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The history and subculture surrounding transgender people in Singapore is substantial. Gender-affirming surgery is legal in the country since , the first country in Asia to legalise it. However, a citizen of Singapore is only able to change their legal sex after undergoing gender-affirming surgery, being physically examined by a relevant practitioner such as an endocrinologist or plastic surgeon , and being found that genitalia has been completely changed.

A change in gender marker applies to most government documents, including the NRIC and passport, only excluding the birth certificate if the citizen was born in Singapore.

In , marriage was also legalised for transgender people. Transgender individuals who have undergone sex reassignment surgery SRS do not need to serve National Service. However due to the difficulty of transitioning early, only a very small percentage of transgender people in Singapore undergo SRS before having to enter National Service.

It is possible for transgender people to be exempted from National Service despite not undergoing sex reassignment surgery. However, this is mostly up to the medical-officer in charge and varies case by case. In general, transgender women that look like cisgender women have a much higher chance of being exempted. Sexual reassignment surgery in Singapore are only conducted by approved gynecologists, such as Shan Ratnam. Surgery on genitalia had been done prior to but only for patients who had both male and female reproductive organs.