The Journey of a 12 Year old Trans (my journey part 8)

There was no hiding what I had done with Mr Collins from Tiffany. She knew me well enough to know the smile on my face was from sex. She promised she would keep my secret and I told her every detail. She was still a virgin and loved hearing about my adventures. Even when I told her that I had fooled around with my mom and my sister.

The weekend drew closer, and as I had my mind and heart set on a weekend with Mr Collins, Jason called to tell me he needed help at the store. I hated telling my teacher no, but he understood when I told him on Friday afternoon, saying that we would have our weekend alone sometime soon.

Being a warm day out, I walked to the mall on one of my shorter skirts and a tank top, anyone passing by in their cars wouldn’t have been able to tell i was biologically male with the breast forms I was wearing and the way I looked with make up on. I arrived and saw Carrie, the new sales girl working at a rack. She smiled and waved and pointed to the back. I waved back and made my way to the back of the store. I’m sure Carrie knew what was going on between Jason and I.

Jason was sitting at his desk, another man was sitting in a chair, they both looked at me when I entered. Jason stood and hugged me, then shut the door. I took a seat in the empty chair by the man.

“Renee, this is Tom, he us a long time business associate. Tom, this is Renee”

“It’s nice to meet you” holding out his hand, I gripped it gently and he lifted my hand to kiss it

“It’s nice to meet you too” I said

“Renee, Tom is in a different kind of business and I thought that you would be perfect for it. Tom arranges dates between people and it comes with good pay”

“What kind of dates?” I asked

“Special dates, I did it when I was in school and it was a great job. Why don’t I leave you two alone to talk” Jason said and got uo, closing the door as he left.

The man had to be in his late 50s and was still very very handsome. We sat and made small talk at first, I felt comfortable with him. He paused for a moment and then he got down to business

“The men and women I set my people up with are lonely people that need some sexual attention. They are all trusted and safe. I have a lot of boys around your age that work for me, I just don’t have any boys that look as good as you dressed as a girl. The people I set up the dates with would tip you very nicely for your time”

“What kind of tips?”

“Well, depending on what happens and how long it lasts, it could be anywhere from $100 to $500. If you spend the night with your date, it could be even more”

“Wow, that is a lot of money” I replied, tempted by the offer

“Maybe we could have a trial run, Jason says you are very good at giving oral sex”

I didn’t know how to react, I just smiled. Tom took out a folded over stack of money and pulled off a $100 and a $50. He held it out, I was still debating, then took the money. Tom undid his pants and a nice, hard, 6 inch cock emerged on his hand. I tucked the money into my bra and got up from my chair. Standing on front of him, I let him move his hands over my body outside of my clothes. His hands slid down to my freshly shaven thighs and under my skirt. His hands cupping my ass, pulling me onto his lap

“You have such a perfect body” he said between kisses on my neck “you’re really only 12?”

I nodded and slid my hand down, starting to stroke his cock. Tom moaned approvingly and I knew what he wanted. I slid off of his lap and onto my knees in front of him. As I began giving attention to the head of his cock, I looked up and saw that he had taken a Polaroid camera from the bag that was hanging on the back of his chair. Tom started taking pictures of me sucking his cock. Tom moaned happily, told me how good my mouth felt, I kept hearing the sound of pictures being taken. Tom set the camera down and both of his hands held my head.

Mouth didn’t leave his cock as he stood, I knew what he was about to do. Tom started to move his hips, fucking my mouth. I had learned how to relax my throat to keep from gagging. Tom was ramming my face with all 6 inches of his cock, he started groaning “Oh yes, oh fuck, oh yes, suck it you little whore”

I was more turned on when I heard him call me a whore over and over, his cock repeatedly ramming my mouth. Then he held my head tight as he groaned and his cum shot deep into my mouth and throat.

As I stood. Tom pulled up his pants, smiling as he did “God you are so gifted, I want you to be my featured girl. Can i take more pictures of you”

“Of course” I said and he pulled out another $50 and handed it to me.

“Good, take off your top and skirt and lay on the couch”

I did as he said, undressing to my bra and panties. I laid on the couch and followed his directions for poses. He asked me to pull my panties down, which I did, loving the attention he was giving me with his camera. Finally he allowed me to get dressed. He reached into his bag and handed me a beeper. I had never seen one, so he demonstrated using the phone on the desk. He said only he would page me when he had a date lined up, it would almost always just be a weekend thing.

Tom left and Jason entered again, shutting the door behind him, he walked to me and we kissed. Jason knew when he kissed me what had happened

“I’ve sucked him before, he has a nice cock. Did he stand up?”

“Yes, he face fucked me”

“That’s his favorite thing” Jason saw the beeper “looks like you took his offer” to which I nodded.

Jason and I began kissing again, I loved kissing him. Jason told me he needed me and leaned me over his desk. I felt my skirt get lifted and my panties pulled off. I moved my legs apart as I heard his zipper lower. Jason had me reach over the desk and onto the top drawer where he kept our lube. Jason rushed to coat his cock before sliding a lubed finger in my ass to get me ready.

His finger was soon replaced by the cock that I loved so much. Jason held my hips as he started to steadily fuck my ass. I did my best not to get too loud, we didn’t need any customers hearing. After a couple of minutes he pulled out and moved to sitting on the couch. I followed and straddled his lap facing him. I held his lubed cock and lowered onto it. Riding Jason was my favorite thing, seeing his expressions and the love in his eyes. I rode him slow and lovingly. Jason pulled his shirt off and then started to stroke my hard cock.

“I love you Jason, I love you baby” the words slipped out of my mouth

“I love you too Renee” he moaned, the first time we had said it with such passion to each other. He moved his face to mine and we kissed as I rode him. His hand brought me to an orgasm that shot onto his skin. I started riding him faster and a moment later, he came inside of me.

Sliding off of his cock, I pulled on my panties as Jason cleaned himself off and put his shirt back on. He handed me my pay for the day and allowed me to pick yet another outfit as I left the store. Carrie waved and gave me a knowing look. She loved her job too much to tell anyone about the 12 year old who showed up to fuck her boss

I walked home smiling over taking Tom’s cum in my mouth and Jason’s in my ass

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