I've watched all the music videos again to be able to post here, so here's my thoughts:
Complicated - This is an iconic music video with her most iconic look: the tie look. Yes, the video has nothing to do with the song whatsoever, but it is the video that made her known to the world and it never fails to make me laugh, therefore it's definitely one of my favourites, and I cannot find anything negative about it, it's just Avril and her band being kids and crashing the mall haha.
Sk8er Boi - This is another iconic music video. I had no idea they included the boy and girl story, I thought that those people were just random people that wanted to attend the show. Yes, I've also always wondered why she doesn't skateboard in it, but she rides a BMX bike and that's the reason why I received it as a gift back then haha and I started wearing ties as well haha. I cannot find any negative aspects.
I'm With You - This music video delivers perfectly well how you can still feel alone in a crowded place. I also like that the band is included in this music video as well, given the fact that it's a ballad and their cameos are really short, and I like the alternate version where she meets up with them and goes away with them. Other than that, I find it a great video, I love the street scenes, and you can see they're authentic in New York City with also the smoke coming out - thing I've noticed on my trip there too, I think that's the most iconic thing of the big apple together with Times Square.
Losing Grip - This is my least favourite music video of this era. It's just Avril performing the song, although I understand the choice of a "live concert" given the rock-ish vibe of the song.
Knock Knock Knockin' On Heaven's Door - Well, this music video is just Avril recording the song in the studio. It's a charity song where they display war kids. I like it, but not my favourite.
Mobile - There is no official release version of this song, and I don't find the few leaked scenes great, they zoom in too much into her face. I'm also glad they didn't pick it as one of the singles, the song is nice but no single material.
Don't Tell Me - The song is one of my favourites, and I really like the music video untill Avril starts chasing the guy. I know it's meant to look like the boy is haunted by her words, but it just ends up looking like she's a stalker to me. I like the part where she starts playing the last chorus on the guitar, and I also don't understand why she "floats" away at the end of the music video.
My Happy Ending - I really love this music video, it's definitely one of my favourites. I really love the idea that she goes to this abandonded theatre and looks back at her previous relationship as if it were a film. The only negative note of this music video in my opinion is the guy, she's only 19 here and he looks 30 beside he also has Chad's vibes somehow - that makes it even weirder now.
Nobody's Home - This music video is another of my favourites because it follows the song perfectly. I don't mind her look nor her hair 'cause she is playing a homeless girl, so it fits. I think she played the role pretty well and somehow it reminds me of her role in Butch Walker's music video for his song Bethamphetamine. There is also an alternate version of the video where she goes to the supermarket and sees a mother holding a baby which reminds her of her own mother, I think they could've included it in the original one.
He Wasn't - I like that this video is really funny, especially when you see the director staff being played by Avril and his band haha, and when they start trashing the studio haha. The only part I don't understand is why there is pink paint coming out of the wall, I guess it adds a bit of colour and crazyness to the video haha.
Girlfriend - I love this music video. Even if objectively it's about a brunette girl bullying a red-head girl just to get her boyfriend, it's not meant to be taken seriously as the song herself, so I just find it super funny. The part where the red headed Avril is hit by a ball and falls into the pond is my favourite part haha I always laugh. Beside, I think this is probably the first video where the singer plays different roles, like Taylor Swift will do in her "You Belong With Me" music video.
When You're Gone - I really love the parts where Avril is playing the piano and then when the walls fall down and all the light gets in in the bridge. I don't really like the three stories because I find them quite cliché, but I guess it was something different for her and I still like to see the flip phone haha and the camera, since I received the same camera as a gift because of this music video haha (yeah Avril's music videos have influenced a lot of ideas for my gifts haha).
Hot - I've always found this music video odd, maybe 'cause I wasn't used to her "sexy" side, and even if I'm used now, I still find her odd haha. I really like her blue outfit tho. And yes, I don't understand why she sprays perfume to the mirror either, it makes no sense.
The Best Damn Thing - I really love her performing with her band, the room is full of colours. I also like when she and the cheerleaders spell her name, it's part of the song so it was obvious they were going to include it.
Girlfriend ft. Lil Mama - I like this music video, especially when they're riding scooters. Obviously the original is better, but it's not her worst music video either haha.
What The Hell - I really love this music video, because like Girlfriend it's super funny. Yes, there are a lot of product placements to cover the costs of a 3D music video, thing that I still don't understand since no one has watched it in 3D, but even if there are A Lot of them, they're placed in a good way and she looks like having fun especially promoting her own products haha.
Smile - I only like the part where Avril is in the white room spraying graffiti and rocking out with her guitar. I find the black and white scenes to slow down too much the up-tempo song.
Wish You Were Here - This is a very simple music video with a very simple idea, but it works. I also think she looks a bit like a psycho when she sets the flower on fire haha and I don't like the bathtub scene that much either 'cause of her messy panda look.
Goodbye - I really love this album's era and I really loved that she concluded it with a music video for the fans. This is not her best music video, but it's a different one. They failed in the '20s Hollywood vibe, because of the phone and her nails. But other than that, I think she looks amazing and she doesn't fail to look sexy in this video. Am I the only one who finds it funny that she wants to shave her legs with champagne hahaha? I also love when she removes the wig and starts crying, making the video more emotional.
Here's To Never Growing Up - This is probably my least favourite music video of hers. I really don't like the high school prom vibe, maybe because of her and the other people's age, I don't know, all I know is that I don't like it. The only good thing I like is her "Complicated throwback" even tho the outfit is similar to the original music video, which makes sense with the "never grow up" theme of the song.
Rock 'N Roll - I really like the comic side of the music video, what I find the most funny is when the dog drives the car hahaha. I also love when she plays the solo in front of the church. And what I love the most about this music video is the beginning, when she embraces and makes fun of the product placement "Hey, my new sony phone is ringing" and then she says the Sk8er Boi reference haha.
Let Me Go - I like the gothic vibe of the video, although it's not super clear that the old man is basically Chad and that Avril is supposed to be a ghost... yeah, a ghost that uses a tablet hahaha, regardless of that the tablet makes no sense whatsoever. But it's a really great song, probably one of her best ones, so I can get over the tablet haha.
Hello Kitty - This is a really weird song and probably weirder music video. I've always found a bit disturbing how robotic the girl dancers are, Avril's almost robotic dance moves and I've never understood the restaurant scene. But I guess it was meant to look more like a Japanese tv show as a thank you to the fans there, so obviously it's not very familiar and comes out as odd to the western world.
Give You What You Like - I really love this music video, without the film scenes. She looks amazing, and the fact that she shot it while sick is remarkable. I really love her house there, well the room they show haha I wonder how many candles they've used and how long it took to light them all hahaha. I've also just noticed the huge Cross in the room, I like it

I also love her look, bare feet, the hat and I like that she included her brother again.
Fly - This is more of a promo video for the Special Olympic Games and her foundation, but I really love it because I love seeing kids smile, and seeing how sport can unite, especially disabled kids, I also love when she visits the kids and gives a high five to one of the little girls. I also love her pony tale, she looks younger haha.
Head Above Water - I really love this music video. I love the Iceland shots, I love the concept. Even tho I expected her to come out of the water at the end of the video, I love those underwater shots, and I think that her fierce look at the end of the music video is better than seeing her coming out of the water because her fierce look says shows how strong she is now.
Thank you for anyone who's got the patience to read this entire post hahaha