Inside Bad Bunny’s transformation from 2015: SNL, WWE & Super Bowl

18 February 2026, 17:32

Bad Bunny’s Super Bowl performance has got the world in a chokehold. It is now his old photos that are going viral, with the star having an impressive style evolution since his debut. From his Calvin Klein ad to Carpool Karaoke and Happy Gilmore 2. Here are all the details.

Bad Bunny has transformed a lot through his career, from his debut album ‘X 100PRE’ to his more recent era ‘DeBÍ TiRAR MáS FOToS ', new fans from the Super Bowl have been shocked to see old photos resurfacing, and the artist looking unrecognisable.

He is an artist who has changed his style to fit each defined era of his 9-year career.

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Known for his androgenous, gender-fluid style in his earlier career, he has evolved into a more nostalgic Latin style.

While he has been huge in Spanish-speaking countries for years, appearances on Saturday Night Live and WWE have introduced the ‘Tití Me Pregunto’ singer to the mainstream world.

Some critics try and argue that Bad Bunny has had plastic surgery, whilst some argue that he has just evolved.

So, how has he changed from 2015?

Here are all the details.

Bad Bunny’s Debut 2016-2017

Although it is hard to imagine with the scale of the Super Bowl artist now, he was once an inspiring musician working in a local grocery shop.

The images from 2016 show an almost unrecognisable rapper, showing the artist wearing glasses and sporting his uniform.

When he first started to release music, he blew up quite quickly, getting features from artists like Drake, J Balvin, and Diplo within his first 2 years of debuting.

In his initial appearances, he adopted a shaved head on which he would cut all manner of geometric patterns.

Wearing bright colours and patterns, and coloured lens glasses in keeping with the styles of the era.

Bad Bunny 2019

The artist took his style even further, wearing more neons and making more garish fashion choices.

Appearing at his sold-out Madison Square Garden concert bending the norms by wearing almond acrylic nails, showing his diversity as a fashion icon.

Dying his skinhead neon yellow was also a look some coining him the ‘Puerto Rican Peacock’.

Bad Bunny 2020-2022

This is perhaps where the transformation into the modern day Bad Bunny occurred, whilst still adhering to his gender-fluid and bold fashion choices.

Appearing alongside Jenifer Lopez and Shakira, at the 2020 Super Bowl he wore an entirely silver and sequin look, not afraid to have all eyes on him.

This is also the era his iconic drag look appeared in his ‘Yo Perreo Sola” music video, featuring the artist wearing a breast plate, wig and bodycon dress.

Speaking about the iconic look, Benito said: “‘I may not be gay, but I care. I have always felt like there [was] a part of me that is very feminine.But I never felt as masculine as I did the day I dressed up like a drag queen.”

Bad Bunny WWE

Benito burst onto American TV screens with a theatrical performance on the WWE WrestleMania stage.

Sporting three little space buns, and a military-inspired fashion, of course not without his flashy chains, he leaned more into his masculine style for his appearances.

This is where his face began to change as he lost a bit of weight, which is what some fans confuse for plastic surgery.

The look was truly iconic and added to the range of the artist.

Bad Bunny Carpool Karaoke

Bad Bunny Carpool Karaoke

Benito appeared on James Corden's Carpool Karaoke back in 2023 and was lots of American fans' first time seeing the star.

His playful nature came out, featuring him singing along to Ariana Grande 'Break Free', him saying it was a song that he knew the most English to.

His baseball cap became a staple accessory at this point.

Although he was still learning English, his personality still came across.

Bad Bunny Met Gala 2023

In 2023, Bad Bunny popped out to the Met Gala carpet in a statement-making backless suit, the look feeling elevated from his previous fashions.

In a business-in-the-front-party-in-the-back look, Benito fused the cheeky nature and gender fluid styles of his clothing with a couture element.

Bad Bunny Calvin Klein 2025

The video that almost broke the Internet was Benito's sexy campaign with the iconic Calvin Klein.

Post his 'glow-up' as it were, the rapper showed off his fully tatted body and muscular frame in just his underwear in a playful campaign.

The girls went crazy for it, the post having over 1 million likes on the fashion brand's Instagram account.

This highlighted that despite his previous androgynous fashion choices, he could still lean into his masculine side while still being cutesy about it.

Bad Bunny Happy Gilmore 2

Benito was featured in one of Netflix's most popular movies, Happy Gilmore 2, alongside Adam Sandler.

In the film, he plays Oscar, a busboy-turned-caddy who becomes a key ally to Adam's character.

The fans love him in this film, displaying his humour and funny nature.

Bad Bunny SNL 2025 & Super Bowl 2026

Finally, we reach the Bad Bunny we know and love.

Prior to his Super Bowl halftime show, the Latin superstar hosted SNL for the first time, alongside Pedro Pascal.

He wore a minimalistic, sleek blue shirt and trouser outfit, which he of course wore unbuttoned.

This is the chic Bad Bunny the couture world has elevated, with the rapper opting for more minimalist colours and patterns, a far cry from his previous eras.

At the Super Bowl, the ‘DtMF’ singer wore two looks, both all white, once again reflecting his maturing style.

Wearing an American-football inspired Zara look in an entirely cream look.

He then changed into an oversized white blazer, as a nod to a more traditional Latin look.

These two looks really define how much Bad Bunny’s style has evolved.

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