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As DiCaprio's career rapidly advanced with iconic films like "Romeo + Juliet," he found his first serious relationship with Kristin Zang in the mid-90s. The couple's breakup was attributed to lifestyle differences, a recurring theme in many of Leo's future relationships.
In the early 2000s, he was romantically linked to model Giselle Bündchen. Their relationship was highly publicized and illustrated the central role that models play in DiCaprio's dating history. Giselle later articulated that personal growth differences were a factor in their split, hinting at the challenges of being in a relationship with someone constantly in the limelight.