Jason considers him to be a master of disguise as he has many clever disguises and he even goes out to reconstructs his face every year. He also considers himself to be a good liar though a lot of times, he over-exaggerates things to the point that it may across as blatant lies.
You need this hat for the sim-http://modthesims.info/d/394462
The other CC is free I think. Also, unless you want the outerwear for this sim in which you need Seasons, you need some base game only stuff.
I hope you have fun with this sim. You can find him in the Uploads Link column by the way.