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Towards the end of Harry Potter and the Chamber of Secrets Professor McGonagall says that Harry and Ron broke "a hundred school rules".
“Very well,” Professor McGonagall prompted him as he paused, “so you found out where the entrance was — breaking a hundred school rules into pieces along the way, I might add —"
First of all, she's probably exaggregating for effect in-universe.
Second of all JKR likes to exaggregate for effect the same way in general
'Filch'll have me there all night,' said Ron heavily. 'No magic! There must be about a hundred cups in that room. I'm no good at Muggle cleaning.'
'I'll make it,' Lockhart butted in. 'I must have done it a hundred times, I could whip up a Mandrake Restorative Draught in my sleep –'
'I was so sure it was Malfoy' said Ron, for about the hundredth time.
Some of the rules they broke (Bolded are the ones that are {almost} certain to be rules)
The "fifty rules" Hermione mentioned breaking to Polyjuice themselves.
Harry repeatedly lying to Dumbledore about not having anything important to tell him (like hearing the snake)
Doing magic in the corridors
Percy said, 'As a school Prefect –', but Harry had lost his temper. He pulled out his wand and shouted, 'Expelliarmus!' and just as Snape had disarmed Lockhart, so Malfoy found the diary shooting out of his hand into the air. Ron, grinning broadly, caught it.
'Harry!' said Percy loudly. 'No magic in the corridors. I'll have to report this, you know!'
Fighting with a cupid dwarf in the corridor. Not sure if that's against school rules, but if I put on my McGonagall hat (yes I own one!), I think it would be.
The rest will be subsequent to Hermione's petrificarion:
Going to see Hagrid using Invisibility Cloak
Going to the Forbidden Forest
Talking to Acromantula (classification XXXXX in Fantastic Beasts)
Going to Moaning Mirtle's bathroom (first, girls'! and second, going alone without an adult)
Lying to Prof. McGonagall that they were going to see Hermione in Hospital Wing when she caught them going to bathroom
Going alone into another corridor to teacher's staffroom
Listening in to teachers discussing another attack
NOT telling the teachers what they (or rather, Hermione) found.
Going alone to see Lockhart
Pulling a wand on a teacher (I won't count casting Expelliarmus as a sin)
Forced Lockhart to go with them at wandpoint
Went to the girls' bathroom AGAIN
Spoke in Parseltongue (not sure it's a sin, but I'll be as strict as McGonagle and ding them a point anyway)
Pushed a professor down the entrance (Ron "gave him a push", literally).
Spoke Parseltongue again to open the Chamber door
Killed an endangered animal
Handled a highly cursed object (2 of them - fang and diary)
Lied to a Professor (Lockhart) who he and they were
