It is a hallucination that has occurred as a result of the island's isolation having driven him mad. The pigs head is the Lord of the Flies as chaos and the inner savage within all of the inhabitants now rules over the island.
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He sees the pigs head and hallucinating talks to it through his thoughts and mind.
In "Lord of the Flies," Simon's conversation with the Lord of the Flies presents two possibilities. He may be hallucinating and the words he attributes to the beast, are actually his own subconscious thoughts. On the other hand, Simon may have actually witnessed a supernatural manifestation.
He talks to him
in chapter three
If you're referring to Simon as he's talking to the pig head or the "Lord of the Flies" The pig represents pure evil, but Simon is also having a seizure as it is happening, so it may be his imagination.
Yes... in chapter 2. Tom is one of the three trolls that Bilbo sees