Dr. Doogie Howser is not all a goody two shoes. Way before he came out and revealed to the world his orientation, he dated actress Christine Taylor. She is best known and loved for her role in “The Brady Bunch” and in “The Wedding Singer.” They dated from 1997 until 1998. A relationship that lasted just over a year.
They were a relatively private and quiet couple, with not too many horror stories to make the paparazzi’s day. These days, Doogie is happily married to David Burtka, and Christine is married to Ben Stiller, also in a very happy way.
Lisa Marie Presley and Michael Jackson
This is about as good as it gets. The King of Pop dated the King of Rock n Roll's daughter. AKA the Rock n Roll princess. The early 1990s were the days when everything was about Michael Jackson's legal accusations, and Lisa Marie managed to make the wind blow in a different way.
Lisa Marie even famously starred in Jackson's music video for his ballad "You Are Not Alone". They were married for under two years and had no children together, yet they managed to preserve their titles, which they both left as their legacy following each of their deaths.
Robert Downey Jr. and Sarah Jessica Parker
Way back in the 1980s, Robert Downay Jr. was still unknown for his roles as "Iron man" in the MCU. In fact, he was so out of it with his substance dependency that it seems that Sara Jessica Parker came just in time to put him back on his feet.
The two were filming a movie together, ending in a seven-year relationship. Downey found it hard to let go of his former lifestyle, which was difficult for Parker to handle. Since then, he has left his mark in "Chaplin" and "Sherlock Holmes," and Parker has left us wondering whatever happened to Mr. Big and the City.
Christina Applegate and Brad Pitt
In the 80s, Brad Pitt and Christina Applegate were (like many well-known stars at the time) in the spring of their careers. Pitt just started to walk through the path of fame, and Applegate was breaking through with her role in "Married With Children."
These two were friends as teenagers. Pitt (together with other future stars such as Jason Priestly) would come to her parent's house for Sunday lunches. Pitt was even her date to the 1989 MTV Movie Awards, though she left with someone else… awkward! They both went on to other partners eventually, though. Applegate is now married to musician Martyn LeNoble, and Pitt, well... we all know what happened with him.
Michal Jackson and Brooke Shields
Unlike today, at the beginning of the 1980s, things were different, and the number of stars was limited. Not every artist that came up with a new song instantly became famous, whereas today, you don't need much to be recognized worldwide. Michal Jackson, at the time, was known and loved globally. As was Brooke Shields
He dated Brooke Shields for a while, but apparently, they weren't both aligned with how they wanted things to go. Jackson proposed a number of times; however, Shields tells a different story and has always claimed that they were no more than two good friends.