Olivia Dean showcases designer fashion during ‘The Art of Loving’ tour

Singer Olivia Dean has featured a variety of vintage-inspired designer looks during her ‘The Art of Loving’ tour. For her performance at Madison Square Garden on August 17, Dean wore a silk-chiffon Gucci gown from the Pre-Fall 2026 Generation Gucci collection. Styled by Simone Beyene, the shimmering piece featured a high halter neckline, a deep low back, and all-over embroidery inspired by the house’s 1990s archives.

Throughout the tour, Dean has utilized high-fashion pieces to complement her musical performances. Previous looks included a floral sequin McQueen dress worn at London’s O2 Arena, Chanel pieces with asymmetrical necklines and floral motifs, and an Art Nouveau-inspired beaded tulle gown by Taller Marmo. The tour, which has traveled through the United Kingdom and Europe, is scheduled to continue in Australia and New Zealand.