Okay, so I'm making progress... when it comes to riding without him, it's gone from riding with friends of his that he feels are good riders, to finally managed to take it out for just a few by myself (with calling when I leave, to calling when I get back). He started to ease up a little when I wore off the rest of my chicken strips after a ride with one of our friends a few months back. He was like..."so you weren't riding hard huh, yah right." Don't get me wrong, he still is completely stressed out until he gets a call saying I'm done. And I rather ride with friends, but I don't exactly have a 9-5 job, so I don't always have that luxury.
I keep telling him... the sooner I get on a track the less you'll see me on the streets

!!!
Someday...