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Hi Suesue, You'll need to transfer the files first from the iPad to a computer, then from computer to the walkman. You may also refer to the dimensions below to check if it will fit the armband: -42.4 x 92.0 x 9.1 mm (1 11/16 x 3 5/8 x 3/8 inches) (w/h/d, projecting parts not included) -43.2 x 92.3 x 9.6 mm (1 3/4 x 3 3/4 x 13/32 inches) (w/h/d) Regards, ~Ralph
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