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Madonna, her boyfriend, and her son are all getting in on New York Fashion Week. The 66-year-old “Vogue” singer was spotted out on the town with Akeem Morris for NYFW before attending the Luar fashion show on Tuesday. Looking gorgeous as always, Madonna attended the show in an elaborately chic outfit that ended up causing two malfunctions during her night out.

Madonna looks snatched as she slips at NY Fashion Week

Wearing a camel coat and black leather boots, Madonna leaves Luar Fashion show during New York Fashion Week
Madonna attends Luar Fashion show at Rockefeller Plaza on September 10, 2024 | Gilbert Carrasquillo/GC Images

Fans love Madonna’s famously ageless looks, although some believe she’s overdone it with the procedures a bit. Regardless, the “Like a Prayer” singer looked incredible in a camel jacket treated as a dress and cinched at her small waist. The piece features hugely oversized shoulders that domed nearly to her earlobes and a long train held by an assistant.

Wearing a camel coat and black leather boots, Madonna leaves Luar Fashion show during New York Fashion Week
Madonna at the Luar Fashion in New York City | Gilbert Carrasquillo/GC Images

Madonna added black fishnet stockings, thigh-high leather boots, and coordinating leather evening gloves. Wearing oversized black sunglasses, she accessorized with diamond cross earrings and at least six gold necklaces. The 7-time Grammy winner carried a LUAR black stingray-embossed large Ana bag made of leather and accented with silver hardware. As Madonna managed her intricate ensemble and dodged cameras, she likely grew a bit disoriented, causing a quick snafu.

Wearing a camel coat and black leather boots, Madonna enters the Luar Fashion show during New York Fashion Week
Madonna, Ice Spice, and Bad Gyal at the Luar Fashion Show | Manny Carabel/Getty Images; Bryan Bedder/Getty Images for American Express® Gold x LUAR

The Material Girl entered the Rockefeller Plaza for the Luar show, as nearly all guests had already taken their seats. As she received assistance from security, Madonna wobbled in her heeled boots, nearly falling sideways onto the floor. The crowd quieted for several seconds as she recovered, leaning on a bodyguard. Madonna seemed entirely unbothered as she took her seat alongside rapper Ice Spice and singer Bad Gyal.

The “Like a Virgin” singer experienced another malfunction as she exited her car earlier, reports The Sun. The camel jacket dress was fastened around her waist, gaping as she leaned forward and revealing her undergarments for a brief moment.

Madonna and 28-year-old boyfriend Akeem hold hands in NYC

Singer Madonna and boyfriend Akeem are flanked by security guards as they exit an afterparty in NYC
Madonna and boyfriend Akeem leave a private party at a Soho hotel on September 8, 2024 | Robert Kamau/GC Images

Paparazzi spotted Madonna and boyfriend Akeem Morris two days prior to her appearance at the Luar fashion show. On September 8, the Evita actor and her 28-year-old boyfriend feted at a NYFW afterparty before exiting hand in hand. It’s unclear exactly how long the pair have dated, but she first shared Instagram photos of them getting cozy on July 4 at NYC’s The Standard bar. Morris is a former D1 soccer player. Although he is 38 years Madonna’s junior, they seem to affectionately enjoy each other’s company.

Madonna’s son, David Banda, walks in first fashion show

A photo of Madonna's son David Banda walking the Off-White runway next to a photo of David and Madonna on the Grammys red carpet in 2014
David Banda walks the runway at the Off-White fashion show on September 8, 2024; Madonna and Banda at the 2014 GRAMMY Awards | Jeff Vespa/WireImage

Madonna and Morris likely attended the Off-White fashion show afterparty on September 8. Earlier that day, her oldest son walked in the runway presentation.

David Banda has loved fashion since he was young, often admiring his mom’s outfits and wearing his mom’s clothes. Adopted by Madonna and Guy Richie at one year old, the now 18-year-old participated in New York Fashion Week 2024 via Off-White’s spring 2025 presentation, attended by Mary J. Blige, Issa Rae, Camila Cabello, Zayn Malik, Paris Jackson, Flavor Flav, and Sunisa Lee. Banda wore a yellow, brown, and orange vest, black pants, silver statement earrings, cropped leather gloves, and flip-flop sandals.