Alex Trebek appears in the opening sequence, congratulating Natalie on becoming a five-time undefeated Jeopardy! champion.
LL Cool J appears in the opening scene of the movie as Mr. Jones, an African priest, which turns out to be Dylan in disguise.
Barrymore’s then boyfriend (and subsequent husband), Tom Green appears in a cameo as Chad, Dylan’s boyfriend.
Barrymore’s ex-boyfriend Luke Wilson appears as Pete Komisky, a waiter smitten by Natalie who takes her on a date.
During the party scene in the film, Roger Corwin’s (Tim Curry) girlfriend was played by 1998 Playmate of the Year, Karen McDougal.
Early in the film, Dylan is in a wrestling match with then WCW superstar Rey Mysterio.
Matt LeBlanc has the role of Alex’s boyfriend actor Jason. His appearance replaced a cameo from Robert Boomfield. In Matt LeBlanc’s later series Joey, Lucy Liu appeared in some episodes as the producer of Joey Tribbiani’s series Deep Powder.
