A Sissy's New Daddy

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
sissyneko
sissyneko
464 Followers

"I was thinking Daddy, why don't you give me a nice smack on my cute little ass. And then bury that nice big cock in my tight little boipussy." I reached around my back and with two fingers grabbed the waistband of my panties. I pulled them up gently and felt my little penis stiffen as the satin bunched and sipped between my cheeks.

Daddy walked up behind me and placed his free hand gently on my back. He pushed me forward slowly until I was on my hands and knees. He slid a finger down the crack of my ass before gently rubbing the panty covered flesh between my penis and boipussy. Slipping his finger under the gusset of my panties and pulled them aside. What I expected to brutal was instead gentle. He reached up and slipped his thumb into my mouth I sucked and caressed it with my tongue for a moment before he pulled it out. He set his thumb at the bud of my boipussy and slowly but forcefully entered me. Daddy pushed and pulled his thumb out of me a few times before finally pulling it out.

Placing the head of his cock against my opening I again expected him to be brutal and again I was surprised. Using his free hand he tried to spread my cheeks. For the first time tonight I actually wanted to please him. I lowered my shoulders to the bed and turned my face hoping to keep his cum from dripping onto my parent's bedspread. With my hands free I reached back and spread my cheeks for him. Out of the corner of my eyes I could see Daddy smiling. His smile was infectious and I smiled to as I felt the tip of his cock about to enter me. He paused, just for the briefest of moments before pushing forward.

He was warm when he entered me and my penis instantly hardened. I had fooled around with a few girls before, but if you asked me then at that moment I would have agreed to anything to have that moment last forever. He moved slow at first in and back out, but he quickened his pace when I began to push back against him. As Daddy's pace began to steady he bent down and reached under me to message my penis. He gave it two quick strokes and then stood back up. As Daddy's pace began to slow I cried out for him to fuck me harder, I begged to be used. Pounding hard into me I could feel Daddy's cock begin to twitch, and the moment I felt it I exploded into my panties.

My hips spasm as my now sensitive penis rubbed against the warm stick satin panties. MY eyes started to roll back and I couldn't catch my breath as I waited the excruciating seconds for Daddy to fill my boipussy with his cum. But he didn't he pulled out at the last minute, stroking has cock as he shot his load down my back. Walking around the bed Daddy laid his filthy but still stiff cock before me. The smell was less then pleasurable but I knew what was expected.

As I sucked Daddy's cock into my mouth washing the disgusting taste of my own body from it, I suddenly realized how truly tired I was. After a few seconds of tonguing his cock Daddy pulled it free of my mouth and allowed me to lay there. My ass was still hiked up on my knees, with my panties pulled to the side. As his cock slipped from my lips Daddy turned off the video camera and tossed it on the bed.

"You know Billie, you make a pretty decent little bitch." I started to respond but daddy smacked my ass hard enough to give me the impression that I was to keep quite. I started to slid my legs out from under me when Daddy spoke again, "Keep that pussy up, faggot."

I pushed my ass back into the air as Daddy moved about. If I had been less tired I would have noticed that Daddy moved about my parent's room with a familiarity that he should not have had. I had only ever been interested in my mother's panties, so I had never looked in any other drawers. If I had I would have found what Daddy just pulled out, a large black vibrator. He walked back to the end of the bed and took up position behind me. I hoped he was going to fuck me again to give me another chance to feel that glorious cock deep inside me.

Of course I knew he wasn't, I knew the dildo would be filling me up. I felt the tip touch my back, as Daddy swirled it around in the pool of cum that covered my back. He placed the plastic cock against my backside, and waited. It was larger than Daddy and I was looking forward to his being as gentle as he had been earlier. But he wasn't. He slammed the cock deep inside me. I screamed in agony muffling his laughter. He rammed the cock in and out a few times twisting it around making sure he planted it as deep as possible. Once Daddy felt it was settled nicely he pulled my panties back into place.

I started to stand up but Daddy smacked my ass once again, this time centering it on the newly planted dildo. "You move when I tell you to move. Lay down."

I follow Daddy's orders and lay down on my parent's bed. He continues going through my mother's sex toy drawer. I don't think he found what he was looking for because he slammed the door and stomped off to the closet. I turned my head to see him and in the process smear Daddy's cum across the bed spread. I let out a deep sigh and watched Daddy out of the corner of my eye. I was grabbing belts testing its flexibility and then tossing them to the floor. I was terrified he was going ot start spanking me or worse, when he tossed a belt down and pulled out one of my Father's ties. He wore a tie to work every day, not wanting things to get boring he had hundreds of ties.

