I cantered on Lester the other day, I LOVE his canter. He felt so good that day and I just asked. He's always had such easy transitions too. I got on him again the next day and he didn't feel nearly as good. He stiffened and seemed anxious. So we just walked for 10 mins and I hopped off. No need to ever push too much, we just have to take it day to day. It's not even just the riding him, I love spending the tacking up time with him. He's so goofy and turns his head in the tackroom and sticks his tongue out constantly at me.