I wrote my main college essay about my Halloween costume when I was 9 years old. We were really poor and my (single) mom couldn't afford a proper costume so she invited her friend Ashlee over (who was a stripper

) and she put me in drag: clear high heels, a black mini skirt, a yellow halter top, and an electric blonde bob wig. I then went out and trick r treated alone in my (very conservative, suburban Oklahoma) neighborhood and people were VICIOUS. They told me what I was doing was a sin, people asked me if I was a "fagget" instead of giving me candy, and a small minority of people just thought it was funny and wanted to take pictures.
So my essay basically focused on how this was the first time I was confronted with the idea of gender roles and how this night forced me to ask myself "What is it about a man wearing women's clothes that is so transgressive and seen as such an affront to masculinity?" and also why did people see my costume as "un-Christian" when the bible says nothing about men wearing skirts being innately sinful (hint: people tend to conflate what is and isn't "Godly" with what is/isn't socially acceptable, making our interpretation of the Bible heavily reliant on the society that we come from)
But also I just talked about how this caused me to admire women because being unashamedly proud of one's femininity, whether they are male or female, is itself a transgressive act in our society that values masculinity above all else. I also talked about how this made me become addicted to doing and saying things that are "shocking" because I loved the feeling of challenging a person's small-minded worldview and overwhelming them with the idea that other people don't give a **** about their narrow worldview.