Advice?

So. I don't remember being devious at 9. I know I block out all sorts of memories, but I don't remember that. I remember not telling about something I might get in trouble for, in the hopes that it never got found out. I do NOT remember not telling something that I knew I would get in trouble for in the hopes of just getting a little more good stuff first. I remember not doing this because I remember thinking about it and then realizing I would be up the creek without a paddle since they were 100% going to find out anyway.

My question to you is... What do you do when your child has done this to you?
My current example. Gman is in trouble.

On Monday he wore his Heeley's to school. He fell on the playground because "he forgot they had wheels".... (Can you see my rolling my eyes?) Two girls saw him and started laughing at him because, well... they are 9 and that is what you do at 9 if someone falls in what I'm sure was an AWESOME fall. Gman gets offended though and asks "What are you looking at?" They don't answer so he repeats the question. The continue to act like 9 year old girls and laugh and look away. He then reacts like a semi-typical 9 year old boy gets embarrased and tells them to Fuck off. Oops. So of coarse the girls run off and tell the teacher. He then gets in trouble for having his wheels in, and for cursing.

Monday night. I pick him up from the club, and ask how his day was. He says fun. I ask if he got in trouble. He says "No, but I got my wheels taken away. My teacher will give them to the principal.". Ok. I kinda expected that, but he was sure that he was allowed to have them on the playground so I let him take the chance. I know I can get them from the principal at the PTSO meeting next Monday.

Does he mention the cursing, and the sitting on the wall for recess and lunch detention Monday AND Tuesday that he earned for that? Nope. Instead he asks if he can stop and rent a movie on the way home. Since I had already planned on using the free Monday RedBox code I said yes. I even told him he didn't have to get something that we wanted to watch since we would both be busy.

We talked about his day in the car on the way to the movie, and on the way home. No mention.

But today they send home the paperwork that they ALWAYS send home for ANY lunch detention. It HAS to be SIGNED by a parent. HE KNEW THIS WAS COMING HOME.

So at this point he's super grounded. No electronics. No toys. No Priyanka's bday party. No Monster Truck Jam with his pack.... He had to brush his teeth with soap. He can only read AR books. No Star Wars books etc. He has litter box duty and vaccuum duty.

This isn't the first time he's done this. He's waited intill then end of our weekend, and waited till the end of a weekend at his dads before. He KNEW he was going to get it worse, and did it anyway. So any advice on how to handle it differently? Or how to make sure it doesn't happen again?

And Mom. Since I can't think of anyone else that would be reading this from Ponca City so I'm guessing you are reading this. So feel free to correct me (and list examples if possible) of where I DID do this when I was his age.. =)