(1995 Results)
  1. Lindsay Lohan, Side Boob

    Lindsay Lohan Skips Bra, Flashes Major Side Boob on Way to Mom's House

    Fri., Sep. 13, 2013 5:37 PM PDT
  2. Lindsay Lohan, Dina Lohan, Mugshots

    Mother-Daughter Mug-Off: See How Dina Lohan's Mug Shot Stacks Up to Lindsay's

    Fri., Sep. 13, 2013 12:14 PM PDT
  3. Lindsay Lohan, Kirsten Dunst

    Lindsay Lohan Instagrams Epic Throwback Thursday Photo With Kirsten Dunst—See the Pic!

    Fri., Sep. 13, 2013 10:32 AM PDT
  4. Dina Lohan Mugshot

    Lindsay Lohan's Mom Dina Lohan Arrested for DUI: See Her Mug Shot

    Fri., Sep. 13, 2013 9:09 AM PDT
  5. Lindsay Lohan, Ali Lohan

    Lindsay Lohan Shows Off Healthy Curves and Cleavage at New York Fashion Week

    Thu., Sep. 05, 2013 12:28 PM PDT
  6. Robin Thicke, Miley Cyrus

    Best of Summer: TV's 6 Most Shocking Moments!

    Mon., Sep. 02, 2013 12:30 PM PDT
  7. Lindsay Lohan

    Lindsay Lohan Explains Why She Didn't Attend Venice Film Festival

    Sat., Aug. 31, 2013 7:12 PM PDT
  8. Lindsay Lohan, Oprah

    Lindsay Lohan's Venice No-Show: Canyons Director Calls Out "Talented but Unpredictable" Star

    Fri., Aug. 30, 2013 1:22 PM PDT
  9. Lindsay Lohan

    Lindsay Lohan Gets the Boot! Actress Keeps It Basic in Black While Shopping for Shoes

    Tue., Aug. 27, 2013 9:42 AM PDT
  10. Meryl Streep, Lindsay Lohan

    Brunette Lindsay Lohan Leans In to Kiss Meryl Streep in Throwback Thursday Pic

    Thu., Aug. 22, 2013 5:32 PM PDT
  11.  Lindsay Lohan

    Lindsay Lohan Wears No Pants, Shows Off Bare Legs in NYC—See the Pic

    Wed., Aug. 21, 2013 7:02 AM PDT
  12. Lindsay Lohan, Oprah

    Lindsay Lohan Fails to Bring Big Ratings to Oprah's Next Chapter

    Tue., Aug. 20, 2013 12:30 PM PDT
  13. Lindsay Lohan, Oprah

    Lindsay Lohan's Oprah Winfrey Tell-All Interview: We Break It Down

    Mon., Aug. 19, 2013 3:34 PM PDT
  14. Lindsay Lohan, Oprah

    Lindsay Lohan Admits to Being an Addict to Oprah, Hopes to Regain People's Trust Through Recovery

    Sun., Aug. 18, 2013 7:38 PM PDT
  15. Lindsay Lohan, Website

    Lindsay Lohan Launches New Website, Thanks Fans for Support

    Fri., Aug. 16, 2013 8:30 AM PDT
  16. Danny McBride, Lindsay Lohan

    Lindsay Lohan to Guest Star on Eastbound & Down

    Wed., Aug. 14, 2013 7:00 PM PDT
  17. Kendrick Lamar

    Kendrick Lamar Trashes Rappers in "Control": 5 More Feuds Blown Up in Song

    Wed., Aug. 14, 2013 11:30 AM PDT
  18. Lindsay Lohan

    Lindsay Lohan Posts "Back at Work" Instagram Selfie

    Wed., Aug. 14, 2013 10:18 AM PDT
  19. Lindsay Lohan, Oprah

    Lindsay Lohan to Oprah Winfrey: I'm My Own Worst Enemy

    Mon., Aug. 12, 2013 12:04 PM PDT
  20. Lindsay Lohan

    Lindsay Lohan Looks Happy and Healthy on Post-Rehab Shopping Trip With Ali—See the Pics

    Mon., Aug. 12, 2013 9:00 AM PDT
  21. Lindsay Lohan, Oprah

    Oprah Winfrey Continues to Grill Lindsay Lohan in New Promo Clip—Take a Look!

