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I wear 36" Levi 501s that are slightly loose. 34" are too tight.
Got the 36" belt from the last drop. Fits me on the second loosest hole. If I weren't in between sizes, I would need a 38" belt. If I gain 10 pounds, I'll need the 38. If I lose 10 pounds, the 36 will fit the middle hole, as advertised.
When in doubt, order a size up.
Great belt, BTW.