First off, post more pics! You have great taste my friend.
Secondly, if you want to get used to dealing with confrontation, I recommend training in a combat art like Brazilian Jiujitsu, Muay Thai, Boxing, or Judo.
It sounds strange, but it will work wonders for your confidence. I have seen people's lives transformed through rigorous training. I think the big problem in our society is that most people live in a bubble where they try to avoid confrontation - either physical or intellectual - at any costs.
When people first start training, it's hilarious to see how they react to rolling for the first time. Their heart rates skyrocket, their adrenaline surges... when you choke them out, they act like they are fighting for their lives.
It's because they are completely inexperienced dealing with confrontation.
After a while tho, you see people calm down, relax, and get comfortable with the situation. That's when they really improve. The cool thing is that the physical confidence, and the exposure to confrontation, translates into other areas of your life.
Since I started training, I've been way more relaxed, way less aggro, and much more confident in almost all of my interactions.
Anyway, that's what I would recommend trying first... not some drugs to alter yourself.