#28: Tristan Thompson
Tristan Thompson is a professional basketball player who plays for the NBA, but in recent years, his personal life and relationships are what attracted a lot of public attention. His first son was born in 2016 to his ex-girlfriend, to whom he paid child support. Thompson started dating Khloe Kardashian in 2016, the same year his first son was born.

The two had been dating for two years when Khloe gave birth to their daughter, True Thompson (born in April 2018). Shortly before her birth, Khloe found out Tristan had been cheating on her. Since then, the two have had an on-again-off-again relationship and had another child together through surrogacy. On Thanksgiving of last year, it was announced that Thompson was expecting another child from another woman.