And insider spotted the pair "holding hands and snuggling" at Balthazar in New York on Sunday, Aug. 14.
"It was obvious something was going on," the source explained of The Row designer's dinner outing with the almost double her age man.
This isn't the first time Ashely and George have hung out recently. In June, they were seen together at the Mercer Hotel.
"It was simply a business meeting," his rep told the mag at the time.
But, both parties are totally single. Ashley broke up with director Bennett Miller, 49, earlier this year, and George and his wife called their marriage quits in 2015.
Take a look at the famous painter, below: