Taylor Swift really does have that good girl faith and a tight little skirt. Through the years, Swift has blessed Us with a number of fabulous skirt moments, from leather numbers to denim skorts and more. In March 2024, she looked seriously stylish in a pleated tan $695 skort from Sandy Liang while enjoying a Malibu lunch date with boyfriend Travis Kelce. Swift rocked another fabulous skirt in October 2023 while on another date with Kelce. For the duo's New York City outing, she wore a $2,100 leather Khaite Keene Leather Mini Skirt backwards and a sheer Jean Paul Gaultier top. One of her fan-favorite moments came in October 2025 when she slayed in a tartan Miu Miu skirt while enjoying a night on the town in New York City. Keep scrolling to see all of Swift's best skirt moments - and find out how much they cost: