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Jenna Jameson Then and Now: Former model's remarkable evolution through the years

Jenna Jameson's foray into mainstream pop culture began with a minor role in Howard Stern's 1997 film 'Private Parts'
PUBLISHED OCT 24, 2023
Jenna Jameson is an iconic former model and actress (Evan Agostini/Getty Images, John M Heller/FilmMagic, @jennacantlose/Instagram)
Jenna Jameson is an iconic former model and actress (Evan Agostini/Getty Images, John M Heller/FilmMagic, @jennacantlose/Instagram)

From iconic model to working with cognitive therapist, the challenging evolution of Jenna Jameson

Jenna Jameson has reportedly earned the title of 'The Queen of Porn' (Eric Robert/Sygma/Sygma via Getty Images, @jennajameson/Instagram)
Jenna Jameson is a former model (Eric Robert/Sygma via Getty Images and @jennajameson/Instagram)

Jenna Marie Massoli, better known by her professional name Jenna Jameson, is a former Playboy model who made her mark as a businesswoman, author, and TV personality, according to CNN. Her notoriety, however, concealed a severe illness that prevented her from walking in 2022, Hollywood Life reported. Jameson had already shared her weight loss struggles in public and started a life-changing journey in April 2017 after giving birth to her daughter Batel Lu. She also reportedly followed a low-carb, high-fat diet and shed almost 80 pounds (36.3kg). Today, Jameson feels better, albeit not entirely, but has more hope for the future. She claims that being on a ketogenic diet and seeing a cognitive therapist has given her more energy. Let's explore the former model’s remarkable transformation!

1993 to 1997: Jenna Jameson forays into acting

PARIS: 1997 HOT D'OR AWARDS AT THE LIDO (Photo by Eric Robert/Sygma/Sygma via Getty Images)
Jenna Jameson received the 'Top Newcomer' title in 1993 (Eric Robert/Sygma/Sygma via Getty Images)

Jenna Jameson reportedly embarked on her career in videos in 1993, following her prior experience as a glamour model. In 1996, she was awarded the 'Top Newcomer' title by all three prominent organizations. Since then, she has garnered over 35 accolades and has been honored with inductions into the esteemed XRCO and AVN Hall of Fame. Jameson's foray into mainstream pop culture began with a minor role in Howard Stern's 1997 film 'Private Parts'.

2000 to 2003: Jenna Jameson continues starring in films

 2003 may 1 (Photo by Steve Grayson/WireImage)
Jenna Jameson pictured on May 1, 2003
 (Steve Grayson/WireImage via Getty Images)

Jenna Jameson established ClubJenna, an entertainment company, in 2000 alongside Jay Grdina, whom she later married and divorced. Initially, the business consisted of a single website, but it soon expanded to manage similar websites for other celebrities. The former model enjoyed a notable career from 2001 to 2003. During this period, she worked on various projects, including 'Briana Loves Jenna', 'Deep Inside Jenna', 'My Plaything: Jenna Jameson', and 'I Love Lesbians 10' in 2001. In 2002, she appeared in multiple films such as 'I Dream of Jenna', '3 Into Jenna Jameson', 'Up Close & Personal: Ashlyn Gere', and 'Young Jenna'. Additionally, she starred in 'The Masseuse', a production by Vivid/ClubJenna. Continuing her work in 2003, Jameson featured in films like 'Where the Boys Aren’t 16: Dark Angels', 'Where the Boys Aren’t 17', and 'Udderly Ridiculous'.

2004: Jenna Jameson releases autobiography

Jenna Jameson during
Jenna Jameson during the 'G-Phoria - The Award Show 4 Gamers' at Shrine Exposition Center in Los Angeles, California, United States (Jon Kopaloff/FilmMagic)

In 2004, Jenna Jameson achieved significant milestones in her career. She published her highly successful autobiography which quickly gained popularity and remained on The New York Times Best-Seller list for six consecutive weeks. Additionally, she actively participated in various film productions, including notable titles such as 'Jenna Uncut & Uncensored', 'Tougher Love', 'Camera Sutra', '5 Star Jenna Jameson', and 'Bella Loves Jenna', among others. During the same year, there was speculation among fans about Jenna's potential rhinoplasty as her lips reportedly appeared to have become more prominent.

