In high school I was always self-conscious about my height.
Once, a lifeguard asked me out. I had never stood next to him and didn't know how tall he was, so the night of the date I took out two pairs of shoes, one with heels, one flat. I arranged with my brother to answer the door, compare his height with my dates, and run upstairs to let me know which pair of shoes to wear.
When heard the doorbell, I waited. Then my brother showed up and told me what I didn't want to hear: "Go bare-footed."