Yeah it's happened to me loads. Oddly sometimes I can order and ship shirts and other times I can't.
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I figured out it's actually a problem with the older generation shirts, aka released before ~2011, maybe... That's what it's been for me anyway, the number 7 Unisex longsleeved and the "See you starside" t-shirt have both made this problem. Removing them from the list solved the problem for me, but I wish Bungie would take a look at the problem.