Awww - Bailey has a little sad face in your profile pic - but I lurve him very much
Purdey (Elaine.e's Williams' sister ...does that make sense
) also has anal gland problems
& used to have them emptied regularly like Bailey. I prefered to take her to the vets as there is a technique to it (he did offer to teach me
) & sometimes she does squeal a little, so I guess if they are sore or very full, yes it could hurt
I changed Purdey over to a full BARF diet at the end of last year & I have to say that her glands are so much better & instead of needing emptying every 6-8 weeks, it's now only a couple of times a year. It may just be coincidence but for us it has made a noticable difference. We weren't able to vary Purdeys diet very much prior to this, as she has quite a few allergies & this was the main reason for changing to BARF - luckily it helped her glands in the process
Hope you find something that helps your little man too