Uglyducklingism 

A sexual or romantic fetish characterized by an intense attraction to romantic imbalance, specifically when a significantly conventionally attractive person (usually male) actively seeks out and desires someone who is considered socially or physically unattractive (usually female), deriving pleasure from the contrast, subversion of expectations, or perceived imbalance of "beauty power." This kink may include elements of praise, degradation, transformation fantasy, social taboo, or domination/submission dynamics

Example Usage:
"Jake's got a serious case of uglyducklingism — the hotter he gets, the more he wants a girl who's totally off the radar. It's like, the mismatch turns him on."

Uglyducklingism by THEWRITINGMAN April 21, 2025