I feel like going on a nostalgia trip right now since a majority of pre-teen years were spent in front of the TV watching VH1. Here's some videos I remember liking that have aged decently, at least to me on a personal level:
Nada Surf - Always Love
https://www.youtube.com/watch?v=2ulU08Se7QsI remember this one would only air in the middle of the night so it always had an odd feeling to it with its de-saturated colors, like it coincided with the sun rising. "Always love, hate will get you every time" is a motto of mine.
Five for Fighting - The Riddle
https://www.youtube.com/watch?v=4BtqElO1OX4Very nostalgic one for me. My sister used to make mix CDs for me to listen to during the car rides to visit my mother and this was on one of them. The setting of the video really reminds me of the scenic views while riding on the freeway.
Nickelback - Savin' Me
https://www.youtube.com/watch?v=_JQiEs32SqQYeah, yeah, I know. I think this one's aged decently, even if a little on the early 2000s cornball side, given the whole concept of hyper-fixation on mortality; very relatable these days

. Honestly, this is the one Nickelback song I actually like ("Photograph" is ok too) and wouldn't mind hearing on the radio every so often.
Daniel Powter - Bad Day
https://www.youtube.com/watch?v=gH476CxJxfgI don't like the song as much these days, but the video still holds up to me. I'm a very isolated person (both physically and mentally) but I often think of how my actions line up with ones going on in the lives of other people. I casually "people watch" I suppose. Also the obligatory day-to-day monotony theme. The drawing scene reminds me of how sometimes I would draw smiley faces on freight pallets at work so that someone else would see it when they pull it back down, only to have the next person to pull it down be me

.
Lifehouse - First Time
https://www.youtube.com/watch?v=J0YvWQNWEJAIn my own silly spirituality that I based on the color wheel, the color red represents positive emotion (eg. happiness, anger, laughter), and I seem to recall an anecdote that said that was the point of the video. I still sorta think it's about losing virginity, though
