STERN.
BRYAN SELTER HAS THE STORY. 
>> Reporter: ONLY IN 2016, WOULD
HOWARD STERN BE A CENTRAL 
CHARACTER IN THE ELECTION.
>> HOWARD STERN'S A FRIEND OF 
MINE. 
>> Reporter: DONALD TRUMP'S MANY
VISITS TO THE HOWARD STERN SHOW 
ARE NOTER FOR JOKES AND 
GOB-SMACKING MOMENTS DURING THE 
DEBATE. 
>> WHEN I DID AN INTERVIEW WITH 
HOWARD STERN. 
>> THIS IS THE VERY FIRST TIME 
STERN WAS NAME-DROPPED AT A 
PRESIDENTIAL DEBATE.
THE SHOCK JOCK RADIO HOST IN THE
MISS OF A SHOCKING ELECTION 
YEAR.
IT FEELS FITTING, THE FAMOUS 
SATELLITE RADIO HOST LOVED 
PRESIDENT BILL CLINTON AND HE 
BACKED HILLARY IN 2008, AS HE 
TOLD PIERCE MORGAN IN 2011. 
>> I WAS A BIG BACKER OF HILLARY
CLINTON.
I THINK SHE WOULD HAVE BEEN THE 
SAME WAY. 
>> Reporter: STERN IS SPORTING 
HER AGAIN THIS YEAR BUT HAS A 
LONG HISTORY WITH TRUMP. 
>> HAD I KNOWN I WAS GOING TO BE
A POLITICIAN, I WOULDN'T HAVE 
DONE THE SHOW. 
>> WE HAD FUN, A LOT OF FUN. 
>> LADY DI WAS A WOMAN OF GREAT 
BEAUTY. 
>> WOULD YOU SLEEP WITH HER?
>> WITHOUT HESITATION. 
>> AND WHAT ABOUT CLINTON'S NEW 
AD, ALLEGING DONALD TRUMP 
DEMEANS WOMEN?
>> A PERSON WHO'S FLAT-CHEST 
SIDE VERY HARD TO BE A TEN. 
>> Reporter: ALSO CAME FROM 
STERN'S RADIO SHOW, BUT IT'S THE
LOOMING QUESTION ABOUT IRAQ THAT
HAS GOTTEN ATTENTION. 
>> ARE YOU IN FOR INVADING IRAQ?
>> I GUESS SO.
I WISH -- I WISH IT WAS DONE 
CORRECTLY THE FIRST TIME. 
>> TRUMP SAYS HE WAS AGAINST THE
INVASION.
STERN DISAGREES. 
>> HE SAID HE WAS KIND OF FOR 
THE IRAQ WAR. 
>> Reporter: STERN SAYS THE FLOP
IS GOOD PROMOTION FOR THE SHOW 
AND EXPERTS SAY IT DEFINITELY 
DOESN'T HURT. 
>> THIS IS HOWARD STERN, A 
CELEBRITY, TALKING TO ANOTHER 
CELEBRITY, BECAUSE -- BECAUSE 
DONALD TRUMP WAS A CELEBRITY, 
THAT'S WHAT HE WAS -- ABOUT THE 
BASIC THING INCLUDING HIS SEX 
LIFE. 
>> Reporter: REPORTERS KEEP 
FINDING MORE HIGHLIGHTS IN 
STERN'S ARCHIVES, JUST TWO 
FAMOUS NEW YORKERS SHOOTING THE 
BREEZE.
AFTER PURCHASING THE MISS USA 
PAGEANT IN 19 NE97, HE SAID HE 
WOULD MAKE THE -- 
>> BATHING SUITS TO BE SMALLER 
AND THE HEELS TO BE TALLER.
>> NOW THEY'RE BOTH NEWS MAKERS 
AND STERN IS ORDERED AS ONE OF 
THE BEST BROADCAST INTERVIEWERS.
THE GUEST HE WANTS NOW
