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Sheryl Underwood Smiles For the Camera

Posted on January 5th, 2009 - By Bossip Staff

Categories: News, Out and About

CommentsView Comments

Posted by Bossip Staff

Sheryl Underwood

Damn, ya’ll.  We know Sheryl Underwood’s a comedian and all, but there’s nothing funny about this picture.  Eeek. What was funny is how she caught a cab ride from her hotel to the DC Improv club, which was less than a block away.

Check up under the hood for a couple more pics of Sheryl in Chocolate City.
Sheryl UnderwoodSheryl Underwood

Images via Splash

  • High Life

    1 up

  • pm

    I love Sheryl Underwood

  • http://bossip.com laney28

    Ha! She looks like she just got caught doing something she wasn’t supposed to be doing.

  • Divab

    EEK!!!!!

  • http://www.gravatar.com Re

    SHERYL!!!!!!!!

    I saw her last year at the Improv with my husband for our anniversary, and she was hilarious. I don’t even like her brand of comedy, but we had a good time.

    But I am SICK and TIRED of seeing her carry that bag every-damn-where….

  • http://www.gravatar.com Re

    Ya’ll know what she called herself?

    Wesley Snipes. Bwahahahahahahaha!

  • PURPPLE

    lol..morning Re

    Wesley Snipes would be correct!lol

    I can barely stand her ignant azz.

  • NIKKI UNDERWOOD

    Yall leave my Auntie alone!!

  • http://www.gravatar.com Re

    @Purpple

    Hey, goodmorning! Yes, Wesley Snipes in a wig!

  • PURPPLE

    lol, im trying NU…well not really

    lol@Re

  • http://www.bossip.com talkin loud and sayin nothin

    Thank God she has a talent because the look is truly phocked

  • http://www.gravatar.com Re

    @Nikki Underwood

    Lol!

  • http://www.bossip.com Anon

    Nikki U

    I would kill to have the opportunity to make love to you this early Monday morning.

  • NIKKI UNDERWOOD

    HEY!! She stole that sweater out of my closet!! Get it stole=wrap… :(

  • NIKKI UNDERWOOD

    Anon…

    Who would you kill? I have a list for you…

  • http://www.gravatar.com Re is excited to see GAMBIT in May. FINALLY!

    @Anon

    LOL @ your wanting to kill….

  • HANNIBALS PIMP AKA MR.BACKHAND

    I LUV ME SOME SHERYL SHE GAVE MY SNOWBUNNY SOME MONKEY BREAD AND NOW HER ASS LOOKS LIKE SERENA’S,EEEK!

  • http://www.bossip.com Anon

    @ Nikki – Give me the list and wait right here, OK?

    @ Re – You lookin good too ma!

  • African Princess

    She looks like Macy Gray, LOL!

  • NIKKI UNDERWOOD

    1. The IRS
    2. This Police Officer that gave me a ticket in ’08
    3. This older lady (47?) at work that STILL wears Baby Phat…

    …Im still thinking…

  • http://www.gravatar.com Re is excited to see GAMBIT in May. FINALLY!

    @Anon
    Thanks!

    @Nikki Underwood

    4. The girl that stomped me at age 11.

  • NIKKI UNDERWOOD

    LMAO!! HAHAHAHAHA!!

  • High Life

    She showin every last one of her teeth in that pic.

  • http://annoymous@yahoo.com anonymous says

    Nik u and RE.. love to you both but your ole friend anon says is out for good no coming back as nobody cant deal with the foolishness. too grown for it.. chow ladies enjoy 2009!!!!

  • NIKKI UNDERWOOD

    Goodbye… *insert sad face here*

    You will be missed (my me at least)…

    See you on the Highway to Heaven….???? LOL!! I havent seen that show in ages…RIP Michael Landon…waay off track here…BYE BABES!!

  • MeMe_Slim

    At least she has nice teeth. If she was grinning like that with a jacked grill……….. NO GOOD! I don’t think she look like Wesley Snipes. More like Arsenio in Coming to America. Lol.

  • http://www.gravatar.com Re is excited to see GAMBIT in May. FINALLY!

    @Anonymous says

    *waving you off at the trainstation*

    Bye :-( I’m fighting the tears…

  • Oshie

    Chocolate City belongs to New Orleans!!!!

    This calls for a dance-off of epic proportions.

  • Hannibal

    SHE LOOKS LIKE MICHELLE OBAMA

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  • USAFRET

    She is walking because she had surgery recently. What’s wrong with the picture? She’s a comedian playing it up for the cameras.

  • tia

    who is this guy????

  • Marc B’s Honey…Mrs. Real Talk

    Why is she always talking about dick? This is a clear sign that she desperately needs some…

  • Nigga Said

    Seeing that Sheryl lacks in the neck department, I wonder if her head game suffers.

  • Lush-Us Lipps

    She is so funny and definatly one of my favorite comedians. She should have definitely been apart of the Queens of Comedy

  • chillrob

    nikki……nikki

  • Marshabio

    Well……….
    She’s got a good beautician

  • Marshabio

    .

  • Angry Man

    Hannibal,

    sit yo azz down!

  • NIKKI UNDERWOOD

    yes…..yes?

  • BOSSIP ADMINISTRATOR

    TO THE POSTERS WHO ARE CONTINUOUSLY POSTING UNDER MULTIPLE ALIASES WE WILL BE DELETING YOUR ACCESS TO POST IF THE PROBLEM CONTINUES TO PERSIST. YOUR ACTIONS ARE JEOPARDIZING THE INTEGRITY OF OUR WEBSITE AND WE ARE ISSUING THIS POST AS A PROFESSIONAL WARNING.
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  • Crazy Ass Rodney

    Damn she got some big ass TEETH

  • http://myspace.com870bg bg

    She look like one of them cat koo-koo clocks!

  • Playlist

    She looks like she needs some braces.

  • KK

    I love Sheryl, she is funny as hell. But I cant stand her lips and teeth. And I need to let her know thst nobody wants anything out of her damn purse. Just sayin…….

  • meko

    @PURPPLE

    Ignorant azz is right. I can’t stand this loud mouthed wench.

  • WESTCOASTLOVE

    OOOOOO SHE JUST IS NOT CUTE!!!!

  • http://MySpace.com/keia1st PrettyNikki

    I thought Bossip was being mean by posting the ugliest pic they could find but the other one is bad to. She is funny and all but she needs to start wearing a mask like Michael because her face is scary. This is one of the rare times where I am pro plastic surgery because she couldn’t possibly get any worse.

  • posh

    @ hannibal. how the hell are you going to disrespect the obama’s like that dumbass? go climb up to the top of your roof during a lightning storm and wait a while.(wink).

  • JAy

    Z Phi So Sweet – Love You Soror

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