You're a fine looking dude and you should be happy where you are.
The look you've defined is not attainable for you except through extensive surgeries: including a chin wing (prepare for some nerve damage and loss of feeling), your orthagnathic profile is fine but I can tell from the soft tissue you have you would need jaw angle and chin implants (even after the chin wing) as well as a face-lift (20 grand right there for a good one) AND tightening of the platysmal muscles at your neck. Implants would only give you a puffy appearance so with your soft tissue you would need the neck muscles tightened as well as stretching the soft tissue (through a facelift). I'm a 100 percent sure about this --so at the very least you'd need extensive large jaw angle and wrap around chin implants combined with neck muscle tightening and a facelift (it would move your sideburns to behind your ears so you'd need to have electrolysis done to the back of your ear or risk looking like a TOTAL freak). Is all this really worth it for the look you want? I don't think so and there are no guarantees you'd achieve it even given all that work as your face is quite asymmetrical from the front so you have irregularities in your skeletal structure that cannot be fixed.
Well, you've certainly made me understand how radical a transformation I was suggesting. You're right, there's no way I would want to undergo a fraction of that, and $100k is definitely well out of the price range that's acceptable.
I guess I was trying to see any simple way to add some definition to my look rather than attain exactly what those 2 men have. I am in the plastic surgery capital of the world, so I feel like there's nothing wrong with exploring some minor(repeat minor and singular) procedures that could improve my features.
You mentioned two things that leapt out, plus I had one other thought. Not directly related to jaw surgery, but it seems like you and others are knowledgeable about more than that:
1) Ethnic soft tissue: Is this what is giving the sort of puffy look to my face? The darker skinned man is from the same part of the world as my background, so I thought some of his angularity was feasible. Is there anything I can do that is simple and would overcome this puffiness? One procedure that a dermatologist recommended as simple was removing the fat pockets from below my eyes that give me that sunken raccoon look. I think this might be related to soft tissue?
2) Apparently my face is quite asymmetrical from the front, haha. Is there anything to be done to offset or draw attention away from more prominent aspects of that asymmetry?
3) Given that reworking the jaw would be significant is there something simpler that could readjust the proportions on a different part of my face more suitable to the look I already have? Eg, maybe doing some sort of reduction on the nose?
I really appreciate the advice. if the answer to the above 3 is change nothing, then I can agree with that, but just curious.