use one of those cedar shoe stretch contraptions that you use to break in wingtips and loafers. wear them as much as possible, use bandaids or vaseline on your ankle to keep the friction down, and throw them in the stretcher at night is how i've done my last 2-3 pair and its idiot proof.

...the hard part is dealing with the stink once you DO break them in.

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wear them in the rain, snow, sleet is perfect.

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wear them in the water(beach,shower,pool) and let them get fully submerged, then let them dry inside for a couple days. if you let them dry outside, the sun will make the leather coarse and rough but inside softens the leather.

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Like everyone else said, wear them. I went to europe over the summer and i only wore sperrys. Now they are extremely comfortable. It might feel better to wear them a litttle loose to make it easier to slip on and off.

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