A sex position When you jump into a push powered basket at full speed plunging the cart forward to the point the trajectory forces you forward and stick your penis in the anus through the cart
by #ryancreamerisbae August 07, 2019
The act of finding a consenting homeless person who is willing to engage in sexual congress in the nearest dumpster. Once the homeless individual is willing you use bungee cords and two shopping carts to make a cage to trap them in. You will then proceed to defecate, urinate and ejaculate on them while calling them ethnic slurs native to the Boston region (ie butter nubs, slabbering gutter goat, and Morgan Freeman.) When you finish he will ask for a dollar but you will tell that hobo to get a job, because he is indeed a lazy bum now covered in cum.
"After I put that hobo in the shopping cart I gave him a Connecticut ShoppingCart. I shit on his face and called him Morgan Freeman. Can you believe he wanted money after that?! Just like that lazy freeloader to take a free load and want a handout."
by They call me...."Hat" October 16, 2014
When 3 or more men all ride each other in a large orgy. Normally takes place in some type of wheeled vehicle.
Girl One: How is your day?
Girl Two: Awful! My boyfriend broke up with me and joined a group of guys who like “Riding the Shoppingcart.”
Girl Two: Awful! My boyfriend broke up with me and joined a group of guys who like “Riding the Shoppingcart.”
by Chubby_Faggot123 July 04, 2018