Chapter 4 - Annie And The Angel

I wore my new print dress home at Kate's insistence - she thinks that having a sister could be fun. Dad and Sam did some silly grunting and chest pounding thing when we got home to prove how great their men's night out was, but we sophisticated women just ignored the gorillas in the living room. We women had better things to do, like finish my homework and go to bed; after all it was a school night. Looking back as an adult having to go to bed so early shocks me, but back then I really did need the sleep. That school bus came awful early.

Chapter 3 - Outfitting Annie

School on Wednesday took forever.

I was really looking forward to going out with Mom and Kate, and the idea of being Annie for the outing had moved from yeah, OK to this is going to be fun! Something had clicked when I saw myself as the girl version of me. On stage, Annie was a character, a role I was playing; off stage, the Annie I saw in the mirror was me as a different person.

Chapter 2 - Annie Off The Stage

Annie was a great success, which made me want to spend more time on the stage. I was hooked on the bright lights and the greasepaint, just like my parents. The hardest part of the whole thing was the my name in the program.

Little Orphant Annie's come to our house to stay,
An' wash the cups an' saucers up, an' brush the crumbs away,
An' shoo the chickens off the porch, an' dust the hearth, an' sweep,
An' make the fire, an' bake the bread, an' earn her board-an'-keep;
An' all us other childern, when the supper things is done,
We set around the kitchen fire an' has the mostest fun
A-list'nin' to the witch-tales 'at Annie tells about,
An' the Gobble-uns 'at gits you
Ef you…Don't… Watch…Out!

"Little Orphant Annie"
James Whitcomb Riley
1885

“Morning!” beamed my Mum, as we saw each other on the landing, both making our ways towards the top of the stairs. She was far too cheery for this time of the morning, if you were to ask me.

“Mornin’,” I mumbled back, as I started to head down the stairs, my Mum a few paces behind.

“This is very early for you,” commented my Mum, “Is everything okay?”

“Yeah, fine, thanks,” I continued to mumble, as my Mum followed me into the kitchen.

I wait nervously by my front door. I am trembling. This is my first date. Simon is picking me up at 7.30. It is 7.35 now. I have been ready for an hour. I check my reflection in the hall mirror for the 50th time.

My red tinted shoulder length wig looks perfect. It cost a fortune. Real human hair. I have been spending most of my wages on clothes and makeup since I decided to stop fighting against my desire to be a woman. I have struggled to be a real man all my life. At 5ft 6 inches it has been difficult to look the part.

“Oh, how privileged I must be! Princess Sam finally deemed me worthy of having my phone calls returned. I am so honoured!” my Sister teased, as I called her back.

“I’m sure you’ve been sat, twiddling your thumbs, waiting for me?” I replied.

“Well, after a couple of hours of that, my thumbs got tired! So, I decided to head home from Manchester. I’ve taken the scenic route, over the Snake Pass. It was fun.”

“Oh, that’s funny. We were out for a drive in the countryside today, too. How long have you been back? I asked

Isabel goes home properly.

“Mmm. That feels good.”

We continued for at least another hour, just like we had been before we went to sleep last night. Kissing, cuddling, holding and continuing to explore each other’s bodies.

We kissed and cuddled in bed for what felt like hours. I couldn’t believe just how exciting I was finding exploring James’s muscular body. A body that I had seen in sports changing rooms, and ignored, many times before.

I wanted to stay here in this moment forever. With my man, treating me like his girl.

I was ready, and had been for about ten minutes. I heard the door bell, followed by muffled voices. Looking out of my bedroom window over our driveway and towards the road, I couldn’t see James’s car. Perhaps it was someone else, just dropping by at this time by coincidence.

“Sam! James is here, when you’re ready,” my Mum called up the stairs, the cue to start the two minute countdown to my first date as a girl. My nervous excitement was actually causing my body to tremble, ever so slightly. “What am I doing? What’s happened to me?” I thought.

I made zero progress in putting any of my new clothes away. I had just chilled out, curled up in the single corner of my king size bed that had been kept clear of clothes. For what was probably an hour, I played on my phone. I don’t use social media, but I do watch YouTube. Lots lately. The last hour had been makeup tutorials and clothing haul reviews. I couldn’t get enough of it.

I went downstairs to get a drink, and found my Mum and Sister both in the kitchen.

“Mum’s home?” I said in surprise, as Claire pulled onto the driveway.

Seeing my Mum back from work before 7pm at the earliest was unusual. She was a bit of a workaholic, albeit a very successful one. As the divisional CEO of a large segment within a FTSE100 consumer goods business, the financial rewards almost matched how hard she worked. My Dad, before he died, had been the Group CFO of the same business, him and my mother having met each other at work many years ago.

“Excuse me. Sarah. Have you seen that key you gave me earlier?” I asked

Sarah looked confused, “Not since I gave it to you earlier. Why? Have you lost it?”

“I don’t think so. I left it in the keyhole, after locking it from the inside, to stop, erm…” I paused.

“Yes, to stop anyone else bursting in. Sorry again about that,” said Sarah, picking up my pause.

“Well, the room is now locked. With my other costumes in there,” I went on.

“Oh,” said Sarah, “just your costumes? Your change of clothes is still in the gymnasium?”

“Yes, Sarah.”

“Hi you two!” Gary says, greeting me and Kayla with hugs as we enter his home and drop our travel cases in the hallway.

“Hi dad!” Kayla replies with a giggle, before we head through to the living room and flop down on the plush sofa.

“Hi you two!” Charlene- Kayla’s mother- says as she emerges from the kitchen with four warm (and very welcome) mugs of tea. “Did you have a good train ride from London?”

“Yeah, it was great, thanks!” Kayla replies. “Didn’t get mobbed by TOO many fans, hehe!”

It felt like Ms Greenwood and Adam had been staring at me for ages. Time had stopped moving forwards, and I was stuck in this incredibly embarrassing and uncomfortable moment. I knew this whole arrangement was going to be awkward, but I had not expected it to hit me like a brick wall.

“Right then,” said Ms Greenwood. “Sam, I can see you’re not quite ready, but Adam, are you done?”

“I was ready ages ago, Miss”, replied Adam. “Don’t understand why we had to come down here so early. I was going to pop into town after school, with the rest of the lads.”

Jamie left Willards with one hand holding Megan's and the other gripping a shopping bag stuffed with his new wardrobe--tweed shorts, blouses with buttons up the wrong side, control-top pantyhose, and cami sleep sets. A wardrobe about which he had serious reservations, except for the pantyhose, but his mother and Megan seemed to think the new clothes were the best idea, that they suited him. Did they suit him? And did his mother and Megan know him better than he knew himself? Jamie squeezed Megan's hand as they walked behind his mother.