you've been his slave for 2 weeks? you knew it was coming but said nothing in the very beginning of negotiations? my opinion would be that you SHOULD have THEN said something not now. Sorry if i sound harsh or hard hearted but the beginning is when you negotiate is it not?
i agree with Archeon's comment about functioning as a woman with a shaved head. How do you plan to do that?
Trust is huge and as Archeon said, is it for the better of BOTH of you or just something he himself wants?
i have to say, i am a bit vain and would have negotiated the shaved head. i love my long hair(to my waist) and could not do as you are being instructed.

His true