What does it mean when a guy winks at you mulitiple times?

Basically I met this guy a few weeks ago, and a couple days ago was the second time i saw him ever. And then as a flirtatious way of saying hello i jumped in his arms and hugged him because i haven’t seen him in a while.

The next day, I never expected to see him again but when I did he winked at me from across the room and then came over and ruffled my hair.

The next winking scenario when a group of us were talking about brownies and he didn’t hear something and said “I taste like brownies?” and then I said: if you tasted like brownies you would be with me alll day” and that was when he winked.

The next scenario was when I was talking on my phone (were not supposed to at work) and he winked at me when I looked at him.

And there are other times when he winked at me, and it was obvious that he didn’t have anything in his eye.

Is he really flirting? Or is he just being playful and everything?
By the way, he is only a couple years older than me.