The Becumming of a Sissy

My name is Chris and this is my story. I'm a slim 18 year old 5ft6 college boy with long dark shoulder length hair and pale completion. I was always sexual curious about everything, even from an early age. I used to love dressing in my Mom's clothes when i was younger and now i get to dress up for everyone on stage and no-one will bat an eye.

Tonight is the school play of Moulin Rouge!, and i get to dress up as a beautiful woman. Make-up. Dress. Stockings. The lot.

Drama was never the most popular class for the final year, so they needed the extra woman character to be filled by one of the boys. Me. It's not a big role, i don't have many words because my acting sucks. But its going to be a great chance to explore that little more. My mum and her brother (Uncle Gareth) and sister (Aunt Carol) will be coming to watch so i got to look my best. My cock is all tucked in, i have my black lacy thong and bra on, my stockings pulled up, and my hot red short dress fitted nicely around my slim body, and my hair wrapped in cute pigtails. One of the girls did my makeup for me, its one thing that i still really practice with. Lips red, eyes dark and I'm ready. I looked hot!

The play had ended, and I decided to keep in my outfit for the ride home. I felt great. My blood was pumping and i felt alive.

Mum was sat in the front with auntie, and Uncle Gareth rode in the back with me.

The music was on and Mum and Carol were talking amongst themselves.

Uncle leaned over to me and whispered "You were fantastic tonight, I honestly didn't know that was even you for half the show"

"Thank you my love" i replied, playfully keeping in character "what was you favourite part?"

"All of it, you make a pretty good looking girl" he chuckled.

"You think? all these clothes are pretty comfy, even the thong and stockings" I laughed.

His eyebrows raised "Thong and stockings?"

I laughed and lifted my frock a little higher to show him the stockings, I could feel his interest, and i honestly wanted to show him.

"Wow....those. Are pretty hot, are they yours?" He nervously asked.

"Yup....I bought them especially for the play" I could feel his eyes searching. I looked back, i could see him getting a little raised in the crotch area and my heart jumped.

I opened my mouth in surprise when i saw the bulge. My eyes were focused on it.

He saw that I saw and placed his hand on my thigh, he looked at me "Its ok" he said "Take it as a compliment"

I looked back and smiled "Ok Uncle Gareth" and bit my lip. I've never thought of anyone this way before, sexually.

He gave my thigh a firm squeeze, and looked to see if the two in the front was paying any attention. He leaned a little closer.

I could feel his breath on my ear. "Maybe i could get a private show in that outfit sometime"

I didn't say anything, just looked back at his intensity.

We arrived home. In all the excitement I'd forgotten my phone.

"Damnit......I forgot my phone Mum"

"Oh dear, Carol can you drive us...?"

Uncle Gareth interrupted "I can take him back, you guys catch up we'll be back in no time"

He looked at me and smiled, and nodded his head for me to jump in the truck.

We began the drive back. Just the two of us. We didn't say a word, he was stroking my leg lightly along the way and i could feel myself getting hard.

Before i knew it we stopped. It was dark but i could tell we were not at school. He looked at me.

Gareth was a well built guy, about 6ft and strong looking. He placed his huge hands on my chin, gripping me lightly, rubbing his thumb across my red lips.

I took a deep nervous breath. He place his massive thumb inside my mouth, and i instinctively sucked and he welcomed the action by pushing it in and out.

"Fuck, i'm so hard" He grunted, and pulled his massive cock out of his jeans. It was huge, probably about 10-11 inches and really thick.

His hand placed on the back of my neck, "Come on, put those lips to good use you slut"

I couldn't believe he called me that, and before i knew it his hand pushed my head down to his lap, and my mouth landed on his cock.

I didn't know what to do with myself but his hand sure helped me along, gripping the back of my hair and forcing my head down. The cock going into my mouth reaching the back of my throat.

Before i knew it, his hand was no longer there, i was pushing it down myself. I couldn't believe what i was doing.

"You're a natural, you done this before you fucking slut?"

I tried to reply, but i couldn't stop myself. So it just came out as multiple gagging noises.

I assumed he loved the sound of me gagging as he soon shot his load straight into my mouth. I swallowed the first load, and then the second, with the third one then streaming down my chin.

"Good girl" He whispered. I smiled, with his load visible on my chin. That was incredible. I couldn't imagine ever doing anything like this. And with my uncle all the same.

I felt his hand touch my crotch. As he brought his hand up, more cum. He pushed his cum covered fingers into my mouth. It tasted a little sweeter, not his.....but mine.

"Such a dirty whore" He grunted, this time he got out of the car. He came to my passenger side, opened and pulled me out.

He placed me at the front of him, hidden out of sight, on my knees.

His cock was rock hard again.

He grabbed my pigtails and began to force his massive cock in my mouth. I didn't stop him.

He quickly picked up the pace. Forcing deeper and deeper each time. Thrusting harder.

My throat was now being aggressively fucked. and i loved it.

I was gagging constantly, getting in my breath when i could. I threw up a little on his cock which only made him go harder.

He pulled out "Stick out your tongue sissy slut", and i gladly did what he said.

He then unleashed the thickest load I've ever seen. One stream went across my noise all the way to my hair. A second landed in my mouth half dripping off my tongue. And the rest covering my eyes.

I was in heaven.

He gripped my throat and whispered "You're mine", I came on the floor at that moment.

He pushed my head to the ground and made me lick it up like a dog when his finger pressed into my ass.

I like where this is going.

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The Becumming of a Sissy - Part 1