The One Direction star was seen with Stewart, her father and stepmother and Sean Stewart and Adrienne Maloof on a date at a Hollywood restaurant while Styles was taking a break from recording and touring.
"Age doesn't really matter in the Stewart family," a source told People -- Rod Stewart is 68 to his wife's 42, and Sean is 32 while his girlfriend is 52.
The source added that the two are dating, but another source says Styles is simply enjoying his time off.
"Harry's not dating Kim," the source says. "He was flirting with a different blonde at the SoHo House on Friday night."
2014: The Year in Music [PHOTOS]