I think the best way for them to get used to a topknot is just to persevere with it...if he rolls it out..put it straight back in again...and make sure that it is not pulling the hair too much otherwise he will feel uncomfortable and roll or scratch it out! I use the tiny towelling bands that you would use on a baby/toddler...i buy them from chemists or anywhere that i see them..i use these most of the time as they are easy to put in, don't break the hair and are the most comfortable for Pixie...I do have latex bands and bows but i rarely use them...maybe just on special occasions!