Thursday, May 15th, 2008

Desert Storm Trooper

Posted by Bossip Staff

Chili 515 1

Chilli was spotted outside of the Waverly Inn in NYC last night in her Desert Storm get-up. She needs to step it up before she finds herself completely off the radar. We’ve also got pics of Estelle performing at the Crystal Club in London in the thumbs.

Chili 515 2Estelle 515Estelle 515.1Estelle 515.2

A lil more Estelle for ya on the flipside

Estelle 515.3

Images via WENN & Splash

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Comments(49) on “Desert Storm Trooper”

  1. gravatar bree
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    THE GIFT & THE CURSE

  2. gravatar bree
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    Chilli doesn’t look a day over 27..

    i don’t really care much for Estelle’s look, but her music is entertaining

  3. gravatar AMBER
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    2nd!!! Chill looks so good for her age!!

  4. gravatar AMBER
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    CHILI…OOPS

  5. gravatar Paint it Red
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    wha-wha-what? No baby hair pasted half way down her forehead?

  6. gravatar Encyclopedia Brown
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    If Alicia Keys had that outfit on flesh would be ba-gooshin*

  7. gravatar Southern Belle 225
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    Estelle is hideous. I don’t really know her music but that single she had was nice.

    Chili is boring. Is she still selling beach bags with photo’s on them?

  8. (Check me out!)

    Chilli is still fine as ever

  9. gravatar F.Y.I.
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    Why the sandals Chilli? Why

  10. gravatar Madame Enigma
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    Chili is cute, but…

    She tries completely too hard.If her persona (and I mean that loosely) was as natural as her looks, I’m sure her following would be bigger. She’s wack and a hater , and trying too hard to be relevent. She almost made me call the Rickey Smiley Morning Show on her ass a couple a weeks ago.

    She.Is.Wack
    end of story….

  11. gravatar AMBER
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    @Madame Enigma

    WAS SHE(CHILI) ON THE SHOW HATING ON SOMEONE? THEY DON’T AIR THAT RADIO SHOW IN MY AREA. WHAT HAPPENED?

  12. (Check me out!)

    CHILI IS CUTE…..BUT STILL REMINDS ME OF THE 90s

  13. gravatar Madame Enigma
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    @ Amber
    She was just being really snide - you already know what the topic was. That man done moved on, talking bout she didn’t see it coming(Ursher and Tameka),and all kinds of ‘desperate for attention’statements.The vibe, the voice, the convo - everything was stupid.I was disappointed b/c she’s supposed to be an OG (industry-wise).

    I’m Like - Shut Up Hoe! Exit stage left…

  14. gravatar ethang
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    Chili has looked the SAME since she started. She needs to update her look. It’s 2008, girl! Get with the times.

  15. gravatar Crazee
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    COSIGNIN WITH ETHANG…What up with Chili, she needs to de-babyhair herself and get a stylist, STAT!!!!

  16. gravatar Mz. Ju-C Applebum
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    I try my best not to hate…but is it me or is her one eye a lil’ lazy…maybe a whole lot of lazy.

  17. gravatar Mz. Ju-C Applebum
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    When I clicked on the pic…it was fixed…bossip’s photoshopping.

  18. gravatar creolediva
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    c’mon chili, u were in one of the biggest girl groups of all time and u aint nevah glammed…that lil tomboy chic sh*t is getting old, baby spits and all…the camoflauge mc hammer cargos r tired, a HOODIE?? and those flip flops are just AWFUL..dress and look like the almost 40yr old that u r…beautiful woman, no style…smh

  19. (Check me out!)

    Chilli, does look good! This fit..look like I would wear it! minus the shoes!

  20. gravatar creolediva
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    and she is in new york city lookin bama as a muthafukr…thats why they think we country now…cuzza sh*t like this…girl, press that hair out, loose the sideburns and get a few tracks…join the rest of the world…aint nuttin original about that outdated mess, u just seem lazy

  21. gravatar California Pixie
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    She’s a cute gal. She could do more with her hair and the pants…yikes. She definitely needs to update her look. Isn’t Usher’s wife a stylist or something. I love the top of her shoes. I would what the back and heel look like.

  22. gravatar Whatchaknoaboutdat?
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    She is cute but she needs to step it up a bit in public. Do her hair and do more dresses and skirts.

  23. gravatar Whatchaknoaboutdat?
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    She’s not a kid anymore therefore she needs to pay more attention to her appearance!

