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Video: Lohan leaves jail and enters rehab

  1. Closed captioning of: Lohan leaves jail and enters rehab

    >>> but first we begin with lindsay lohan 's overnight release from jail and what's next for the troubled actress. we have lee cowan with more on the story. good morning.

    >> reporter: good morning, ann. yeah, lindsay lohan is indeed a free woman this morning -- sort of. she was locked up at an all women's facility since july 20th and was released early this morning. instead of going home she was escorted directly to rehab. some people say serving that part of the sentence could be just as tough.

    >> lindsay lohan was released from custody at 1:35 this morning. per a court order , she has been sent directly to her next destination which is a treatment center.

    >> reporter: freedom for lindsay lohan is fleeting, at least for now. her early morning release from her almost two-week stint behind bars is to be followed by confinement of a different kind. the judge is insisting that post-jail, a 90-day in patient drug treatment facility is the only way lohan will stop repeating her criminal, addictive behaviors.

    >> i would like the transition sooner rather than later.

    >> reporter: most experts agree three months may only be a start at recovery. either way , it's not lohan's choice.

    >> the court is the one that's deciding which rehab facility she's going to go to.

    >> reporter: it could be anywhere among a host of world renowned treatment facilities here in california. but wherever it is, it won't be cheap. at this facility in newport beach , for example, the price --

    >> it will reportedly cost $75,000 for the three months she'll be there.

    >> reporter: lohan's previous adventures in rehab -- three at least -- have been less than successful. she's relapsed, all while trying to find work.

    >> the hollywood cliche is that hollywood loves a comeback. that's true. if lindsay can clean herself up, she can think about coming back professionally.

    >> reporter: her latest effort, a spoof of marilyn monroe in a soon to be released film called "underground comedy 2010 ".

    >> the most offensive movie ever made.

    >> reporter: it may be a bit part with a biting message.

    >> lindsay lohan settles the score with the media.

    >> reporter: that scene was shot just before lohan's jail sentence . her alcohol monitoring bracelet clearly visible. it may not have helped. the judge hopes rehab will.

    >> reporter: lohan's attorney asked the judge for breathing room, 24 hours , before leaving the facility and headed to rehab, but apparently the judge thought that was a luxury lohan didn't deserve.

    >> lee, thanks.

    >>> donny deutsch is from an agency in new york city and dr. julie holland is a psychiatrist and author of "weekends at bell view." good morning to you.

    >> good morning.

    >> dr. holland , let me start with you. based on your experience and what we know about lindsay lohan 's situation, can you describe what may be her state of mind after 13 daily planeys in jail?

    >> i think some people were expecting a paris hilton -like breakdown. that didn't happen. she survived being alone with herself which is a good first step. now she's got a lot of work to do. now the work begins. she's got a good three months of rehab ahead of her. hopefully she'll do well.

    >> can you describe what will happen in rehab and what her chances are of recovery?

    >> reporte

    >> it depends on the program. a lot of rehabs are 12-step-oriented. what might be good is something called a dual diagnosis where they look not only at drug and alcohol abuse but look and see if there are other things going on psychologically. if she has depression, attention deficit disorder , bipolar disorder . there may be more than just alcohol and drugs here. you need a certain amount of time off medicines, off drugs to see what she looks like, what her baseline is. then you know what you're dealing with.

    >> dr. holland , i want to bring donny deutsch into this. a lot of people watching have been rolling their eyes, including at the media for our coverage of the story. is it possible that lindsay lohan could emerge from this a winner, that she should -- if she can prove that she's better?

    >> i'm going to be cynical. as a dad, this is a sad story. but i want to talk about the cold, hard business. right now, if you cast her in a movie. if an a director gets ahold of her where is there more appeal, a movie with her or natalie portman who's on the straight and narrow? we celebrate this stuff. robert downey , jr. she's an actress with chops. people in hollywood believe she can act. if she can get her act together she'll be bigger than ever. this is a crazy world .

    >> but it's not as if -- if someone has talent like robert downey , jr., we forgive them and want to see the talent. if she didn't have talent that's a different story.

