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For cycling, I would say Pro Cycling Manager. I got this on a sale, and going in, I knew nothing about cycling, other than there's a race called Tour de France. And yet, I've had a blast with this game, and learned more about cycling than I ever thought I would want to know. I would recommend getting real world mods for this, which are easy to find.
For horse racing, I would say Starters Orders is the best, but it's not ideal. I'm always on the lookout for a better version that simulates claiming races well, as well as a good breeding simulation.
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