Mine WOULD have been through the Dreamcast, but because my parents were early adopters of Broadband internet, we never had a dial-up connection to hook the modem up to.
I did a bit of curious searching on the family PC, but one time I forgot to wipe the history, and the game was up. The first thing with a web browser that was "mine" was the PSP in high school, and I even had a special second memory card (512MB) that I would save things to that I'd take it out and hide it in a crevice in my bedframe when I was done.
Hahaha that takes me back to the time my friend got hold of a 3.5” floppy with some Playboy pics on it, and then called me in a panic because Windows had helpfully added them to the “recent files” list and he couldn’t figure out how to clear it.
Going to work with dad was fun. Somehow he determined we wouldn't be able to do any harm, and let us sit at some of the editing stations (Macintosh Quadras of some type, iirc) and mess around in Photoshop (I think version 5.0 or 6.0?). Of course we got to digging through the files. One of them had a couple folders of some pin-up photoshoots. Incredibly high-resolution scans displayed proudly on a 20" Applevision CRT rivaling the size of our home television. Photos that would have taken an hour to download over the web if you could even find a place hosting them. We were too young to really appreciate it, but thinking back, that's an experience I'd be willing to bet none of my peers had.
There was also a folder of promotional monster truck material and some photoshoots from car shows. We were definitely more interested in those.
Sitting in that warm cramped room surrounded by 8 workstations with TENS of gigabytes of spinning rust will forever be a core memory. I miss the old HDD sound.