    >> different story. she's a great actress and i can say, you know, this could be a plot for a great career move. look at britney spears . this is almost a model now. this is the crazy world we live in. there is so much heat on her, but she needs a serious director who's going to bet on her. she needs that guidance. i think she'll be bigger than ever.

    >> part of what's in her favor is she's young. people see she may have an opportunity as she grows up. dr. holland , what can you tell us in terms of the support she's going to need, however, to get that. what she's about to go through is very difficult. can you describe just how?

    >> you know, i think one of the things that might be helpful for her that they do in rehab is they treat the family as a unit. they treat the patient as part of a dysfunctional family . that might be helpful for her, is to pull the parents in.

    >> dr. holland , thank you. donny

Image: Lindsay Lohan
David McNew  /  Getty Images file
The actress left a suburban Los Angeles jail undecteced through a side entrance at 1:35 a.m. PT Monday morning, NBC News reported.
TODAY news services
updated 8/2/2010 8:12:44 AM ET 2010-08-02T12:12:44

Lindsay Lohan has been released from jail, but she's not exactly a free woman.

Los Angeles sheriff's spokesman Steve Whitmore said the actress was discharged at 1:35 a.m. PT (4:35 a.m. ET) Monday after serving 14 days of a 90-day sentence for violating her probation in a 2007 drug case. She is now required to begin a three-month stint in rehab. A prosecutor has said that Lohan cannot be released early and will have to spend the entire time in treatment. The actress left through an undetected side entrance, NBC News reported.

Lohan's attorney, Shawn Chapman Holley, did not immediately return an e-mail message seeking comment.

A judge in Beverly Hills, Calif., had ordered Lohan to report to rehab within a day of her release from jail, but shortened that time last week after conferring with Lohan's attorney and a prosecutor. Whitmore said Monday that the actress was required to report directly to rehab.

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Celebrity website RadarOnline reported that she was picked up by staff from the UCLA Medical Center, where she will begin her treatment.  

Lohan's abbreviated stay was not unexpected, although it was considerably longer than the 84 minutes she spent at the same facility in 2007. The judge said during Lohan's surrender on July 20 that she had no control over how long the actress would be jailed, but did require her to serve her time a women's jail operated by the Los Angeles County Sheriff's Department.

Inmates such as Lohan who are serving time for nonviolent offenses typically have their stays reduced due to overcrowding and credits for good behavior.

Media have been camped outside the jail since Lohan was booked July 20, catching shots of her mother and sister coming to visit. Holley has also frequently visited Lohan.

She was released to a waiting vehicle and did not walk out the front entryway. That avoided a spectacle similar to when Paris Hilton was released after serving a jail stint in 2007. Hilton smiled and slapped hands with deputies who held back the assembled throng of photographers before meeting her parents at a waiting sport utility vehicle.

Lohan's sentence has put several of her projects on hold, including a starring role as Linda Lovelace in a biopic on the porn star's life. It will also prevent her from promoting her role as a gun-toting nun in Robert Rodriguez's "Machete."

Lohan pleaded guilty in August 2007 to two misdemeanor counts of being under the influence of cocaine; no contest to two counts of driving with a blood-alcohol level above 0.08 percent and one count of reckless driving. She was sentenced to three years of probation.

The plea came after a pair of high-profile arrests earlier that year.

The jail facility in Lynwood has hosted several starlets, including actress Michelle Rodriguez and socialite Hilton. Lohan spent 84-minutes there in 2007 after being sentenced for her original case.

Rodriguez served 18 days of her 180-day sentence and was released in January 2008. Hilton served 23 days in 2007 after she was caught driving twice on a suspended license while on probation for reckless driving.

At the time, inmates serving time for nonviolent offenses were serving about 10 percent of their sentences; that figure has now increased to about 25 percent, Whitmore said.

The Associated Press, NBC News and RadarOnline contributed to this report.

