Ball Bash Veteran Calls Howard to Reveal His Most Painful Experience With a Dominatrix and His Ultimate Fantasy

A dominatrix-worshipping masochist named Charlie phoned into the Stern Show on Wednesday and let the world in on a slew of his wildest fantasies. Some, like anal fisting, had already been fulfilled many times over while others remained aspirational.

“I’ve been a slave to many mistresses for over 15 years. Everything has been done for me in my life except for ‘brown showers,’” he told Howard.

If Charlie’s voice sounded familiar to listeners, it’s because Stern Show correspondent Wolfie memorably interviewed him last year at a genital-smashing gettogether called Ball Bash. Specifically, Charlie was the man repeatedly yelling “thank you, my mistress” as a dominatrix thrashed him with paddles and a riding crop.

“I couldn’t think of a worse pain than somebody whacking you in the balls,” Howard said after replaying the clip.

“It takes practice,” the Ball Bash veteran responded. “You focus on something else … and you don’t think about the pain.”

Howard wondered why pain turned him on in the first place.

“I’m a slave because I like to be under control by a woman,” Charlie said before explaining therapy helped him to realize his sexual fetishes might stem from his childhood and the unique relationship he had with his very controlling mother.

He went on to say he inherited some money after his parents died, which allowed him to pay mistresses hundreds of dollars per hour to dominate him. “There is usually a ‘tribute.’ That’s what they call it in this industry,” he said, explaining the sessions sometimes involved sexual intercourse, too, but only if he and the dominatrix shared a good rapport.

Charlie estimated spending a total of nearly $70,000 over the years on sessions with his many mistresses. He’s also subjected himself to countless hours of grueling pain in the process. While getting his testicles smashed in by high heels hurt badly, he told Howard it wasn’t the worst he ever experienced. “I was whipped pretty bad in my ass from a cane. That was the worst,” he said, explaining it left him bruised for days.

Though Charlie was really hoping to find a woman willing to help him out with his ultimate fantasy, Howard said he would definitely need more time to search for a suitable partner. “We know what you like, we know what you’re looking for, and we’ll put it out there in the universe and see what happens,” he concluded. “If we hear from anyone we will let you know.”