Matthew’s First Haircut Sarah Firsts, Matthew January 11, 2015January 11, 2015first haircut toddler lollipop Take one toddler with wild hair. Add two lollipops, a TV, some scissors, and a camera. And suddenly you have a big boy. But he still has curls, and I didn’t cry at all, and I guess I can stop carrying around hair ties in my pockets.