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The same way you text anyone else. This "shy guy" is still a human being.

Instead of being blunt and upfront, realise that it might take a little extra effort to coax him out of his shell.

Instead of "Hey, let's go to the park", try "hey, can I come and see you? And later if you like we can go to the park".

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10y ago

What else can I help you with?