My tip would be if you want this look, shave it at weekends, but for work shave after work in the evening. Given your hairline and the shadow my the morning you would have some hair coming thru. Try that for a couple of weeks and if you are keeping the look, shave before work.
If someone asks why you shaved it, just say..." Duh.. because I wanted to. Why did you wear that shirt today?" Then you will get the respect that SLY deserves! (actually, I cleaned up my original comment a little before posting..lol.
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