200. Cindy Gallop

Cindy Gallop is a true Difficult Woman: born in Buckinghamshire, raised in orthodox Brunei by a formidable “tiger mother,” and destined for marriage and motherhood. Instead, she became the founder of MakeLoveNotPorn, a radical platform challenging porn culture by showing real, consensual, emotionally honest sex. Fiercely single, unapologetic about dating younger men, and committed to designing her life entirely on her own terms, Cindy has spent decades dismantling the myths around sex, relationships, and what women are meant to want.