Heidi Fleiss: Dating History & Exes

Heidi Fleiss profile photo

Heidi Fleiss is a 59-year-old American Person from Los Feliz, California, USA. She was born on Thursday, December 30, 1965. Is Heidi Fleiss married or single, and who is she dating now? Let’s find out!

As of 2025, Heidi Fleiss is possibly single.

RELATIONSHIP DETAILS BELOW

Heidi Lynne Fleiss is an American former madam, and also a columnist and television personality regularly featured in the 1990s in American media. She ran a prostitution ring based in Los Angeles, California, and is often referred to as the “Hollywood Madam”. She grew up in Los Angeles with her step sisters.

Real Name
Heidi Lynne Fleiss
Profession
Person
Place of Birth
Los Feliz, California, USA
Date of Birth
December 30, 1965 (age 59)
Birth Sign
Capricorn
Nationality
American
Ethnicity
White
Marital Status
Single
Sexuality
Straight
Children
no
Religion
Jewish

Fun Fact: On the day of Heidi Fleiss’s birth, "The Sounds of Silence" by Simon and Garfunkel was the number 1 song on The Billboard Hot 100 and was the U.S. President.

Heidi Fleiss’s Boyfriend

Heidi Fleiss is single. She is not dating anyone currently. Heidi had at least 10 relationship in the past. Heidi Fleiss has not been previously engaged. She has been in relationships with Dennis Hof and Tom Sizemore. According to our records, she has no children.

Heidi Fleiss Boyfriend

Like many celebrities and famous people, Heidi keeps her personal and love life private. Check back often as we will continue to update this page with new relationship details. Let’s take a look at Heidi Fleiss past relationships, ex-boyfriends and previous hookups.

Heidi Fleiss’s birth sign is Capricorn. They are very romantic and too emotional. Although they fail to express themselves, they think and work out a solution for problems in relationships. They are not the ones who give up easily. The most compatible signs with Capricorn are generally considered to be Taurus, Virgo, Scorpio, and Pisces. The least compatible signs with Capricorn are generally considered to be Aries and Libra. Heidi Fleiss also has a ruling planet of Saturn.

Past Relationships

Heidi Fleiss has been in relationships with Tom Sizemore (2000 – 2002), John Enos III (1999), Frank Sinatra Jr. (1994), Ivan Nagy (1988), Charlie Sheen (1988), Bernard Cornfeld (1984 – 1988), James Caan and Michael Madsen. She has not been previously engaged. We are currently in process of looking up more information on the previous dates and hookups.

Heidi Fleiss Biography

Heidi Fleiss was born on the 30th of December in 1965 (Generation X). Generation X, known as the "sandwich" generation, was born between 1965 and 1980. They are lodged in between the two big well-known generations, the Baby Boomers and the Millennials. Unlike the Baby Boomer generation, Generation X is focused more on work-life balance rather than following the straight-and-narrow path of Corporate America.
Heidi’s life path number is 9.

Heidi Fleiss is popular for being a Person. Former Madame who ran an illegal high class brothel in the Los Angeles area that was exclusive to famous celebrities. She was known to have had Charlie Sheen as a client. Heidi Lynne Fleiss attended John Marshall High School, Los Angeles, CA and Valley College, Santa Monica College.

Heidi Fleiss is turning 60 in

Heidi was born in the 1960s. The 1960s was the decade dominated by the Vietnam War, Civil Rights Protests, Cuban Missile Crisis, antiwar protests and saw the assassinations of US President John F. Kennedy and Martin Luther King Jr. It also marked the first man landed on the moon.

The 59-year-old American was born in the Year of the Serpent and is part of Generation X

According to Chinese Zodiac, Heidi was born in the Year of the Serpent. People born in the Year of the Snake are a symbol of wisdom and wit, often seen as humorous and gifted in literature and art. However, the snake can be overly suspicious, which makes them a bit paranoid.

Heidi Fleiss Facts

What is Heidi Fleiss marital status?

Single

Is Heidi Fleiss gay?

Straight

Does she have any children?

Heidi Fleiss has no children.

Is Heidi Fleiss having any relationship affair?

According to our records, no.

Was Heidi Fleiss ever been engaged?

Heidi Fleiss has not been previously engaged.

How rich is Heidi Fleiss?

Discover the net worth of Heidi Fleiss on CelebsMoney

Heidi Fleiss’s birth sign is Capricorn and she has a ruling planet of Saturn.

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