In the romantic comedy The Wedding Singer, Adam Sandler (Happy Gilmore, Billy Madison) stars as the ultimate master of ceremonies who guarantees all a good time...until he gets left at the altar of his own wedding. This transforms him into a newlyweds' worst nightmare -- an entertainer who can do nothing but destroy what is supposed to be the perfect day. Luckily Drew Barrymore is there to help put him back on track.
The year is 1985, and Robbie Hart (Sandler) is a struggling musician with dreams of being a songwriter. Reduced to making ends meet as a suburban wedding singer, Robbie and his band belt out tunes at a local reception hall. During a break, he meets Julia (Barrymore), a beautiful waitress flustered by her first day on the job. As the two get to know each other, they realize that they have something in common: they are both "getting hitched," and, ironically, each is scheduled to work at the other's wedding. Unfortunately, Robbie's walk down the aisle becomes a humiliating fiasco when Linda (Angela Featherstone), his bride-to-be, leaves him standing at the altar.
Trampled like a heel-squished boutonniere, Robbie retreats to his bedroom to feel sorry for himself, until his best friend Sammy (Allen Covert) finally convinces him to return to work -- center stage at a local wedding.
In an instant, what should be the most memorable and joyful day of a young couple's life takes a calamitous turn. Robbie has become the worst wedding singer in the world. He leers resentfully at the happy couple, insults the guests and has a fist fight with the father of the bride. With his personal life in shambles and his career heading towards the gutter, Robbie quits wedding singing altogether and starts looking for more respectable work -- playing Bar Mitzvahs.
As Julia's big day approaches, she becomes a nervous wreck. Unable to get any assistance from her "just tell me when to show up" groom, she turns to her best friend Holly (Christine Taylor) and Robbie for help with the arrangements. After all, he's an expert on planning a wedding even if he won't provide the entertainment.
Robbie turns out to be the perfect helper, charming bridal bargains out of everyone from the florist to the photographer. With all of the arrangements made, Holly insists that Robbie help Julia rehearse the pice de rsistance -- the wedding kiss. Reluctantly, he agrees, and when their lips lock, the sparks fly.
As Robbie comes to terms with his feelings for Julia, he discovers that her yuppie, DeLorean-driving boyfriend Glenn (Matthew Glave) is a two-timing loser. Now, Robbie must figure out a way to convince her that Glenn is a big mistake before it's too late.