- Milo Ventimiglia dated a teenager too – Milo Ventimiglia dated his “Heroes” co-star Hayden Panettiere when he was 31 and when she was 19 years old. The pair eventually split in 2009, because of their age difference. “It was a big lifestyle conflict” according to a source. “They were in very different places. Hayden is young, she wanted to go out in the Hollywood scene and that’s not really his style.” Ventimiglia opened up about dating his much younger co-star with Mr. Porter. “Never do it again.” There are some things that happen to you in your life that will shape the way you are. Everything that I’ve been through from jobs to friendships and partnerships, everything has built me into who I am today.”
- Fergie recalls fooling around with a 16-year-old JT – Before Fergie and Justin Timberlake started collaborating on “Where is the Love”, they were actually an item. Even more, depending on what state they were in at that particular time, it seems that Timberlake may not have been legal. Fergie even talked about her fling in her interview with Cosmopolitan in 2006: “One of my good friends was dating JC Chasez at the time, and so we would all hang out with N’SYNC. Justin and I would go out together and have fun and possibly make out. We even went to Hawaii together, but it was never serious.”
- Steven Tyler became his underage girlfriend’s guardian – Aerosmith Frontman Steven Tyler started dating Julia Halcomb in November 1973, when she was 16 to his 25. In an interview for “Life Site”, she recalled how her mother relinquished guardianship to Steven Tyler.
- Jerry Seinfield dated a high-schooler when he was in his 40s – When Seinfield was still on the air in 1993, a 38-year-old Jerry Seinfield met 17-year-old high school student Shoshanna Lonstein in Central Park, and they immediately exchanged numbers, according to People. In all fairness, she turned 18 right after they met, but even Howard Stern was shocked and called Seinfeld out on it, to which the comedian responded: “I didn’t even realize she was so young. This is the only girl I ever went out with and was so young. I wasn’t even dating her. We just went to a restaurant, and that was pretty much it.” Seinfeld even talked about their relationship with People in 1994: “I am not an idiot. Shoshanna is a person, not an age. Plus, she’s extremely bright, funny, sharp, and very alert. You can hear the click between us two…My interest in her is extremely proper.” They eventually split in 1998, when she was only 21 and he was 42.
