I just finished a 7 mile run with these headphones, the outside temperature was 31 degrees, so I was wearing a knit cap. When running with the cap on the headphones stayed in place very well and required no adjusting or pushing them back into my ears. I also did a test without wearing the knit cap where I found the headphones did start to work themselves out of my ears after a few minutes. I’m 6’2” 205 pounds and not the smoothest runner so this probably had something to do with that, plus the fact that these headphones have a little more size and weight to them than others I’ve had in the past, no doubt due to the construction which helps them deliver that excellent bass sound.