ALBAWABA - In her new Super Bowl 2026 ad, Kendall Jenner doesn't just deliver amusing lines; she also gives us important fashion ideas.
The model is the face of Fanatics Sportsbook's "Bet on Kendall" ad, in which she makes fun of the long-running "Kardashian curse" rumor about the athletes she has dated. In addition to the humorous elements, Jenner showcases two stunning outfits that highlight her casual and travel-inspired style.
In one scene, Jenner lounges around a giant house and lays out in the sun by the pool wearing a black one-piece swimsuit with a high cut. The simple shape with thin straps and an extremely high leg brings out her long lines and signature model-off-duty style.
The look is easily sexy and laid-back, with barely-there styling and natural makeup. This is the kind of swimwear moment that Jenner is known for.

There are cuts between the swimsuit scenes and shots of Kendall Jenner walking around the fancy estate. This supports the satirical idea that her expensive lifestyle is due to her so-called "cursed" dating past, not her hugely successful modeling career.
Later, Jenner changes clothes and wears something more put-together that looks old-fashioned as she goes toward a private jet. She wears a tight white dress with cutouts that hugs her body, dark shades, a silky scarf tied under her chin, and heels with straps.
This style is a mix of Old Hollywood glitz and modern cool. With a contemporary twist, it possesses a hint of Riviera beauty.
Kendall Jenner completes the jet-set dream by posing next to an old black car and carrying structured luggage. The scene has a movie-like feel to it. The outfit is very different from the casual swimwear, showing that she can go from simple elegance by the pool to high-class elegance.
In the ad, Kendall Jenner doesn't name names, because fans already know who she means. Over the years, she's been tied to several NBA players, such as Blake Griffin, Devin Booker, Jordan Clarkson, and Josh Smith. Clarkson and Jenner dated for a short time in 2016, and then she was with Griffin from 2017 to 2018. Thereafter, she dated Simmons on and off for about a year starting in 2018.
Devin Booker, a guard for the Phoenix Suns, was her second and longest-lasting sports boyfriend. From early 2020 to October 2022, they went on and off dates. In September 2024, they were seen together again at dinner in Miami, which led to reports that they were getting back together.
