On Saturday evening, the supermodel, 27, and the artist, 29, were spotted leaving Carbone in New York City, amid their rumoured romance.
Jenner wore a sheer brown top, a leather miniskirt, and knee-high, stiletto boots for the evening outing.
Meanwhile, Bad Bunny wore a black T-shirt and matching trousers, which he paired with a black and yellow jacket.
Jenner and Bad Bunny fueled dating rumours when they were seen leaving a Los Angeles restaurant together in late February following a rumoured double date with Hailey Baldwin and Justin Bieber.
Jenner "recently started hanging out" with Bad Bunny, a source told HotGossipNewz at the time. "They were introduced by mutual acquaintances. "He moved to Los Angeles a few weeks ago and bought a house," the source stated. "She likes him and is having a good time." He is not like the men she has previously dated. He's quite appealing."
Jenner's rumoured romance follows the end of her two-year relationship with NBA star Devin Booker in November 2022. A source told HotGossipNewz at the time that the former pair split up owing to their demanding work and "incredibly busy schedules."
Bad Bunny, real name Benito Antonio Martnez Ocasio, was most recently linked to Gabriela Berlingeri, whom he supposedly dated from 2017.