You make a point about softening the image of a shaven headed man. I dont always think this is necessary but i take your point. I think getting a tan, getting teeth fixed etc can aid this process.
You say that kenny looks thuggish.... but you are seeing one snapshot of his life. In person he may smile a lot, laugh a lot.....when he meets people he may shake their hand and put them at ease. So the difference in seeing one pic or spending 30 seconds with the man may be enormous.
Perhaps more alarming is the lack of release for a man with a shaven head. If you need to make a complaint about a service in public, for example at an airport, it is far more difficult to do so if you look intimidating. Sometimes, the best way to get a good service is to build a rapport - since I started going bald I lost this ability and I imagine a shaven head is a lost cause in this activity! You haven't got enough time for the person you're complaining to to really know you and you have to be firm. However, with a shaven head, it probably looks more thuggish than firm. I'm more likely to have to talk down to a service rep these days because the f**kers won't do their job any other way!
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