Question: When did the first male-to-female transsexual surgical transformation take place?
Disambiguated questions and answers: question: When did the first ever male-to-female transsexual surgical transformation take place?
When did the first male-to-female transsexual surgical transformation take place in the United States?
answer: 1930
1966
Natural Questions answer: 1930 (from the Wikipedia article "Sex reassignment surgery (male-to-female)")