Horse Master

This is a game of horse mastery. You will receive a horse, and you will prove to the other Horse Masters that you are qualified to be considered one of their number. And then you'll have it made!

Honestly, I never thought I'd see a Tamagotchi programmed in Twine, but here we are. And it's a particularly strange kind of one ... you're set up from the start to make assumptions, and each time you grow complacent about one of them you're pitched another curveball. The descriptions are deliciously written and the art is delightfully pixelly, with the camera always being aimed in the wrong direction to answer the game's central questions.

There are three endings I know of, two where you fail to become a Horse Master and one (that I couldn't get) where you succeed. There's a point being made here (Spoiler - click to show)about the nature of sports but even without that there's a lot of meaning in your character's completely mundane reactions to the day-to-day tribulations of ... the thing that they're doing.