While promoting her 818 Tequila brand in Los Angeles on May 17, 2021, Kendall Jenner embraced a workwear-inspired look that felt more practical than polished.
Kendall Jenner steps out of her custom 818 Tequila delivery truck in Los Angeles on May 17, 2021, pairing a quilted branded vest and white straight-leg jeans with classic black-and-white Converse Chuck Taylor All-Star high-top sneakers (Credit: Instar / WENN)
Trading runway glamour for delivery-driver styling, she climbed behind the wheel of a custom-branded truck and personally delivered bottles to retailers across Southern California.
Kendall Jenner personally delivers her 818 Tequila brand to different stores in California (Credit: Instar / WENN)
The casual outfit reflected the hands-on nature of the event.
Jenner leaned into the workwear theme with a quilted 818-branded vest layered over a white knit sweater and straight-leg white jeans.
Rather than opting for designer footwear, she grounded the look with classic black-and-white Converse Chuck Taylor All-Star high-tops, a sneaker that has remained relevant across generations of celebrities and style eras.
Kendall Jenner goes for a delivery driver look in an 818-tagged vest with a white sweater and a pair of Style Addict pants (Credit: Instar / WENN)
Driving a custom truck with the text “Kenny’s Tequila Delivery Service” written on the sides, Kendall stopped by different stores, including Mel & Rose wine store, BevMo!, and one of Ralphs grocery store locations.
Kendall Jenner finishes the look with simple silver hoops and a center-parted hairstyle, keeping the focus on her casual workwear-inspired outfit (Credit: Instar / WENN)
The choice of Converse felt particularly fitting for the occasion. Their uncomplicated canvas construction and utilitarian roots complemented the delivery-driver aesthetic while keeping the outfit approachable and unfussy.
Kendall Jenner keeps the look grounded with classic black-and-white Converse Chuck Taylor All-Star high-top sneakers, pairing the timeless canvas shoes with crisp white straight-leg jeans (Credit: Instar / WENN)
Originally introduced as a basketball shoe in the 1920s, the Chuck Taylor has remained a celebrity favorite for generations thanks to its simple canvas construction and ability to work with everything from denim and streetwear to festival and travel outfits.
Kendall herself has returned to Converse on multiple occasions. At Coachella, she paired classic Chuck Taylors with denim cutoffs and a cropped top, demonstrating how easily the sneaker adapts to festival dressing while maintaining the effortless appeal that has made it a wardrobe staple for decades.
The Converse Chucks Hi features a canvas upper with rubber toe caps and outsoles
The Chuck Taylor’s appeal extends far beyond Kendall Jenner’s delivery-day outfit. The timeless sneaker has also been embraced by celebrities, including Emma Roberts, Charlize Theron, and Kate Mara, demonstrating why the silhouette remains a fashion staple decades after its introduction. For shoppers, it’s also worth reviewing our guide on identifying authentic Converse sneakers before making a purchase.
The launch of 818 Tequila also sparked debate online. Promotional imagery shot in Jalisco, Mexico, featured Kendall Jenner riding through agave fields in denim, a loose cotton shirt, a cowboy hat, and braided pigtails.
Kendall Jenner’s tequila campaign is being criticized for cultural appropriation (Credit: 818 Tequila)
Some critics argued the campaign relied on stereotypical portrayals of Mexican culture, while supporters viewed it as a celebration of the region’s tequila-making heritage. Jenner did not publicly address the criticism.
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