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The top one, I think, is from "Concert On the Creek" during Season 3. It looks like they were walking outside, going into the building where the concert was performed.(I think the building where the concert was held was the same building they used for alot of Capeside High School scenes.) I remember James wearing that hat in an interview with the cast when they did that concert.(they were all sitting on the stage...very informal)
The bottom pic of James, Josh and Michelle(which I LOVE), had to be from Season 1. Michelle's hair was still long..and so was James'. It looks like it was taken in Dawson's room. It looks like James is tickling Michelle's foot.
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