept track of the chosen artist and the length of the dance. Earlier in the night, they had noted their guesses on prop bet sheets.

Proposition, or prop, bets are usually tied to sporting events. Users place wagers on specific details that aren’t necessarily correlated with a game’s outcome, like points scored by certain players. Now, these bets have entered the world of weddings.

More couples have been integrating betting into their celebrations in recent years through digital apps or printed cards. While the Millers, who live in New York City, aren’t avid sports bettors or gamblers themselves, they wanted to make their June 2025 celebration more interactive and distinctive for their 175 guests.

“I’ve been to many New York and New Jersey weddings, and sometimes I feel like for cocktail hour, it kind of has a little bit of a lull, even though there’s a lot of good food,” said Karen, 38. “We wanted to make sure our guests had an activity that a lot of people could partake in.”

She bought a prop bet template from Etsy and customized it on the graphic design platform Canva. Among the questions on the couple’s prop bet sheet: Who will give the longest toast? Will the couple cry during the speeches? How many outfits will the bride wear on the wedding day?

…“If the groom’s known to be an emotional man, it’s fun to bet on how early in the day he’s going to cry,” Drachenberg said. “I think it engages them a bit more in the day.”

Here is more from Ellen O’Brien at the NYT.  Supposedly more than 25,000 couples have attempted some version of this on the app.

Via the excellent Samir Varma.