18. Lena Dunham and Jack Antonoff
These two were set up by Jack Antonoff’s comedian friend Mike Birbiglia in 2012. “It was a blind date by modern standards,” Antonoff explained. Though he said at the time, the love connection was instantaneous.
Photo by Jim Spellman/WireImage
“I told Lena everything about my whole life,” Antonoff admitted of the couple’s first date. “Because when you really like someone, you want them to know everything about you.” Unfortunately, the couple split after five years together.
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