i feel for you Nero!! i really do. but my advice since you live in here in the oh so FABULOUS state of Ohio with me, my advice is definitely do it all at once since i'm guessing you've already had surgery(?) there will be less questions later, not that there should be any to begin with, but i know there will q's everywhere when i finally have the funds to change my name because i really have no idea when, if ever, i will be able to have surgery to change one stupid letter because of their and ssa's 9/11 policy--yeah that's what i'm going to call it..

cuz basically that's what it is. in my opinion, if i say i am female, and i have documentation from a therapist or doctor conferring with that belief then that is what is the truth. only 3 people at a time need to know what is under/in my skirt/pants--the doctor--if necessary, my partner, and myself---other than that it is no one else's business!!!
on the name issue, i was looking for not one but TWO names as my second son was baking in the oven...lol. so i was looking for me and looking for him as well, trying to name a child is very exhausting when you have certain personal criteria you want to fill. it's far worse when you try and name yourself and i had a serious list of items that i had to make sure i didn't run into when choosing my new name, i'm thinking about changing my last name too especially since i don't have any idea when i'll be able to get out of the wonderful job i'm in, but having a new name legally changed and recognized by them(which i doubt they will), and will hopefully be easier to obtain new employment.
this will take time, tons of it, make sure you look at foreign names even if you think they won't fit, i did for all my kids and myself, and in the end my kids all have pretty common "American" names anymore, but i did my best to change spellings or like my second son, i gave him TWO middle names, so if he doesn't like any of them, he can hyphenate, or go by something else. his great grandmother was pissed that i gave him two middles--Brittiney told her to back off basically this was our child to name, not hers. this is you that you are dealing with so finding a name may take time, but I will always know you as Nero. and i feel for you with the femme name, mine is totally masculine, but working wearing i do i've met some interesting people. I'd still like to know how it went when the guy went up to the court tell them he was marrying Ryan--bet that went over well till they found out Ryan was a woman--and yes i've met her..lol. girls with boy names are becoming ever more popular--Evan Rachel Wood, Jennifer Jason Leigh, there is a male U.S. senator named Lindsey, my ex's grandfather's(now deceased) gf, she has some male family member named Lindsey as well, and until i met them, i thought seriously they were a lesbian couple and i was like great, i can come out to her and it'll be not such a big deal, unfortunately i was wrong about them, but people just make assumptions about names and really shouldn't.
you'll find something that fits, when you do use it exclusively, i hope you at least have people who will respect you enough to use it. i found one and people refuse to use it, which i'm completely offended by.
good luck to Nero sir.
sorry so long