Achievement Unlocked!

Two to Tango – you come out to someone y Parental Advisory – you tell one or more of your parents y Without a Shadow of a Doubt – either start removing facial hair (in a permanent fashion like electro/laser), or start growing some that you couldn't before y Hope Chest – buy your first bra or binder y I'm not Crazy (I'm Just a Little Dysphoric) - Gender Dysphoria diagnosed by a therapist or other mental health professional Maybe Baby – have sperm / eggs stored cryogenically in case you want children later.
Drugged to the Eyeballs – start HRT y Old Friends and New Names - someone who knew you before you came out has switched to using your new name and pronouns y Sharing is Caring (alternatively Two Can Play at That Game) – someone you've come out to comes out to you in return (any LGBTQ) y Package Deal – start tucking or wearing a packer y Successful Failure - get addressed as your identified gender even though you're actually presenting as your birth gender
Not Yourself Lately - your ID gets rejected because it’s assumed the name and photo are of some other person
When You Gotta Go – Start using bathroom that matches your identified gender. y In the Zone - Blood tests show your levels are in the normal range for your identified gender y Call Me Maybe – stranger on the phone genders you correctly based only on your voice
Born Again – birth certificate reissued in new name
Call Me Ishmael - an organisation you deal with has updated your records y Come As You Are - present as your identified gender at a social event y Hair Today, Gone Tomorrow – first haircut where you specifically asked for something more appropriate for your identified gender
Hello World – you come out to everyone y This Is the Moment – you go full-time y Guess Who’s Coming to Dinner – come out to a group of people by showing up presenting as your identified gender without warning.
Wouldn't Be Caught Dead In That – you purge your pre-transition wardrobe. You may not get rid of everything, but you'll wear what’s left while still presenting as your identified gender
Dress For Success - attend work openly presenting as your identified gender y Nobody Here But Us Chickens – attend a social event exclusively for people of your identified gender (eg a bachelor / bachelorette party) The Gift That Keeps On Giving – the first time someone gives you a gift that affirms your gender identity y Home for the Holidays – attend family event presenting as your identified gender y Don’t Know Anyone By That Name – Someone you know only knows you by your new name and identified gender. y Take Me as I Am – significant other accepts you as trans. Could either be a pre-transition partner who sticks with you, or a new relationship Magic Marker – government document reissued with your identified gender
Nip/Tuck (alternatively First Cut is the Deepest) – first trans related surgical procedure (eg GRS, top surgery, facial surgery)

/r/asktransgender Thread