Kumar's big break came in 1992 when he was offered the starring role at the newly established Boom Boom Room in New Bugis Street which opened on National Day the same year. At Boom Boom Room, Kumar's routines included song and dance, in addition to stand-up comedy. He wrote most of his own material and had initially started with clean jokes which proved unpopular, drawing chilly responses from his audience; that led him to go with more risqué ones for which he is now known. His cross-dressing which came about as a comic device and a gimmick eventually became his trademark as he came to be Singapore's most well-known drag queen with his caustic wit and biting observations about life in Singapore, particularly about politics, race, and sex. Because of the provocative nature of his shows, Kumar's performances were subjected to scrutiny and monitoring by the police. Once a year, he had to perform his entire show for an audience of police officers before he was allowed to put it up for the public.