With a fist full of ties in his hand Daddy returns to the bed. He divided the ties up tossing them on either side of me. When he grabbed my hand pulling it too the bed post I jerked away. Anger flashed across his face for a moment, but he quickly calmed himself before speaking. "I can make it worse."

I slowly reached my arm out and he tied me to the bed post. He quickly made his way around the bed tying me spread eagle to the bed. Once he was satisfied that I was secured Daddy climbed on the bed and began to lay with my panty clad ass. "I think you have spent enough time prancing around in your mommy's panties. What do you think?"

I wasn't sure if he wanted an answer of he enjoyed the sound of his own voice. When I didn't answer he grabbed the base of the dildo and pressed it deeper into me. My eyes blurred and I wanted to speak but I found no air in my lungs willing to carry my voice. Once I sucked in a gulp of air I croaked out a reply. "I do too."

I had to suck in another breath of air before I could finish and even then I was almost to late as I could feel his hand moving back to the dildo. "Daddy."

"First thing tomorrow I am going to take you shopping. We will get you some naughty little panties all your own. And Billie, you will find in the years to come that if you simple do as your Daddy tells you too everything will be ok." Daddy then slipped his fingers into my panties and turned the vibrator to its highest setting. "Now Good night, sissy, and sleep tight we have a big day tomorrow."

As Daddy left the room I closed my eyes and tried to imagine what was to come. That was a hard night even worse than my first night in prison. I don't know how long the vibrators batteries lasted but it did eventually stop running and that was when I was finally able to get some sleep.

sissyneko
sissyneko
464 Followers
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
23 Comments
SissyBoy1WarszawaSissyBoy1Warszawa7 months ago

I can't really describe the beginning of this story, it's too changeable and touches on many themes at the same time, but there's something inserting about it that makes me want to read it further. I know that I am like William-Billy/Billie, submissive, afraid of others and seeking protection from someone strong. Like William/Billie, I like to dress up in women's underwear, stockings and show myself in front of the mirror. I was very moved and angered by the detail that the neighbor, Mr. Morgan, without the consent of William/Billie's parents, had connected cameras in their house, recording both him and his parents, for several years and now he was using them to blackmail William/Billie, and he also had the keys to their house. . He moved around their house as if it were his own, knowing even better where everything was than William himself. Through blackmail and humiliation, he forces William to submit, give himself to him as a sissy, as a slave, and even rape William/Billie. I wonder where the mention of prison came from, after all, this kid is only 18 years old?

You are already stirring my imagination and I really want to know what William/Billie experienced, I will read with great interest the upcoming fate of William in whom I see myself/ego. 📖👸🏻🧒🏻❤️🧑🏻📹👿👨🏻.

ps. Sorry for any mistakes and linguistic inaccuracies, but I don't speak English.

SissyBoy from Warsaw, Poland. 📖👩🏻‍🦳❤️🧒🏻👸🏻.

📖❤️

Nie bardzo umiem wyrazić się o początku tej historii, jest zbyt zmienna i poruszająca jednocześnie wiele motywów ale jest coś w niej takiego insertującego co pociąga aby ją czytać dalej. Wiem że jestem tak jak William-Billy/Billie taki uległy/a, bojący się innych i szukający ochrony w kimś silnym. Lubię tak jak William/Billie przebierać się w damską bieliznę, pończoszki czy pokazywać się przed lustrem. Bardzo Mnie poruszył, zezłościł szczegół że sąsiad Pan Morgan, bez zgody rodziców Williama/Billie podłączył kamerki w ich domu nagrywając zarówno jego jak i rodziców, od kilku lat a teraz wykorzystuje je do szantażu na Williamie/Billie, a również posiadał klucze do ich domu. Poruszał się po ich domu jak po własnym, znając nawet lepiej gdzie co się znajduje od samego Williama. Szantażem i upokorzeniem zmusza Williama do uległości, oddania się jemu jako Sissy, jako niewolnik a nawet gwałtu Williama/Billie. Zastanawia Mnie skąd się wzięło wspomnienie o więzieniu, przecież ten dzieciak ma dopiero 18 lat?

