To fill a vagina/ass with an object or food and have sex with the person with the objects or food in them.
Juan: I love doing the Urban Winner....
Mark: Have you done it with ice?
Juan: Have you ever tried a Popsicle at the same time?
Mark: Have you done it with ice?
Juan: Have you ever tried a Popsicle at the same time?
by Southerncherrywv. March 31, 2020
Get the Urban winnermug. by WinnerLol September 18, 2022
Get the Winners Circlemug. by Sean2829 July 9, 2016
Get the Winners rightsmug. by SonicFanLegend August 30, 2019
Get the My Winnermug. by Er July 22, 2017
Get the winner fatiguemug. The final mouthful taking by a competitive eater or, more crudely, the pay off at the end of oral sex
Dave grabbed the chunk of kielbasa to ensure he had the winner's mouthful ahead of Jane, Peter and Samantha.
by Fox with funky socks November 21, 2016
Get the winner's mouthfulmug. by Brooke Hilton November 29, 2017
Get the double winnermug.