Sami's (5 mo) hair is getting pretty long, and under his arms his hair is starting to get matted. I brush and comb him just about every day, but my question is what is the right age to have him clipped? I don't remember when I first started tilly's grooming, and her coat is silkie and really didn't require constant upkeep. Sami's coat is a cross between thick wooley/cotton?
His hair around the eyes are long and you can barely see his little blackeyes if it wasn't for him having eyebrows & mustache

you couldn't make out what end was what? but the hair (bangs) are not long enough to put a tie in it. I have tried and the hairs wont stay! I really dont want him to have his baby look taken away, I have had his ears shaved and nails trimed but just not certain if I should wait until he changes color? which I think he his done?
his reddish eyebrows & mustash and on his legs & feet have all just about have turned blonde/ tan? and his body is still a dark blue and no signs of any root growth? But I am just not sure what to do? any suggestions? I attached a photo of my little rasta looking sami

thanks