Photos: Lindsay Lohan

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  1. New lawyer, same fight

    Actress Lindsay Lohan appears in Los Angeles Suoperior Court with her new attorney Mark Heller, left, for a pretrial hearing, on Jan. 30, 2013, in a case filed over the actress' June 2012 car crash. Lohan faces three misdemeanor charges and a return to jail if convicted in the case or if a judge finds she violated her probation. (David Mcnew / AP) Back to slideshow navigation
  2. Duck and cover

    Lohan covers her face with a coat as she leaves the 10th precinct in New York after being arrested on an assault charge in the early morning of Nov. 29, 2012. Lohan allegedly punched a woman at Club Avenue in the city's Chelsea neighborhood. (INFphoto.com) Back to slideshow navigation
  3. A scarlet Liz

    Lohan arrives for a private dinner celebrating the premiere of her Lifetime original movie "Liz & Dick" at the Beverly Hills Hotel on Nov. 20, 2012. Lohan stars in the film as Elizabeth Taylor. (Jason Redmond / Reuters) Back to slideshow navigation
  4. Oh, the paparazzi

    Lohan portrays actress Elizabeth Taylor in the Lifetime film "Liz & Dick" The TV movie recounts the scandalous and tumultuous romance between Taylor and British actor Richard Burton in the 1960s and '70s. (Lifetime via Reuters) Back to slideshow navigation
  5. Live, from New York!

    Lohan, center with black shorts, stars in a "Saturday Night Live" skit with actors Kristen Wiig, Andy Samberg, Abby Elliott, Fred Armisen, Jason Sudeikis and Bill Hader on March 3, 2012. (NBC) Back to slideshow navigation
  6. No more court

    Lohan arrives for her latest probation hearing in Los Angeles on March 29, 2012. The actress was placed on informal probation for the remainder of her 2011 jewelry theft conviction after Judge Stephanie Sautner found she has completed all of her required community service and psychotherapy sessions for her 2007 DUI conviction and probation violations. (Toby Canham / Getty Images) Back to slideshow navigation
  7. Another step toward freedom

    Lohan leaves the Airport Courthouse after her probation update hearing in Los Angeles on Feb. 22, 2012. The actress, 25, received a glowing report from Los Angeles Superior Court Judge Stephanie Sautner and she is one court appearance away from putting her 2007 drunken driving case behind her. (Kevork Djansezian / Getty Images) Back to slideshow navigation
  8. A quick visit

    Lohan leaves the Airport Courthouse after a probation progress hearing in Los Angeles on Jan. 17, 2012. The actress received another positive report and was dismissed by the judge in no time. (Michael Nelson / EPA) Back to slideshow navigation
  9. No award, just a party

    Lohan arrives at The Weinstein Company's 2012 Golden Globe Awards after party held at The Beverly Hilton hotel in Beverly Hills, Calif., on Jan. 15, 2012. (Frazer Harrison / Getty Images) Back to slideshow navigation
  10. Post-Playboy fit

    Lohan attends a party hosted by the Weinstein Company and Audi to celebrate awards season at Chateau Marmont in Los Angeles on Jan. 11, 2012. (John Shearer / Getty Images) Back to slideshow navigation
  11. Something to smile about

    Lindsay Lohan is seen arriving for and attending a probation progress report hearing in Los Angeles on Dec. 14, 2011. The hearing lasted less than 10 minutes as a judge told the actress she is doing well under her strict new probation routine of counseling and working at the county morgue. (Getty Images, EPA) Back to slideshow navigation
  12. Confident pose

    Lohan is shown on the cover of the January/February 2012 issue of Playboy Magazine in a photo released Dec. 10, 2011. "Sex and sexuality are a part of nature, and I go along with nature," the "Mean Girls" star says of her in-the-buff photos, which are an homage to the late Marilyn Monroe's own iconic Playboy spread. "Knowing yourself and your body is so important because it gives you confidence, and in life, women need confidence." (Handout / Reuters) Back to slideshow navigation
  13. Sentenced to 30 days

