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@Steff
Definite agreement on padded shorts - people do seem to do it without but there's no reason to suffer so definitely wear them even if you wear trousers over the top.
I'd caution a bit against the soft=comfy idea where saddles are concerned though. My favourite saddle is this: http://www.koobi.com/index.asp?PageAction=VIEWPROD&ProdID=5 which has pretty thin, very firm padding but happens to suit the shape of my arse perfectly. I'd say just try a few and pick the one that feels best rather than going for maximum squashiness. (FWIW, I picked the Koobi by accident - they were going cheap and my existing beautiful retro looking Selle Italia was murderously uncomfortable. Turned out to be a massive stroke of luck).