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One good thing about Pinny Arcade being essentially an adaptation of Disney Pin trading is that there has been a lot of work done for the previous incarnation if you look for it.

For example, I found two tutorials for making a secure but visible pin holder: 

http://www.instructables.com/id/Disney-Pin-Trader-Pin-HolderHip-Lanyard-water-/?ALLSTEPS

http://www.yourhighwayinthesky.com/2011/11/no-more-lost-pins/

(still need an east Kemper sadly)
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