  24. gravatar chili hoecakes
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    she is a beautiful butterfly pass around groupie

  25. gravatar glok9n
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    WELL CHILI I WOULD HAVE RATHER LOSE YOU TO USHER BUT HE CHOSE THE OLDER MANLOOKING CHICK!YUCK! CHILI IS A FINE CHICA!MUI BONITA! ON THE OTHER HAND ESTELLE IZ STILL LOOKING BLOKISH IN A FEATHERED DRESS!

  26. gravatar she ain't nothing but a golddigger
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    chili is fine i wonder who paid for her ticket to nyc?was it the boxer that bought her all those expensive shoes or did she drop that bum / did her babydaddy dallas austin stop sending her the small checks and now she is a travel escort for cheaters.com

  27. gravatar ????????
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    I think Estelle is cute kind of odd like Lauren Hill but sane! Chilli is boring so boring that the photographers should not waste film and just pass her by.

  28. gravatar He's Presidential
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    Chili looks good and better than Maneka

  29. gravatar me888
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    she’s still beautiful but i mad at her putting those strappy heels with that get. c’mon! throw on some sneakers and call it…

  30. (Check me out!)

    Chilli still looks as young as when TLC first stepped on the scene. Dammmmmmmmn. That outfit is a hot ass mess though. It’s like she needs camoto go stalk Ursher and Tameka.

  31. (Check me out!)

    Chili is looking young and her style is the young look style but she is almost 40 so she should switch up from time to time

  32. gravatar mrslaadee
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    I bet Usher wishes it was Chili’s face he was looking in every morning and not Tamekas.

  33. gravatar mrslaadee
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    @creolediva

    Why in the world would Chili want to get tracks when she has a full head of REAL,LONG,PRETTY GRAIN HAIR? That’s the problem with us black females now, always running to get tracks to look like the white girls. A perm maybe neccesary for some, but those tracks don’t do shit but weigh your head down and make it itch. I refuse to pay $200-$400 for a weave that’s going to make me miserable just to try to swing it like the white girls. We just need to start working with whatever we already have(long,short,nappy,straight).

  34. gravatar AMBER
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    @ Mrslaadee

    I agree completely!!!!

  35. gravatar Lovely Brown
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    Chilli does need a style upgrade.

    But, she’s still a cutie, so, at least, she has that much going for her.

  36. gravatar sickofit
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    Chilli has on her WHAT-EVA gear. We all have a What-eva outfit.

  37. gravatar Ms. Toni
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    Oh, Bossip can talk about Chilli’s outfit, but forgot to mention Estelle ashy azz knees! LOL

  38. gravatar I'm Just Me
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    Chili looks okay but I agree with those that said she needs to step her game up…hardbody.

    As for Estelle/ Esther or whomever (I forgot and too lazy to scroll up) I think she is too daxn skinny. Did she lose weight? She looks terrible.
    Like her musical style though.

  39. gravatar Lou in the Chi
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    Those are some fugly sandals.

  40. gravatar Sharie
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    Maybe she is just chillin,tryin to enjoy life. Hell, maybe she was on her way to the store? Who knows… She still looks cute…

  41. (Check me out!)

    Does Chili know that her TLC days are over…put that gear back in the “concert outfits” closet

  42. gravatar UGH
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    Chili has too much potential to be looking like this. She needs a stylist bad!

  43. gravatar Tyquanna
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    She looks like Usher’s wife styled her.lol
    Seriously, I love her and she is probably really happy and doesn’t give a________. She has the money to get it together when she feels so whatever. You can’t be on everyday.

  44. (Check me out!)

    Chill is all pretty hair, and that is about it….nothing else…

    Estelle is so not attractive and skinny…and that has nothing to do with her color.

  45. gravatar SHORTY
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    @ MS.TONI Oh, Bossip can talk about Chilli’s outfit, but forgot to mention Estelle ashy azz knees!

    GIRL, I HEAR YOU. I SAW THOSE ASHY - ASS KNEES, AND ALL I COULD THINK WAS, LOTION PLEASE! LMAO

  46. gravatar baeyaki
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    puhleez…cute girls like chilli can get away with ish like this! get it chilli

  47. (Check me out!)

    CHILLI LOOKS GREAT FOR HER AGE,SHE JUST NEEDS TO CHANGE HER LOOK,HER HAIR, TO SOMETHING MORE UP TO DATE.

  48. gravatar Sparkle
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    Chili is a 36-year-old mother not a 19-year-old up and coming singer. She is not trying to be in the limelight. She has had her career. And yall know that black gals with that long “good” hur like Ananda and Chili NEVER cut their hair no matter how old they get. I guess they feel that long “good” hur is NEVER going to go out of style and with so many sistas rockin 40 pounds of yak on their heads they may have a point.

  49. (Check me out!)

    Chili has too much potential to be looking like this. She needs a stylist bad!

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