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Are there wigs you can buy that stay on better? I've heard of some having a velcro like tightening band thing inside it, you tighten on the velcro band around the forehead then flip the wig back and it stays on. Not sure what brand of wig that is though.
Using a $3 wig cap from party city with bobby pins to connect the wig to the wig cap just causes the wig cap to slide off taking the wig with it.