I started noticing that my questline is bugged at Cinnabar mansion. I picked up the key but it wasn't in my inventory. A staf member told me to try enter the gym anyway and it worked, so I didn't really think much of it.

 

After I went to Viridian City and I wanted to go through Diglett cave to get my bike but the old man talked to me and won't let me through (pictures below). I went to the school and the woman at the counter talked to me, and the mum won't let me go to Jackson. I went to Jackson's house and his mum was there as well and after talking to her she said she will go teach him a lesson. I went back to the school and now she is next to Jackson.

 

I can enter the League fine I just want to get the bike.

 

Deathwing told me to post here.

 

Ok, you should be able to leave Viridian city now.

It works now, thank you!