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Brother’s friends use my sissy body

1400 words | 9 |4.60
By

My brother caught me dressed up in my sister’s clothes. He told his friends. They didn’t mind. They wanted to see.

I was 11 when my brother saw me in my older sister’s room with her bra and panties on stroking my little dick. I had her lipstick on and was staring at myself in the full length mirror she had set on the floor. I had been obsessed with girls clothes as long as I could remember. They’re so soft and smooth and sexy. Boy’s clothes are hard and rough. I wished I could wear dresses all the time.
As i was standing there playing with myself, I opened my eyes and saw my older brother watching me.
What the fuck? Are you a fag? He asked.
No! I was just playing. I stuttered.
You ARE a fag. I bet you dress up like a girl and suck cocks don’t you? He insisted.
Go away! I yelled.
Yeah, I’ll go. And I’m going to tell everyone that you are a faggot.
He followed through on his threat. He told my friends and his. Most of our riends didn’t believe him. They just figured he was being an annoying big brother. However a couple weeks later I was at the park when Steve, our neighbor and my brother’s friend rode his bike by. He stopped, turned around and rode back overto the swings where I was sitting.
Hey Steve.
Hey Carl, what are you up to? He asked.
Nothing, just hanging out. There’s nothing to do. I said.
Oh, well, I wanted to tell you that your brother told me about you.
That’s a lie! I almost yelled.
Hey relax, he said quietly.
I don’t believe anything he says anyway. But even if it were true, I wouldn’t care. He said
Really?
Yeah. It’s cool. He said you were wearing Amy’s underwear. I get that. Girl’s have nice things to wear. I wish I had a sister so I could touch her underwear and shit. He laughed a little.
It is so much nicer than boy’s stuff, I confessed.
So, do you wear her stuff often? He asked.
Not all the time, I started to say suddenly realizing that I had just admitted I did.
That’s kInda hot. He said staring at me. I bet you look good as a girl.
I smiled at him and blushed a little.
If your hair was longer, and you had a little makeup on, you would look really cute.
I looked up at him trying to see if he was serious.
I smiled and said, really? You think that I am cute?

Steve is 4 years older than me. He is tall, strong, and handsome. He has a girlfriend, or at least a girl he hangs around named April. She’s very pretty.
Yeah, I would love to see you dressed up like a girl.
Honest? I asked.
Yeah. He said as I watched him rearrange his cock in his jeans cut-offs.
I stared at his bulge and said, Okay.
Okay? You will show me?
Sure if you want.
I do. Ever since Glen told me I have imagined what you looked like dressed up in Amy’s clothes. I even jerked off picturing itin my mind.
I smiled a huge smile.
I would love to see that, I said without thinking.
You want to see me jack off?
I realized what I had said, but it was already out there, so I just nodded yes.
Ok, then how about you go home, get some of Amy’s clothes and makeup and come to my house in 45 minutes. I’m home alone all day.
I was super excited as I ran home to grab my stuff. I didn’t even think about what would happen with Steve. I was mostly just wanting to be dressed up pretty and be able to show another person.
I took some frilly panties, yellow sundress, a bra, some rouge, eyeliner and lipstick. I was relieved my sister was out.
I ran to Steve’s house on the corner and rang the front doorbell. Steve answered the door naked. His cock pointed straight out at me.
Hope you don’t mind, he said. I saw you staring at me at the park and you said you wanted to watch me jack off. Come on in. I walked in the house and he closed the door. He started rubbing his cock. Oh good, you brought her yellow dress. I want to fuck her every time she wears it. I guess today I will.
I didn’t really understand what he meant.
Let’s get you dressed.
He took my hand and led me upstairs to his bedroom. It felt good to hold his hand. I don’t know why.
He asked, do you do makeup first or clothes?
Clothes, otherwise I might get makeup on my dress as I put it on.
Ok, go. I’ll watch my pretty girl.

