I think it's fairly natural for someone to be cautious and prone to testing the waters if someone reacts badly to them sharing something significant.
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"The time has come, the Walrus said, to talk of many things. Of shoes, of ships, of sealing wax, of cabbages, of kings! Of why the sea is boiling hot, of whether pigs have wings..."
"I have a problem with low self-esteem. Which is really ridiculous when you consider how amazing I am.
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