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Joe wanted to spend some days alone with Nicky before a mission. Still, he also knew that Nicky would rather spend the time checking their weapons repeatedly even though it wasn’t necessary because they would work impeccably as always, so with Andy’s blessing. Joe told Nicky that they had to do some reconnaissance on their own and it was important to bring a silly shirt with him so that they could blend in amongst the tourists.
Not long after arriving at the hotel, Joe immediately regretted mentioning bringing a silly shirt because Nicky had done it. Nicky had found a shirt with pineapples on it, and to tease Joe, he wore the shirt everywhere they went because, as Nicky pointed out, it was an important part of their mission.