Step-Sissy

by BabyBoiPussy

31 Aug 2022 6438 readers Score 8.7 (37 votes) PDF Mobi ePub Txt


The next few weeks were fun. Damian would fuck me every chance he got while my mother was at ‘work’. He became more gentle, all the while fucking me harder than ever while making me cum in body shaking, screaming orgasms. The neighbors probably thought somebody was being murdered in here. Things were pretty good, except for Damon. Noticing how nicely his father treated me seemed to get under his skin. He no longer made pouty lipped kissy faces, he just stared at me like the reason he didn't get along with his dad was me and he looked like he wanted to kill me. It got so heated that one day while his father was out he pushed me up against the wall with my back facing towards him and ripped my underwear off.

‘you like being treated like a little bitch huh? You like that don’t you fag?!’ he growled in my ear as his massive erection pressed against my boy pussy. ‘I’ll show you how a real man fucks, how its really done!’ he spat into his hand and lubed up his cock.

‘Damon don’t, please stop’, I pleaded just before his thick head popped into my bussy and I let out a pained yell. ‘NO, don’t do this please.’

But my yells fell on deaf ears as he kept pushing further inside me with his massive appendage, making me yell further. He pushed deeper and deeper inside me and began pounding me without remorse, with one hand on my hips to meet each thrust and the other holding my head against the wall. It felt like I was being ripped apart. don’t get me wrong his dad is bigger but when someone pushes inside you with no concern for letting you get accustomed to the size and girth of one of the biggest cocks I have ever seen, that can really hurt! Just when I thought it was going to go deeper and hurt me even more so than it already had there was a yell. It wasn’t me or Damon, but my savior, my knight in shining armor. It was Damian. From the corner of my eye I saw that he rushed up and punched Damon in the face resulting in such a quick and abrupt removal of his girthy cock from my bussy that I fell to the floor along with him.

‘Don’t you ever touch him like that again, he’s MINE, YOU HEAR ME?!’ Damian yelled and knelt down to pick me up in his muscled arms. Cradled in his arms I felt more safe than ever. I felt like I wasn’t alone in this world and that he had my back (and hole) no matter what.

He placed me on his big silk-covered bed and kissed my forehead, a long warm kiss.

‘Are you alright?’ concern coated his deep, soft voice.

‘Yes sir, I'm fine, he just took me by surprise.’

‘I WILL make sure he never treats you like that again.’

‘Thank you sir.’

Damian removed all his clothes and got into bed to cuddle me to sleep. I felt so warm by his side.


The next morning Damian greeted me with breakfast in bed and a letter that would change my life, in more ways than one.

‘What’s this?’ I asked, still unsure of what I was reading.

‘This is a new beginning for you. It’s an internship at my company. My brother currently runs it, and he will assist you whenever you require help with anything.’

There was a strange cadence to his voice right then but I just ignored it, still surprised by what he was offering me.

‘I- I can’t take this. This is too much.’

‘Yes you can, you deserve this.’

‘What about Damon, doesn’t he also deserve this opportunity?’

‘Damon deserves whatever is coming to him.’ He said with a grim tone. ‘This is for you and only you.’

With no further words on the matter, the next day I was entering the large building known as ComTech Enterprises. I had a meeting with Ethan, Damian’s brother. And I kid you not the minute I saw this man my cock leaked a little. He had olive skin that was almost coated in a golden sheen. His jaw could cut the fabric of time and space and he had these intense light brown eyes that made me want to bend over and give him everything.

‘So you’re the faggot my brother is currently bedding?’ were the first words out of his mouth.

‘Excuse me? Don’t you dare-’

‘I can talk to you however I want to, regardless of what my brother thinks, this company is mine now… and so are all the people that work for me. Now show me why he chose you and put those pretty lips of yours to use.’ He said unzipping the pants of his black suit and laying back in his chair. Now look, what Damon did was rape and i said no repeatedly but this man was offering me a future, so i did what i had to do.

I had no words. But this sort of turned me on, so consequences be damned I got down on my knees and took his girthy cock down my throat. It was almost as long as Damian’s so with the practice I have been having I didn’t have much trouble. Until he placed his hands at the back of my head and began using my mouth as a fuckhole. He was so relentless tears started streaming from my eyes and saliva was dripping out of my mouth and surrounding his cock. Making a wet sloppy mess. Without another word he roughly pushed me off his cock, dropped has pants and slammed me up against floor-to-ceiling windows overlooking the city. With his wide muscular chest pinning me against the windows he yanked my pants down and tore a hole in my underwear in one fell swoop.

‘Open up sissy boy.’ He growled as he spread my legs with his and stuck his throbbing cock inside me. I gasped due to the sheer size of it. It was huge! And from there he started to fuck me relentlessly. I started to moan and scream due to the sweet pleasure and intense pain. ‘Shut your mouth!’. He said as he placed his hand over my mouth. He then put two fingers down my throat, making me gag.

‘Let me feel your body spasm pussy boy.’ And that it did. He continued to fuck and gag me. He fucked me faster and faster with his big cock. The pain melted away at this point and I was just a moaning, gagging, slobbering mess. His body tensed up as he wrapped my body with his other arm and crushed my body against his. And then it came. He released the hottest, most voluminous load I have ever felt. He bit hard into my shoulder to stop himself from screaming as he unloaded his babies into me. It went on for hours, he must have shot at least 12 torrents of cum into me. when he stopped he just pulled his dick out of me and zipped up his pants, leaving me to fall to the floor covered in cum, saliva and a little blood from my shoulder.

‘He picked a fine one. You’ll do for now. Come back tomorrow in cleaner clothes and we’ll find some work for you.’ He said all of this while staring at some papers on his desk.

I was stuck between absolute satisfaction and complete humiliation. What just happened?

I got up noticing I had cum in what was left of my underwear. Gathered myself the best I could and went home.

Damian greeted me at the door. Noticing I was barely able to walk he chuckled.

‘I just got a call from Ethan, apparently, he approves. I knew he would.’

‘Does he do that to all his staff?’

‘No just the special ones, I also knew you would like it.’

‘So is that basically what my job is, just a highly paid whore?’

The look of cheer dissipated from his face as he got up dangerously close to me and whispered, ‘You’re not just a whore, you’re our whore and you’ll learn a lot from him, so drop the tone and don’t EVER talk to me like that again. Okay boy?’

This was a tone he took when he wasn’t joking, it made me a bit scared. ‘Okay daddy’ I managed in my most polite voice.

‘There’s something else I need to mention,’ he said, sitting me down on the couch and looking sad, ‘your mother, she passed away today. The brakes failed in her car.’

My heart dropped and I don’t believe I will ever stop crying. 

by BabyBoiPussy

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