6. Jerry Seinfield & Shoshanna Lonstein
Seinfeld star Jerry Seinfeld, reportedly dated a 17 year old high school senior named Shoshanna Lonstein, back in 1993, during the height of the iconic sitcom’s popularity. Jerry (38 at the time of the relationship’s onset) would frequently openly gush that his young love was, “the most wonderful girl in the world” and even addressed their age gap by saying, “Shoshanna is a person, not an age. …We just get along. You can hear the click.” During an interview with Howard Stern in 1993, the sarcastic host even poked fun at the 21 year age gap between he and then girlfriend
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