The 19-year-old pop superstar was seen heading for a bite to eat at French restaurant Bouchon in Beverly Hills on Tuesday afternoon (13 August), after picking Ashley up in his silver Ferrari.
The twosome looked low-key for their catch-up, both wearing casual clothing and sunglasses and they were later seen driving away, before Justin stopped to give a woman on the side of the road some change.
Justin even posted a picture of himself handing money to the stranger from the window of his car and wrote: "Always give back.. ;)"
20-year-old Ashley - who apparently only began modelling professionally six months ago - is thought to have met Justin through his best friend, rapper Lil Twist.
She even attended a Fourth Of July party earlier this year with Lil Twist and Justin, where Justin's ex-girlfriend Selena Gomez was also said to have been a guest.
But despite hanging out on more than one occasion, neither Ashley nor Justin have said they are an item.
The chart-topping singer is currently enjoying a break from his hectic tour schedule, as he wrapped up a show in Atlanta, Georgia over the weekend and revealed that he wouldn't be performing again "for a while".
Justin later tweeted: "Happy to have a break but already miss the stage, the crew, the team, the band, the dancers, the fans. I love all of u. Thank u. #grateful"
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