6. Jennifer Love Hewitt
Beautiful actress Jennifer Love Hewitt began dating Boy Meets World actor Will Friedle in the 90’s after the pair was first introduced to each other by a mutual friend. While dating, the couple actually starred opposite each other in the 1997 teen comedy The Trojan War. Apart from that, Jennifer Love Hewitt also guest-starred on the iconic Scream parody episode of Boy Meets World. It’s thought that the couple’s relationship was rather short-lived, eventually dwindling out after a few short months. Isn’t that the usual with young stars nowadays? It even seems like a few months is actually a long time by today’s standards.
5. Jimmy Tatro
A few years ago, the breakout star of Netflix’s American Vandal dated Hannah Montana’s Emily Osment. Osment played a main character on the show in the form of Miley Cyrus’ onscreen BFF, Lily. The couple dated for over a year from around October of 2013 to March of 2015. During their relationship, they both preferred to keep their romance very much on the down low. When asked about her relationship with Tatro, the former Disney star revealed, “We don’t publicly talk about it but if you follow us on social media, you could figure it out.” The pair co-starred in the video “Fighting Couple” back in 2013. Unfortunately, things just didn’t work out for the couple in the long run.
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