    Lohan, center, arrives for her probation violation hearing at the Airport Courthouse in Los Angeles on Nov. 2, 2011. Judge Stephanie Sautner formally determined that the actress violated terms of her sentence on a theft charge earlier in 2011 and a 2007 drunken driving charge. Lohan was sentenced to 30 days in jail. (Toby Canham / Getty Images) Back to slideshow navigation
  14. Cuffed and taken into custody

    Lohan is led away in handcuffs after her probation progress report hearing at the Airport Courthouse in Los Angeles on Oct. 19, 2011. A judge was not happy with the actress after she was terminated by the Downtown Women's Center for repeatedly failing to appear for court-ordered community service. (Mark Boster / Pool via Getty Images) Back to slideshow navigation
  15. Far from perfect

    Lohan and her attorney Shawn Chapman Holley appear in court during a probation progress report hearing at Airport Branch Courthouse in Los Angeles on Oct. 19, 2011. "We're dealing with someone on probation," said Holley. "Most people on probation don't always do things perfectly." (Mark Boster / Pool via Reuters) Back to slideshow navigation
  16. Smile for the cameras

    Lohan attends the premiere of the video game "Saints Row: The Third" in Los Angeles on Oct. 12, 2011. The actress caught grief the next day from various celebrity media outlets for what appeared to be a lack of dental hygiene. (Valerie Macon / Getty Images) Back to slideshow navigation
  17. Red, white and boo

    Lohan is seen on a photoshoot for designer Philipp Plein at Villa Serbelloni in Bellagio on Lake Como, Italy in September 2011. (Mr Cool/vicinoiorio / Splash News) Back to slideshow navigation
  18. She'll take the work

    Designer Philipp Plein and Lohan attend a news conference to introduce Lindsay as the new face of the Philipp Plein S/S 2012 campaign during Milan Fashion Week Womenswear S/S 2012 on Sept. 24, 2011. (Tullio M. Puglia / Getty Images) Back to slideshow navigation
  19. Plenty of work to do

    Lohan is pictured alongside her attorney during a case review conference in Los Angeles on July 21, 2011. A judge told Lohan she needs to speed up her community service to make sure she meets a deadline to complete 480 hours within a year. Lohan appeared in court to update Superior Court Judge Stephanie Sautner on the progress of her probation in drunken driving and misdemeanor theft cases. (Kevork Djansezian / AP) Back to slideshow navigation
  20. Back in court

    Lohan arrives in court in Los Angeles on June 23, 2011. While serving a home detention sentence, the actress was ordered back to court on an allegation she violated probation by drinking alcohol. (Lucy Nicholson / Reuters) Back to slideshow navigation
  21. No deal

    On March 10, 2011, Lindsay Lohan rejected a plea agreement offered by prosecutors that would have meant a guaranteed return to jail for the actress in her jewelry theft case. She'll return to court in April for a preliminary hearing. (Mario Anzuoni / Reuters) Back to slideshow navigation
  22. Not staying out of spotlight

    Her court adventures aren't keeping Lohan home alone. She joined Jimmy Kimmel live after the Oscars on Feb. 27, 2011 for the comedian's "After the Academy Awards" show on ABC. She appeared in a skit called Hottie Body Humpilates, which mocked exercise infomercials. (ABC) Back to slideshow navigation
  23. Let's make a deal

    Lohan is escorted by Los Angeles County Sheriff's deputies as she arrives for a hearing at Los Angeles Airport Courthouse on Wednesday, Feb. 23, 2011. Some fashion observers criticized her top for being too low-cut for court. (Kevork Djansezian / Getty Images) Back to slideshow navigation
  24. Case of the stolen necklace

    Lohan was arraigned on a felony count of grand theft on Wednesday, Feb. 9, 2011, in Los Angeles. Lohan was charged with allegedly stealing a $2,500 necklace from a jewelry store in Venice, Calif. She entered a plea of not guilty. (Pool / Getty Images) Back to slideshow navigation
  25. All eyes on Lindsay

