Tranny Swag

Posted on October 13th, 2008 - By Bossip Staff

Categories: Jay-Z, Jermaine Dupri, New York, News, The Swirl, Uncategorized

Posted by Bossip Staff

Tiffany Pollard and this young version of Norwood made it to the, Planet Funk’s Fashion Weekend Party and we have no idea why. Maybe there’s a pre-op segment to one of the fashion shows.

More pictures from the event below including some of the banger, Jennifer Freeman.

A bit more pre-op fun when you….

Images via Wenn/Wireimage

  • Aunt Viv

    Halloween isn’t for 2 more weeks…

  • no names were left

    Wow, for such a young girl, Jennifer Freeman tits should not be hanging like that already. Not a good look.

    as for the Miss Piggy look-a-like, I have no words for her.

    The dude??? that she is standing next too has a rather “interesting” look.

  • Seek the light beyond the shadows

    New York should know, don’t take pics with someone who looks better than you.

  • $moK.E.Y.

    @Nikki

    DEAD 2x @ SIDE SHOW BOB :lol:

    u read my mind

  • YES

    Isn’t that the guy from “Most Smartest Model”. Oh well, I guess he was really serious about getting into shape.

  • elovely

    All jokes aside doesn’t New York look like a black Kermit the Frog. Honestly for yourself look again , I could not place the look, but I have now. LOOK LOOK LOOK

  • Just Sayin

    Question:

    Is New York is a dude?

  • Aunt Viv

    @ Just Sayin,

    “Question:

    Is New York is a dude?”

    _________________________________________

    I would say she looks like a dude-in-training…

  • Madame Enigma

    Isn’t that the guy from “Most Smartest Model”. Oh well, I guess he was really serious about getting into shape.

    ^^^^^^^^^^^

    Hotdamn – I knew that cat looked familiar…

  • BARACK THE VOTE!!

    @ Yes

    I was sittin here trying to figure out why he looked so familiar. Thanks!!

  • http://www.gravatar.com Re has Legal Hustle on repeat….

    It’s REALLY hard to forget that Jennifer Freeman played an airhead on My Wife and Kids…

  • YES

    @ no names were left

    Wow, for such a young girl, Jennifer Freeman tits should not be hanging like that already. Not a good look.

    ——————————-

    What tits ?

  • Common Without Sense

    So is the guy trying to be a woman or is that a woman dressed as a man…I really can’t tell?

  • Meeko From Detroit (Solange and Whiteboy from I Love Money are HOTT right now)

    OMG i knew New York was a HAM

  • Nina Knows

    The gay guy look like he attempted a nose job, but changed his mind or ran out of money right in the middle of surgery….smh

    new york.. too much to say to even comment.

  • http://www.myspace.com/ocky_j Octavia

    Just looking at Jennifer next to New York is pure comedy! And the funniest part is that NY has actually gone under the knife!

  • Oshie / who lives in a muthaphukkin pineapple under tha muthaphukkin sea?

    Too much surgery is never a good thing.

  • http://www.myspace.com/ocky_j Octavia

    @ no names were left:

    “Wow, for such a young girl, Jennifer Freeman tits should not be hanging like that already. Not a good look.”

    I think the top of her dress is just ill-fitting. She doesn’t have enough boobage to hold it up.

  • Moreaces

    I dont see who would touch this thing with a 10 foot pole, I fell dirty just posting on her thread.

  • Real Black dude

    Jennifer Freeman is HOT!!!!!

  • Moreaces

    @Nikki, LOL at black side show bob,, I couldnt put my finger on it..but you brought out what I was thinking

  • Anna

    Seek the light beyond the shadows(Check me out!)

    New York should know, don’t take pics with someone who looks better than you.

    ~~~~~~~

    I thought the same thing. New York is one of those girls who needs so surround herself with very fugly woman so she will always be the prettiest.

  • Moreaces

    New York should know, don’t take pics with someone who looks better than you.

    ^^^^^^^^^^^^^^^^^^^^^

    Well then, exactly who would there be for her to take a pic with,, Qusi Motto(sp), Im just asking.

  • JillyBean819

    jaybird,

    HAHAHAHAHA! Yes, dude looks just like a Fraggle!!

  • Ms. Toson

    Lambchop posing with Krusty the Klown (model name Jesse)…

  • Ms. Toson

    Well would you look at that, Lambchop posing with Krusty the Klown (model name Jesse)…

  • I’m Just Me- Buffalo Bills (4-1) WE GOT THE CHARGERS ON THE 19th!!

