I comb in the shower while conditioner is in, and I end up combing through for rollersets, but it's sectioned combing. Also, when I need to pincurl my hair or moisturize and braid during the week I will use Robin's combing method from growafrolong and I may get about 4 or 5 strands that may come out when the hair is dry. Again, I section the hair that needs combing and very gently work the comb up and down so that I am not damaging the hair.
So basically I think there is a proper way to comb the hair that eliminates breakage and so forth, so I'm not afraid to comb it whenever I need to, I just use the proper method for each time.