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You have to go back to the dude in the restaurant and ask specifically if he saw a suspicious person, not about the handkerchief. You'll know you can progress when he no longer presents you with an option to choose. Then you can head back to Naoto's dad and the right options will show up.
Talk about railroading!
Thanks, you just saved my playthrough... 4 years after posting this.
I like when that happens! Happy to help.