    Lohan, center, arrives at the Los Angeles Airport Courthouse on Wednesday, Feb. 9 to be arraigned on a felony grand theft charge. Her tight white dress came in for criticism as being inappropriate for court. (Jae C. Hong / AP) Back to slideshow navigation
  26. Rehab until the new year

    Actress Lindsay Lohan leaves court in Beverly Hills, Calif., on Friday, Oct. 22, after a probation hearing. Los Angeles Superior Court Judge Elden S. Fox ordered the 24-year-old troubled starlet back to rehab until Jan. 3, telling her she was an addict and faced jail time if she relapsed again. (Robyn Beck / AFP - Getty Images) Back to slideshow navigation
  27. Going back to jail

    Lohan arrives at the Beverly Hills Courthouse for a mandatory appearance in Beverly Hills, Calif., on Friday, Sept. 24, 2010. The actress was sent back to jail after she failed a court-ordered drug test a few weeks after being released from a previous jail stint and subsequent stay in drug rehabilitation. (Mario Anzuoni / Reuters) Back to slideshow navigation
  28. Maxim exposure

    Lohan is shown on the cover of Maxim magazine, on newsstands Aug. 10, 2010. The photo shoot took place on June 30, 2010, a week before she was sentenced to 90 days in jail for a probation violation. (Maxim) Back to slideshow navigation
  29. Orange glow

    Lohan is shown in her prison mug shot at the Lynwood Correctional Facility in Lynwood, Calif., on July 20, 2010. The actress was released to a Los Angeles rehab facility after serving 14 days of a 90-day sentence. (AFP - Getty Images) Back to slideshow navigation
  30. Last moments of freedom

    Lohan sits in court upon her arrival to surrender and begin serving her 90-day jail sentence for a probation violation in Beverly Hills, Calif., on Tuesday, July 20, 2010. "I don't know exactly how long the jail will keep her. I can only impose the sentence," Los Angeles Superior Court Judge Marsha Revel said. (Al Seib / EPA) Back to slideshow navigation
  31. Grand entrance

    Lohan, right, walks through a cloud of confetti tossed from the sidelines as she arrives at the Beverly Hills Courthouse on Tuesday, July 20, 2010. The actress has been on probation since August 2007 after pleading guilty to misemeanor drug charges and no contest to three driving charges. (Mark Ralston / AFP - Getty Images) Back to slideshow navigation
  32. Not a kind day in court

    Lohan reacts beside her attorney Shawn Chapman Holley as Judge Marsha Revel rules that the actress had violated her probation on a 2007 drunken driving charge in Beverly Hills, Calif., on Tuesday, July 6, 2010. Lohan was sentenced to 90 days in jail. (Reuters) Back to slideshow navigation
  33. Something to hide

    Lohan arrives at the 2010 MTV Movie Awards in Los Angeles on June 6, 2010. The actress sported a sparkly pantsuit in an effort to conceal a newly affixed alcohol monitoring device around her ankle. (Danny Moloshok / Reuters) Back to slideshow navigation
  34. Look who showed up

    Lohan, left, listens to her attorney Shawn Chapman Holley during a hearing in Beverly Hills, Calif., on Monday, May 24, 2010. The actress was back in court after missing a mandatory probation hearing in L.A. while partying in the south of France days earlier. Lohan had claimed her passport was stolen and the judge issued an arrest warrant for the actress, who later posted $100,000 bail. (Jae C. Hong / AP) Back to slideshow navigation
  35. Doing the Cannes-Cannes

    Lohan arrives for the Chopard 150th anniversary party during the 63rd Cannes International Film Festival in Cannes, France, on May 17, 2010. (Matt Sayles / AP) Back to slideshow navigation
  36. Milking her fame

    Lohan, top, arrives at the "Chanel Ready to Wear" show as part of the Paris Womenswear Fashion Week Fall/Winter 2011 at Grand Palais in Paris on Tuesday, March 9. On the same day, it was reported that Lohan filed a lawsuit against E*Trade for its commercial about a "milkaholic" baby she claims is named for her. She is seeking $100 million in damages and demands that the company stop airing the ad. (Getty Images, E*TRADE) Back to slideshow navigation
  37. Runway debut

