She was first thrust into the spotlight back in 2001 when she was the girlfriend of then-England manager Sven-Goran Eriksson, who was 14 years her senior.
But in the years that have passed since, Nancy has revealed that as she has gotten older, her tastes in men have shifted to more of a younger variety.
Sven-Goran Eriksson felt Nancy was “too demanding”
Sven-Goran Eriksson came out many years after their relationship about how he “tired” of Nancy, and that he found her to be “too demanding.”
In a book released in 2013, the former England manager described how he met the Italian lawyer in the autumn of 1997 while having dinner at an Italian spa.
They got on well, and subsequently Dell’Olio invited Eriksson to a string of dinner parties, and always wanted to sit next to him.
And in turn, Sven invited her and her husband at the time to his 50th birthday party in 1998, where their affair began.
“During another dinner at Nancy’s, we found ourselves alone in the room at one point. She asked me when I was going to invite her out for lunch. Whenever she wanted, I said.
“‘Tomorrow,’ she decided. ‘How about at your place?’ There was no doubt where that was going to lead. In the end, I don’t know if we ate much lunch – maybe some toast. But Nancy had not come over for the food.”
According to a Telegraph article: “The football manager and former player said he felt guilty about the breakdown of Miss Dell’Olio’s marriage and secretly agreed to Mr Mazza taking his estranged wife on a trip abroad in a bid – apparently unsuccessful – to win her back.
“By the time Eriksson, who has two children with his former wife Anki. was appointed as the first foreign England manager in 2001 he had fallen out of love with Miss Dell’Olio, he says, claiming she was ‘just too demanding’.
“His frank comments come after it emerged that he had settled a seven-year dispute with Miss Dell’Olio over a £2.7 million flat in central London.
“Eriksson bought the flat in 2005 and Miss Dell’Olio had been living there since they separated in 2007.
“Miss Dell’Olio, who is also a lawyer, eventually moved out of the flat in April following an agreement that she would receive Eriksson’s beach house in Italy and £175,000 from the sale of the flat, he said.”
Nancy Dell’Olio on dating younger men instead of older men
The Italian lawyer, 56, spoke to Hello! Magazine and revealed that the change happened because she believes that she is getting “younger and younger.”
She explained that her previous relationships with men that were the same age as her or older were fuelled by what she described as a need for “security and stability.”
She said: “Now, I find myself in situations where younger men are attracted to me, maybe because I get younger and younger. I call myself the female Peter Pan.”
She also revealed that since turning 50, her love life has never been better.
She said: “After 40, women are in complete control and you know exactly what you want and what you don’t.”
She also added that she feels today’s 30-something men are much more mature than when she herself was in her 30s.
She added: “They are more in touch with their emotions and they’re not scared of women, maybe because their mothers are different women and we are living in a different world”
Nancy was married to Giancarlo Mazza, who was 27 years her senior, when she met Sven-Goran Eriksson. She ended her marriage after becoming close to the former England boss.
The pair remained together for a decade, and Nancy said that she was attracted to Eriksson because of his “richness of life experience.” But their relationship hit the rocks when she discovered about his string of affairs.
Nancy believes women learn more about what they want with age
Nancy now claims now to have never been happier, and also said that with age women learn what they do want and what they don’t want.
She believes that through her own life experience, she now knows how to better identify the mature young men to whom she is attracted.
Last year, she enjoyed a romance with the Italian aristocrat Flavio Nappi who was more than 20 years her junior.
However, Nancy recently sparked controversy when she suggested that British women, of all ages, do not make enough of an effort to look sexy.
The former Strictly Come Dancing star insisted that all women should make more effort with their appearance.
“I do in general, from age 18 sometimes. Some people they are born old, some people they never get old,” she said.
The glamorous 56-year-old has said that she believes that her appearance shaves 20 years off her age, and she also said that some women who are “born old” should star to make an effort with their appearance sooner rather than later.