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OK - this looks like my specialty (for those that don't know, I work for a condom company).
I'd recommend using a condom with a flared end (rather than parallel sides). Also add a very small amount of water based lubricant - ensure it states "condom safe" on the label INSIDE the condom.
This should ( A ) provide enough room for the foreskin to move, and ( B ) prevent the condom getting caught under the skin.
Hope that helps.
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Overhead, the Albatross hangs motionless upon the air,
And deep beneath the rolling waves,
In labyrinths of Coral Caves,
The Echo of a distant time
Comes willowing across the sand;
And everthing is Green and Submarine
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