Awww… Little Diggy is Growing Up

- By Bossip Staff Categories: News, Out and About, Seen on the Scene

Diggy Simmons has been roaming around Bryant Park getting it in for Fashion Week.  He popped up at the Aston Mozie and Coco and Breezy Show with his braces off and his Andre 3000 swag turned on. We must say he’s pretty fly for a 14-year-old.

More pics of Diggy and other celebs on the Fashion Week scene under the hood.

Comments

  • what cha gonna do

    say it ain’t so

  • capt'n backslap

    if he was 5 or so years older, ya’ll would be callin him suspect, which im already thinking he is….

  • Keepnit100

    Yea..he’s a cutie pie…go Diggy!

  • Tee3

    The next Kanye right here.

  • Sarah

    He is not cute to me. Nothing worse than a spoiled black kid. Anyway Tyson Beckford and John Legends lady friends are very pretty.

  • http://www.GREENBACKGANG.net www.GREENBACKGANG.net

    I like the outfit…..

  • young'n'n

    hes a cutie pie

  • UrHeinessDaQueen

    Sorry but whoomp whoomp ! who dressed this kid? everything looks too big on him & that bow tie is silly.

    Estelle’s hair isn’t looking as good as it usual does & I love her Hershey chocolate skin,just gorgeous complexion:)

    John Legend is too adorable. I can see myself with a bf like him or Kid Cudi for a long time hehe

  • SiDeWayZ

    He looks foolish and I’m not hating on a little kid.

  • DaBrat

    what cha gonna do
    2/17/10, 17:18:pm

    say it ain’t so

    __________________

    I hear you. I wonder who does his eyebrows

  • YaYa Sisterhood

    Rev. Run come get your son!

  • T

    Andre 3000/Ryan Leslie/Farnsworth “Fonzworth” Bentley starter kit outfit.

  • Mrs. Rance

    capt’n backslap

    if he was 5 or so years older, ya’ll would be callin him suspect, which im already thinking he is….
    ***********************************

    Oh we have to wait a few years? Cause that’s what I was going to say. And not in a mean way. I just kinda think it’s obvious. Ain’t nothing wrong with him if he is gay. I still love his swag.

  • Marques Houston's Lace Socks

    He looks a little Tevin Campbellish to me! You know, the ones you know gonna be ga y, but you hope its just a phase….

  • hhahahahaha

    He should’ve been the one named Russel Jr. with his little homo ass. He looks like he sneaks in Justine’s closet and plays in her wigs.

  • nywoman23

    he is not cute stop lying. dude got an ugly nose, , his gear is horrible

  • Oooofucthaaat!!!!!!

    @da brat
    @Mrs. Rancit with the ugly az.z. ring that you love to display that tiny ugly ring get your weight up 7k or better b.i.tch!
    @t
    @Marques Houston’s Lace Socks
    @Sarah

    2/17/10, 17:27:pm

    He is not cute to me. Nothing worse than a spoiled black kid. Anyway Tyson Beckford and John Legends lady friends are very pretty.

    are all a bunch of az.zholes picking on a kid. what if your kids turn out to be di.kes and fa.g.gs?
    this little boy is cute

    I hate hiss mother the whinning fat az.z bi.tch!
    At least he look better than his mom and dad they both are fat.

  • http://www.bossip.com iphoner

    he looks a tad zesty

  • Alrighty Then... (Barbara Jordan)

    Yall are crackin’ me up w/ the comments… “tevin cambellish”?!?! LMAO!

  • WHOEVER

    he just has his dad buy him a new wardrobe for every fad

  • ***JUDY***

    Cute little boy.
    ______________________________

    Sarah
    2/17/10, 17:27:pm

    He is not cute to me. Nothing worse than a spoiled black kid. Anyway Tyson Beckford and John Legends lady friends are very pretty.

    Tell me…..why do losers like yourself stalk black websites?But I see your non black azz cant help yourself….all up in our business….lol,I love it!

  • http://bossip.com honest opinion

    lol he is not cute sorry…

  • Ummm, Can You Say Hypocrite???

    This is terrible how ppl can talk about a CHILD. You ppl have no mercy.

    In my opinion Diggy is a CUTIE and I’ve always said when he gets older he is going to be SO handsome. And he is growing into those looks very well I see, the boy is gorgeous.

    Why does having a fashion sense that is out of the realm of typical baggy pants and a white tee automatically get labeled gay??? His style is cute and mature. He has on polo boots, jeans, a cute button-up with a neutral colored vest and a green bow-tie to accent the green in his shirt, with a pea-coat to top it off. He is very stylish and fashionable. I would love to see how some of you show up a fashion week. Some ppl are so disgusting.>:-(

  • stopit

    He’s not gay. Just because someone is not a thug does not mean he’s gay. He’s a trendy rich kid.

    However, I do feel that he’s too grown and well on his way to being a paparazzi model like his big sisters. They started off well but then that hollywood has really brought them down.

    They’ve been given too much too soon.

  • blk

    lil dude has hella swag! go digg!

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