5 times WWE Superstars played a prank on Vince McMahon

#1 Bobby Heenan pulled off the dirtiest prank on Vince McMahon

Bobby Heenan cracks up Vince McMahon to the point of tears. 😂 pic.twitter.com/jKEjeJbUL8

— Allan (@allan_cheapshot) March 31, 2019

Bobby Heenan was one of the smartest men in the business and was close enough to Vince McMahon that he became the victim of many of the chairman's pranks.

Jim Ross was also close to Heenan throughout his time in WWE and traveled with him and Gorilla Monsoon throughout the early 90s, so he was able to recall one of the best pranks that Vince McMahon has ever had pulled on him. Ross recalled the prank on an episode of Grilling JR earlier this year.

“Bobby always had a lot of fun with Vince. One of Bobby’s favorite things to do was, he got to TV early, to syndicated shows that were on location, on the road. Every building had a sign that said ‘Vince’s office.’ There would always be a line of talent during the day, literally like they’re lining up in the Army. A long line of people. Bobby would get there early, long before Vince and his entourage would arrive, and this was the days when toilets wouldn’t flush automatically. You had to manually flush the toilet. So he would go into the bathroom in Vince’s office, do his business, and not flush. And Vince’s reputation is being very clean – a germaphobe maybe – with all the things we’ve heard about the sneezing and not eating food with his hands."

Jim Ross, who now works for All Elite Wrestling, noted that he's unsure if Vince McMahon even knew that Heenan was pranking him since it was such a good prank that The Chairman may have thought that it could have been a coincidence.