GM rolls a D 100 to decide who was listening. The party made sure they announced they were selling the rigged set. Party Arcane Trickster sleight of hands his purse anyway. They continue anyway, theif ends up winning. Party realizes the theif figured it out mid-play.
The crowed is sauced, ready to play, the party bard-like character begins playing music. Now, keep in mind, the party has been doing this a minute. Now aware, the thief is rolling without disadvantage. Coin is thrown perfectly, and bounces back at him cause it's rigged. The guy is a theif, rolls a 20 / 1 and 14 / 1 on disadvantage rolls. GM (me) decides Sleight of Hand applies for the game. Game is somewhat inspired by the solo cup / pingpong drinking game. Party starts out low, gambling starting at 2 silver, finally finding someone willing to play against them for 10 gold. There's a 'Valentines inspired' holiday tomorrow, place is bumpin.
Party runs a rigged gambling game in a mid-level tavern. Party makes another set, paid extra for it to be 'masterwork', planning to sell it. Party picks up a gambling set they custom made the rules for after collecting raw copper from a mine, and paying to have the game set smelted out of it. Party comes home after a successful mission. Phandelver and Below: The Shattered Obelisk Mordenkainen Presents: Monsters of the Multiverse