Few Hollywood movie stars have reigned supreme quite like comedian extraordinaire Adam Sandler did in the '90s. The leading man starred in a slew of beloved hits throughout the decade, including The Water Boy, The Wedding Singer, and Big Daddy. After kickstarting his stellar career as a featured player in the sketch comedy series Saturday Night Live, Sandler set his sights on becoming one of the entertainment industry's most recognizable talents, and his role in 1996's Happy Gilmore helped pave the way.

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