Bruce Springsteen in High Fidelity appears as Bruce Springsteen but more a spiritual than corporeal Bruce Springsteen.
“Thanks Boss”
Jon Voight just bit Kramer’s arm on Seinfeld.
There were a whole load of political cameos in Dave.
William Shatner in Showtime. He references his TJ Hooker days in one memorable scene.
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Jack Benny makes a surprise, punchline cameo in an episode of “The Joey Bishop Show”.
Also: Adam West and Family Guy.
Hillary Clinton, Colin Powell and Madeleine Albright, all together in one scene on Madam Secretary.
Sammy Davis, Jr. and others on Batman:
I came in to mention It’s a Mad Mad Mad Mad World. Some great cameos in that film, including Jack Benny stopping his car to help. Also, the 3 Stooges as (potential) firemen gets a good laugh.
On a Jack Benny TV comedy special, he was standing on a pedestal dressed up as Julius Caesar (IIRC) when George Burns wandered onstage, in street clothes, looked up and said “Hi, Jack! Working?”
It cracked Jack up and they went to commercial.
Stephen Hawking as a holodeck recreation of himself in ST:TNG.
This has to be my all-time favorite! And JEJ looked like he was having a ball doing it!
Keith Hernandez in “Seinfeld”.
ETA: I guess it wasn’t a cameo. The whole JFK parody episode was written around him.
Here’s a great one, though it was very subtle and from a TV show I doubt anyone here has ever seen: The Duck Factory, a sitcom about an animation studio starring Jim Carrey.
In one episode, they staff were at an animation awards show. The entertainment consisted of someone singing themes to cartoon shows. I noticed that they were all themes from Jay Ward shows (e.g., George of the Jungle, Tom Slick).
The credits revealed that the singer was Bill Scott – the voice of Bullwinkle.
Of all the many guest stars appearing as themselves on TBBT this has to be the best. Who knew JEJ could do comedy. And anyone appearing with Jim Parsons comes off looking great. Carrie Fisher’s appearance at the end was good too.
Wil Wheaton was supposed to be a singular appearance on the show, but the next day the Internet was buzzing with talk of “evil Wil Wheaton,” and Chuck Lorre knew he had a great reoccurring character.
And there’s Stephen Hawking, Mark Hamill, Adam West, etc. etc. etc.
George Reeves appeared as himself on “I Love Lucy” - maybe. The way the episode was written and filmed, you could take it as him appearing as “Superman.”
A Guide For the Married Man. Robert Morse gives Walter Matthau pointers on how to cheat on his wife, each tip lovingly illustrated with short vignettes starring half of Hollywood. Each of whom is listed in the credits as “Technical Advisor”.
Kevin Bacon on Will & Grace. Especially at the end when he and Will do the *Footloose *dance.
Heck yeah. The cameos on Lucy’s shows is a category unto itself. Bill Holden and Lucy’s putty nose; John Wayne’s stolen footprint;Charles Boyer (“grrrrrrrrr”)
When Pres. Bush Sr. passed recently, the clip of his famous bit with impersonator Dana Carvey on SNL was a nice memory.
This is a great scene!
Frank Sinatra in Cannonball Run II
In the original Cannonball Run, Roger Moore played a lunatic who thought he was Roger Moore. Would that count?
Another vote for Kurt Vonnegut in Back to School. “I don’t know who you got to write your report, but he doesn’t know a thing about Vonnegut!”
Another vote for Roger Moore as “Roger Moore” in Cannonball Run; his best work.