Anna Kournikova, Picture of Health

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I can remember in my younger days falling asleep with a picture of Anna Kournikova’s ass (possibly NSFW) clutched in my sweaty little fist. Like a toddler with a security blanket, I believed that Anna’s ass would somehow protect me from the plights and evils of the world. Plus, I liked masturbating to it. So, anyway, when I saw these pictures of the former athlete looking like Kate Bosworth’s less-healthy sister, the little girl inside of me wept. And by “little girl” I mean “my vagina,” and by “wept” I mean “sheathed the penis of a stranger.” Don’t you judge me. We all grieve in our own different ways, you know.

More of Anna doing her best Skeletor after the jump.

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20 Comments, Comment or Ping

  1. In every picture, she looks like she’s gonna throw the fuck up. I do have to say that I would still fuck the living shit out of her!! The guy in the last picture on the phone looks like he agrees…………….

  2. BarbadoSlim

    Ah good ol’ Anna Kourniwhatsherface, sucks at tennis, sucks at being spooge worthy, basically a worthless waster of oxygen.

  3. Well, it’s nice to see she took advantage of the Vic’s Secret semi-annual sale.

  4. She also has “cum filled” chipmunk cheek!

  5. There’s plenty of unknown girls walking around who put her to shame,why anyone would go crazy over this skinny brawd?

  6. BarbadoSlim

    Mike, I’ll tell you who, sportswear companies who lacking female personalities who don’t look like they have 8 inch penises will latch onto any skank that sorta looks feminine.

  7. abby

    I believe those are called “man hands.” Or “the icy grip of death.”

  8. RichPort

    I would totally splooge on her hair… just to watch her frantically try to brush it out. Other than that, I don’t like boney punani…

  9. Butch

    She looks better than ever. She has that starved, frail look that is so damn hot.

  10. I don’t think she looks THAT bad. Not great, I admit. I would still masturbate furiously to pictures of her. Just not these pictures. And not anytime soon. But, uh… ehh, screw it.

  11. sonya

    She looks like Chelsea Clinton in that 1st picture…how’s THAT for a boner kill, gentlemen?

  12. WTF? What the hell happened to her. Girl needs to get some soul food in her. I’ll feed the hell out of her. Skinny white bitches check in…but they leave with some J-in-tha-T. I can cook, motherfuckers.
    -fatbizzle.

  13. abby

    Fo’ shizzle, my nizzle.

  14. Sanna

    That’s just sad.

  15. oshkoshb'sittingonyourface

    I love me a big greasy po’ boy. I ain’t talkin bout no sammich neither.

  16. Mike

    That’s sad. A few years ago, she had the perfect athletic body with a remarkable butt! You’d never know that now looking at her.

  17. scott

    I dunno what yall are talking about but she is the hottest person on the planet.. period. and she was good at tennis, or could beat your ass

  18. Arroyo

    Listen, she’s nowhere near the level of Mischa Barton-anorexia.
    She’s still got great T & A.

    Get real

  19. keepitreal

    sad, sad, sad. Dudes that think woman who starve themselves are hot need to see a shrink right along with the starving bitch they want to fuck. Crazy asses buying into garbage.

  20. inocencio

    ola quero te diser que gostei das tuas fotos, pra te diser a verdade sou muito teu fan.

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