Author's note:Whilst this story is fictionalised, the first few chapters are based on the real-life experiences of an honest-to-goodness, actual, transgender man (if you're not familiar with the terminology: a transgender man is a person who was born apparently female, but has a male brain and may need a sex change to become comfortable in his own skin).
This lends a certain authenticity to the story as you are reading about real-life experiences retold through the medium of fan fiction. Because these early chapters are based on a real person, and because trans people have a very high risk of doing something stupid due to bullying... please, no flames. If you aren't okay with trans people, this isn't the story for you.
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"Well? What did the doctor say?".
"George… I hope you're sitting down. I'm pregnant!" said Winona.
"Alright!" crowed George. "A little brother or sister for Georgie! Do you know what it is yet?"
"No… I want to keep it a surprise. But I really hope it's a little girl. We've got our boy, now I'd like a girl to complete our family."
"But Winnie… you know that girls don't run in my family. I'm the fifth generation of Kirks with no female children; it's not likely we'll have a daughter".
Winona sighed. "I know, George. But I'd love to have one anyway. I've always wanted a cute little girl that I can dress up in pretty dresses, and I want to pass on everything I've learned about being a woman. It would be a shame if I couldn't do that".
George laughed. "Well, we'll find out soon enough I guess. We'll need to come up with a name for him or her."
Winona pouted. "It does feel like another boy, but I've decided it's going to be a girl, because I said so." She stuck out her tongue, to George's delight. "But you're probably right. Your family just doesn't do girls. We need to face facts: this is going to be yet another Kirk boy in the very long line of Kirk boys. So let's follow family tradition and name him after his grandfathers."
"Tiberius?! That's the worst name!" said George.
"Yeah, it's not great - but it'd make a respectable second name. So how about 'James Tiberius'? If I don't get the girl I want, that is." Winona smiled.