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If you ever find yourself in jail, you might want to find yourself a cool celebrity pen pal. 

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Who’s The Boss actor Tony Danza made headlines this morning when he revealed that he was once “All Eyez On Me” rapper Tupac Shakur’s prison pen pal. 

The unlikely friends bonded while Tupac served 11 months out of his 1-4 year jail sentence in 1995. According to Tony Danza, he sent Tupac inspirational messages and gave him a pep talk about helping the youth once he was released. 

As weird as these two unlikely pen pals are, GlobalGrind did some research and realized that there are plenty of unlikely celebrity prison pen pals. 

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During Mike Tyson’s Broadway show, he revealed actress Florence Henderson of The Brady Bunch once visited him in jail. GlobalGrind also discovered that Hollywood actor Sean Penn was once spotted visiting rapper Eve in jail after she was arrested on suspicion of DUI. 

Check out the most shocking celebrity prison pen pals below!

To most of the world, Florence Henderson may be known as “Carol Brady” from The Brady Bunch, but to former Heavyweight Champion of the World, Mike Tyson, Florence is actually a friend. During Mike Tyson’s Broadway show, Undisputed Truth, Mike revealed the Brady Bunch star actually visited him in jail once. 

Back in 2007, rapper Eve was arrested on suspicion of DUI after crashing her car in Hollywood. Eve was booked and sent to the county jail around 2:30 in the morning. Only a few short hours later, I Am Sam actor Sean Penn was spotted visiting the “Blow Ya Mind” rapper in jail. Police say Sean Penn was checking to make sure Eve was “okay.”

Fashion designer Marc Jacobs and Lil Kim have a friendship beyond the glitz and glamour of fashion. When Lil Kim was sentenced to a year in jail for obstruction of justice, conspiracy, and perjury, fashion designer Marc Jacobs wrote Lil Kim every week. Marc Jacobs also has Lil Kim’s prison art hanging on his penthouse walls. 

In an interview, Lil Kim revealed that although her friendship with Marc may seem odd, the designer is one of her best friends.  

“He wrote me every week! I decided to buy a coloring book — I’m a huge Bratz fan — and I painted the Bratz and made them all wear Marc Jacobs, and sent it to him. He blew it up and framed it, and now it’s hanging in his house. So Marc Jacobs is the best.”

Diddy didn’t even visit his Bad Boy artist Shyne in jail when he was sentenced to 10 years, but he definitely ditched his luxury Maybach and Bentley vehicles to hop on a Riker’s Island public prison bus to say what’s up to Lil Wayne when he was serving time in New York City. 

Neither Lady Gaga or Beyonce have ever been to prison, but according to Gaga, if she were ever jailed she would count on Beyonce to bail her out. When protests against Lady Gaga began in the Philippines boycotting the “Born This Way” singer’s two sold out shows, Lady Gaga joked: 

“And don’t worry, if I get thrown in jail in Manila, Beyonce will just bail me out.”

Beanie Sigel and Juelz Santana were both apart of the Roc-A-Fella family, but after internal conflict between State Property and Dipset camps ensued, relationships between all of the rappers were strained.

In a street interview with Beanie Sigel, Beanie ranted about how Jay-Z didn’t vouch for him during a court hearing for his release, causing him to get sent back to jail. 

During the interview, Beanie Sigel revealed that Harlem Dipset rapper Juelz Santana was at EVERY single court hearing the Broad Street bully had. Most people at the time has no idea that Juelz or Beanie Sigel were that cool in the midst of the Dipset vs. State Prop beef.