'Jack And Jill' swept the board at the Razzie awards picking up a record 10 prizes, including worst picture at the the 32nd Golden Raspberries. It is the first time in the 32-year history of the awards that one film has won every category.
Al Pacino, who played himself, won the worst supporting actor award. Sandler was named worst actor and actress for playing both Jack and Jill, a brother and his twin sister.
"He didn't play triplets, but he couldn't have won more awards if he had," said Razzies founder John Wilson.
Sandler unfortunately did not attend the event to collect his record amount of awards.
The film also picked up worst screen ensemble and worst re-make / rip-off - as the film was based on Ed Wood's Glen or Glenda.
Worst screen couple went to Sandler and either himself, Katie Holmes or Al Pacino.
Director Dennis Dugan had the honour of being named worst director for two movies - Jack and Jill and another Sandler vehicle, Just Go With It - while Sandler and Steve Koren won worst screenplay for the former.
Worst supporting actress was David Spade for his portrayal of Monica in Jack and Jill.