Jack's Story Part 2 (Patreon Top Tier Reward Story)

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Jacks Story Part 2

Focused solely on the drama department's main door, I rush towards it as quick as my little feet will take me. This plan is bulletproof!

“Jack…where are you going!?” Andrew howls, struggling to keep up with me. “Schools finished dude!”

“I have a plan!” I reply confidently

As I stop in front of the drama department's main door, Andrew catches up. Shaking his shaggy matted hair, she looks at me vacantly.

“Duuude,” he mumbles, itching his head. “Thought we were going to get hot dwags after class?

I place my hand on the door handle and the possibilities of what lay beyond the door flood my mind. All those outfits are ready for me to wear without judgment!

“Dude!” Andrew squawks waving his hand in front of my face. “Can we go already….I’m hungry!”

Snapping out of my daydream, I look at Andrews's odd expression.

“Oh….,” I reply, forcing a smile. “Maybe you should go….. without me.”

“Ah…..what!” he huffs, kicking the floor with his foot. “You’re going to miss the big fight too!”

“Just because you’ve got the hots for Lara,” I reply swiftly, shaking my head at him. “Doesn’t mean I’m interested in seeing that jerk Barry beat up her new boyfriend.”

“Come on dude…,” Andrew replies, dejected at my response. “The whole school’s going to watch it. We’ve gotta be there overwise we’ll be missing out!”

Frustrated, I roll my eyes. “I don’t care Andrew.”

Opening the drama department door, I push it open and look inside the large empty room. The stage is dark and completely deserted.

“I need to practice,” I explain, watching his face glaze over.

“Serious?” he asks, itching his head once more. “Why is it again you want to be the princess in the school play?”

The heat of embarrassment stings my cheeks. Continuing to Lie to him is my only option.

“I told you earlier,” I answer rudely, taking a step inside the room. “I need to get into character so I can ace my audition. That means wearing the dress and running lines.

Andrew lets out a frustrated sigh.

“Ah but Duuude,” he whines, pointing down the corridor. “I wanna go eat and watch the fight. Can’t we run lines another time!?”

“The place is empty right now!” I’m quick to respond, walking inside.

Turning to give him a serious look, I usher him in. “I’d like your help.”

Allowing his shoulders to sag, he stands rooted at the doorway entrance.

“Naaah…dude,” he sulks. “I’m gonna go.”

My eye twitches. “Fine… go on then!”

His eyes light up. “Sweet! See you later then dude. I’ll tell you all about it later!”

As Andrew starts walking off, he looks over his shoulder and gives me a thumbs up.

Letting out a long breath as I shut the door behind me, I turn to look around at the empty space. Just through another door to the left is the prop and costume room.

That’s where I want to go! There’s a princess dress in there with my name on it!

As I walk towards it, I do feel like I’m going to miss out slightly. This is my only chance before auditions to get in here while it's empty! I have to do this now to get the upper hand!

Opening the props room door, I walk in and switch on the light. The dust twirls around my face as I enter the room. The whole place smells musty and damp

It’s probably for the best that Andrew is not here. He’d only have questions!

I wasn’t looking forward to trying to explain why I’ve got a bra stuffed in my bag for this occasion. He’d only want to know why and where I’d got it from.

As I walk past the endless rails of costumes, I could feel the excitement building within me. My breathing is heavy and my heart is beating like mad. I shouldn’t be here and I shouldn’t be looking for a dress to wear!

What if someone catches me!?

That’s when I see it. The emerald green material of the dress stands out around the pinks and the whites. The sweeping curves and the delicate details of the dress fill me with wonder. Why can’t boys wear such interesting things? Are stuff is so boring!

Moving over to it, I feel the soft thin material between my fingers. I can’t wait to put this on!

Taking it off the hanger, I press it against my body. The skirt of the dress is a little long for my short legs, but I’m sure some heeled shoes would fix that.

Looking down at the squared neckline, I find myself pleased that I don’t have any chest hair but at the same time—kinda sad I don’t have a chest to fill it.

Not wasting any further time, I look all around the costume room to double-check that the coast is clear. Seeing no one, a big smile creeps across my face!

Whipping off my school uniform, I throw my shirt and pants down to the floor. Quickly searching my bag, I pull out the ‘borrowed’ matching bra and underwear set.

I get the briefs on super quick, but the bra is a little more frustrating. I’m still not very good at hooking up the back. Still, eventually, I get two of the hooks done up—that’s enough for me.

Taking off my socks, I stuff one into each of the bra cups. Adjusting it to fit me perfectly, I knew it wasn’t much of a chest, but it would do.

Not wanting to stand in just underwear for too long, I unzip the side of the emerald green princess dress and step into it.

