Sissy fuckslut story goes wrong

I was with my mistress dressed up prettily waiting for her orders. She was standing a bit far from me and finally turned around. Her camera was set up ready to record us. She had her signature smirk on her face.

'Stand up for me then, so I can take a good look.' I rose from the bed and stood in front of her. She was smaller than I was, her head just about reaching my shoulders. She started pulling my t-shirt up and I eventually pulled it over my head. She unbuckled my jeans and started to unzip them as my own white panties came into view strained by my now hard cock. 'Oh, very nice,' she said once she noticed. 

I walked to the middle of the floor so the camera could get a good look at me, 'isn't she so pretty?' Mistress said, 'Look at my new little sissy in her lingerie, I'm going to have fun breaking this one in.' I shifted on my feet nervously. I noticed the camera was set up right in front of the windows and the blinds weren’t even down.

“come here” her words broke my trance.

Mistress led me back over to the bed and ordered me to get on all fours with my legs spread but positioned so the camera would get a good look at my ass. She grabbed the lube and walked behind me, pulled my panties into the crack of my ass, and spanked me hard. I let out a little yelp, and she spanked me again. 'Such a nice fuckable ass, but I think we should start with something a little smaller whilst I play with you,' she said and pulled a medium sized pink butt plug closer to her. My panties were then pulled down to my thighs, exposing my asshole before the cold sensation of lube started to drip down my smooth hole and was spread around by Mistress' hand. She then coated the plug as well before gently pushing it into my ass.

'Oh fuck,' I moaned as the plug pushed past my sphincter and into my ass.

Mistress laughed, 'if you're struggling now, it's going to be fun when I fuck you later.' She continued to push the plug into my ass until I felt the base of it resting against my ass. She then took it out and I hissed. She rubbed lube onto my hole and lots of it before applying a similar amount to her cock. 'Now, you see, I wanted to rail you straight away and give you my big cock, but now I'm going to have to spend some time getting you used to it.' She started to rub the head of the cock up and down the entrance to my ass. One of her hands, holding onto the bar and keeping my legs in the air. 'Do you realise how much harder I'm going to fuck you now though?'

With no further warning, she pushed the head of her cock against my ass and opened me up until the head popped in. I moaned, not from pain, but relief of having something back inside me yet again. It felt like forever as the Mistress continued to push herself inside me. She went inch by inch, giving me time to get used to my ass stretching around her dick before continuing. I think she got her fun from taunting me whilst she was doing it. Telling me I was pathetic, a proper sissy because my cock was leaking as she fucked me. How even if she'd let me, I probably couldn't make her cum. And she was probably right.

As soon as her cock was fully inside me, she withdrew it and did the same thing again. And then again. And again. Until eventually she was sliding in and out of my ass with little to no resistance and I was moaning from pure joy. The new dick was pushing against my prostate a lot more than the first one which only increased the amount of precum escaping my dick.

'Fuck me Mistress, fuck me,' I screamed as the noises of her thighs slapping against my ass started to vibrate around the room. Her tits were bouncing all over the place in her bra and I looked her in the eyes, tried to say something but all that came out of my mouth were moans of pleasure. Then she slowed to a stop which gave me time to catch my breath.

.'All these people can watch you get fucked now,' she whispered into my ear. Her cock rubbed up against my ass before she pushed it deep inside me again. I let out a moan which started steaming up the window in front of me. Something about this position was different, the feeling inside me was different. She was smaller than me, so I was kind of crouching, so she was able to fuck me. The feeling was still immense pleasure, I reached for my dick, forgetting that it was locked away which Mistress noticed and laughed.

I moaned in response, but I'm not even sure what I was trying to say. A few joggers were running past our window and my mistress chuckled, noticing when I got stiff. They all can look at me getting fucked. I don’t know if it was something I hated since my cock twitched just by thinking about it.

“saw them?” she laughed, getting my attention.

 'Do you wish you were them now? Long hair, tight leggings showing off your booty, little sports bra covering your little titties. I bet you'd like that wouldn't you?' She said, increasing her thrust and almost ripping my ass. She was getting wild, her thrust getting deeper and stronger.

'Yes Mistress,' I moaned. 'I want you to make me look like them.'

Her stamina was incredible, she never seemed out of breath even when she was talking to me. 'First we need to make you cum like a woman, don't we?'

'Yes, please Mistress, I need to cum.' She laughed at my response before letting her cock fall out of my ass and dragging me back over to the bed. Before she pushed me down onto the bed, she grabbed her wand vibrator and turned it on before placing it on the bed. She then forced me onto the bed, my cock landed directly on top of the vibrator. I felt her weight on top of me before she pushed her cock inside me again, only this time it felt tighter in this position.

'If you're going to cum, tell me,' she said as she spanked my ass and began to thrust again. My whole body was shaking badly. She was moaning and groaning too.

I grabbed a hold of the sheets in front of me as she fucked me. When she thrust herself inside me, I could feel my body moving forwards on the bed, the cage rubbing up and down against the vibrator trapped underneath my body. I could already feel my body starting to edge towards an orgasm. I was frustrated that I just couldn't grab my own cock, jerk myself off and cum all over her bed.

'I think I might cum soon Mistress, but it's hard to tell,' I tried to tell her, but it was muffled with my head being buried into the bed.

She quickly adjusted our position, pulled me up from the bed and started to fuck me doggystyle. She grabbed the vibrator from the bed and held it against my cock as she fucked me. I arched my back like a good sissy and let her pound my ass while she drove me closer and closer to an orgasm. The intensity of the vibrator against my cage had me leaking, but I could feel that it was building to something more.

I lifted my head from the bed, 'I'm going to cum Mistress, I'm going to cum,' I moaned.

'Cum for me sissy, cum like a woman,' she pressed the vibrator more firmly against me.

'Arghhh fuck,' I moaned as I felt cum starting to shoot out of the tip of my dick, leaking out of the cage and down onto the bed. She held the vibrator against me until my dick finally stopped leaking and there was a pool of cum beneath me. It was the most intense orgasm I'd ever had.

Mistress pulled her dick out of my ass, and I collapsed onto the bed and into the pool of cum. I arched her, turning me around and then the next moment her lips were engulfing my cock. I hissed from the oversensitivity but she didn’t stop. I writhed around but she continued to suck my cock like a lollipop. I moaned loudly and started cumming again. My body jolted with orgasms, she hummed, milking me dry.

I laid there all exhausted, watching her wink in the camera and turning it off. She walked up to me again, giving me a kiss and then walking out of the room.