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I sleep weird, on my side, top leg extended forward parallel to my torso and bent at the knee, and bottom leg straight as to follow my torso. My foot of my top leg is often positioned touching the upper part of my bottom leg as to make a triangle.
In maintaining this position I find my manhood is free, in failing this I often cup.
Reason why: its uncomfortable to have my privates sticking to my legs, or squished between my legs
Also I sleep nude might help explain the weirdness.