In the late fourteenth century Dirk would build Paddenpoel Castle as his new residence.

In June 1355 Dirk van Wassenaer, Burgrave of Leiden declared that the citizens of Delft did not have to pay toll in his territories.

[5] Nevertheless, in September 1357 the count declared that Dirk van Wassenaer had been restored in all rights as burgrave of Leiden.

During his office as burgrave, Dirk would struggle with the city over all kinds of privileges.

In November 1355 Dirk again lost a lot a whole bunch of rights to the city, which had the Cod count on its side.

[8] The position of Dirk III became better after count William V of Holland was locked up because of insanity.

In February 1358 William's younger brother Albert of Bavaria became regent of Holland, Zeeland and Hainaut.

However, the long term trend of the rising cities could not be undone by incidental success.

[12] In September 1392 Filips became implicated in the murder of Aleid van Poelgeest.