This time, the 68-year-old brought along rumoured girlfriend and fellow trans woman Sophia Hutchins.
“Sophia and I off to the ESPY’s,” Jenner captioned selfie of the pair on Instagram. “Bringing back old memories of my first public outing. Life is good!”
Despite relationship rumours, a friend previously told PEOPLE that the reality TV star and the 21-year-old college students are simply good friends.
Hutchins and Jenner are so close, that she even views the former Olympian's dog as her own.
"Enjoying the sunset with my baby 🐶 so happy to be home from Boston," the model recently captioned a snap of the adorable Bertha at Jenner's home.
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