Hi, everybody! It’s Samantha! From idols who’ve been arrested for driving under the
influence to the stars caught with illegal substances, here are 14 Celebs That Have Been
To Jail.
#14 Khloe Kardashian The youngest of the Kardashian sisters ran
into legal issues in 2007 when she was arrested one night for driving under the influence.
She was originally only sentenced to community service and alcohol counseling classes. But
after missing various sessions due to her increasing schedule, she then faced a 30-day
jail sentence and mandatory enrollment in a rehab program. Luckily for her, she was
released after just three hours into her time served due to overcrowding. This didn’t
keep the famous family from taking advantage of the moment, however, as the arrest would
go on to be recreated for the hit reality show “Keeping Up With The Kardashians”
later that year. #13 Mike “The Situation” Sorrentino
Co-star of MTV’s hit show “Jersey Shore”, Mike Sorrentino, better known as “The Situation”,
first had his troubles with the law in June of 2014 when he was arrested after engaging
in a brawl at a tanning salon. While viewers of the reality show may find this behavior
somewhat typical for the New Jersey native, his next bout of legal troubles may catch
some by surprise. Nearly three months later, Sorrentino would again find himself in a pickle
when he was charged with tax fraud as prosecutors claimed he hadn’t paid taxes on almost 9
million dollars worth of revenue. As the trial continued, further investigations would add
charges of tax evasion as well and, 4 years after its beginning, his case finally reached
sentencing when Sorrentino agreed to a plea bargain. The Situation was sentenced to 8
months in prison, and an additional 2 years of probation and 500 hours of community service,
in October of 2018. #12 Paris Hilton
Similar to Khloe Kardashian, the hotel chain heiress was arrested and charged with driving
under the influence at a blood alcohol content of .08 percent in 2006. Two months later,
her license was suspended and in January of 2007, she was sentenced to three years of
probation and a fine of 1,500 dollars. But that encounter wasn’t enough to scare Hilton
straight as she would, in the same month as her sentencing, be stopped for driving with
a suspended license. She didn’t face any further punishments for this infringement,
but only a month later, she was stopped a third time when she was caught without headlights
at night, driving through a 35 mile per hour zone at 70 miles per hour. Following this
third strike, she was found to be in violation of her probation and Hilton was subsequently
sentenced to 45 days in jail. But Hilton, who admitted herself to the detention facility
after attending the MTV Movie Awards that year, would only serve a total of 18 days
in prison, split by an attempted Sheriff-ordered reassignment that would be refused in court
by the overseeing judge. #11 Tiger Woods
In the days following an article in the National Enquirer stating the professional golf phenom’s
supposed affair, Tiger Woods would make global headlines when he crashed his Cadillac Escalade
into a fire hydrant, hedges, and a tree in 2009. After receiving treatment for minor
lacerations on his face, Woods was arrested on charges of driving under the influence.
Tests from the accident showed he had two separate sleep medications and two separate
pain medications in his system. He also came up positive for components of an illegal substance
and showed signs of intoxication such as being asleep at the wheel and demonstrating slurred
speech and slowed motor functions. Months later, Woods had the DUI charge lowered to
that of reckless driving to which he plead guilty and entered a DUI diversion program.
But damage to the celebrity athlete’s reputation had already been done as sponsors began to
drop him almost immediately following the incident. This tailspin of his career would
lead to a divorce a year later as Woods and his wife of seven years Elin split. But Tiger
wasn’t done dealing with the law yet as he would again be arrested in 2017, once more
asleep in his car, for another DUI! Strangely enough, Woods had the charge lowered to reckless
driving a second time and only recently finished his sentenced year of probation, along with
other assigned requirements. #10 Amy Schumer
This comedian and actress is well-known for her outspoken views on feminism, gun control
and other social issues through her comedy. This has made her somewhat of a polarizing
figure politically, but also a hero among some for using her position to speak out on
these problems. But defending her position on social issues took a negative turn in 2018
when Schumer was arrested while protesting the Supreme Court nomination of Brett Kavanaugh.
