Which song video has a man playing a guitar slowly floating in the air?

Unfortunately I don't remember the lyrics but here are some facts that I do recall that may help:

1. White male artist (mid 20s at the time with dark brown hair I think) playing guitar and singing in an alley (day time). The alley is closed off by a wired gate (not 100% sure). It's his debut single. Most likely pop. It's not a band, just one guy.

2. As he continues to play, he starts to float up in the air. His feet are lifted off the ground a few inches and then eventually a few feet.

3. As the music gets louder (there may have been wind blowing because of the increasing volume coming out of the speakers), a crowd starts to gather and towards the end of the video a girl is trying to get to the guy by making her way through the crowd. I think she's also looking at her mobile at some point, maybe calling friends to come.

4. Video probably ends with an aerial shot of the guy and the crowd.

5. The video was probably released late 90s, early 2000s. Like 98 - 2003.

6. I think he may have been wearing a plaid shirt and blue jeans but I'm not 100% sure.

I know it's tough and I don't have much to go on but if you can figure it out, I'll choose you as best answer, guaranteed. Even if you aren't sure, I welcome your guesses. It might help me figure out who it was.