Weezy’s Journey From Hip-Hop Pioneer To Jailhouse

Posted on March 5th, 2010 - By Bossip Staff

Categories: Galleries

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Lil Wayne is spending his last days as a free man wisely. From shutting down the stage with Jay-Z to spending quality time with family and friends Wayne is making sure he spends his free time to the fullest. Check out our pictures below as we document his journey.

  • Keysha

    Oh Well Holla Peezzy ugl self. Becareful in there! PEACE OUT LIL MOUSE

  • redbonekillbill

    Lol

  • brrrickhouse

    I personally like lil wayne. but how he gets all those beautiful women is beyond me!! “must be the money” anyway, weezy keep ya head up..it happens to the best of us. your year will end in no time

  • klm

    Weezy just go to jail already damn!!!!!!! If he didn’t have all that money who would actually want him.It’s sad that some people will settle for less for money!!!!!!! Yes he is an excellent rapper but these women need to see he is not ready to settle down yet. Don’t look so desperate. and right now the only one who looks like the desperate one is Nivea

  • bs

    U know some people kill me when they get in trouble or getting ready to go to jail that’s when they start throwing the family in the mix.This little troll can probaly care less about spending time with family forreal.All he wants is some pu–y and what ever it is in his cup that he drinks before he is shipped off LOL

  • Nikki

    All these pics of him partying but none with hus kids

  • impriss00

    itz all about Swagger and he’s got IT!
    been feelin him WAYB4 he BLEW UP and all i can say iz hATErz need to Raise up off WAYNE!!

    KEEP YA HEAD UP BABY trust he got FAN MAil Coming!!

  • Alicia

    Weeeeeezzzzyyyyy!!! I love you baby. I will hold the house down while you gone. I LOVE YOU!!!

  • Alicia

    Weeeeeeeezzzzzzzyyyyyyyyy! Ill hold the house down while ur gone. I LOVE YOU 2 Baby!!
    Alicia F. (baby)

  • juliemango

    After the joy of that new jawn NO harm shall come to Lil Wayne in jail!!!Still lovin that poutinpic.

  • nywoman23…i dumped glok for drenk, but neither one knows

    bs

    3/5/10, 15:48:pm

    U know some people kill me when they get in trouble or getting ready to go to jail that’s when they start throwing the family in the mix.This little troll can probaly care less about spending time with family forreal.All he wants is some pu–y and what ever it is in his cup that he drinks before he is shipped off LOL

    ~~~~~~~~~~~~~~~~~~

    real talk

  • http://www.bossip.com phillyindubai

    zzzzz

  • I’m Just Me…Keeping It Real Since: 1983. 39 DAYS!!! SHANI DAVIS ALL DAY!!!

    SORRY BUT PIONEER OF HIP HOP AND WEEZY SHOULD NEVER BE IN THE SAME SENTENCE. JUST BECAUSE HE HAS BEEN AROUND FOR A LOT OF YEARS DOESN’T MEAN HE BROUGHT ANYTHING NEW OR RESPECTABLE TO THE GAME.

    And no I am not a hater. Have a couple of Weezy albums and rock him on the Ipod. But to me calling him a pioneer disrespects the likes of Afrika Bambaataa, LL Cool J, Kwame, etc., etc.

  • kheshia

    LOVE YA LIL WAYNE YOU’LL BE ALRIGHT IN THERE

  • Da Original Ms Ma

    SOMEBODY ALREADY GOT DIBS ON HIS BOOTY…HE GON COME OUTTA JAIL WITH AN OCTAVE HIGHER THAN MARIAH’S!!!

  • You know what?

    Don’t drop the soap.

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