Most Helpful Girl
since you have short hair - 3rd or 4th pic in my opinion0
Most Helpful Guy
what you need is advice from another man. You have the nice stubble going keep that. I recommend thinning the sides and back. Use 2 in on a buzzer and start cutting. Go slow. If you want you could start on a higher setting and keep going lower. When cutting the sides brush the top so you could see the grain. Leave the top alone. I recommend growing it out a little bit longer. You could do a number of things from there.
Watch this if you need a visual aid.