2005: Jenna Jameson's alleged cosmetic surgery

Adult film star Jenna Jameson participates in the 2005 AVN (Adult Video News) Awards on January 8, 2005 at the Venetian Hotel in Las Vegas, Nevada. (Photo by Evan Agostini/Getty Images)
Jenna Jameson at the 2005 AVN Awards on January 8, 2005, at the Venetian Hotel in Las Vegas, Nevada (Evan Agostini/Getty Images)

In January 2005, there was speculation that Jenna Jameson had undergone a cosmetic procedure to enhance her cheekbones, which appeared to be well-defined. Later that year, when she dyed her hair darker, her disproportionately large lips became even more noticeable.

2006 to 2009: Jenna Jameson comes out as bisexual

Jenna Jameson attends the 24th Annual Cedars-Sinai Sports Spectacular at the Hyatt Regency Century Plaza on June 7, 2009 in Century City, California. (Photo by John M. Heller/FilmMagic)
Jenna Jameson attends the 24th Annual Cedars-Sinai Sports Spectacular at the Hyatt Regency Century Plaza on June 7, 2009, in Century City, California (John M Heller/FilmMagic)

In 2006, Jenna Jameson was a dazzling blonde! The structure of her face appeared completely altered, with her cheekbones standing out progressively more. A 2007 report from NY Daily News suggested that Jameson apparently "underwent" vaginoplasty. She was married to Jay Grdina from 2003 to 2007. In 2004, Jameson publicly identified as bisexual. However, in a 2008 interview with Fox News, she declared herself as "totally hetero," as per New York Post.  In March 2009, the former actress who had larger lips, cheekbones, and bangs, gave birth to twin boys with UFC icon Tito Ortiz.

2010 to 2014: Jenna Jameson's tattooed arms

(@jennacantlose/Instagram)
Jenna Jameson got several tattoos on her arms in 2014 (@jennacantlose/Instagram)

Jenna Jameson's father reportedly died in 2010 due to complications following triple bypass surgery. On May 25, 2012, the former model was arrested in Westminster, California, and charged with three misdemeanor counts -- driving under the influence of alcohol or other drugs, driving with a blood-alcohol level over the state legal limit, and driving on a suspended license -- after her Range Rover struck a light pole, according to Daily News. She started working as a webcam model in 2013 despite the fact that she no longer appeared in movies. Jameson also got several tattoos by 2014 that entirely covered both of her arms which fans praised as "dope." 

2015 to 2018: Jenna Jameson loses weight

(@jennacantlose/Instagram)
Jenna Jameson posted a before-and-after photo on Instagram, showcasing her transformation (@jennacantlose/Instagram)

In 2015, Jenna Jameson converted to Judaism and planned to marry Lior Bitton. Channel 2 announced a reality TV series about her conversion. In 2016, she announced her pregnancy, and they welcomed their daughter Batel. Jameson followed a remarkable diet, losing 80 pounds and feeling "fantastic" in November 2018. In that same year, the model posted a before-and-after photo on Instagram, showcasing her transformation. She even shared the tips that "helped her lose weight."

2020: Jenna Jameson's 'different' look 

(@jennacantlose/Instagram)
A fan said that Jenna Jameson 'looks different' now (@jennacantlose/Instagram)

Jenna Jameson embarked on her journey for a year and a half, losing around 80 pounds on a low-carb, high-fat diet. She shared her success on Instagram, stating that it is possible to gain weight in thighs and butts without a thick midsection. Jameson also revealed that she moved to Hawaii with her daughter and Lior Bitton in May 2019, and expressed hopes for peace between herself and her husband Ortiz for the sake of their children. In 2020, Jenna uploaded a photo of herself and wrote, "The look you get when you know #keto starts tomorrow." A fan commented on the post that the former model "looks different."

2022: Jenna Jameson's mysterious illness

(@jennacantlose/Instagram)
Jenna Jameson announced on January 12, 2022, that she had Guillain-Barre syndrome (@jennacantlose/Instagram)

Jenna Jameson declared on January 12, 2022, that she had Guillain-Barre syndrome, CNN reported. The globally recognized former model subsequently disclosed that her condition had been misdiagnosed. She said that she has grappled with a mysterious illness exhibiting a range of symptoms over the years.

2023: Jenna Jameson gets married

(@jennacantlose/Instagram)
Jenna Jameson (R) married social media influencer Jessi Lawless (L) in an intimate ceremony in Las Vegas on May 23 (@jennacantlose/Instagram)

Jenna Jameson, who was hospitalized for a year due to a mysterious illness, regained her ability to walk and exercise regularly. After nine months, she took her health into her own hands, following a holistic approach by including a healthy diet and cognitive therapy, as per Fox News. Jameson married her girlfriend and social media influencer Jessi Lawless in an intimate ceremony in Las Vegas on May 23, 2023.

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