He sat on the bed and slowly stroked his cock. It was about 6 inches long, twice mine.
Have you ever sucked a cock before, Amy? He asked.
I was confused for a second, but then realized that he was imagining me as my sister.
No, I said.
You ever think about it? Ever imagine your brother or daddy naked?
I guess so, I confessed as I slipped my dress on.
Mmm i bet daddy has a big cock. Do you imagine him kissing you? Fucking you?
My little clit was hard now.
Yes. I think about him. My brother too. And you!
You play with yourself thinking about this cock?
Yes.
Mmmm. I jerk off thinking about fucking you too. Come here sexy girl.
I walked to him.
Kiss me, he ordered.
I hadn’t even considered this. I hesitated a moment. I said kiss me, now!
I bent over and kissed his mouth. He grabbed me and pulled me on top of him. His tongue pressed between my lips. I opened my mouth slightly. He kept kissing me
You’re so sexy in that dress, Carl. He said. I’ve never kissed a boy before but you really turn me on. He put his hand on my crotch and rubbed my tiny dicklette through my panties. He kissed my face, then my neck. He pulled the dress off one shoulder and kissed my nipple. Then sucked it. I imagined being a girl with boobs and having a boy suck them. It felt amazing. I held the back of his head as he suckled my tit.
Then he suddenly moved down, lifted my dress, pulled my clitty out of the panties and sucked it.
Oh fuck! I said aloud
He sucked my cock about 30 seconds before I felt an orgasm coming. Oh yes! I’m going to cum i said.
He kept sucking and I climaxed. Nothing came out back then, it just. Felt good.
He flipped me over on the bed on my knees and elbows. He lifted up the dress and pulled the panties off. Then he spit on his cock and put it against my virgin hole.
I was scared, but ready. He pushed the head of his hard cock inside me.
Oh god! He’s fucking me! I thought. I’m a girl and this hot guy is fucking me. This is what girls do. They let men fuck them.
It hurts, I said
Hold on.
He pulled out and ran to the bathroom. He came back with a jar of vaseline. He coated my ass and his cock. Then slid in again. It still hurt, but was definitely better. He pushed in a couple inches.
How’s that? He asked.
Better, I admitted.
Ok, he pushed in more.
Do you feel ok?
Yes. Fuck me like a girl. Fuck me all the way with your huge cock!.
He was encouraged by my talk and pushed in all the way. It took my breath away. I had never felt so filled up. Never felt so female.
He started pumping in and out.
Oh fuck! I said. Don’t stop. Fuck me. Sperm in me. Fuck me. Fuck me.
You like this little girl?
Oh yes. I love being your girl. Fuck me more!
He started pumping hard and deep. I could feel his cockhead as it slid inside me.
I’m coming! He cried out just before his sperm erupted deep inside me.
I wish I was a real girl so his sperm would make me pregnant I thought.
Oh, I love you Steve!
I love you too. He said as he turned me over and kissed me.

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9 Comments

  • Reply Vive-la-baise ID:60aa7938m

    I liked it, many men have fucked my ass. Got a little weird at the cnd with the sperm talk.

  • Reply Pervy pete ID:t2q3s5720a

    What a dirty little whore. I’m gonna read all your stories one after the other till my cock is covered in pre cum then I’m going to pull it hard and cum all over myself. You’re a sexy bitch and I wish I could cum in your face!

  • Reply Scott ID:1crdunb9xpn0

    Your so lucky I love a cock in my ass

  • Reply TARA ID:49kap65h5qr

    Hey Sissyboy5280 ! Would you like to wear my suntan pantyose and blue babydoll ! I’m sure you will look so pretty and attractive for the guys ! let me know what you think !! Tara !!

    • [email protected] ID:1er1ekukgtyr

      Omg, YES. I would love to dress up and be sexy like you

  • Reply Tommy ID:19gz3v3ugv4m

    That’s hot. I’d fuck Amy (Carl) too

  • Reply Cammybean73 ID:2mutfpxym0

    This story was so good I wish I could fuck your boy pussy

    • [email protected] ID:1er1ekukgtyr

      Come fuck me. I love a cock inside me