Probably back in the late 80's. My date and I wore banana costumes, complete with yellow Chuck Taylors.
Dear Happy (Ms. Two),
The VERY last time I wore a costume? Well that would have been 1953, and it was Hallowe'en and I was nine years old, in the fourth grade at the Sylvandale School in SW Washington State. (NOT a one-room schoolhouse, there were three rooms to it...)
My mother helped me dress as a scarecrow with straw coming out of my wrists, ankles and neck, and it was just such a wonderful costume...the best I ever wore.
It was 2008 and I dressed up for work. I was a hangover. I came dressed in my silk pajamas, fuzzy slippers, hair ratted out, make up smeared, a bottle in one hand and a cigarette in a holder in another. I walked like I had a hangover all day long, made everyone whisper around me and everything. It was hilarious.
the last time i went trick or treating back in grade 12. My best friend at the time, we decided to go even though i hadn't gone since grade 8 until that point. I went as a cat lol.. Back in 2008.
I loved my zombie custom nearly three years ago.
Music camp this year. My friends and I dressed up as bikers. My favourite costume that I've ever worn would have to be my Princess Leia costume that I wore for 'Star Wars: The Force Awakens' midnight premiere. My friend dressed up as girl-Luke Skywalker and her younger brother and his friend dressed up as nameless Jedis.