Simone and Randy Jackson (With a 35-year age gap)
The former music producer Randy Jackson was a well-known figure in the music industry before he rose to the position of judge on American Idol. While progressing through the ranks, he left the door open for a potential romantic interest to enter his life.
He has a variety of friendships, one of which is with pianist Simone, with whom he shares a special bond. Despite their considerable age difference, the two appear to be having a wonderful time.