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Before the fame of Hollywood engulfed him, DiCaprio experienced the first inklings of love during his high school years. These early romances were relatable and simple, a stark contrast to the dramatic relationships that would follow as his career took off in the early 1990s. One of his first major publicized relationships was with model Bridget Hall. As two young ambitious talents, their romance was emblematic of youth but unfortunately did not endure, marking DiCaprio's shift towards more high-profile relationships.