Rudy Giuliani, the former New York City mayor who's now a personal lawyer for President Donald Trump, speaks to the media in May 2018.
A young Giuliani is seen in the second row, third from right, in this high school yearbook photo from 1960. Giuliani is posing with other members of the weightlifting team at New York's Bishop Loughlin Memorial High School.
Giuliani and his second wife, Donna, hold their newborn son Andrew in 1986. At the time, Giuliani was US attorney for the Southern District of New York. Before that, he was associate attorney general of the United States. That's the third-highest position in the Department of Justice.
Giuliani, left, holds two vials of crack cocaine he bought while working undercover in July 1986. With him are US Sen. Alphonse D'Amato, right, and Benjamin Bear, chairman of the U.S. Parole Commission.
Giuliani greets US President George H.W. Bush and first lady Barbara Bush at a Wall Street heliport in September 1989. Giuliani, who had resigned as US attorney, was running for mayor of New York. He lost a close race to David Dinkins that year, but the two would face off again four years later.
Giuliani hugs his wife, Donna, after defeating Dinkins in a rematch in 1993.
Giuliani is sworn in as New York City's mayor in January 1994. Joining him are his wife, Donna, and their children, Andrew and Caroline.
Giuliani, right, is dressed in drag while singing with Julie Andrews at an Inner Circle dinner in March 1997. The annual event is where New York City's journalists satirize city, state and national politics. Giuliani's act was a rebuttal to the Inner Circle's play entitled Citizen Pain.
Giuliani laughs as Regal the beagle sings to Dean Martin's "That's Amore" during a mayoral news conference in September 1997.
Giuliani celebrates his re-election in 1997. He was widely credited with New York's revitalization during the 1990s, when crime dropped significantly and the economy boomed.
Giuliani shares a laugh with US Sen. Mitch McConnell at a Republican fundraiser in Washington in April 1999.