    Lohan, right, walks the runway with Spanish designer Estrella Archs at the end of her Spring/Summer 2010 collection for Emanuel Ungaro during Paris Fashion Week on Sunday, Oct. 4, 2009. Lohan served as an adviser for the collection. (Jacky Naegelen / Reuters) Back to slideshow navigation
  38. Off the rack

    Lohan checks out leggings from her 6126 line during Fashion's Night Out at Bloomingdale's 59th Street store in New York on Sept. 10, 2009. (Jerritt Clark / Getty Images) Back to slideshow navigation
  39. Businesswoman

    Lorit Simon, creator of Sevin Nyne, and Lohan speak at the launch of Sevin Nyne By Lindsay Lohan at Sephora in Santa Monica, Calif., on April 30, 2009. (Michael Buckner / Getty Images) Back to slideshow navigation
  40. Daddy issues

    The Suffolk County Police arrested Michael Lohan in Central Islip, N.Y., on April 6, 2009, on a misdemeanor charge of aggravated harassment. Lindsay's father surrendered to prosecutors after he allegedly made a threatening phone call to his girlfriend. (AP) Back to slideshow navigation
  41. Material Girl too

    "When I was little, every day after school I would come home and put in her 'The Immaculate Collection' disc and karaoke to it around the whole house," Lindsay Lohan said of her recreation of Madonna's 1984 MTV Video Music Awards "Like A Virgin" performance for Glamour's April 2009 Icons issue. (Brigitte Lacombe / Glamour via PR NEWSWIRE) Back to slideshow navigation
  42. Getting a leg up

    Lindsay Lohan attends the launch of her legging collection "6126" at Henri Bendel on October 13, 2008 in New York. (Andrew H. Walker / Getty Images) Back to slideshow navigation
  43. 'Chapter 27'

    Lindsay Lohan played Jude and Jared Leto, right, played Mark David Chapman in this 2008 film about the days leading up to the infamous murder of Beatle John Lennon. (Peace Arch Entertainment) Back to slideshow navigation
  44. In fashion

    Lindsay Lohan and girlfriend Samantha Ronson, left, attend the Charlotte Ronson 2009 Spring Collection on Sept. 6, 2008 in New York during Fashion Week. (Peter Kramer / AP) Back to slideshow navigation
  45. Popcorn princess

    Lohan arrives at the MTV Movie Awards on Sunday, June 1, 2008 in Los Angeles. The hottest thing about the event, though, was the smoldering remnants of a huge fire at Universal Studios nearby. (Chris Pizzello / AP) Back to slideshow navigation
  46. Cannes do

    Lohan attends the Dolce and Gabanna party at Baoli, Port Canto during the 61st International Cannes Film Festival on Friday, May 23, 2008 in Cannes, France. (Kristian Dowling / Getty Images) Back to slideshow navigation
  47. Not so ugly

    Actress Lindsay Lohan attends the "Ugly Betty" in New York preview party at Highbar on September 15, 2008 in New York City. (Andrew H. Walker / Getty Images) Back to slideshow navigation
  48. Things are getting 'Ugly'

    Lohan stars with America Ferrera, left, during a taping of the season finale of ABC's "Ugly Betty." Lohan plays an old schoolmate of Ferrera’s character Betty Suarez. (ABC) Back to slideshow navigation
  49. Film dishonor

    Lohan is shown in a scene from "I Know Who Killed Me." She was named worst actress for the role and the film was named worst movie, during the 28th Annual Golden Raspberry Awards, which dishonor worst achievements in film. (Tracy Bennett / AP) Back to slideshow navigation
  50. Channeling Marilyn

    Lohan poses as Marilyn Monroe on the cover of New York magazine's Feb. 25, 2008 issue. Clad in not much more than diamonds and sheer fabric, Lohan is pictured inside assuming the same poses Monroe did in her infamous "last sitting" for photographer Bert Stern 46 years ago. (Bert Stern / AP) Back to slideshow navigation
  51. Making headlines in Italy

