First Times of the Rich and Famous

First Times of the Rich and Famous


Milton Berle (Actor, Comedian)

Claims to have lost his virginity at age 12 to a showgirl who caught him snooping in her dressing room. He states “I think the whole thing lasted two seconds.”

Mariah Carey

Says she was a virgin until she was 23. The singer says she lost her virginity to Sony Music Chief, Tommy Mottola, on their wedding night. Think Tommy bought that one?

Asia Carrera (Porn Star)

Asia claims her first sexual experience was with a girl at age 8. She then lost her virginity at age 14 to a 15 year old boy in a car. As a side-note, the brainy adult star is a self-professed “math nerd” as well as a member of MENSA.

Cher (Singer, Gay Icon)

Cher had a one-night stand with Warren Beatty when she was an unknown 16 year old and he was 25.

Chloe (Porn Star)

The actress lost her virginity at age 11. The same year ripped her clitoris in a freak gymnastics accident and was told by doctors that she would never enjoy a fulfilled sex life. Later, Chloe learned how to have orgasms through anal and vaginal stimulation which helped propelled her porn career.

Sean Connery (Actor)

“The world’s sexiest man” claims to have lost his virginity when he was 8 years old. And if you actually buy James Bond’s story consider how long it takes an 8 year old to open a can of tuna much less squire and bed down a playmate.

Vanessa Del Rio (70’s Porn Star)

The porn queen from the Bronx lost her virginity at age 16 in the balcony of a porno theater with her 18-year-old boyfriend.

Colin Farrel (Actor and former “friend” of Britney)

The actor lost his virginity at 15, after meeting an Australian woman at a gay nightclub. Some 20 years his senior, she took him home and produced a basket full of condoms and asked him to choose one. It wasn’t Cher (but if she could turn back time she would find a way.)

Carrie Fischer (Star Wars Actress)

Reports that Warren Beatty repeatedly offered to “relieve her of her virginity” at age 17 on the movie set of Shampoo. She declined. 

Janeane Garofalo

Janeane lost her virginity when she was 21 years-old to her college boyfriend.

Robin Givens (Actress)

The ex-wife of Mike Tyson admits she lost her virginity to Eddie Murphy. The glorious union did not produce offspring, and the world breathed a sigh of relief at having been spared one more reality show.

Jerry Hall (Model)

Jerry once revealed the curious source of her first orgasm: Her friend Flicka.  "It was really cold and there was ice on the ground," she recalled. "I wanted to get warm so I opened my coat and lay over my horse. To get warm. It just happened. I was very lucky." After Jerry’s horse-humping stage she lost her virginity at age 14 to a rodeo bull rider who also deflowered her girlfriend.

Dustin Hoffman (Actor)

The star told an Australian publication that he lost his virginity at 15 by making believe he was his brother when he was in a darkened room. In what sounds suspiciously like a “Three’s Company” plot,  Dustin revealed that the young woman wanted to make love to his older brother, and when she asked Dustin if he was the brother, Dustin said “yes” in his brother's voice-so he could get laid. Afterward, when the woman saw his face and realized what happened, she screamed. 

John Holmes (Porn Star)

In classic porn style, Johnny Wad lost his virginity at age 12 to the 36 year old mother of a friend.

Billy Idol (Singer)

Lost his virginity at age 11 to the song “Mony, Mony”. He later covered the song in 1980.

Anthony Kiedis (Red Hot Chili Peppers)

According to Anthony’s autobiography “Scar Tissue,” the singer lost his virginity at the age of 12 to his father's girlfriend (with his father’s permission) Quote, “Dad, can I have my first sexual experience with your girlfriend?”… “Sure Son!” 

Lisa Kudrow (Actress)

The star of “Friends” says she lost her virginity at age 31, on her wedding night. Just let that sink in. 


Jack Lemmon (Actor)

According to Jack, the first time he made love he was upside down-and had a foot caught in the seat of his car.

Rebecca Lord (Porn star)

The French porn princess lost her virginity to her current husband.

Shirley Manson (Lead singer of Garbage)

Says, “I was 15 and it was with an older man I was absolutely besotted with, so I was very willing. Unfortunately, it was a nothing experience, in his friend's super low-fi bachelor pad with dirty pants and half-eaten bowls of cereal around the bed. It lasted 40 seconds. And I remember the words 'Is that it?' spinning around my head, cos, if that's what it's all about, someone has been telling me fibs." 

Alanis Morissette

According to the Howard Stern show, Dave Coulier who played Joey on “Full House” deflowered Alanis when she was 19. Dave is also said to have inspired the song “You oughta’ know”.

Iggy Pop (Singer)

In a refreshing display of honesty, Iggy admits he lost his virginity late in life. “The summer I was twenty”, he says. “I was old. People are like, yeah, he probably lost it at ten, eleven. No, I was older. It wasn’t so great. It wasn’t, like, a winner.”

Evita Peron

Before she achieved world fame as the glamorous and influential wife of Argentine president Juan Peron, lost her virginity at age 14 with tango singer Jose Armani.

Lisa Marie Presley (Actress, Famous Daughter)

Lisa told Howard Stern that she had lost her virginity at 15 to a drug dealer. After she turned her life around, clean living and Scientology propelled her into brawny arms of handsome lothario, Michael Jackson. 

Jamie Pressly (actress, Model)

Jamie told Howard Stern that she lost her virginity at the age of 14, but at such a young age she complained it wasn't a good experience as she was 'too tight' and the guy she was with 'never finished'.

The Rock (Wrestler, Actor)

Lost his virginity at 14 to an 18 year old girl in a certain park in Hawaii where he grew up. He now requires a “moment of silence” when driving friends through the same park.

Jerry Stahl (Writer)

Confessed to losing his virginity “to a hot-breathed waitress who took me to a Popeye’s Chicken stockroom on a school trip to Sea World.” 

Oliver Stone (Director)

Oliver Stone has revealed his father, a Wall Street Financier, took him to a prostitute to lose his virginity. He states "For me it was great." (No statement available from said prostitute.)

Gene Simmons (Kiss’s Lead Tongue)

The "Prince of Darkness" claims to have lost his virginity to a housewife on his paper route at age 13. 

Stuart Townsend (Actor)

The Irish star, (a devout Catholic who once dragged his Mother to church) lost his virginity on an exchange trip to France to a married woman who kept a whip hanging over her bed. 

Steven Tyler (Aerosmith)

The Aerosmith rocker lost his virginity to a prostitute at the tender age of 15 but had to wait until three of his pals had finished with her. He recalls, "By the time I got there, she was very loose and very wet. It was such a nasty experience. I had to wash my penis in the sink.” 

Alex Van Halen (Drummer)

Alex claims to have lost his virginity one night after a gig at the ripe Rock-God age of nine.

Gore Vidal (Writer)

When asked whether his first time was with a man or a woman his reply was “I was too polite to ask”.

Brooke Shields (Actress)

The actress lost her virginity to fellow actor (TV’s Superman) Dean Cain, while they were both attending Princeton University. 

Jerry Springer (Talk Show Host)

In case you were wondering, Jerry claims to have lost his virginity at age 17 in New Orleans with a $10.00 hooker.

Ike Turner (Singer)                                                                                                                                                 

The former husband of singing sensation Tina Turner claims he lost his virginity to a 45-year-old-woman when he was just a child - and insists he wasn't in love.The lusty lothario says, "She was neighbour named BOOZEY OWENS. It wasn't love - it was sex."

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