Conversation so far:
When was Richard Christy on the Howard Stern show?
After Richard Christy obtained the number to reach the show's answering machine from the Internet, he began to submit comical voicemail messages in 1999.
Were the voicemails submitted by Richard Christy supposed to be voicemails he left for Howard Stern?
Richard Christy began to submit comical voicemail messages in 1999, that were played frequently on the air.
Did Richard Christy ever appear in person as a guest on the Howard Stern show?
Richard Christy made his debut appearance on April 24, 2003 when the show was broadcast from the Hard Rock Hotel and Casino in Las Vegas.
Was Richard Christy's debut appearance on The Howard Stern Show successful?
Christy lost a round of blackjack in hope of winning a date with a porn star.

Question: Did he ever appear on the show again?
Self-contained rewrite: Did Richard Christy ever appear on the Howard Stern show again?