Tuesday December 30th, 2014

Justin Bieber is pretty much a free spirit these days. Some of the things he does on a regular basis to prove this aren't necessarily the best life choices, but sometimes he can provide some harmless fun.

The Biebs trying and failing to ride a skateboard in New York City in front of onlookers? Now that's fun.

Bieber was driving around New York City with his crew on Sunday when he just randomly pulled to the side of the road and exited with his board in front of Madison Square Garden.

Wow, Justin Bieber skateboarding in front of the most famous arena in the world. Biebs was really looking to put on a show.

Alabama freshman Rashaan Evans loves 'living it up on Bourbon Street'

That he did... by failing miserably on the landing.

Bieber did, at least, use his persistence to eventually nail it. 

​He should still stick to singing. Wait, does he even do that anymore? 

Jack Jorgensen

SI Apps
We've Got Apps Too
Get expert analysis, unrivaled access, and the award-winning storytelling only SI can provide - from Peter King, Tom Verducci, Lee Jenkins, Seth Davis, and more - delivered straight to you, along with up-to-the-minute news and live scores.