Roosevelt, Kennedy, Johnson, Nixon, Ford, Reagan worn Rolex Day Date.
Some sources say that President Eisenhower was actually given a Datejust (not Day-Date) with the presidential style bracelet.
JFK’s one was a gift from Marilyn Monroe in 1962.
That is why The Day Date earned the nickname the "President"
President Bill Clinton only wore the Timex while in office, and then proceeded to unveil his extremely sizable watch collection upon his retirement.
He owns at least three Kobolds-limited-edition watches from a tiny company in Pittsburgh that has attracted such buyers as actor James Gandolfini and newsman Brian Williams. Kobolds start at $2,850. Clinton has also been spotted wearing a Cartier Santos-Dumont ($12,600), a Panerai Luminor ($13,000), and a Roger Dubuis Much More ($62,000).
Clinton Foundation Equation of Time
More impressively, Clinton actually launched a limited edition watch with legendary watch maker Audemars Piguet called the "Jules Audemars-Clinton Foundation Equation of Time". Only 42 of them were ever created and they sold for between $98,000 and $137,000. A significant portion of the proceeds went to the Clinton Global Initiative, total roughly $3 million.
It has also been reported the sitting President George W. Bush was given a $13,000 Franck Muller by Silvio Berlusconi, but only wears it on special occasion. So that he will have a spare watch other than his Timex.
Vladimir Putin (Former Russian President) wears a PP Perpetual Calendar. Putin's Perpetual Calendar features a self-winding movement, with a leather band, that retails for approximately $60,000.
Italian Prime Minister Silvio Berlusconi wears the most expensive watch worn by a foreign head of state: a Vacheron Constantin Patrimony Minute Repeater Perpetual Calendar. This manual movement timepiece has a 37mm platinum case, leather strap, and multiple complications including: Minute Repeater, Moonphase, and Perpetual Calendar, and retails for an astounding $540,000.