I am not surprised about him and Natane. They were rumored to have been messing around years ago. They were all hugged up in pictures from past issues of Vibe magazine. (Like around 2000 or 2001) One of the pictures had a caption something like like "Can't keep her little model hands off me" She was one of Aaliyah's close friends. Another issue had a picture of the three of them, Kidada, and maybe Damon Dash too hanging out . He even mentioned her in a song or two. One of the songs is the remix of I Miss You that Jay-z raps about "Natane misses you....." (pronounced like Na-Tauny)
Maybe they are just good friends
I was trying to find those pictures but here are two old articles referring to them:
Leo's Supermodel Switch: Gisele & DiCaprio Snuff CK Model's Birthday
Fashion Wire Daily
May 08, 2000
Calvin Klein model Natane, who hosted her 24th birthday bash Thursday night at Chelsea hot spot Eugene, with boyfriend rapper Jay Z, was upstaged by the mannequin of the moment, Gisele Bundchen. Natane, who was coaxed into modeling by her mother, Nian Fish, creative director of KCD -- which produces runway shows for Helmut Lang and Versace -- seemed to fade into the background when Gisele arrived with current beau Leo DiCaprio. According to pals on the scene, Natane had trysted with Hollywood's golden boy once last year, but it fizzled quickly. A fashionista flack said about DiCaprio: "Oh, I don't think he's attractive at all. He looks like a fat little pig." Pork roast, anyone?
2nd Article
DiCaprio's catwalk girls
Leonardo DiCaprio and new girlfriend Gisele Bundchen (VH1's Model Of The Year) were the centre of attention at a trendy New York nightclub for Calvin Klein postergirl Natane's birthday party.
Natane reportedly had a fling with Leo last year and, according to Fashion Wire Daily, the "Titanic" actor and his new lady Bundchen stole the limelight away from the birthday girl, much to some partygoer's chagrin: a disgruntled guest apparently stated, "I don't think [Leo's] attractive at all. He looks like a fat little pig."
DiCaprio has been romantically linked to a plethora of models, including Kate Moss and Vanessa Haydon.
Natane is currently dating rapper Jay-Z.