Oh yes. Yes yes yes. I had a Gameboy Color that I brought to middle school with me basically every day. My friends followed suit and we would have silent wars over who had the best GBC - I had the clear purple, a friend had the neon green, and another friend had the opaque purple. I didn't care whose was best, I just could not get enough LoZ: Link's Awakening DX. Yes.
I didn't have another handheld until around...oh, age 20 or so when I bought a secondhand first gen Nintendo DS despite playing the everliving out of my GBCs (I ended up with two or three of them, inherited from friends and relatives who no longer wanted them, as well as a beautiful dark metallic blue classic GameBoy.) I would have never brought a handheld to high school though because I was always talking to friends, reading, drawing, or studying. Had no time for gaming at school.