The feeling of the soft material against my skin as I pull the dress up onto my shoulder was amazing. As I put my arms into the loose baggy sleeves, I feel the dress constricting around my chest, shoulders, and waist.

“Aaaamazing….,” I squeak, zipping myself into the dress. “It…fits! “

Spinning around in a circle, the skirt flutters and dances around my legs. It feels great—It feels right!

As I look down at my body’s shape in the dress, I come to the conclusion that some sort of corset is probably needed to give me more of an hourglass figure.

I look up and study my surroundings. There must be something like that here somewhere with all of these costumes! Probably some heeled shoes in my size too.

Feeling another surge of pure excitement, I rush over to some nearby large costume trunks and start digging inside.

Just as I pull the first garment out, my heart skips and beat and panic floods my mind. I hear the door opening behind me. DANG IT!

Unsure who or what to do—my only certain was don’t get caught! Forcing my small frame behind the large trunks, I hide on the floor behind them in hopes I’m not seen wearing this dress.

“Quickly…,” a familiar female voice says in a panic as I hear several people enter the room. I duck my head and close my eyes tight. Please don’t let them find me!

“So what's the plan….?” An irritated male voice asks, clearly unimpressed.

“He borrows my uniform and he dresses as Sonya.” A different, more uptight female voice responds. “You don’t mind that Nathan…right?”

Nathan..? Is that the boy who everyone is claiming is Lara’s new boyfriend? The one that Barry wants to beat up.

“Yes!” a softer male voice quickly answers. “As long as you’re ok with it.”

“This ain’t going to work,” the gruffer male voice moans. “What's he going to do when he needs to go home!?”

“Yes, it will Matt.” The familiar female voice replies. “Barry is not going to attack Sonya, is he? Look if you are not comfortable seeing Nath dress—go wait outside.

Nathan…? Sonya…? What are they talking about!?

“I’m not complaining Jade,” the male answers. “I’m just saying Nath can’t dress as Sonya all the time. It might work today, but what about the next day and the day after that.”

“Do you want him to get beaten up?”

“No.”

“Well stop moaning then. We are doing our best to help you both!”

“I know…,” he sighs and I hear him walk out the room “I’m going to go keep watch outside.” He shouts, now clearly outside the room.

I hear the others let out long sighs. They all sound so worried about something. Whatever it is—it’s not my issue. I really wish they’d all leave!

“Guys….Shhhhhh!” I hear one of the girl's whisper. “Look.”

I hear soft steps walking toward me. I try and make myself as small as possible. I’m certain they can’t see me!

“Look… someone else is in here with us,” she warns, stepping closer and closer. “There’s a rucksack and a uniform scattered about the floor here. I don’t think we are alone.”

I can’t help but squeak as she notices my stuff. I’m DOOMED

“There you are!” she squeals, pushing at the trunk I’m hiding behind with her foot. “Come out right now!”

I can’t move. I can barely breathe. Terrible thoughts of being outed cripple my mind.

“Come out now!” the girl screeches, kicking the trunk once more. “I see you back there kid.”

Reluctantly bringing my head up to look, I see the fury in her eyes as we make eye contact. It’s Lara from the year above. The girl Andrew won’t stop talking about. The most popular girl in school. I’M SO DEAD!

Lara pulls the trunk away and exposes me in the dress. Tying my best to conceal what I’m wearing—it’s to no avail. Lara’s eyes grow wide with surprise.

“Errmmm……,” she nervously mumbles in reaction to my outfit as the others gather around her and stare down at me.

I fell sick! I want to vomit! I look down at the floor and feel my body retching.

“JACK….?” The softer boy asks, stepping towards me. “Is that you Jack?”

I manage to look up at the boy through sheer curiosity. How does he know my name?

“You know this boy Nathan?” Lara asks sternly.

I stare into his eyes. I do know him. It’s Nathan from my math class. He sits in front of me with his friend Matt.

“Jack…?” Nathan asks again gently.

“y-y-yeah…,” I reply with a sour tone. “It’s me.”

Nathan kneels down next to me and touches the skirt of my dress. I stare at him wondering about the names he’s about to call me. I feel sick again once more.

“It’s a nice dress.” He says, smiling as he touches the material. “I’m sorry we’ve burst in on you like this.”

That’s not the reaction I was expecting! I don’t understand this at all!

“I-I-It’s ok,” I stutter, seriously confused and a little concerned by his friendly reaction.

Why isn’t he instantly making fun of me? Why aren’t the other girls shocked and telling me I’m a gross pervert!?

“Nathan….is he a…?” Lara softly asks.

“Yeah…,” Nathan answers before she can finish her question, looking at me with a big wide grin. “I think so…yeah. Like me.”