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This sounds familiar to me. I didn't have any horse games but a couple friends did. I remember I watched her play at her house once and all she...

I had this too! I wasn't able to find a working rip of it when I looked a few years back, but I loved this game. Just seeing those screenshots...

I remember going on the American Girl website, it had a couple of history dress-up type games. Also this one game which was a Oregon Trail...

Did the game have a talking pig in it, by any chance? I had an old PC horse game where you could choose from a variety of breeds and take care of...