Charged with violating local law against crowding and obstructing, according to police, Schumer
was detained along with more than 300 other people that had been at the protest. Schumer
wasn’t the only celebrity to face the law on that day though as model Emily Ratajkowski
was also among those arrested on Capitol Hill. #9 Tim Allen
Long before his Last Man Standing days or stint as Tim “The Toolman” Taylor, Tim
Allen was a mustachioed bad boy comedian still a decade away from breaking into the acting
industry when he had his troubles with the law. While traveling through the Kalamazoo/Battle
Creek International Airport in Michigan, Allen was caught attempting to smuggle 1.43 pounds
of illegal substances in 1978. He plead guilty in the court of law to charges of felony trafficking
and made a deal with prosecutors, exchanging the names of other dealers in exchange for
a lowered sentence. Rather than receiving a potential lifetime in prison, Allen was
able to get out on parole in just 28 months. By 1988, he was making his film debut as a
small part in the movie Tropical Snow...a movie about illegal substance smuggling!
#8 Remy Ma The rap star, known for her contributions
on hit songs like 2004’s Lean Back and 2016’s All The Way Up as well as her starring role
on VH1’s Love & Hip Hop: New York, faced serious charges in 2007. In July of that year,
Remy Ma turned herself into police relating to a shooting incident that occurred earlier
in the morning. The victim was a woman that Remy Ma had accused of stealing a thousand
dollars from her. That same victim would go on to identify Remy Ma as the shooter. She
plead not guilty, but the trial got complicated when just a few months later the rap songstress
would be charged with witness tampering as Remy Ma’s male friends assaulted a witness’s
boyfriend. The following year, she would be convicted of assault, attempted coercion,
and illegal weapon possession. She was acquitted of witness tampering and gang assault, but
Remy Ma would go on to serve 6 years at the Bedford Hills Correctional Facility for Women
in New York, eventually being released in August of 2014. While in prison, she married
her fiancée Papoose and still managed to release a mixtape titled “BlasRemy”.
#7 Alec Baldwin While he tends to play brash, snarky humor
and roles, the 60-year-old actor has never been known for keeping his cool. Having had
his late night show cancelled after a vulgar tirade with a reporter, and having lobbed
many an insult at peers in the entertainment industry, Baldwin has become notorious for
his outbursts. But his temper reached a new plateau in November of 2018 when he was arrested
for allegedly punching another civilian in Manhattan after an argument over parking.
He was charged with third-degree attempted assault, a misdemeanor, as well as with second-degree
harassment. Baldwin’s trial is set to continue in early 2019.
#6 Amanda Bynes The former Nickelodeon star has experienced
a career rollercoaster since leaving the children’s television network, due in part to her extreme
nightlife habits. Life got especially out of hand for Bynes when, in 2012, she was charged
with a DUI in West Hollywood, but the case took two years to resolve and eventually the
charge was dropped in exchange for a three-year probation sentence. In 2013, Bynes ran into
trouble on the other side of the country when she was charged with reckless endangerment
and illegal substance possession, but the case was dismissed in 2014. Things really
went off the rails though when, back in California, the actress was found starting a fire in a
stranger’s driveway by county sheriffs. Bynes was hospitalized for three days to evaluate
her mental health and as a result of this 2014 incident, her parents received conservatorship
over her affairs and have since continued to file for it while she continues to get
her life in order. #5 Robert Downey Jr.
Thanks to the success of the Iron Man and Sherlock Holmes franchises, Robert Downey
Jr. has enjoyed a new role in the 21st century as one of Hollywood’s most smooth, suave,
and sophisticated actors. But prior to this new image, he had built a reputation as a
troublemaker to say the least. Between 1996 and 2001, Downey was in and out of tabloid
headlines for a wide variety of substance charges. Having repeatedly been assigned to
treatment programs, he claimed to have been unable to kick his habit due to building an
addiction at an early age. Of his various transgressions, his heaviest sentence came
when Downey spent a year in California abuse treatment and state prison facilities before
a surprising release in 2000. He immediately signed on to a new role on the popular show
Ally McBeal before facing arrest once more at the end of his first season with the program.
