Harold and Kumar Go To White Castle star didn’t publicly address his sexuality until 2021, he came out to family, friends and his manager many years earlier at the start of his career.Finding himself in new territory, he sought some advice from his manager on how to maneuver dating while in the public eye, but somehow found himself being set up with a pimp.
Don’t you just hate when that happens?Penn was also asked about President Obama’s previous opposition to same-sex marriage. The 45-year-old opened up about the awkward dating mishap during an appearance on SiriusXM’s Let’s Talk Off Camera with Kelly Ripa podcast and described the initial conversation that lead to the somewhat compromising position.“Hey, I don’t know if this is ever gonna impact anything in work, but I’m just curious, how do actors meet nice people to date?” Penn said he asked his manager on the phone. “Like how do you know that somebody that you’re dating wants to date you for you?
Like what are the ground rules here and is it any different?”Since his manager wasn’t gay (red flag!), he had Penn meet up with gay male “colleague” who he thought would offer better tips.
After connecting over sushi, Penn asked this colleague for help finding a “nice guy.”“He goes, ‘Yeah, I mean, I’m just gonna email you a list just of some guys and their photos,'” Penn recalled. “And I’m like, ‘Whoa, that’s so cool!