Serena Williams’s Agent and Assistant Had a 2 Hour Interrogation With Alexis Ohanian on Their First Date

Dating one of the greatest athletes of all time doesn’t come easy, and Alexis Ohanian quickly learned that after going out with Serena Williams for the first time. While the couple ultimately hit it off and jump started the rest of their love story, the Reddit co-founder revealed that his first date with Williams involved an intense interrogation and back up from her team.

“Serena, her assistant, her agent [Jill Smoller], and then me on the other said of the table, and they just bombarded me with questions,” he said in the latest episode of Williams’s ESPN+ docu-series, In The Arena. “It was like two hours of interrogation and questions. Do I have kids, am I married. Nothing was off limits.”

Williams confirmed that Ohanian was grilled on their first date, saying, “Jill asked him straight up like, ‘What’s up with your girlfriend?’ and he’s like, ‘I don’t have a girlfriend.’ He was saying that he had broken up with her. It changed things when he said that because I was like, okay, now he’s not being this beast.”

Despite having an entire audience sitting in on their first date, the tennis champion explained that Ohanian brought up the one thing that could make her fall for him. “During dinner he started talking about Iron Man and Marvel, and that’s the way to my heart,” she revealed.