definistions of 'pretty'
The definitions of 'pretty' in Longman Dictionary are as follows:

1 fairly or more than a little :
I’m pretty sure he’ll say yes.
She still looks pretty miserable.

2 very :
Dinner at Luigi’s sounds pretty good to me.

However, it is difficult for me to judge which meaning 'pretty' conveys when I read a sentence containing this word. Does it depend on the intonation in speech?

Question

definistions of 'pretty'
The definitions of 'pretty' in Longman Dictionary are as follows:

1 fairly or more than a little :  
I’m pretty sure he’ll say yes. 
She still looks pretty miserable. 

2 very :  
Dinner at Luigi’s sounds pretty good to me. 

However, it is difficult for me to judge which meaning 'pretty' conveys when I read a sentence containing this word. Does it depend on the intonation in speech?

Answer

Intonation does make a difference.

"I'm pretty SURE he'll come." - I'm very sure he'll come.

"I'm PRETTY sure he'll come." - I think he'll come, but there might be some doubt.  I am less confident that he will come than I would be if I said it as above.

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