I've had a weird history with stylists. At this point, I've used the same salon with the owner cutting it or one of her staff who works closely with her.
She and they know my history, and have for the last 6 years.
When I was first transitioning, I would tell the stylists that I was growing out my hair, and that I wanted it to look feminine. I would show them pics of guys and girls styles that were very close in style. That strategy worked to varying degrees.
I reached my wits end when I was going to a salon that had a guys side, and a woman's side of the store. I was elated to have my hair dried on the woman's side only to be hurt greatly when she commented to, " please keep quiet, the owner is behind me, and I don't want him to know what's going on". Needless to say, I never went back there again. They are now out of business, thank you.
As I progressed deeper into my transition, I started bringing in pics of women's hair styles that I liked. That seemed to pretty much work and eventually I even told them that I was transitioning. It was about that time that I finally found my current stylists and salon. They've been great to Julie and I, to the point of inviting us to birthday parties held at the salon.
I would tell everyone that they need to be very specific with the stylists, "cut no more than 1/2 inch off" etc. If someone cuts more than the desired length, then I would refuse to pay the bill. Period! Let them call the police! Don't ever give in to family or friends who are trying to make you live the life that they want you to live. It is tough to defend your position to keep your length, but you'll be happy and without regrets.
Good luck, everyone.