born with a silver spoon in his mouth

Said of a person who, by birth or connection, has all the usual obstacles to advancement cleared away for him. Those who toil unceasingly for preferment, and toil in vain, are said to have been born with a wooden ladle. Again, the silver-spoon gentry are said to come on board through the cabin windows; those less favoured, over the bows, or through the hawse-holes.