There are 32 portraits featured in this file, I have tried my best to make sure they appear similar to the existing portraits in game. I have also attempted to diversify where possible however there is only so much art available.  I would recommend selecting the ones that you do want to appear in game rather than adding them all however it's entirely up to you. 

To install simply place both the large and small version of the portrait you want into the file path below:

Tyranny\Data\data\art\gui\portraits\player\male 

(The location of this will vary depending on where you have installed Tyranny). 

Unfortunately I don't have the time to test these all in game. If you should find a portrait that needs to be adjusted then let me know and I will look into it when I'm available.