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@Skülly
Team Pros are so ffing hard. I haven't really bothered with oiling saddles ever. I have seen one or two ruined with olive oil, not sure how long they were soaked, or if they really needed it to start with ... old, not that thick, someone just assuming that they needed to do it without really trying the saddle out first... you get the idea.
But I think the oil thing would probably be a good idea in your case. Maybe not soaking it, just apply it weekly for a month or two, and keep riding it in between. Don't keep applying it for ever, just once or twice a year after that.
What GA2G says is probably right, that warmth (and your sweat) are the key things in getting it to go supple in the right places. You just need to use it on a few 50k rides, and it'll break you in nicely.