Pressa is coming off an appearance in JayJay Joshua’s visuals for “They Ain’t Ridin'” and now he drops a video for “Should Of Been A Pimp.”

The Toronto rapper and his crew throw a pool party with tons of gorgeous women.

This is Pressa’s first track since “Christina Milian,” which received its own footage last month.

Watch the Kiritkal-directed “Should Of Been A Pimp” video below.