# # # #

The journey of a 12 year old trans (my journey 3)

2026 words | 5 |4.19
By

Surprise mid week meet up with Jason, and talking to my mom

Each day of not seeing Jason, I wanted so bad to go helo him out at his store. To ease my frustration, I would masturbate thinking about him inside of me before getting up to get ready for school. School was exciting going to while wearing a different pair of panties each day, I loved the thought of wearing the same type of underwear as all of the other girls. Part of me was jealous that they got to dress the way they did and I had to dress the way that I did.

Wednesday after school I wanted to just be alone and decided to walk home. As I passed the row of parents waiting in their cars, I heard my name. I stopped and looked at the car beside me. It was Jason. My heart about jumped out of my chest with joy. I smiled and opened the door, i wanted to kiss him so bad but knew everyone would see a 12 year old boy kissing a grown man. On Jason’s lap was a single rose that he lifted and handed to me. The simple gesture melted my heart.

“I couldn’t wait until this weekend to see you” he said “do you know anywhere private that we can go?”

“I’ve been thinking about you, I’m so happy you picked me up” I told him with a soft smile “the west end of the park is usually vacant ans has a lot of trees”

Jason pulled into traffic and drove toward the park. Sure enough, the west side of it was a ghost town and I directed him to a parking lot that had a lot of trees around it. Jason pulled into a spot and shut off the car. I set the rose on the hood as he leaned toward me and me towards him, we began kissing, the kiss I had been thinking about since Sunday. I felt his hand reach down and undo my jeans, I did the same to his. He felt the fabric of my panties so he broke from the kiss and.looked down at the pink fabric

“They look good on you baby” he said

“Thank you baby” I replied. I.loved hearing him call me baby and saying it to him.

“Let’s move to the back where we have more room” he said.

I was agile enough to climb over the console and between the seats. Jason got out and opened the back door, sliding in. He pulled me into his arms ans the kiss resumed, his hand slid into my panties, mine into his underwear. Jason and I stroked each other slowly. Jason broke from the kiss to tell me we didn’t have much time, his wife was expecting him home. There was just one thing that i wanted to do

I slid off.of the seat onto my knees, he turned slightly to face me. I gripped his jeans and underwear and pulled them down. His cock looked so good. I was horny from seeing his cock and also knowing we were somewhere that we could get caught at any time. My mouth hovered over the head of his cock, I playfully blew on it before kissing the head, kissing up and down the shaft. Jason moaned softly. I started to stroke his cock as I moved my mouth to suck on his balls. Jason moaned louder. Moving my attention back to his cock, I continued to stroke it as I licked up the shaft ans swirled my tongue around the head. Then taking it between my lips and into my hungry mouth. My head bobbed up and down slowly and then faster. Jason’s fingers ran through my hair, he held my head ans started to slowly thrust his hips.

Jason was fucking my mouth, reaching my gag reflex a couple of times. I loved being taken control of. He stopped thrusting and laid back against the door, he was losing the battle to his orgasm. I started to stroke and suck him faster. Jason’s load exploded inside my mouth, shooting to my throat as he let out a long moan of “Oh shit”

He told me to get on the seat, I sat with my back against the door, Jason pulled my jeans and panties down. He went to work on my cock and.it was just as amazing as the first time he sucked my cock. I only wished mine was as long as his. I was so lost in ecstasy and love that it didn’t take long for me to cum in his mouth. Jason smiled as he swallowed and moved onto the seat. Our pants were still around pur knees as we kissed. We finally did up our pants and Jason said he had a surprise for me.

He got out and opened his trunk. When he got back in the car beside me, he held a rectangular shaped wrapped box, a pair of jeans and a black tshirt

“I brought you these jeans because you can wear them to school and no one will notice they were made for females, and the shirt isn’t too feminine either” he handed them to me

“They are beautiful, thank you”

“This present I want you to open when you are alone”

I assured him I would. We moved back to the front seat and he drove, dropping me.off a block from home. I got out and as I walked up the sidewalk toward the house, I realized inwas still holding the clothes, present, and long stem rose. I stopped to cram the clothes and present in my backpack. I broke off most of the long stem of the rose and continued my walk.

I entered the house, greeted by mom with a hug. I handed her the rose and told her that I picked it on the way home. Mom said she needed to talk to me and to put my stuff up and come to her room. She only had serious talks in her room. As i walked to my room, I realized that I smelled like cum from my orgasm in Jason’s car.

Mom had me shut the door when I got to her room. I sat down beside her, I couldn’t help but notice her nice cleavage as I neared the bed and the shape of her crotch in her jeans. I sat down and she was quiet for a couple of minutes

“Honey, when i was doing laundry today I found these” She said and lifted her pillow. There lay some of the panties from the donation box “I know puberty is tough, and I know these are your sisters. Did yiu steal them?”

