Perhaps in time you'll get used to testing, but for now I would suggest that you keep a daily log, track food intake, water intake, how much urine there is, how the coat looks and feels (greasy, flaky, or a nice shine), Rocky's demeanor, whether he was starving or eating naturally, anything that can help you keep track of how your little man is doing.
That should help you see if he's acting off, which could mean a dose reduction/increase or something more serious and maybe you could test a little more at that time or go to the vet to have him checked.
I would also suggest urine sticks, they make some that check just sugar and some that check sugar and ketones, I'd go with the combo, Keto-Diastix. They can be purchased at any pharmacy. You could supplement home testing by checking the urine too. It takes hours for sugar to get through the body to the urine so the result you see does not equal what his current blood sugar would be, but it will help you see an overall picture in time.
When I test my kitties ears I don't use anything fancy, no neosporin, no rice sock, just me and my lancet. I play with Kiki's ear a bit, rub my fingers together on the ear to warm it slightly, then I place my pointer finger firmly behind her ear and use the lancet at a 90 degree angle, place it directly on the outer edge of the ear and click. There has to be something firm behind the ear or the lancet wont work, that's why I use my finger behind her ear. You may want to put a band aid on your finger if you're worried about the lancet striking your finger. I'm quite used it and don't notice if I hit my finger or not these days.
I prefer the spot further down the ear, right above the triangle flap, it seems to bleed best for me. Often, I will let Kiki shake her head after I use the lancet, this helps bring blood to the surface. I then milk the area, push gently from above and below and once I get a droplet, depending on Kiki's mood, I either put the test strip onto it and get the reading or I put the droplet on my finger nail and test from there. After a short time the ear gets trained to give blood. Or perhaps I just get really in tune with how to get the blood from that ear that it gets easier. I also always start a new kitty that I'm testing on the highest setting of the lancet and work our way down to the mid point.
I am not a vet or an expert, but I have been owned by 10 diabetic cats and have been testing cats for friends, shelters and on transports for years.