After going through twelve step programs, rehabilitation and therapy, learning to practice
yoga, meditation, and Wing Chun kung fu, and marrying the love of his life Susan Levin,
he’s claimed to be substance free since 2003.
#4 Michelle Rodriguez As a star of the high octane Fast & Furious
franchise, one would think Michelle Rodriguez can handle herself behind the wheel. But in
2003, Rodriguez found herself facing eight misdemeanor charges arising from a hit-and-run
accident and a DUI incident, occurring separately at that. She plead no contest to three of
the charges and served 48 hours in jail as well as completed her community service and
alcohol program. And she was placed on three years of probation to boot. Then in 2005 while
in Hawaii for the shooting of TV show Lost, had multiple infractions including speeding
violations and another DUI, resulting in a $500 fine and a five day jail sentence. That
wasn’t the end of the punishment though as these events violated her Los Angeles probation.
She was assigned to more jail time, community service and alcohol programs, but due to overcrowding,
was released from jail the day she entered. In 2007, she was accused of failing to follow
up on the prior sentencing, so Rodriguez served 18 days in jail as a result and finally finished
her community service in 2009. #3 Shia LaBeouf
Distancing himself from the mainstream success of his Disney Channel beginnings and popular
Transformers franchise, LaBeouf has pursued somewhat of an eccentric lifestyle in the
last decade. His artistic endeavors and means of expression have often caught the public
off guard and his passion can come off intense if not downright abrasive. When combined with
alcohol, though, this can spell problems for the eclectic actor. One night in 2014, LaBeouf
got in trouble for criminal trespassing and disorderly conduct at the famous Studio 54
theater. Refusing to leave, he reportedly spat and swore at arresting officers. Then
in July of 2017, he had another similar incident in Savannah, Georgia. Footage from the arresting
officers’ bodycams revealed an enraged LaBeouf unleashing a vulgar rant at the authorities.
He was found not guilty on public intoxication charges, but pleaded no contest to charges
of disorderly conduct and served 12 months on probation and paid a fine of 1000 dollars.
Since then he’s also sought out anger management counseling and has been diagnosed with post-traumatic
stress disorder and seems to be on the path to betterment.
#2 Lauryn Hill An icon of 90s hip-hop, Lauryn Hill has maintained
a solid reputation in the music industry with the ability to sell-out venues well over a
decade after the release of her only solo studio album. Her future fell into question,
however, when she was charged with three counts of failing to file taxes or tax fraud on $1.8
million of income she received in the mid-2000s. She pled guilty to the charges the same month
as the filing, however in a year’s time she had only paid 50,000 of the total 554,000
dollars she owed to the government. As such, she was issued a sentence of three months
in jail followed by three months of house arrest. By the time she reported for her jail
time in 2013, Hill had already paid back 970,000 dollars in taxes and penalties owed. Still,
Hill wasn’t released until just a few days before her sentence was up, and today she’s
back to performing, touring, and mothering her six children.
#1 Tekashi69 The popular SoundCloud rapper has been in
hot water since dealing with court cases stemming back to 2015. But in 2018, his legal troubles
boiled over as gang-related conflicts lead investigations to Tekashi’s front door.
Charged with racketeering and firearms charges, including conspiracy to commit armed robbery
and murder, he and four of his associates were arrested. Though attorneys have plead
for bail, the presiding judge ruled that the rapper still posed a threat to community and
thus denied requests. He has since been moved out of general population at the Brooklyn
Metropolitan Detention Center, after altercations with rival gangs, as he awaits his trial.
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