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LOL. We have the same problem. My 23-month-old daughter is a 3T in shirts (to cover her giant belly) but 3T pants are crazy-long on her because she has short legs for her height, and 2T pants are often tight. For a boy, you could buy the Carter's cargo pants that you can roll up and button at the hem - we had a few pairs of those last year. (my daughter now refuses to wear structured pants and will only wear dresses, skirts and soft knit pants or leggings. argh.) We've had decent luck with Circo (Target) and Carter's.
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