The couple — who first sparked romance rumors in February — enjoyed a romantic dinner-for-two at the celebrity hotspot Carbone.
The reality TV star, 27, looked effortlessly chic in a silky cream blouse styled with black flared pants.
Kendall left her top slightly unbuttoned to expose her tummy as she strolled the sidewalk in leather boots.
Her silky brunette hair was tucked behind her ears and she opted for minimal makeup.
Date night: Kendall Jenner stepped out with her boyfriend Bad Bunny in New York City on Wednesday night
Bad Bunny tried to go incognito by wearing sunglasses, a New York Yankees baseball cap and a black plaid head scarf for the midweek outing.
The Puerto Rican hitmaker, 29, rocked a loose fitting white striped shirt, black slacks and black leather dress shoes.
Bad Bunny — whose real name is Benito Antonio Martínez Ocasio — followed closely behind the supermodel as they swiftly made their way into the Italian restaurant.
The couple’s date night comes the same week as Bad Bunny lightly touched on their romance in an interview with Vanity Fair but refused to outright confirm it.
Instead, he addressed the backlash that’s been hurled his way for being closely associated with a member of the Kardashian-Jenner clan.
‘I’m not really interested in clarifying anything because I have no commitment to clarify anything to anyone,’ the heartthrob stated.
He emphasized that he only owes explanations to his friends and family — not random people on the internet.
‘There are people who say that artists have to put up with it. I don’t have to accept anything and everything because I wanted to be an artist,’ Bad Bunny continued.
‘At the end of the day, you listen to me because you want to. I don’t force you to.’
Later in the interview, the Grammy Award-winner revealed whether or not a wife and kids are in his future.
His girlfriend Kendall is the only one of ‘momager’ Kris Jenner’s six children that’s yet to bring a baby into the mix.
And Kendall recently revealed that Kris has been ‘manifesting an engagement’ for her.
‘[My mother] would love for me to get married in the church,’ Bad Bunny told the outlet with a smile.
When asked if he wants to hit the ‘traditional milestones’ that are marriage and children, he replied: ‘No. I don’t think so. Not ever, but not now.’
Two weeks ago, Bad Bunny was caught wearing a silver ‘K’ necklace which appeared to belong to his supermodel girlfriend.
Hotspot: They enjoyed a romantic dinner-for-two at the celebrity hotspot Carbone
Chic: The reality TV star, 27, looked effortlessly chic in a silky cream blouse styled with black flared pants
Natural beauty: Her silky brunette hair was tucked behind her ears and she opted for minimal makeup
Kendall left her top slightly unbuttoned to expose her tummy as she strolled the sidewalk in leather boots
Incognito mode: Bad Bunny tried to go incognito by wearing sunglasses, a New York Yankees baseball cap and a black plaid head scarf for the nighttime outing
Kendall was then seen exiting the upscale eatery
She had a chic black purse tucked under her arm while her beau carried a Gucci bag
Influencer Amanda Hirsch of NotSkinnyButNotFat noticed the rapper – born Benito Antonio Martínez Ocasiois – was wearing the silver charm necklace on his Instagram Stories.
Kendall was seen wearing an identical ‘K’ necklace in another screenshot posted by Amanda on her Instagram Stories.
‘Looks like the K necklace was Kendall’s!’ Amanda pointed out.
The necklace appeared to fit Benito’s neck a little tighter than his girlfriend as he spoke with followers in a close-up video posted to his stories.
‘So what are we calling them? Kenny? Benny? Bendall?’ one fan weighed in.
‘He already rocked this months ago at his basketball team’s game in PR. It was everywhere,’ another claimed.
‘he’s so hot for being such a cutie simp,’ one commented.
‘Bad bunny rocks a necklace with a K for girlfriend Kendall Jenner #Kaliente,’ he captioned the post.
Kendall and Bad Bunny have kept a rather low-profile as a couple since they were first linked in February of this year.
They have been spotted out and about together since then, though have refrained from showing much of their relationship on social media.
It all comes after the Titi Me Pregunto singer shared a very risque thirst trap selfie to his Instagram.
In the snap, the Me porto bonito singer was naked and exposing the fact that he does not manscape.
The nude pic of the Latin rapper/pop star — who is filming a new music video with Al Pacino — was just one of many he uploaded to his Instagram Stories on Sunday.
In the photo, he had his phone covering his face as he put his sculpted torso on display.
Romance: The couple’s date night comes the same week as Bad Bunny lightly touched on their romance in an interview with Vanity Fair but refused to outright confirm it; seen in May
K for Kendall! Two weeks ago, Bad Bunny was caught wearing a silver ‘K’ necklace which appeared to belong to his supermodel girlfriend
Looks familiar! Kendall, 27, was seen wearing an identical ‘K’ necklace
The star rarely posts on Instagram, and while he has 45.9 million followers, he doesn’t follow anyone, including his supermodel girlfriend.
He also shared a snap of two pink drinks with a bottle of Jenner’s 818 Tequila in the background.
The rapper also shared a short video clip of a chipmunk scurrying down a road, where Jenner could be heard saying ‘Come here’ to the animal.
Bad Bunny said: ‘Mami, be careful. The mosquitos.’
There’s no mention of where or when the video was taken but it is notable that they are together and he called her mami.