Już poruszasz moją wyobraźnię i bardzo chcę wiedzieć co doświadczył William/Billie, z wielkim zainteresowaniem przeczytam nadchodzące losy Williama w którym widzę siebie samą/ego. 📖👸🏻🧒🏻❤️🧑🏻📹👿👨🏻.

ps. Przepraszam za błędy i niedokładności językowe ale nie znam języka angielskiego.

SissyBoy z Warszawy, Polska. 📖👩🏻‍🦳❤️🧒🏻👸🏻.

AnonymousAnonymous11 months ago

This story made me very angry. Not for the way it was written, because the writing was crisp, if a little disjointed, but i've seen wrse in high budget movies.

No, the story made me angry for its emotional impact on me. This kid's still a boy and this sonuvabitch has been filming him covertly for years, and is a predator. He pounces the first opportunity he has and literally force fucks this kid with contempt, under threat of blackmail. The kid has zero say in anything, and the fact that he secretly desires much of the sex in the story in no way makes up for the fact that his neighbor planned and schemed and threatened to ruin this kid's life if he didn't go along with everything the prick wanted. I actually had to skip over certain scenes because i could practically feel my blood presure rising.

At the end of the story, Billie likens his 1st night with "Dddy" to his 1st nite in prison. It leaves it to the reader's imagination to decide wht Billie went to prison.

For me, that was easy to figure out. He went to prison for "accidentally" dropping a plugged-in toaster into the foot end of the bathtub while Daddy was luxuriating in the warm water, eyes closed, revisiting the first time he pimped Billie out to a half-dozen oil rig workers just in from 3 months and 3,000 miles out to sea. Very horny, and very sadistic oil rig workers.

At his bench trial, Billie's public defender laid out all the facts, from the beginning of Billie's odyssey starting with his first day with Daddy, to the day he called police to report he accidentally deep fried his loathsome daddy in the bathtub.

On hearing all of the evidence, the sympathetic judge shuddered. He had no choice, but to find Billie guilty. But guilty of involuntary manslaughter with mitigating circumstances.

The judge sentenced Billie to the most rock bottom sentence he could: 2 years, to be served in the most minimum security prison in the state (basically an honor farm) with a mandatory order that Billie was to receive extensive counseling for PTSD, full training in any trade of his choice offerred at the corrections facility, and one day off his sentence for every day of good behavior as permitted under his state's penal law.

If anyone has read this far i invite them to write their own ending to the dtory, including you, Mr Author.

AnonymousAnonymousover 1 year ago

Unlike many here, I thought the story was okay. The errors of spelling, grammar, and word misuse were off-putting and distracting.

AnonymousAnonymousabout 3 years ago

Oh my! My feminine cravings have simply erupted! Oh, I so want a Daddy like that, to teach me everything about being his woman! Please? I want to be ever so obedient and good for him! I want to wear make-up, panties, pretty dresses for him, and hold his hand wherever I go with him. And I hope that is everywhere!

Oh please, I so want a sweet, manly Daddy! Yes, I do!

Roxanne Lanyon

mcanoe84@yahoo.com

AnonymousAnonymousabout 4 years ago
Daddy's Woman

Yes, its me again. Sissy Roxanne, who simply cannot stop thinking about being owned by a big, strong, but gentle, Daddy. Please e-mail me if you want me in your life, Daddy - to - be! mcanoe84@yahoo.com Now I am so ruined for anything else but being his sissy boi. If I could only become his woman, I would be so happy, and make my ew daddy so pleased and satisfied. Oh, I want to do anythinhg for him. I will wear whatever he gives me, do whatever he wants, and simply be the woman he wants me do be for him. Forever. Oh, I hope he will want to ARRY ME, AND MAKE ME HIS OBEDIENT LITTLE WIFE! oH, HOW i WILL LOVE THAT SO MUCH! yES, i WILL LOVE, HONOR, AND OBEY MY dEAR dADDY FOREVER. yETH, i Will!

rOXANNE LANYON, A SISSY-TO-BE!

Show More
Share this Story

READ MORE OF THIS SERIES

Similar Stories

A Slut is Born Young man forced to be a womanin Transgender & Crossdressers
The Babysitter Babysitter guy becomes babysitter girl.in Transgender & Crossdressers
Party Slut Never fall asleep at parties!in Transgender & Crossdressers
Like Mother, Like Sissy A sissy learns he is a princess . . . and a sperm whore.in Transgender & Crossdressers
Lesser of Two Evils A man's choices will transform him into a cum slut.in Transgender & Crossdressers
More Stories