The source stated that Harry ticked all the boxes as he is successful, intellectual, edgy, and cooler than almost anyone else out there. Plus, he has openly admitted to having a crush on Jennifer in the past, and he is clearly into older women. Jennifer believes that they would make a great match as Harry has a great sense of humor and is entirely chilled.
Jennifer’s love life has been a roller coaster since rising to fame in 1994. She was famously married to Brad Pitt in 2000, but the couple split after five years. She then went on to date Vince Vaughn, John Mayer, and Bradley Cooper before marrying Justin Theroux in 2015. The couple split two years later.
Harry has also had his fair share of high-profile relationships, including Taylor Swift, Kendall Jenner, and Camille Rowe. He had his longest relationship with Olivia Wilde, whom he met on the set of Don’t Worry, Darling in 2020. The couple made headlines when they attended Harry’s manager’s wedding together, and Harry referred to Olivia as his girlfriend in his speech. Unfortunately, the couple split in November 2021, leaving Olivia “very much upset about the break-up.”
It appears that Harry has had a crush on Jennifer for a while now, as he admitted on The Ellen DeGeneres Show in 2020 that she was his first celebrity crush. Fans also noticed that the pair follows each other on social media, and Jennifer even “liked” one of Harry’s photos in December.
According to the source, the two have mutual business acquaintances and already had each other’s phone numbers. After the incident on stage, Jennifer used the opportunity to reach out to Harry, and they have since struck up a regular back-and-forth.
