>>29414736
Depends on how often you're doing it and how you're resting.
Anal is only a problem when you're stretching it often, you're stretching it too far and you're not letting it rest by not walking, best rested by laying down on your belly with your butt to the roof for an hour.
The problem is to get like OPs pic they're using buttplugs long before the actual fisting and it doesn't look like they're going to be properly resting it.
It's like any other muscle but you want to have it tighten instead of loosen except it being a hole instead of a full muscle makes it weaker and heal slower. Try stretching your legs for 3 minutes, then try 3 minutes again tomorrow. It'll be easier tomorrow and that's what happens to your asshole. Do it consistently over years and you've ruined your asshole.
I do anal. If I ride my dildo today, it'll be easier to ride it tomorrow than if I don't touch my ass and ride it in a week instead.