    Sun., Aug. 11, 2013 1:56 PM PDT
  22. Lindsay Lohan, Max George

    Lindsay Lohan Hangs Out With The Wanted's Max George in L.A., Gets a Lift From Shaquille O'Neal

    Fri., Aug. 09, 2013 4:57 AM PDT
  23. Lindsay Lohan, Oprah

    Lindsay Lohan Ribs Anthony Weiner, Justin Bieber While Hosting Chelsea Lately

    Tue., Aug. 06, 2013 4:57 AM PDT
  24. Lindsay Lohan, Oprah

    Is Lindsay Lohan Working Too Much Post-Rehab? Our Experts Weigh In!

    Mon., Aug. 05, 2013 4:15 PM PDT
  25. Lindsay Lohan

    Lindsay Lohan Apartment-Hunting in New York, Wants Sober Coach to Move Right In

    Mon., Aug. 05, 2013 3:14 PM PDT
Lindsay Lohan
Lindsay Lohan

Age: 28; July 02, 1986

Lindsay Lohan is one of this generation's most talented actresses. Unfortunately, her struggles with drugs and alcohol, and problems with the law, have overshadowed her promising career.

She started in the industry at an early age, signing with Ford Models when she was only 3. As a child, she appeared in more than 60 commercials, including a spot for Jell-O with Bill Cosby. Eventually that led to a role on the soap opera Another World in 1996.

But the actress didn't really experience the spotlight until  she starred as identical twins in the Disney remake The Parent Trap in 1998. The film was a success and Lohan was praised for her strong performance and poise at such a young age. Afterward, she signed a three-year contract with Disney starring in Life-Size and Get a Clue. Her next film Freaky Friday with Jamie Lee Curtis made more than $110 million dollars worldwide. The following year, Tina Fey's Mean Girls solidified Lohan's position as Hollywood's new It girl. The film made $86 million at the box office in its initial run and continues to be a fan favorite. Then the actress stepped out of her comfort zone and released her first album Speak, which went platinum.

The instant fame did not come without scrutiny. At 17, the star started coming under fire for her excessive partying. In January 2006, Vanity Fair reported that Lohan admitted to having bulimia and taking drugs during the cover interview. The star denied the claims. Several months later, she was hospitalized during production on her latest film Georgia Rule for dehydration and exhaustion. The movie's producer sent her a fiery memo stating, "We are well aware that your partying is the real reason for your so-called exhaustion."

Later that year, both Lohan's rep and mother confirmed that the star had been attending Alcoholics Anonymous meeting. They asserted that it was a positive move for the seemingly troubled actress. However, by January 2007 she had checked into rehab. She returned to rehab for a second time in May of that year after being charged with a DUI for crashing her Mercedes Benz.

Several months later, Lohan was arrested and charged with another DUI, possession of cocaine and driving with a suspended license. After her third stint in rehab, she took a plea deal and served community service and 84 minutes in jail.

Lohan's legal woes continued when she was sentenced to wear an alcohol-monitoring ankle bracelet after missing a court date. She was sent back to jail after the device was set off at an MTV after-party in 2010. This time served 13 days in jail and completed court-ordered rehab. Several weeks after leaving rehab, Lohan failed a drug test and ultimately went back to rehab for yet another stint.

In 2011, she was charged with felony grand theft after being accused of stealing a $2,500 bracelet. She was found guilty of violating her probation and sentenced her to four months in jail and 480 hours of community service. In November, she landed back in jail for a fifth time after violating her probation. After posing on the cover of Playboy in December, the star continued to make headlines in 2012 for her behavior. She was arrested for fleeing the scene of an accident in New York City after allegedly hitting a pedestrian with her Porsche.

She took her first major role in years portraying Hollywood icon Elizabeth Taylor in the Lifetime biopic Liz & Dick. However, her performance drew negative reviews from critics and fans alike. She was back in hot water later after she got in a car accident and was charged with lying to the police. To avoid jail, Lohan accepted a plea deal in March 2013 for 90 days in locked-down rehab.

After her release, Lohan seemed to be on a better path and promptly returned to work. While promoting her new film The Canyons, the actress sat down for a candid interview with Oprah Winfrey. The pair also teamed up for a reality series that will chronicle Lohan's life and sobriety. It is slated to premiere on Winfrey's OWN network in March.

Lindsay Lohan's Future After Probation

Is the troubled actress projected to make a huge comeback in Hollywood after her 8 years of trouble with the law? "Live From E!" debates.