On The Come Up: 10 Stars That Used To Be Homeless

- By Bossip Staff Categories: A "Lil Positivity", News, On the Come up

Ted Williams Homeless

What’s better than the American Dream? When stars make it from rags to riches, a single tear falls downs Uncle Sam’s cheek. Here are 10 people that made it from the homeless shelter to the mansions.

We hope that reading this inspires you to get up, get out and get something.

Jay Electronica

Jay Electronica – Erykah Badu’s baby daddy raps, “When I was sleeping on the train…” to start off his big hit, “Exhibit C”. Since that moment of homelessness, Jay worked his way to being signed by the big Jay, Mr. Camel. He’s on his way to a major debut album.

Halle Berry homeless

Halle Berry – Halle doesn’t seem like she could handle the hard life, but when she moved to New York when she was 21, she lived in a homeland shelter. Now, she can buy the whole shelter and adopt the little kids in there if she wanted.

Rupaul homeless

RuPaul – RuRu had a tough time getting his/her start to the point where he had to strut his stiletto heels across the mean streets until he got his big break. We just wonder where he stored his fake boobs and heels during that time.

KRS-One homeless

KRS-One – Hip-Hop’s daddy used to be Hip-Hop’s homeless. But he freestyled his way to the top, and is one of the most respected men in rap history. Not only that, he’s an author and political activist. Not too shabby.

Tyler Perry homeless

Tyler Perry – Madea could probably buy every city block he used to live on. He’s well on his way to a billion, so it’s unbelievable that he was homeless not too long ago.

Charlie Wilson homeless

Charlie Wilson – Wilson’s situation is a little different. The rest of these people were homeless before they got famous. Charlie actually spent some time homeless in the 90s after he cut his first hits with the Gap Band. Thanks to Snoop finding him, Charlie was able to get his career restarted and he hasn’t stopped.

Ted Williams homeless

Ted Williams – You’ve heard the story by now: Ted Williams has the golden radio voice that he would tell people about while he was homeless. Now, thanks to YouTube, he’s an overnight celebrity with a steady job. Ah, the miracles of modern technology.

Lil Kim homeless

Lil Kim – While Kim was getting her start, before Diddy, she was rapping and living in a car for a while. While she’s far from the mainstream star she once was, she’s a long way from sleeping in Hondas again…we think.

Djimon Hounsou homeless

Djimon Hounsou – Before “give us us free,” Djimon was free from having to pay any rent since he was living on the streets of Paris. Now he’s chopping down Kimora and is living the life. We guess he can’t complain.

Jenny Jim Carrey homeless

Jim Carrey – Jim Carrey’s family spent a while homeless while he was growing up. We bet jokes were all they had at that time and Jimmy had them in spades. Now, he’s one of the richest men in Hollywood thanks to that sense of humor. Even if we aren’t homeless, we’d ask him for some dollar bills because we’re sure he has a bunch to spare.


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  • Mistress MINAJ

    Lil Kim is well on her way back to the poor house, all them nose jobs and azz injections hav GOT 2 be f*ckin up a b*tches credit.

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  • Bunny(formerly Angel/UrHeiness)

    I’m surprised to learn about Halle Berry & her & I moved to NY @ the same age🙂

  • 504_MsGV

    I remember Halle saying something about not having any money and her mom didn’t give her none when she called her. RuPaul is pretty. Diji was homeless until he was discovered on the streets to become a model and dancer.

    • tommykimon

      I agree with you that Rupaul is pretty. He is prettier than a lot of women. LOL

  • tommykimon

    Good list, I had no idea some of these people used to homeless.

  • yo mammie - today

    i can sense that in each one of those characters..



  • http://google wow

    Tyler compromised his masculinity to ride Madea to the bank, and now his sexuality is always in question. but I admire them all for hanging in there and making it happen.

  • Callibee

    Kem was homeless, on crack and lviing under a bridge before he decided to drop the drugs and change his life

  • Marquis de Sade


  • GOLDiE

    lil kim looks like a brown joan rivers OMG, WTF?!?

  • videogirlshusband

    WTF happened to lil kim? She was a PYT back in the days

    • Angee

      This is what went through my head, word for word: WTF happened to lil kim. SMDH. Who taught you to hate yourself kim?

  • I'm Just Me...Keeping It Real Since: 1983

    I didn’t know about RuPaul (yes looks way better as a lady, Halle or KRS-1. They truly have come a long way.

  • TexasChic

    Ashton Kutcher was also homeless as a child.

  • http://www.thenaturalandhappy.com TheNaturalAndHappyCom

    I like hearing stories with happy endings. We can all make it and be in Hollywood. Go get it.

  • Demilicious

    Nice list…learn something new every day

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  • priscilla briscoe

    Hi iam happy they all rise just count your blessing god is good all the time

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