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Of course, given Leo’s relationship status at the time, we only have Trishelle’s word to go off of.

While the two never confirmed a romance, it’s possible that Leo and Kidada enjoyed a brief romance not long before Leo began his relationship with Gisele Bundchen.

After they split, Gisele found love with Tom Brady. Helena Christiansen may be one of the best known Angels, even today, but back in 1997, she was possibly even a bigger name than Leonardo Di Caprio himself.

With word that these two were dating, Hollywood waited to see what would happen between the beautiful pair. During Leo’s rocky period after splitting with Bar Rafaeli, the brunette Madalina Ghenea made an appearance on Leo’s arm for a short period of time.

Both Romanians and Italians can’t get enough of their own star, so seeing her with Di Caprio was a particularly exciting piece of news.

, it’s hard to say if something more is just being hidden from the public.

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