Earlier in the day, Caitlyn had met up with Andreja Pejic for a lunch date in New York City, further cementing their friendship.
The two women were seen arriving separately at the Hyatt Hotel, with Andreja toting a copy of Caitlyn's new autobiography, The Secrets Of My Life, as she made her way inside.
The 25-year-old Australian model looked stylish in a pair of black leather pants and black boots.
She also wore a black T-shirt and nude-colored trench coat.
Despite the gloomy weather, the statuesque blonde wore a pair of tinted blue cat-eye sunglasses as she walked along the street.
A black handbag hung from her shoulder, and she had on a vibrant shade of red lipstick.
Meanwhile, Caitlyn, 67, looked elegant in a peach-colored sweater dress with lace-up detailing.
She wore tan-colored alligator high heels and carried a nude-colored leather handbag as she made her way inside the luxury hotel.
Her long brown hair was worn loose and she wore large hoop earrings.
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