1. Someone needs to high five Leo… To the face… With a chair…

  2. Gerttastic

    I got whiplash going from the last pic to this. A bit more gradual please?

  3. dontkillthemessenger

    His upgrades are insane. Heck, his downgrades are better than 99.99% of men will ever experience.

  4. FUCK LEO!!!!!!!!!!!!! lol

  5. CptCreep

    Listen kids…. Money trumps looks every time. So, stay in school make a lot of money and then, bang the hair dye out of all the hottest women on the planet.

    • GT

      Staying in school no longer guarantees anything. In fact just the opposite. If you look at it the path to riches in this world seems to be the less education the better, actors, college dropouts, drug lords…

      • Actually, a four year degree AVERAGES out to over a million dollars of extra earning in a lifetime…it goes MUCH higher if you drop off all the people who get philosophy and art history degrees and focus on actually marketable education.

        Staying in school doesn’t guarantee anything…but being an uneducated dropout douchebag seems to correlate very closely with holding a cardboard sign stating your interest in not lying about needing a beer.

      • GT

        And if you think women will fuck you just because you are rich keep dreaming. The only women who do that charge by the hour. The rest of them decide based on a formula so convoluted that it would cause nuclear scientists a conniption.

      • Frank The Duck

        Speaking of uneducated douchebag dropouts…

        Or dying at 56 from cancer and leaving billions that your kids will blow on hookers and dope because your ego wouldn’t allow anyone to know better than you about anything….

    • Rob

      Save your pennies Frank, maybe you can get a Mac mini. The finally your hostility will end.

      • browny

        Yeah, you’re right GT. Women do not bang men for their money… if you have to hold your nose while you’re doing it, it aint worth it.

        @Iveski. Where is the evidence? Hef? Um, nup. Anyone else?

    • @GT There’s plenty of evidence that chicks latch on to guys with money solely for the money. Hell, most of this site is a shrine to them. It all goes back to Urg and Skog and who killed the bigger wooly mammoth… except the wooly mammoth is extinct now, and has been replaced with Bentleys.

    • CptCreep

      I’m pretty sure Romanian models are paid by the hour.

  6. Deacon Jones

    Now we’re talking

  7. I thought most Roman lingerie models were young alter boys…but then realized it said Romanian…and then I realized I still wanted to call the Vatican a club med haven for pedophiles, so there you have it.

  8. For years Leo thought that the Victoias Secrect catalog was a dating site.

  9. it had to be said

    Holy shit. Never be afraid to troll the poorest countries in Europe for ass. I’m looking at you Ukraine, Romania, Moldova . . .

  10. Not familiar with this woman, but definitely wish I was.

  11. Fester

    I hate you Leo… SO much.

  12. cc

    He’s pulled ahead in his poon-off with George Clooney.

  13. Hate Leo… must die.

  14. DeucePickle

    She’s insanely hot but her last name sounds like some sort of disease.
    “Damn, I think that bitch gave me Ghenea.”

  15. spacedust

    Blake Lively who?

  16. Swearin

    I think we’re all missing the point here; clearly, Leo how to actually perform inception, and he’s using it on a wide-ranging list of hot models and actresses.

  17. Date night with Leonardo Dicaprio: “Hello, Ford Modeling Agency?” “Yes, I’d like to place an order.”

  18. Deeznutz

    I’m not gay or anything, but I’d suck his dick just to get a taste of the incredible poon he has had over the years

  19. Radadoon

    Holy Schmoly!!

  20. mikael

    pssh! looks like steve tyler.

  21. farting old man's wife

    What a cute bra and panty set!! I wonder who made it!

  22. The Brown Streak

    Wait…that’s a real woman? All this time I thought they were just misspelling gonorrhea.

  23. tlmck

    Meh. I’d rather see old pictures of Barbara Carrera.

  24. source

    She’s smart enough to date other men, she has an affair with the argentinian born Simone Carozza. The man is a former football player, mma fighter and scientist ….. probably the next Iron Man or Wolverine LOL

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