You'd get the bill and when she offers to pay her share, you brush it off with an excuse.
When she's feeling under the weather, you say you're sorry to hear that and she's well cared for. Check in on her a few days later.
Before you guys are about to go your separate ways, you ask her for a hug and give her a tight two-armed hug that makes it hard for her to move.
Feel free to state other opinions too!
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Sounds like he really cares for her according to what you just listed.
One way of telling if he is just being a gentleman/polite to him liking you and caring for you is based on touch. If he keeps his space away from you his just being hm polite. If he seems to be close or trying to find a way to touch you, he likes/cares you.
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