Hobbies and Crafts Are designer high heels more comfortable? Are designer high heels more comfortable? 1. They're more comfortable. While stilettos are rarely (if ever) comfortable, this pair is without a doubt the most comfortable I've ever owned.Apr 18, 2018 Related Posts:How To Wear high Heels for men.Walk in high heels.Which style heels are the most comfortable?Are all high heels stilettos?