Actually, Jaeger's secret mission requires a specific timing.
Once you guard break Jaeger, for a few moment, he'll open up his arm. Now important, after a few seconds, you'll hear another guard breaking sound and Jaeger well start to grab on to his heart, that is the exact timing you need to shoot 時雨 in. Jaeger might not grab on to his heart if you attack him too much when he opens up his arm. So be patient, wait for the exact moment.
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