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Ooh La La! Key West Has A (Wo)Man!

| Filed under: Pretty (Wo)Man

key west's resident pretty (wo)man pippy no stockings

A vision!

A Perezilicious reader sent us this pic of Key West's very own Pretty (Wo)Man! Seems this he/she is a virtuoso, as he/she performs for people everyday atop that bucket throne for the Sunset Festival!


We shall name her Pippy No Stockings! We wonder what magical tunes come trolling out from his guitar!

Someone send us some vid!!!

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8 comments to “Ooh La La! Key West Has A (Wo)Man!”

  1. 1

    Are you going to highlight every mental incompetent in America, or just the ones into cross-dressing?

  2. 2


  3. 3

    You are really scraping now Hilton. Key West is filled with local talent like this guy. It's not a big deal. They have any number of gay and lesbian themed weekends and my all time favorite Fantasy Fest. Key West accepts everyone … except you. They'd probably kick you out.

  4. 4

    Have you ever been to Key West, Perez? If so, you'd know there are plenty of these gems down there. Not just this one. Every year we go for a week fishing trip and there are so many you can't keep count.

  5. 5

    Looks like my seventh grade history teacher……..Mr. Bolen is that you?

  6. 6

    How in the world does your tiny little brain justify your constant rants about being gay when you turn around and bash people like this. You are as bigoted (if not worse) as the people you constantly criticize. You are an ignorant fuck. If you want equal rights for all you should remember that "gay" is only a portion of the LGBT community. And I won't even get started on the hateful ignorant way you refer to the potentially mentally ill.

  7. 7

    I don't get it. I am sure that there is more than one cross-dresser in every major city in the United States. Why do you keep putting them on your website? It doesn't have anything to do with anything…

  8. 8

    I actually grew up in Key West and saw this guy every time I went down to Mallory Square. He and his other cockroach friends hung out and panhandled from unsuspecting, do-gooder tourists during Sunset Celebration.