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>but no the point when you are willing to become a slave

>would he do the same for guild girl or elf or even priestess at that time?

As far as GS is concerned, his friendship with CG holds that much weight. Especially with the whole "you must protect them" promise with his sister. And we know how big of a siscon GS is.If you're fine with conjecture as answers: most likely for Priestess, he trusts her enough then to let her protect his back during the Lord fight; probably for GG, business partner is important; least likely for HEA, he doesn't seem the least bit concerned about her during the first quest, especially after they found the elf prisoner.