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Since May, Di Caprio and the 24-year-old Sports Illustrated cover girl, who previously dated Adam Levine, have already had some globe-trotting adventures.

The new duo vacationed in Montauk, New York, in June, and jetted to the private island of Over Yonder Cay in the Bahamas that same month. when the two were spotted partying together at Coachella’s Neon Carnival.

Sure, it’s an odd time for a Hollywood type to start a romance with an actual youngster, but that doesn’t discourage Di Caprio from living his best life and staying true to himself.

Meaning, he’s not limiting himself to dating just one model.

Then in January, Di Caprio and the "This Is What You Came For” singer, 28, shared a sweet moment at a nightclub in Paris.

Just one year prior, they spent Valentine's Day weekend together in New York City.

Kate was just being a supportive friend by attending Leo's gala! Nevertheless, these photos of Leo and Kate having a relaxing time has made people think they're together romantically.

According to Rae has yet to respond to the dating rumors, but a rep for Di Caprio said, "They're not dating." But if they are, in fact, together, she wouldn't be the actor's first dark-haired lady.

He's had previous rumored flings with Helena Christensen, Bijou Phillips, and, let's not forget, Rihanna.

If the whole Di Caprio thing doesn’t work out, Perkins could always consider moving on with the singer.

I don't think there is any Hollywood pair that is shipped more than Leonardo Di Caprio and Kate Winslet. Just kidding, my heart will definitely go on because Leo Di Caprio and Kate Winslet are not hooking up.