Updated Sept. 25, 2017: Anthony Weiner was sentenced Monday, to 21 months in prison for "sexting" a 15-year-old girl.

The Chicago Tribune reported that Weiner dropped his head into his hand as he stood in court when the sentence was announced.

Prosecutors had been seeking a 21 to 27-month sentence.

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FBI sources said Friday that new emails, which “appear be pertinent” to the investigation into Hillary Clinton’s use of a private email server, were discovered during an investigation into allegations of sexting with a minor made against former Congressman Anthony Weiner.

The FBI is investigating Weiner, who is the estranged husband of Clinton’s longtime aide Huma Abedin, on charges he sent illicit texts to a 15-year-old girl in North Carolina.

It’s not the first time Weiner has been the center of a “sexting” scandal.

FBI director James B. Comey informed members of Congress on Friday via a letter that emails had surfaced in a case that “appear to be pertinent to the investigation” of Clinton's use of a private email server.

According to the New York Times, the e-mails were contained on four electronic devices seized from Weiner and Abedin, and it was those emails that led the FBI to re-open its investigation into Hillary Clinton.

So who is Anthony Weiner and what are his connections to Bill and Hillary Clinton? Here’s what we know about him.

  • Weiner was born and raised in New York City. He served the New York's 9th congressional district from January 1999 until June 2011, when he resigned after a sexting scandal was made public.
  • Weiner is married, but separated from, Hillary Clinton's top aide, Abedin. The couple were married in July 2010 by former President Bill Clinton. Their reception was held at the Clinton's home.
  • The couple has a 4-year-old son.
  • Weiner resigned as a New York congressman in 2011 after he sent photos of himself, clad only in underwear, to 40,000 Twitter followers, when he was trying to send the photo to a woman. That was the first of his sexting scandals.

Here is a look at all of his known sexting incidents.

May 31, 2011

Weiner accidentally posted a photo of himself clad only in his underwear to 40,000 Twitter followers instead of the 21-year-old woman he intended the photo to go to. The woman, Gennette Cordova, said she had never met Weiner. Weiner said his Twitter account was hacked and that he did not send the photo.

June 6, 2011

Days later, Weiner recanted his hacking story and admitted he sent the photo. He said he had sexted with six women over a three-year period. “I have done things I deeply regret. I apologize to my wife and our families. I’m deeply ashamed,” Weiner said.

June 11, 2011

Five days later, amid calls for him to resign, Weiner took a leave of absence from Congress to “seek professional treatment.”

June 16, 2011

Weiner announced his resignation from Congress.

July 23, 2013

Weiner again admits that he has been sexting was a woman as he is in the middle of a campaign for mayor of New York.

July 26, 2013

Some reports say Weiner’s wife, Abedin, is considering leaving him. Weiner loses the election.

May 20, 2016

The documentary “Weiner” is released. It shows the couple in some of their worst moments during the mayoral campaign, including when one of the women he sexted shows up at a campaign event.

Aug. 28, 2016

A photo of Weiner on a bed with his sleeping son by his side is published on the front of the New York Post. Weiner again is clad only in underwear. The story says he was sexting with a 15-year-old North Carolina girl at the time. According to the story, Weiner had referred to his son as a "chick magnet."

Abedin announces the next day that she and Weiner are separating.

In the week after the latest revelation, a child-welfare agency announced its investigating Weiner after it was revealed that he sexted explicit photos of himself that also showed his 4-year-old asleep next to him.