I felt the same way about Kevin Federline when I saw this Super Bowl commercial.
I’ve heard that if you walk up to him on the street and tell him you saw it in the theater, he’ll reach into his wallet and give you eight bucks.
I came in to post about Shatner. I’ve noticed a couple of examples of this in “$#*! My Dad Says.” For example, in the pilot episode, Ed, his character lamented, “Why can’t anyone do a good impression of me?” In another episode, Ed was in a karaoke bar and refused to sing “Rocket Man.” “Oh, no, not tonight.”
Yeah, while Sandra Bullock may be a good sport (at least about certain things–;)) I find it pretty hard to believe that this was her own idea…
The Rock Bottom Remainders are a good example of this.
“Hailed by critics as having “one of the world’s highest ratios of noise to talent,” the Remainders have no music videos, no record contract, no Grammy® nominations—but do have over 159,000 hits on Google.” Guitarist Dave Barry neatly summed up the band by saying, “We play music as well as Metallica writes novels.”
I’m quietly of the opinion that sending one’s self up can sometimes be an act of raging egotism.
Yeah, but at least it shows some sense of humor.
An odd case is Sean Penn: he did a hysterical cameo on Ellen during her coming out days when he himself came out (in the cameo). That episode featured Emma Thompson as a closeted lesbian and open lush version of herself as well.
The oddity is that other times Penn seems like the biggest prick in Hollywood when it comes to taking himself overly seriously.
I immediately thought of John (“I’m a PC”) Hodgman, but I don’t know that someone who’s pretty much made a career on nothing but this counts.
Brendan Fraser displayed a self-deprecating sense of humor in the movie “Looney Tunes - Back in Action.” His character, D.J., a wanna-be actor mentions that he was an extra on the set of “The Mummy” and that Fraser was a total dick to him. In one of the final scenes, D.J. encounters Fraser (also playing himself) again and thoroughly decks him.
He’s also the voice of Catmanon Fairly Oddparents - which is both a spoof on Batman and an opportunity for West to be a non-sequitor-spewing fool.
Ditto here. Originally, I just thought he was some pretty boy from a boy band, but he’s really put himself out there. Between his Dick in the Box and other SNL endeavors and that Sprite commercial he did where he gets conked on the noggin by a giant flying flatscreen, he’s got a lot of appreciation from me.
The Drew Carey Show consisted of him making one joke after another about himself. Loved that show. 
When Dolly Parton hosted SNL she only had 1 request - no making fun of Jesus and they honored that.
Joan Rivers: She sometimes overdoes it, IMO. It’s almost like a plea for help.
All celebrities want is attention. Positive attention, negative attention - it doesn’t matter. They’ll mock anyone, including themselves, to get people to notice them.
Kathy Griffin is one of the few celebrities to be very open and frank about the plastic surgery she’s gotten. She also talks about it in connection with her self-esteem and its shortcomings. I’m not familiar with her comedic work, but I find that aspect of her to be in refreshing contrast with the pervading mindset in Hollywood.
Janet Reno showing up at Janet Reno’s Dance Party!
“I’m not offended by all the dumb blonde jokes because I know I’m not dumb… and I also know that I’m not blonde.”
That’s quite true, though the person does have to be the one to actually go out there and do it. And to a certain degree, you can tell who’s having fun with it and who really isn’t. Wish I could think of an example, but I’ve seen some actors who were clearly doing it because they “had” to.
When Kelly Ripa was on SNL she parodied her own shampoo commercial (“with trace amounts of crack cocaine!”). I’m not a fan, but that was pretty funny.
Yes and the video for “I’m with Stupid” is a great example of this.
I will also jump on the Justin Timberlake bandwagon. His hip hopping with Jimmy Fallon had me lol. http://www.youtube.com/watch?v=DS1yUui2sts
My Respect-o-meter for Matt Damon went up significantly when I heard that, after Team America: World Police came out, he apparently not only thought his portrayal in the film was hilarious, he also apparently got in touch with Matt Stone and Trey Parker and said he would have been happy to do the voice for the character (which, in case you haven’t seen the film, only involved saying the words “Matt Damon!” in the sort of voice you’d associate with a retarded person). He definitely doesn’t seem to take himself too seriously, from what I can tell.