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I wouldn't use OO for this. The cheapest way would be to use one of the many incarnations of TiddlyWiki. TiddlyTagWiki is one that comes to mind. Every entry you make is dated but also tagged. You can also add wiki style links to other entries explicitly. This gives you lots of flexibility in browsing.

An expensive desktop software alternative (but that will publish your blog for you) would be Tinderbox. This is powerful but has a steep learning curve.