8 items in this article 2 items on sale! Photo-Illustration: The Strategist; Photos: Bella Druckman I spent the foundational years of my youth squeezing into the highest-waisted, most butt-flattering jeans I could find for the monthly “jeans day” at my Catholic high school. Later, in my 20s, I traded my cherished skinny high-rise American Eagle jeggings for high-rise, wide-leg (rigid) jeans from Madewell . So when Gen Z began its second war on jeans (that is, the war on high-rise jeans rather