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@middleofnowhere
Essential in my opinion, the Assos minty arse cream works for me.
In terms of fitness, some will find it a breeze, some will feel it is the toughest thing they've ever done, but almost everyone will be able to do it.
However it could well be the longest you've ever sat on a saddle for. Worth having think about your setup and tweak it if necessary. Is your saddle angle best for you? Are you too stretched out? If there is something that niggles after your 5 mile commute chances are it will be screaming blue murder by the 100th mile.