Good thread Grace! Let's see:
January: decided to transition and got bounced around a few endocrinologists until I found the right one. Final birthday as a guy. Does it mean that I'm going to be one year old in 2015 or should I start with 18??
February: found a brilliant psychologst. Because I'd done a whole bunch of therapy 20 years ago for this, we rocketed through the issues. We now see each other once every couple of months.
March: at dinner with a whole bunch of friends, I told them I was going to transition, and two of them piped up "Who's your endocrinologst?" Like WTF! Turns out that one, who's a nurse, works in the psychology unit that collaborates with the gender identity clinic, and she pushed me to the front of the line. How's that for luck. Got enrolled in their formal program.
April: what a month!! Actually what a WEEK. In the same one I started HRT, went out to get a bunch of female clothing, a wig, and a makeup artist friend of mine helped me buy waaaay too much good makeup. On the Friday afternoon he showed me how to doll myself up, and threw me out into the late afternoon Madrid
passeggiata, and
nobody gave me strange looks. Like wow! Became a girl everywhere except at work.
May: prepared a transition plan with HR at my company. Went away as a girl with a whole bunch of friends for the first time. It was great. Started voice training classes and began to take a lot more care over how I moved and sounded. Thank you BBC Radio 4 Women's Hour and Radio España! Got misgendered a couple of times. Told my family and was blown away by how positive they were, even though they were shocked at the beginning. Mostly, they were indignant that I'd only involved them late in the process.
June: took my local manager to lunch to tell him about my plans, and just as I was about to launch into my story he jumped in: "<---->, I have a question for you... last week I think you came to the office with the remnants of mascara, and I'm sure that I saw you with some lipstick this week. So, are you a nighttime transvestite???" Well, I burst out laughing - it was an easy sell. I'd actually been gradually feminising my appearance at the office, and as a "gay boy", it was noted but not commented on. Turns out that although he is an engineer, he would have loved to be a psychologist.

Great support. Came out after that to my close work colleagues with hugs all round. Broke my arm when I fell off a bike. Bummer! This pesky little injury required an operation and months of physio. It was easily more troublesome than anything transition-related.
July: wooo hooo, went full time!! Sent an email to the people in my work ecosystem, and was astonished by the support. Arrived at work and got mobbed by the women, and even a few guys came round to give me a hug. Had some FFS done, and the difference was astonishing. Started wearing dresses and loving it.
August: a coolish summer in Madrid. Recovering from FFS and working way too hard from home. Ran a training course for a whole bunch of colleagues, and got support all round for The Girl. Was told by a taxi driver that I had a sensual voice, and a friend I'd known for some years voiced some carnal intentions I never even expected. A few checks in boxes this month!!
September: went to some large group meetings at my company HQ. Found myself unwittingly being used by an external motivational speaker at the meetings...as an example of the value of women in my company! Huh!? This, and the nature of the conversations I had with new people over dinner made me realise that I wasn't going to be able to use my notoriety as a boy-girl transcreature to my advantage: people just saw a girl. I know I'm incredibly lucky.
October: Last use of my male passport flying in to the UK on the way to get my female-gendered passport. No officer, this isn't my husband's passport - it's me! So ended the weirdly surreal conversations I kept having at airport security. What a grand day when my passport arrived!!
November: just a girl going about her life. Normality returning. Quiet nights at home.
December: goodness me, do I really have such a mass of my own hair now, and how did it go from being straight to having tight curls!? Saw that I could finally abandon the wig (yay!) - it will look OK, but has a way to go. Had a hair transplant to fill in my temples. That's now two massive scars I have in my hair - I swear I must be nuts! Let's hope that a goodly number of follicles survive the experience.
Reflecting on 2014, I have had the most weird and wonderful year. I am humbled by the strength of support I have received from my family, friends and work colleagues. In a modest way, I have begun helping other people in the trans community; many are having a complex time and I want to contribute positively so that their journeys are successful. And thank you to my wonderful friends here at Susan's for your advice and support!