Inside Bad Bunny's Love Life: Secret Romances, High-Profile Flings, and the Untold Stories

Bad Bunny has been grabbing attention for his high-profile relationship with Kendall Jenner, but this isn't the first time he has dated someone in the public eye. Despite his tendency to keep his love life private, the rapper was previously involved in a long-term relationship with Gabriela Berlingeri during the early stages of his fame.

"I encountered her at a restaurant while dining with my parents and brothers," Bad Bunny recounted to Rolling Stone in May 2020. "Our conversation led to further meetings and interactions."

Following a six-year relationship, the former duo discreetly parted ways in 2022. Benito Antonio Martínez Ocasio, known by his stage name Bad Bunny, was later rumored to be connected to Jenner in February 2023.

According to an exclusive source the following month, although it is not overly serious, she is fond of him and is willing to explore where their relationship may lead. Kendall values how he treats her respectfully and his ability to make her laugh. She finds him very charming and thinks highly of him as a person. Although their relationship is still in its early stages, she sees potential in their future together. Meanwhile, Bad Bunny, in a Vanity Fair interview, made it clear that he has no interest in discussing his love life publicly.

Keep scrolling for his dating history details:

Bad Bunny’s Dating History: From Long-Term Romances and Kendall Jenner Fling

Bad Bunny is currently in the spotlight for his high-profile relationship with Kendall Jenner, but this isn't his first experience with dating in the public eye. Even though the rapper tends to keep his love life private, he previously had a long-term relationship with Gabriela Berlingeri before gaining fame.

Bad Bunny shared with Rolling Stone in May 2020 that he encountered her at a restaurant while dining with his parents and brothers. They engaged in conversation and their connection blossomed from there.

Following a six-year relationship, the couple discreetly parted ways in 2022. Shortly thereafter, Bad Bunny, also known as Benito Antonio Martínez Ocasio, was rumored to be romantically involved with Jenner in February 2023.

“She's not overly serious about it, but she has feelings for him and is willing to explore where their connection leads. Kendall values the way he treats her with respect and his ability to make her laugh," revealed an insider in an exclusive statement the next month. "He has a charming personality, and she genuinely believes he's a wonderful person. Even though their relationship is still fresh, she can definitely see some potential."

As their romance continued to intensify, Bad Bunny explicitly expressed in a Vanity Fair interview that he has no desire to discuss his love life publicly.

Keep scrolling for his dating history details:

Bad Bunny’s Dating History: From Long-Term Romances and Kendall Jenner Fling

Bad Bunny is currently in the news for his fast-paced romance with Kendall Jenner, but this is not his first experience with dating in the spotlight. Even though the rapper prefers to keep his romantic life private, he was previously involved in a long-term relationship with Gabriela Berlingeri during the early stages of his fame.

Bad Bunny reminisced about their first encounter at a restaurant where he was dining with his parents and brothers, telling Rolling Stone in May 2020. Following their initial conversation, their relationship blossomed and they began spending more time together.

After a six-year journey as a couple, they discreetly ended their relationship in 2022. In February 2023, Bad Bunny, whose real name is Benito Antonio Martínez Ocasio, was romantically linked to Jenner.

Kendall is not deeply committed to their relationship, but she is interested in exploring the future with him. According to a source, Kendall values his respectful treatment and his ability to make her laugh. She finds him charming and considers him to be a great person. Although it is still early in their relationship, Kendall sees potential for it to grow.

As their romance intensifies, Bad Bunny explicitly stated in a Vanity Fair interview that he has no desire to discuss his love life publicly.

Keep scrolling for his dating history details:

Credit: Carliz De La Cruz/Instagam; GIORGIO VIERA/AFP via Getty Images

Carliz De La Cruz

Bad Bunny began dating Hernández in 2011. In January 2016, the musician proposed, but they ended their relationship in May of the same year. They briefly reconciled in 2017 before separating for good.

In March 2023, Hernández filed a lawsuit against Bad Bunny, seeking $40 million in damages. She claimed that he used a recording of her saying "Bad Bunny, baby" in two songs without her permission. The lawsuit was filed in Puerto Rico. In 2022, Bad Bunny's team offered to purchase the recording from Hernández for $2,000, which she allegedly declined. Despite this, the recording was still used.

Credit: John Parra/Getty Images for The Latin Recording Academy

Gabriela Berlingeri

Bad Bunny and Berlingeri began their relationship in 2017 after meeting at a restaurant. They chose to keep their love private for three years until they made their first public appearance together in February 2020 at an NBA game between Miami Heat and Dallas Mavericks. The couple then took to Instagram the next month to make their romance official.

"I expressed my happiness with her," he revealed to Rolling Stone in May 2020 about their relationship. "Unknown to many, she has provided immense emotional support when I needed it the most."

In 2021, they made their debut appearance as a couple on the red carpet and began sharing their romance more frequently on social media. Notably, Bad Bunny showcased Berlingeri on his Un Verano Sin Ti album in May 2022. Nonetheless, rumors of a separation began circulating in the later part of the same year. The couple never officially acknowledged their split.

Credit: Kevork Djansezian/Getty Images

Kendall Jenner

Jenner was first spotted with Bad Bunny in February 2023, initially keeping their romance low-key. By August of that year, their relationship was still heating up.

A source informed Us that Kendall and Bad Bunny's relationship has grown closer in recent months. Initially, it was more casual, but Kendall saw potential for a long-term relationship. In September 2023, they showcased their strong bond by participating in Gucci's ad campaign. Additionally, Bad Bunny's album, "Nadie Sabe Lo Que Va a Pasar Mañana," released a month later, featuring tracks that seemingly reference Jenner.