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You can either get them to be set up, of course you'd need some friend's assistance with that. Or You can get over your shyness and just quickly ask him/her if they want to hang out with a bunch of people, then from there get together with him/her with less and less people until it's just you and them.

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15y ago
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9y ago

One of them should say something. Of course, if the other doesn't like them back it might be impossible.

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Q: How do you get two very shy people together when they both really like each other?
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