Married former Mayor Bill de Blasio, who was spotted in a prolonged public smooch session with a mystery woman last week, is not the only recent New York mayor to have an unconventional love life.
New York City’s four living mayors have now all been tied to multiple female romantic partners, and all are currently unmarried or, in de Blasio’s case, separated.
Here’s a look at the women tied to the last four denizens of Gracie Mansion:
Rudy Giuliani, 79, served two terms as mayor, from 1993 to 2001, but the Republican former federal prosecutor whose gone from “America’s Mayor” to facing charges in Georgia has been married three times. His first marriage came at the age of 24, after he had reportedly considered joining the priesthood.
Regina Peruggi was Rudy Giuliani’s first wife – and second cousin. The duo had known each other since childhood and eloped in 1968, when the Bronx native was just a teenager.
They separated in 1976 and divorced six years after that.
The marriage yielded no children and was eventually annulled by the Church, reportedly after Giuliani learned that they were related.
Peruggi went on to serve as president of Marymount Manhattan College and Kingsborough Community College.
As his marriage to Peruggi faltered, Giuliani began living with Donna Hanover, a recently divorced TV news anchor in Miami.
The couple were married in 1984, after Hanover had moved to the city and gotten a job on the WPIX anchor desk.
Hanover quit her journalism work five years later after being elevated as first lady. Their relationship came to an only-in-New-York ending when she learned she was being divorced by the Republican at a 2000 mayoral press conference.
The spurned wife claimed that Giuliani had been having an affair with his former top aide Cristyne Lategano, claims both she and the mayor denied.
The former couple have two children together, Andrew, a former GOP gubernatorial hopeful and Caroline, a filmmaker and Democratic activist.
As Giuliani’s second marriage dissolved, he had begun dating Judith Nathan, a twice-divorced nurse.
The couple married in 2003, and Judith famously served as an advisor and fundraiser for Giuliani’s ill-advised run for the White House in 2007 and 2008.
The third time was not a charm for either party, however. Judith filed for divorce in 2018 and accused the former mayor of having an affair with New Hampshire hospital administrator Maria Rosa Ryan, a claim he denied.
“My husband’s denial of the affair with the married Mrs. Ryan is as false as his claim that we were separated when he took up with her,” Nathan told The Post.
Michael Bloomberg, 81, entered politics after already making billions at his financial information company Bloomberg LP. By the time he was elevated to City Hall, he was a divorced father of two adult daughters.
Bloomberg came into office with the support of his ex-wife Susan Brown, who sat in the front row of his 2002 inauguration.
The British-born Brown married the media mogul in 1975 but “pushed for a divorce [in 1996] because he was working all hours of the day and night,” she once told The Post.
The pair have two daughters, Emma and Georgina, a world-class equestrian.
After parting with Brown, the Democrat-turned-Republican-turned-Independent-turned-Democrat again shacked up with Diana Taylor in 2000, a business executive who had worked in the administration of former Gov. George Pataki.
Taylor was known as the city’s unofficial first lady during Bloomberg’s three terms, even though the couple never tied the knot.
As Bloomberg embarked on a dark horse presidential bid in 2020, Taylor came to his defense when political opponents accused him of sexually harassing his employees before he took public office.
“In none of them was he accused of doing anything other than saying something nasty to a woman. That is not who he is. Life has changed,” she said.
The couple remains together to this day.
The 62-year-old de Blasio met his estranged wife Chirlane as they both worked in the 1990s at City Hall for Mayor David Dinkins, who was the last mayor to be married for life, having spent 67 years with his wife Joyce, until her death at 89 in Oct. of 2020 (he would die one month later.)
De Blasio took office on the arm of Chirlane McCray, who is seven years his senior.
In the 70s, McCray had published an essay called “I Am a Lesbian” in Essence magazine, but she was eventually won over by the Democrat after they both worked at City Hall for Mayor David Dinkins in the early 90s.
McCray emerged as one of the most influential first ladies in the city’s history, spearheading mental health reform and launching the ThriveNYC and NYC Well platform to combat psychological problems and substance abuse.
The pair married in 1994 and have two children, Chiara, 28 and Dante, 26.
Over the summer, she and de Blasio made the unusual move of telling The New York Times that they would split up and start dating other people while continuing to remain married and live together.
In the interview the ex-mayor said the break up came after he asked his wife at home, “Why aren’t you lovey-dovey anymore?”
Mystery Make Out Woman
After his conscious uncoupling with McCray, de Blasio dove back into the dating pool as he was seen smooching a mystery woman at the Big Apple’s Empire Rooftop bar last Friday night.
The identity of the woman was unknown, and de Blasio was no kissing and telling when reached by the Post Wednesday. The only hint of his feeling was the big grin he was wearing when approached by a reporter.
Eric Adams, 63, is the first mayor since Ed Koch to have never married — and despite being known for loving New York’s nightlife, he has kept his private life mostly quiet.
Unlike his immediate predecessors, Adams is a lifelong bachelor. He has a son, Jordan Coleman, 28, with Chrisena Coleman, a reporter and filmmaker.
Coleman also authored two books in the 90s geared towards black women: “Just Between Girlfriends” and “Mama Knows Best.”
The “nightlife mayor” is known to hit Gotham hotspots into the wee hours, but he is in a domestic relationship with Department of Education administrator and New Jersey resident Tracey Collins, who largely avoids attending public events with Hizzoner.
Collins did take a step into the limelight when she accompanied Adams to the Met Gala last year.
“She gets up at dawn to run the largest school system in the United States,” Adams, 61, wrote of his longtime girlfriend in his 2020 vegan lifestyle book, “Healthy at Last: A Plant-based Approach to Preventing and Reversing Diabetes.” He noted that Collins typically worked “12 hours a day. She never gets a break.”
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