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Usually when you're dressing for date you switch out of sneakers and into heels, but that isn't the case for Kendall Jenner. Kendall supported her boyfriend Ben Simmons at his basketball game in New York wearing a graphic tee tucked into mom jeans. She accessorised with Maria Black earrings, a patent leather bucket hat, and leather jacket. The supermodel sat courtside in a pair of black heels that featured a fuzzy strap across the front. Later that evening, after their romantic dinner at Zuma, Kendall switched out of her heels and into a pair of simple white sneakers because comfort comes first! Read on to see both looks and shop similar styles of both her heels and her sneakers ahead.