If he's putting his arm around you, he WANTS that contact so don't be shy if you want to give it. I think a perfect reaction, assuming the date is going well, would be to kind of move around in your seat for a second like your trying to get comfortable, and then rest your head on his shoulder. Maybe look at him quick smile, but you don't have to. When you reposition yourself, at first he might think you're trying to get rid of his arm or that he's making you uncomfortable but then he'll feel a wave of assurance when you gently rest your head on him and relax. It would show that you feel comfortable with him. :)
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do what feels comfortable, rest your head on his shoulder, cuddle up against him, do whatever makes you comfortable and he will probably like it. I know I would if I was willing to put my arm around her.
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No, that and kind of snuggling back into it would show you don't mind him doing and even you kind of like it.
Do what you feel in the moment!!
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