Man on the Run Bk. 01

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My heart catches in my throat. Then he goes to take off my mask and my eyes go wide. "No! Don't tak..." Before I can plead he shoves his flaccid cock in my mouth. Fuck. Everyone's going to see my face now! My life is ruined. What if my family finds this? Tears start to fall down from my eyes as I feel sick to my stomach. I can't ever show my face out in public again. What is Melina going to think? She probably will be disgusted with me and won't ever hang out with me again. I gag as his fat cock reaches my throat. It slowly starts to harden in my mouth. Spit drools out over my chin as he grabs fistfuls of hair while jamming his cock in my mouth. I can't believe this is happening. My fantasy is becoming reality only it's turning into a nightmare. My life is ruined.

I have no time to think about it as his dick jams my throat. It's nearly as thick as a can of febreeze. As it hardens, it stretches out my mouth. He pulls out and slaps me across the face with his open hand. It takes me by surprise and I nearly scream as I start to truly sob. He starts slapping his cock against my face. It's so big it thuds against my forehead. It leaves a sting when it hits my skin. I don't have time to process it before he shoves it back in my mouth. This time he doesn't let up and I choke on it as he tries to force it down my throat.

I can't breathe. His dick suffocating me. "Swallow it bitch."

I try and it plunges down my throat, stretching it out. Even as it slides down my throat, it's still not all the way in. He slowly rocks his hips back and forth, fucking my throat as his dick goes deeper and deeper until my nose meets his pubes. Tears are falling like a rainstorm. I can't breathe and I panic. My heart racing. Everything starts to go black just before he pulls out. I start hacking up a lung as I try to fill them with air. "Ple... Please no more."

"Oh don't worry, slut. I'm done with your mouth. I want to feel that ass now."

My eyes go wide and I struggle against my bindings. That dick is too big for my ass. No matter how hard I struggle, I can barely move an inch. My crying becomes frantic. I don't want this anymore. He's going to tear me apart. "Please no. I'll suck your dick. You can fuck my face, just don't fuck my ass. Please!"

Before I can beg him, he shoves his boxers in my mouth and I can't spit them out. I don't want this. Please... My sobbing intensifies as I squirm in my bindings. He smacks my ass so hard, the sting rushes up my back. Fuck, I should've told the police when I had a chance. I'm not going to survive this. It's too big.

I feel a cold liquid against my crack and what most be his finger sliding inside my ass. Another finger joins in before they exit, leaving my hole empty. My heart jumps into my throat as I feel something much thicker than his fingers slide down the crack of my ass. I struggle as if my life depends on it because it does. I don't want his cock inside me. Not after feeling it down my throat. It's going to hurt more than ever. I can't do this.

I feel the head of the cock press up against my ass and I try to scream, but it comes out muffled. I close my eyes shut in anticipation of the pain. I feel his cock slide inside me and it doesn't hurt as bad as I thought it would. In fact, it doesn't feel all that bad. Slowly he works it in my ass and it actually feels really good. It honestly doesn't even feel all that bigger than my dildo. And here I thought he was going to tear me apart.

He wraps his hand around my throat and yanks me up as he starts to fuck me. Wait a second. He's standing right beside me. His cock slaps me in the face. If his cock isn't in my ass, what is? Suddenly whatever is in my ass gets pulled out. He then drags it across my face. It's my dildo. He laughs. "You thought I was just going to shove my cock up your ass, didn't you? I don't want to tear your ass because it's mine now. But now that it's nice and gaped. I think it's ready for me."

My eyes go wide. Fear takes over again. Fuck...

He gets behind me again and rests the dildo on my back. I panic as I feel him slide his dick up and down my asscrack. "You're lucky I let my dick get soft so it won't hurt as much. You owe me. I could've really made this hurt, but seeing how you're my bitch from now on, I didn't want to ruin a perfectly good asshole."

I squeal as he slowly starts to push his cock inside me. Fuck, it hurts. It hurts a lot. My tears flood down my cheeks as I cry out. He's stretching me out so much. Fuck, I think I'm going to pass out. Suddenly the head of his dick slips in and most of the pain dissipates. I can breathe again.

