This presentation explores the historical progression of gender-affirming surgeries, shedding light on their transformation over time. We commence our journey with a look back at early 20th-century procedures, conducted amidst societal biases and limited surgical techniques. In 1931, the first recorded gender-affirming surgery occurred at Berlin's Institute for Sexual Science in Germany, marking a pivotal moment. Magnus Hirschfeld, a German physician, is celebrated as a pioneer in transgender healthcare and played a crucial role in offering medical and surgical solutions for gender change. His institute was a pioneering force in the field. However, World War II forced Hirschfeld into exile, leading to the institute's closure. The Institute for Sex Research at Indiana University, founded by American biologist Dr. Alfred Kinsey in 1947, contributed significantly to transgender healthcare in the United States. We also examine surgical advancements, such as Christine Jorgensen's 1952 transition surgery and Dr. Georges Burou's innovative technique in 1956. Modern transgender healthcare adopts a multidisciplinary approach, involving various specialists. Each patient's needs are individually addressed, whether through medical or surgical gender-affirming interventions. Evidence supports the enhancement of patients' quality of life through such procedures. This historical perspective underscores the remarkable progress in transgender healthcare and highlights the importance of establishing infrastructures for effective and compassionate care. It acknowledges the diverse and resilient transgender community and its ongoing commitment to providing comprehensive support.