Nicole Kidman

Nicole Kidman and Michelle Pfeiffer both bet Georg Clooney $10,000 that he would be married or have children by age 40. Staying childless they sent him the money which he returned replying double or nothing by age 50. He mostly probably won this bet too as his wife (whom he married when he was 54) gave birth to a set of twins in 2017 when he was 56.