“No, they were in a donation box”

“Well I won’t tell her, but you shouldn’t have been in her room. Are you sexually attracted to your sister?”

“No” I lied “I like to wear them, they’re comfy, girls clothes ate comfy” I just came out and said it

“And that is fine, you can dress in girls clothes if you want. Honey, can I ask you something and it’s okay to be honeat” She said, her gaze dropped as it always did when she was very serious “are you gay?”

“I like boys, I also like girls” I replied

“Were you with a boy today?” She asked, I knew she smelled it

“Yes a boy from school” I lied again

“And that’s fine, you don’t have to give me details, just be careful. Have you ever kissed a girl?”

“Not yet”

“Well, if you have kissed a boy, you should kiss a girl”

“None of the girls at school like me like that” I replied

“Well I know a girl that thinks you’re the most amazing boy in the world” She paused “I’m going to give you that first kiss with a girl”

Before I could say anything, her fingers lifted my chin and she kissed me on the lips. Her kiss was softer than Jason’s. Her lips stayed on mine for a long moment. She pulled away about an inch then kissed me again. She repeated a third time and on the fourth, her lips parted, mome followed and she massaged my tongue with the tip of hers gently. This went on for a couple of minutes and then she pulled back

“Wow” was all that I could say

“Honey, are you wearing panties now?” She asked and I nodded “let me see” She said

I undid my jeans and she saw the pink fabric, she smiled because she also saw that my cock was hard in them. Mom said it was only fair that I see hers. She undid her jeans and raised off the bed, pulling her jeans off of her ass, her panties were white with a lace trim and a pink bow on front. She smiled at me and lifted her shirt off to reveal a white bra cupping her c cup breasts

“I wanted you to see everything honey, if you have made out with a boy, you should make out with a girl”

Mom pulled my tshirt off and pulled me to her. We started to kiss again and she laid down, pulling me with her. We were on our sides kissing stopping so she could tell.me how to unhook her bra with one hand. I fumbled with her bra but it finally unhooked. Mom giggled at how awkward i was when doing it. Her bra cane off and I had my first up close look at breasts. Mom started kissing me again, she moved my hand to her breasts, they felt amazing in my hands.

I felt her hand move down and into my panties. I didn’t know if I was supposed to, but I lowered my hand into her panties, mom just kissed me harder. Her pussy was so wet, the first one I had touched. Mom’s hand stroked my cock, her other hand moved mine until I felt a nub. She whispered for me to rub it. When I did, she started moaning a little louder. She pushed my hand down her pussy and told me to put a finger inside and move it back and forth. I did, and it felt amazing. Inside I found another nub deep in her that made her stroke my cock faster and kiss me harder. Her body started to tremble as she reached orgasm, her pussy tightening on my finger. Her hand made me cum in my panties.

We just laid there for a minute, breathing heavy. Mom’s and sons weren’t supposed to do what we just did

“Baby, nobody has touched me in a long time, promise you won’t tell your sister or anything” she said

“I promise”

“Okay, go do your homework, I have to go to the store” Mom said. I gathered the panties she had found after putting on my shirt and doing up my jeans. I looked at her still laying there with no bra on and her jeans around the middle ofnher thighs. She smiled in a way I had never seen her smile.

Back in my room, I unwrapped the present from Jason. The box was about 9 inches long. And said beginner anal dildo. I lifted the lid and a note laid on top with the words “for when we can’t be together”

I took out the toy, also in the box was a small bottle of lube for the toy. I smiled as I held it, wondering how it would feel when i put it in me, would it feel as good as Jason’s.

Mom returned from the store and handed me a bag. She said she would explain later and left to make dinner. I opened the bag to find an assortment of make up, skin care stuff, new shampoo that smelled feminine, a package of female razors and women’s shave cream. At the very bottom was a small package of condoms. I was caught off guard by everything and set the bag down, picking up my homework and trying to concentrate on it

To be continued

🔞 Candy.AI 🔥 AI Sex Chat - Roleplay, Erotic Stories, Try for Free 🕹️

Please, Rate This Story:
1 Star2 Stars3 Stars4 Stars5 Stars
(average: 4.19 out of 21 votes)

By # # # #

5 Comments

  • Reply Blackbear7 ID:7zv3ebbbd1

    Wow, what a twist of fate. Can’t wait to read the next.

  • Reply [email protected] ID:1qkwnvpb0j

    Can not wait for the next part this is hot.
    0547347899252314e3b60acd95b44ffde526d7534e0902706b7b1279e53155f61f

  • Reply Whome ID:blen03a8

    When u updating .

    05130a45bdf0cd5ac2faa93f3485c4f483536b3ddb57ca723bdaa2b04a73bf5264

  • Reply [email protected] ID:1dc16zbamh9o

    I love this chapter too. I can’t wait until the next one. Great job.

    • Richard 1974 ID:ffh38ychl

      Thank you