    LMAOOOOOOOO ILL THEY LOOK GROSS!! HOW YOU DOIN’???

    Which one is the real woman?

  • Shady

    I refuse to this chick New York when she look like Aunt Esther from Sanford and Son!! Her nose is huge she should of got a nose job instead of a boob job!

  • southernBella

    I’m convince that New York is a man….and mother is really her uncle and they got “fixed” at the same time!!

  • veve

    jens cute but not a banger she barely getting roles now

  • Oshie / who lives in a muthaphukkin pineapple under tha muthaphukkin sea?

    NY lookin like a bobble head chipmunk dipped in bacon fat.

  • HoneyBrown

    New York is treading DANGEROUSLY close to Li’l Kim territory …… don’t do it girl!!!!!!

    @southernBella: I’m convince that New York is a man….and mother is really her uncle and they got “fixed” at the same time!!

    You voiced what all of us have thought at one time or another…….. LOL all day!!!!!!

  • 3 Wings w/ FF & Mumbo Sauce

    You all are too funny with the comments!

    New York is a black Ms. Piggy. Lol @ the poster who said ‘dude’ looks like Side Show Bob!

    My heart can’t take it…

  • Creole Baby Ain’t Got No Babies Bebe

    wtf is mumbo sauce?

  • 3 Wings w/ FF & Mumbo Sauce (It’s a DC thang…That’s what’s up!)

    The comments are too hilarious! New York does look like a black Ms. Piggy. LOL @ the person who said dude looks like Side Show Bob! LMAO

  • dqueen

    oh hello, he cute.

  • 3 Wings w/ FF & Mumbo Sauce (It’s a DC thang…That’s what’s up!)

    @ creole

    “Popular dipping sauce in Chinese carryouts that serve soul food (e.g. fried chicken wings & French fries), found primarily in Maryland and Washington, D.C. It can pronounced as “Mumbo Sauce” OR “Mambo Sauce.”

    RECIPE:

    Blend plain BBQ sauce, soy sauce, and plenty of sugar in a container. Other variations include ketchup. Color ranges from deep red to light red, to red-orange. Consistency ranges from a BBQ sauce-thick to hot sauce- thin.”

    check the Urban Dictionary online…

  • lili

    Yuck. I’m sorry, but there’s nothing remotely cute about New York. And her personality to boot is definitely not anything to write about. I think her attitude is what makes her so ugly.

  • K-mia

    jennifer is such a cutie…new york makes it hard to say anything nice about her, she needs more shirt.

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  • Keisha

    what is up with the white powder on NY face?

  • Keisha

    NY is rude with a bad attitude.

  • Encyclopedia Brown

    Trannies make me wanna hurl

  • airiole

    Yvonne, my sentiments exactly. Get a new make-up artist.

  • joey bishop

    i thought that was nick cannon and t.i wife

  • InsertDopeWordsHere

    lol @ black sideshow bob

  • ♥golden goddess♥

    FAKE AND FAKERER!

  • Z

    YOOOOOOOOOOOOOOOO

  • One Ugly B*tch

    New York looks very unnattractive in the face

  • FURIOUZ STYLEZ

    CAN THIS MUPPET NAMED NEW YORK PUT A RING ON IT? HELL NAH…NO MAN ON EARTH WANTS FLAVOR FLAV’S LEFTOVERS

  • Teeza

    Not a flattering photo of New York. She’s not cute anyway but dang, she usually looks decent. Not sure if “decent” was the right word choice but she usually don’t make my eyes bleed.

  • Nita

    The guy is Jesse from VH1′s America’s Most Smartest Model who attended Alabama A&M University. He’s a very intelligent individual actually and has the most memorable personality ever!!!!

  • white male

    There’s nothing more attractive than a girl that has had sex with flavor flav, chain smokes, and has made out with 40 guys on camera.

  • Sideshow Bob

    Heeeey its Jesse and he is a really good guy. He’s quite fashionable. This isn’t a good photo of him but he’s really nice o’ chiseled face self!

  • taitai

    If it looks like a man, talk like a man, Acts like one then it’s a man ” NEW YORK ” LOL

    -

    The guy next to her also stared in that “another scary movie” or that spoof about 300…..He was funny in that!

  • crazychris

    i’d hit new york don’t care what ya’ll say i’d hit it

  • Shanelle

    . . .so, which one’s the tranny?

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