From “The Waterboy” to His Wedding Day, the Most '90s Photos of Adam Sandler

The actor has been bringing the laughs for almost four decades

So many artists helped define the 1990s, but Adam Sandler definitely sits high on that list.

The actor and comedian has been working in the industry since the late 1980s, though the '90s delivered some of his incredibly memorable bits from SNL, not to mention a string of blockbuster movies including Happy Gilmore, The Wedding Singer, The Waterboy and Billy Madison.

Here, check out some oh-so-'90s throwbacks of a young Adam Sandler promoting some of his biggest projects (so far!).

That Rocks

At 29 years old, Adam Sandler hit up the 1995 MTV Rock the Vote event in L.A.

Guitar Hero

On a 1996 episode of The Tonight Show, Adam Sandler brought along his trusty guitar for a performance.

Smooth Ride

Appropriately, Adam Sandler drove a golf cart to the 1996 premiere of Happy Gilmore.

Perfect Pairing

In one of the most '90s moments ever, Adam Sandler and The Wedding Singer costar Drew Barrymore donated items from their film to Planet Hollywood in New York City in 1998.

Desk Job

In one of his first years on SNL, Adam Sandler hit the "Weekend Update" desk as a smiling Dennis Miller looked on.

Suit Yourselves

At the 1998 premiere of Big Daddy, Adam Sandler twinned with his pint-size costar, a young Cole Sprouse.

In Bloom

Adam Sandler was smelling the flowers at the Four Seasons Hotel in Beverly Hills in January of 1998.

Triple Threat

Were we ever so young? Adam Sandler, Will Ferrell and Mike Myers looked ageless backstage at Madison Square Garden in October of 2001 for The Concert for New York City.

Sing Thing

In his years on SNL, Adam Sandler often integrated song, like in this "Weekend Update" Mother's Day sketch.

Four of a Kind

Name a more iconic quartet! Adam Sandler hung with hilarious friends Chris Farley, Chris Rock and David Spade in this undated snap.

To a T

Adam Sandler showed his FDNY pride for the 2002 premiere of Mr. Deeds in New York City.

Tux Time

The actor tuxed up in 2002 for the 15th Nickelodeon Kids Choice Awards in L.A.

They Do

It's not a movie still! Adam Sandler and wife Jackie looked picture-perfect on their June 2003 wedding day in Malibu.

Flower Power

The star brought the vibes for the 2004 L.A. premiere of his rom-com, 50 First Dates.

Total Baller

Adam Sandler sported his signature style on a visit to BET's 106 & Park with pal Chris Rock (not pictured) in 2005.

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