Holland Taylor & Sarah Paulson | $18 Million

Holland Taylor is not just a veteran actress in Hollywood but she is also a playwright. Among her notable works are in Bosom Buddies, The Powers that Be, The Practice, and Two and a Half Men. She earned her degree in Drama at Bennington College then pursued a career in acting. Taylor has made a name for herself on and outside of Broadway. Later on, she produced a one-woman play about the late Ann Richards who was the former Texas Governor.

Her current relationship is with fellow actress, and award-winner, Sarah Paulson, who is best known for her roles in the American Horror Story franchise. The two met a long time ago before they even started dating but they were with their prospective partners at that time. The two stepped out formally as a couple in 2015 and they are still together today. In spite of their age difference, the two are showing the world what their love really meant to each other.