Whilst checking, and from the sounds of things its a lack of vacuum problem, don't forget to remove the vacuum flexible pipes/connections and check them carefully, i've had flexy vacuum pipes collapsing internally before now, so 1/2" bore on the outside but down to knitting needle bore inside.
Maybe the car needs new fluid and work on the rear brakes, but i don't think either of those are causing this fault, IMO you need an old school mechanic to find this fault if you can't sort it yourself.
Update, ignore my earlier suggestion of the vacuum lasting 4/5 presses, don't have my MB here though i'm sure that does have a 4/5 brake application vacuum capacity, but i've just tried emptying the Outlander servo of vacuum and that only took 2 brake applications..
Edited by gordonbennet on 19/03/2014 at 15:15
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