The Pink Taco founder was found dead in his Beverly Hills home on Nov. 23, 2019.
Over the years, he made headlines over his romantic relationships with a slew of top female celebrities.
Harry dated the actress in the summer of 2006.
Harry and the pop star went on at least one date in 2015.
The two went on a few dates in 2010, when he was 29 and she was 41. A source told People at the time, "Harry has been to Jen's Beverly Hills house and they have had several restaurant dates as well. Just like Jen, Harry is a dog lover and they both love the beach."
The two dated for about six months in 2013.
Several years ago, Harry was also linked romantically to the socialite.