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Change the blade if you feel the razor "dragging." It's tough to describe what that feels like, but contrast a new blade to an old one and you'll figure it out.
On the women liking the shorn look, I've never heard of one who didn't. And it gives you leverage to ask her to do the same if she doesn't already! It has the added advantage of making your cock look larger as well, as you aren't loosing length in the forest!
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