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But a man in love will go to any lengths to win over the girl of his dreams, and if that means having to find imaginative ways of doing it over again every day, then Henry's up for the challenge.
Rob Schneider (Big Daddy) and Sean Astin (The Lord of the Rings trilogy) co-star in 50 First Dates, which will win you over every time you watch it!
At the end of each episode, we find out if the participants want to see each other again for a second date or if they head back to love's drawing board.
"First Dates" is executive produced by Ellen De Generes and Jeff Kleeman for A Very Good Production, Pam Healey and John Hesling for Shed Media, and Tim Carter for Twenty Twenty.
Even after the show's host had given her options like Nick Jonas, Zac Efron and Brad Pitt, she continued to opt for the 23-year-old.