"She'll never be as pretty as you."
/I was a pretty awkward middle schooler. I was shy, un-athletic, and didn't have many friends, so I mostly pretended to sleep on the hour long bus rides home. One day in 6th grade I had to "sleep" near the back of the bus where the cool boys from my grade were sitting, flirting with my older sister.
They were complimenting her when one said "Your sister is so ugly. She'll never be as pretty as you." The other one emphatically agreed. My sister just sat there.
It's been 18 years and I can count on one hand the number of times I thought I was pretty.