Coincidentally I just had a similar haircut. Normally I let my hair grow out way to long, mostly cause I'm lazy but also because I used to dislike the barber shop (I don't mind so much anymore). I get to the point where my head looks like a mop (I have really thick hair), think Rod Blagojevich LOL. At that point I have trouble looking myself in the mirror and decide OK I REALLY need to get this cut. Then I head to the barber shop and ask them to cut it real short. I've only been having it cut short recently, I used to just trim it. It feels good to have short hair and honestly it looks good on me. Though there was a long period where I had a pony tail down to the small of my back and that looked good on me too. Anyway just a few days ago I went in and asked them to cut it down to a #4 and #2 on the sides, this looks like what you may have as well. Feels great 
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