Yes, the hair ties/scrunchies chafe badly in my experience. If you are going to look for a cockring that you can wear comfortably all-day, I suggest you look into a nice stainless steel ring. I purchased a gearessentials.com Titan ring and have been wearing it comfortably all-day, everyday for the past week. No chafing or irritation of anykind. It takes some patience and getting used to putting and taking off the ring, but it is very comfortable. Also, sex while wearing this type of ring is amazing, not only does it heighten sexual pleasure, but you can also grind just right to where it creates extra stimulation for your partner aswell. If anyone decides to order one of these rings, be sure to measure correctly. Metal is unforgiving, but it is so much nicer then other rings I have tried. I plan on ordering a few more different styles of rings from gear essentials.