Mary-Kate Olsen & Oliver Sarkozy
Ah, on to Mary-Kate Olsen! This child star turned fashion designer and businesswoman married a man 17 years her senior. Meet her husband Olivier Sarkozy, who is the brother of the former president of France, Nicolas Sarkozy. The two tied the knot in 2015. At the time, Mary-Kate was 29 years old and Sarkozy was 46 years old. Then, in November 2016, she made headlines for a double date with Olivier and sister Ashley Olsen and Ashley’s date. We’ll explain…

Mary-Kate Olsen & Oliver Sarkozy
Ashley Olsen & Richard Sachs
Back to that double date…even though Ashley Olsen was not dating him for long, the two definitely created some media uproar with their controversial relationship. Well, Ashley brought her much older boyfriend, Richard Sachs to that game with her sister and brother-in-law. Ashley Olsen and Richard Sachs have 28 years between them. While dating, the two kept their relationship private until being spotted out with Mary-Kate. Unfortunately, things did not last, and they broke up in early 2017.

Ashley Olsen & Richard Sachs