What happens during winston's next encounter with the young woman? How does he feel about it?

Section 1, part five is all I have for details.

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I'm not exactly sure where you mean but Iā€™m thinking this is when Julia passes her note to Winston in front of the telescreen. Winston is terrified. He is almost sure this girl (Julia) is a spy for the thought police. The note he reads simply says "I love you" which confuses Winston even further. He is still terrified of her but is willing to take a chance on her just to feel something real.