Testament to her maturity, here's a guy Moore could've sworn off seeing again after he kissed and told all to Howard Stern in 2006—forever forming a bond between Mandy, Lindsay Lohan, Ashlee Simpson, Jennifer Love Hewitt and Rosario Dawson.
He was mercilessly egged on of course, and perhaps Wilmer felt pressured to rise to the occasion, but he also cemented his reputation as one of Hollywood's biggest dogs for years.
"She's one of the most beautiful girls I've ever met," Valderrama said about Moore, who's four years younger. Asked how he "got" such beautiful women, he said, "I'll be completely honest with you, I think hopefully maybe you can tell a little bit, but the fact of the matter is, you know, half of this industry is not real..." He was sort of trying to make a point but they directed the conversation back to Moore.
Valderrama recalled meeting her when she was doing a shoot for the cover of Teen magazine. "We were each other's first loves..." and then the room exploded into Howard, Artie Lange and Robin Quivers glomming onto him with the virginity question.
"You know things don't really work out that way," Valderrama, who you can almost hear blushing, said when Stern presented him with a super-ridiculous scenario of how that went down. "It's not like in the movies, you're like, 'I'm ready.'... Any relationship, period, you know, if it lasted some time...Honestly, I think everyone's going to relate to this, but...I will say this: it is not like warm apple pie...Let's see, how do I put this in the most [politically correct] way possible—it's just really good."
On their first date, he took her to Ivy at the Shore in Santa Monica for dinner. When he picked her up from the W hotel, he met her mom, who informed in that her daughter had changed her shirt three times—which, he admitted, gave him confidence. They ultimately dated for about a year.
Moore, who may really be a version of her endlessly empathetic character in A Walk to Remember, hung out with Valderrama in 2015 at Universal's Halloween Horror Night and they made sure to snap selfies when they ran into each other in 2016. "We're like very, very close friends," she told Andy Cohen. "He was my first boyfriend when I was 15. We can still be friends."