    Lohan holds the Capri Global Award at the Capri Film Festival in southern Italy on Monday, Dec. 31, 2008. LiLo's acting skills were upstaged by tabloid reports that she had hooked up with three men in a 24-hour period during her visit. (Pietro Coccia press office via AP) Back to slideshow navigation
  52. Under arrest

    Lohan was booked for drunk driving and drug possession on Tuesday, July 24, 2007 in Santa Monica, Calif. Lohan was busted 11 days after completing an alcohol treatment program following her arrest in May for similar charges. (Santa Monica Police via AFP - Getty Images) Back to slideshow navigation
  53. 'Prairie' girl

    Lindsay Lohan co-starred with Meryl Streep and Lily Tomlin in Robert Altman's "A Prairie Home Companion." Hollywood's new It girl has successfully made the jump from child star to adult actress. (Evan Agostini / Getty Images) Back to slideshow navigation
  54. Baring it all

    In a hotly debated Vanity Fair cover story, Lohan reportedly detailed some mild drug use and a battle with bulimia. She denied it, though the magazine stood by its story. But another cover story in Us Weekly detailed her eating woes and her friends' growing concern about her gaunt figure. A Miami hospital stay only added to the worries. Whether she's all better or still struggling with her health is an ongoing puzzle. (Vanity Fair via Reuters) Back to slideshow navigation
  55. All grown up

    There was no question Lohan had moved past her "Freaky Friday" days by the end of 2005. (Chris Pizzello / Reuters) Back to slideshow navigation
  56. Big debut

    Lohan appeared in December 2005 on MTV's "Total Request Live" as her new album, "A Little More Personal," was released. But the real talk was about her ongoing health concerns and partying (she'd cancelled a "Regis" appearance the same day), along with her ever-thinner figure. (Jeff Christensen / AP) Back to slideshow navigation
  57. A whole new Lindsay

    Lohan stirred yet more talk with the new svelte look she unveiled post-"Herbie." With her blond hair and thin body, she seemed ready to join "The Simple Life" with Paris Hilton. Lohan initially explained her look by saying she learned to eat right and exercise, but a different story would soon emerge. (Chris Polk / AP) Back to slideshow navigation
  58. Outgrowing Disney

    Lohan's big role in 2005 was in yet another Disney remake, "Herbie: Fully Loaded." Rumors circulated that Lohan's breasts were digitally reduced to allievate parents' concerns that Lohan looked too mature, but Lohan and the studio denied it. Still, the message was clear: It was time to move into more mature roles. (Walt Disney Pictures via Zuma Press) Back to slideshow navigation
  59. Young Raquel Welch

    Lohan stirred debate early in 2005 with her voluptuous body, which seemed to mature overnight. The actress insists that she has not had any plastic surgery. (Evan Agostini / Getty Images) Back to slideshow navigation
  60. Paparazzi favorite

    Lohan's reputation as a party girl put her into the media spotlight. During that time, she found time to date "That '70s Show's" Wilmer Valderrama. (Chris Polk / AP) Back to slideshow navigation
  61. Getting mean

    "Mean Girls" marked Lohan's first truly starring role. In the film, she plays an outcast who becomes part of an in-crowd and changes in the process. Amanda Seyfried, Rachel McAdams and Lacey Chabert play the other cool girls. (Michael Gibson / AP) Back to slideshow navigation
  62. Teen queen

    As she entered her teen years, Lohan continued remaking Disney kid flicks. This time she took on Jodie Foster's role in a remake of "Freaky Friday." In the 2003 film, she and her mother, played by Jamie Lee Curtis, wake up one morning to find themselves in each other's bodies. (Ron Batzdorff / AP) Back to slideshow navigation
  63. Double trouble

    For her first big-screen role, Lindsay Lohan recreated the Hayley Mills classic, "The Parent Trap." In the 1998 film, Lohan plays twins who try to bring their divorced parents (Dennis Quaid, Natasha Richardson) back together. (Corbis) Back to slideshow navigation
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