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If it's something that he wants to turn into a habit them I'd discourage it.
But if it's a once in a blue moon kind of thing then why not? Chances are you would share a bed on vacation in a hotel, or share a tent if you went camping. If it's like a parent-kid sleepover then it's bonding.
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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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