" ( You Drive Me ) Crazy " was a commercial success and peaked inside the top ten on the singles charts of seventeen countries . In the United Kingdom , it became Spears ' third consecutive single to peak inside the top five , while it reached number 10 in the United States ' '' Billboard '' Hot 100 and peaked at number one in Belgium ( Wallonia ) and Iceland . An accompanying music video , directed by Nigel Dick and portrayed Spears as a waitress of a dance club and performed a highly choreographed dance routine with the other waitresses . The video premiered on MTV 's '' Making the Video '' special and featured cameo appearances of actors Melissa Joan Hart and Adrian Grenier . As part of promotion for the song , Spears performed the song at the 1999 MTV Europe Music Awards and 1999 Billboard Music Awards . It has also been included on five of her concert tours
1999 MTV Europe Music Awards
1999 MTV Europe Music Awards
(You Drive Me) Crazy