One technique that works for me for stretching is start as close to the base as possible and perform one set of stretches there, then move towards the head about an inch or so-one finger width for me- and then continue on until I've reached the head.
To maintain a good grip I'll kegel blood into my penis until the volume from my grip point to the head is almost at a full erection level, gripping tightly to prevent outflow, this "bulbous end" acts as a damn good anchor. It also isolates the vast majority of the stretch into the tunica & septum- away from the skin.
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