I love matching clothes! Our kids aren't too fond of it, but they tolerate my madness! Anytime we go to WDW i make matching shirts for everyday. Makes for great pics and easier to spot each other!. For our 1st Disney cruise we only had matching outfits for Pirate night. They looked Hawaiian but had Mickey, Minnie, and Donald kind of camouflaged in the pattern. We wore our red bandanas and took a great Christmas picture! (I try to take our Christmas picture from our vacation that year.) Also DH and DS were supposed to wear matching Mickey vests for Formal night but they were late coming in the mail! Next year when we cruise I plan on matching when we board and being coordinated on Formal Night. And I like the idea someone made about their Dis group having matching shirts! I'm definitely going to suggest that!
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