
South China Morning Post · Feb 27, 2026 · Collected from RSS
A 64-year-old trans woman in eastern Japan is embracing a quiet, slow-burn romance with a boyfriend 22 years her senior, often showing up to dates in princess dresses. Kuboyama, a retired information technology (IT) engineer from Kawasaki City who also goes by the name Catherine, was once known for her handsome looks and high-paying job before the sex reassignment surgery, TV Tokyo reported. She says she was drawn to women’s clothes and make-up from childhood and felt little interest in...
A 64-year-old trans woman in eastern Japan is embracing a quiet, slow-burn romance with a boyfriend 22 years her senior, often showing up to dates in princess dresses.Kuboyama, a retired information technology (IT) engineer from Kawasaki City who also goes by the name Catherine, was once known for her handsome looks and high-paying job before the sex reassignment surgery, TV Tokyo reported.She says she was drawn to women’s clothes and make-up from childhood and felt little interest in conventional romance as an adult, dating only one woman.Smiling transgender woman Kuboyama with a selection of her wigs. Photo: GuanchaKuboyama said that decades ago, men who said they wanted to live as women were ridiculed, so she often faced suspicious and judgmental stares.She was diagnosed with gender dysphoria in her 40s and underwent sex reassignment surgery seven years ago.After the surgery, Kuboyama leaned into a bold Western-inspired aesthetic and a princess lifestyle.When she was slimmer, she would wear pale-coloured contact lenses, style a blonde wig, do dramatic make-up and head to a studio for glamorous photo shoots.