Demi Lovato And Ryan Phillippe Dating: Actor Caught Leaving Singer’s Apartment

Demi Lovato and Ryan Phillippe once again stirred dating rumors after the 43-year-old actor was photographed arriving at the singer’s home on Sunday. Phillippe arrived around midnight, shortly after guests for Lovato’s Haunted Carnival Bash had exited.

According to Perez Hilton, the Shooter actor stayed at Lovato’s house until 5 a.m. and left in a black Cadillac. He was dressed casually in a hooded sweater and black pants.

This isn’t the first time Demi Lovato and Ryan Phillippe were caught in dating rumors. Their reported hook-up took place six years after Phillippe was first linked to the “Sorry Not Sorry” singer. The Daily Mail reported that Phillippe, who was previously married to Reese Witherspoon, briefly dated Lovato in 2011.

While the father-of-three was not dressed for Halloween, the former Disney star transformed into the late singer Selena Quintanilla for the festivities. The 25-year-old wore a red flared jumpsuit paired with platform boots.

Lovato and Phillippe were rumored to have dated in secret shortly after the singer’s split from ex-boyfriend Joe Jonas. It was also said that they were hooking up around the time Phillippe’s then-girlfriend Alexis Knapp gave birth to their daughter, Kai.

Lovato went on to date actor Wilmer Valderrama until calling it quits in June 2016. Phillippe, on the other hand, dated law student Paulina Slagter for five years before breaking up last year.

In September this year, Ryan Phillippe was caught in a string of domestic violence allegations from his ex-girlfriend Elsie Hewitt. The 21-year-old Playboy model filed a $1 million lawsuit against the Cruel Intentions star, claiming that he physically abused her on July 4 at his California home.

In the filing, Hewitt accused Phillippe of grabbing her arm “so tightly that his grip left heavy bruises on her arm hours later.” She added that he threw her down the staircase, kicked her, and pushed her, Us Magazine reported.

Philippe, who has two children with Big Little Lies actress Witherspoon, denied the allegations. The actor’s rep claimed said he was “completely devastated” that the accusations were made and circulated.

Meanwhile, Demi Lovato is set to drop the music video for her new song titled “Tell Me You Love Me,” which has already garnered some 23 million streams on Spotify.

[Featured Image by Emma McIntyre/Getty Images]