Lily Phillips can thank Drake later for treating her like royalty on a recent date. The Canadian rapper reportedly took the OnlyFans star out for a night of luxury this summer. Their date, according to insiders, took place in July 2025.
The man whose first album, Thank Me Later, came out in 2010, reportedly invited Lily to the Utilita Arena where he was performing last summer. It sounds like there were sparks between them. An insider says that The Degrassi: The Next Generation actor reportedly hired out an entire Italian restaurant so he could “wine and dine her. They add that “it was really romantic.”
Drake reportedly enjoyed a date with OnlyFans star Lily Phillips
Taking things slow is not what Lily is known for. The adult film star was apparently more than happy to accept Drake’s invitation while he showered her with an extravagant evening. An insider told The Sun that the Hotline Bling singer wanted to make sure Lilly “had a great time.” The source says that the date continued at Drake’s hotel, with the two texting each other constantly ever since.
Drake previously held the joint record for most Billboard Hot 100 number one songs with 13. Lily boasted about a different record last year. In June, she said she had slept with 1,113 men in 12 hours. According to her, she broke her rival Bonnie Blue’s record of being intimate with 1,057 people in half that time. After setting the apparent personal record, Lily said she was feeling surprisingly good but a little achy. In between all her hookups, she reportedly didn’t take any showers.
This alleged romance between Drake and Lily might not improve the former’s reputation, which for some has been tarnished of late. Radio host Peter Rosenberg said this month that the rapper is “ruining his legacy” because of a new lawsuit. The Canadian and Adin Ross are being sued for allegedly indulging in fraudulent marketing practices.
TELL US – DO YOU BELIEVE DRAKE AND LILY PHILLIPS ARE DATING?
