![I've been feeling pain in my upper ankle area from my new timbs. On the right side of my left boot, the part where the tongue and upper are stitched together digs I've been feeling pain in my upper ankle area from my new timbs. On the right side of my left boot, the part where the tongue and upper are stitched together digs](https://i.redd.it/4j07rxho3l7a1.jpg)
I've been feeling pain in my upper ankle area from my new timbs. On the right side of my left boot, the part where the tongue and upper are stitched together digs
![My first ever pair of Tim's. I gotta say after two days of wearing them it's painful asf on the inside of my ankles. Does it normally hurt to wear them in? : My first ever pair of Tim's. I gotta say after two days of wearing them it's painful asf on the inside of my ankles. Does it normally hurt to wear them in? :](https://i.redd.it/yirb8smg9uca1.jpg)
My first ever pair of Tim's. I gotta say after two days of wearing them it's painful asf on the inside of my ankles. Does it normally hurt to wear them in? :
![Advice on how to fix this? It's digging into my ankle bone even when wearing high socks. I've seen replies from other posts about breaking them in but has anyone fixed it Advice on how to fix this? It's digging into my ankle bone even when wearing high socks. I've seen replies from other posts about breaking them in but has anyone fixed it](https://i.redd.it/ug47rgr45hz51.jpg)
Advice on how to fix this? It's digging into my ankle bone even when wearing high socks. I've seen replies from other posts about breaking them in but has anyone fixed it
![Amazon.com | Timberland Womens Limited Release Ruby Red 6-Inch Premium Waterproof Ruby Waterbuck Boot - 8.5 M | Ankle & Bootie Amazon.com | Timberland Womens Limited Release Ruby Red 6-Inch Premium Waterproof Ruby Waterbuck Boot - 8.5 M | Ankle & Bootie](https://images-na.ssl-images-amazon.com/images/I/61OjaKuQ8+L._AC_UL600_SR600,600_.jpg)