You must pick a point in human history before the 1950s to be spend the rest of your life in. What era and place would you choose?
You would still have the same age, gender, personality, skin color, etc. and you would be able to speak at least one local language and would know basic information of the era and place. Your family, social standing, and such would be randomly picked.
You'd think places like San Francisco would be better, but 20 years later the Stone Wall riots happened. It was pretty rough all around to be gay in that time, though I'm sure some places were worse than others.