I like the Movember look! You still look clean cut. But, that’s coming from someone who has had a full beard since the middle of grade 13. Now, high school ends at grade 12. How dark the shadows should be is a personal thing. If it were my photo and I made the shadow side any darker, my wife would be after me to brighten.
Looking through the photos you posted here, your left eye is consistently less open than your right.