He’s never been shy when it comes to the ladies and it seems Harry Styles has set his sights on a woman 14 years his senior this time around.

The One Direction crooner showed up at Dan Tana’s in West Hollywood this past Thursday (April 25) along with Kimberly Stewart, her father Rod Stewart, Rod’s wife Penny Lancaster, Sean Stewart, and Adrienne Maloof.

An insider told press that despite the fact that Kimberly is 33 and Harry is 19, things could be blossoming between them.

"Age doesn't really matter in the Stewart family. Kim and Harry looked like they were enjoying each other's company."

Meanwhile, another source claims Styles is still sowing his wild oats- “Harry's not dating Kim. He was flirting with a different blonde at the SoHo House on Friday night."