Frank Sinatra's "pull my hairpiece" challenge

"I will allow you to pull my 'hairpiece;' if it moves, I will give you another $100,000; if it does not, I punch you in the mouth. How about it?" -- Frank Sinatra

Mark Frauenfelder is the founder of Boing Boing and the editor-in-chief of MAKE and Cool Tools. Twitter: @frauenfelder. Come and hear Mark speak at the ALA conference in Chicago on July 1.

MORE: Frank Sinatra • letters

More at Boing Boing

The technology that links taxonomy and Star Trek

Hackers prepare for first "national holiday" in their honor

http://www.youtube.com/user/Freethinkersanon Christopher

I had a math teacher who offered a similar deal. It’s probably just as well no one ever took her up on it. She wouldn’t punch a student in the mouth, but she probably would have flunked anyone who pulled her hair even if it came completely off and left her looking even more like a California condor than she already did.
http://www.facebook.com/postelwait Cameron Postelwait

don’t break the copyright , gotta put page 1 up here too.

nevermind, still learning the internets.
http://twitter.com/Cowmix Cowmix

http://www.pbs.org/wgbh/roadshow/archive/200903A49.html
- Stephen Marts
  
  This has always been my favorite moment from Antiques Roadshow. The woman is just so goddamn adorable.
oasisob1

“Regarding my “tough reputation” you and no one else can prove that allegation.”

Except possibly by publishing my offer to punch you in the mouth.

And I love the old school CC license.
l337n00b

It’s too bad that Sinatra comes across as such an ass in the letter otherwise (especially the misogynist stuff). The hairpiece challenge is gold. Of course it would almost be worth it just say you were punched in the mouth by Sinatra.
Nash Rambler

Hairman of the Board.
Pete Anderson

Here’s Mike Royko’s awesome response, “Mr. Sinatra Sends a Letter”: http://books.google.com/books?id=VeqzGzHA714C&lpg=PP1&dq=royko%20one%20more%20time&pg=PA95#v=onepage&q=&f=false
- SamSam
  
  That’s awesome.
http://www.lightning-rose.com/ LightningRose

Somehow I don’t ever see the Trumpster offering a similar challenge.

Although in fairness, I suspect he wears an elaborate comb-over rather than a rug.
franko

seriously. sinatra was a badass.
Petzl

I think Sinatra the man is best left in the shadows. As a crooner/entertainer, he’s incomparable, but as a man, he has the sad quality of a simpleton and a bully. The one thing he couldn’t completely control in his life (besides the women) was the press.
pjcamp

What do I get if it makes you fart?
noah django

（｀ー´）ヘヘーン
- jimh
  
  Loved Phil Hartman’s Sinatra.
  “Listen pal, I find chunks of better men than you in my STOOL, okay?”
  - noah django
    
    “Steve, kick his ass.”
someguyyouvenevermet

His music is shallow and repetitive. Fantasy crap for suburban dads.

Basically his music and stage persona says “I’m cool, cooler than you. You wish you were me” zzzzzzzzz
- noah django
  
  opinions…
  
  there is the small matter of being able to sing extraordinarily well, though I don’t imagine your convictions can be swayed.
  - Antinous / Moderator
    
    there is the small matter of being able to sing extraordinarily well…..
    
    …..for the first 20 years of a 50-year career. He should have smoked a lot less or retired a lot earlier.
http://noctilucent-studios.blogspot.com/ Noctilucent Studios

Sinatra was the Daddy of the mack daddies. Baddest mofo around.