"That's it. The hard parts over, slut." He slaps my ass hard, making me jerk forward. I scream out at the sting. "God this ass is so fucking perfect. I love how jiggles when I spank you. I'm going to love training you and breaking you in. You're going to make the perfect sissy slave."

Slowly he starts to work his dick deeper inside me, practically rearranging my bowels. As bad as it hurts, it doesn't hurt nearly as bad as it did when he first entered me. The more he works it in and out, the less it hurts. Fuck... He just hit my p-spot. A ripple of pleasure shoots up my spine and makes me moan.

"Haha, I just hit that sissy g-spot, didn't I? Doesn't that feel good?" When I don't respond, he smacks my ass hard. I frantically nod my head and yell out yes, but it's muffled by his boxers.

He grabs a fistful of my hair and yanks my head back. I can feel the heat of his breath against my neck as he leans down against me while he rocks his hips back and forth. His dick going deeper and deeper inside me. "You're mine from now on. My little sissy bitch. I'm going to make a girl out of you and fuck you every day."

He yanks the boxers out of my mouth, but before I can say anything, the dildo that was buried in my ass is jammed in my mouth. He humps my ass while he forces the dildo down my throat. I feel like I'm getting fucked from both sides. And the crazy thing about this all is that my cock would be hard if it wasn't locked inside my chastity cage. God, the pleasure from his cock inside my ass continues to build. The fact that I'm struggling to breathe with a dildo fucking my throat only adds to it.

His thrust become harder and harder. My muffled moans become more frantic. I'm not sure if this is heaven or hell, but I don't want it to end. The idea of becoming his sissy slave doesn't sound so bad when his dick feels this good. God, I want him to make a woman out of me. Make me his woman. Urgh. I want to be his. I can feel my orgasm on the edge.

Fuck. I'm going to cum. Oooh... God. Here it comes. Fuck! I'm cumming. My ass clenches around his dick and the intensity of the pleasure makes my sight go white. His thrusts become wild as he truly fucks me hard. The smacks of his hips against my ass ring through my ears as I drift into complete and utter sissy bliss.

Then he pulls out of my ass and the dildo from my mouth. He gives my ass a slap as he tosses the dildo aside before he moves around to my face. The tip of his dick meets my lips before he pushes it inside. Once again, my throat is under assault as he relentlessly fucks my mouth. I get fucked hard before he slams his dick all the way in and it starts to pulls as he grunts. I feel his hot sticky load shoot down my throat. He pulls out just leaving the tip in my mouth as he fills my oral cavity with his fucking hot seed. I have no choice but to swallow it. He gives one finally blast all over my face. "Holy shit, that was one of the best fucks I've had in a long time."

"A good sissy cleans of his master's dick," he says. I don't even fight it. I just open my mouth and wrap my lips around his dick. I clean his cock, licking the cum and anal juices off it.

What he does next makes me feel so humiliated. He proceeds to piss in my mouth and all over my face. It gets in my mouth and all over my hair. "Gotta mark my property. Besides, that's payback for pissing all over my leg earlier."

I'm completely and utterly humiliated and degraded. Beyond exhausted. A wave of shame washes through me.as I feel disgusted with myself. I had every opportunity to prevent this and I let it happen. What's going to happen now?

The sudden realization that my face is on camera hits me. The humiliation gets even worse. I can't ever show my face at the college ever again if this stream ever gets out. The man who just fucked me goes to the computer and starts typing. What's he doing? I think he just ended the stream. "Well fuck me, we just made a shit load of money. Or should I say I just made a shit load of money. I own you now and everything you own is mine. You're my bitch from now on and now that the police moved on, I can stay here for now."

"What are you going to do to me?"

"Oh, relax, baby. I ain't gonna hurt you. Contrary to whatever you might be thinking, I have a soft spot for sissy girls like yourself. I might be a convict, but that doesn't make me a heartless monster. I'll treat you right. Protect you and keep you safe. But make no mistake, I own you."

"Why did you show them my face? My life is ruined..." I can't hold back the tears.

"Bitch, relax. Who says they saw your face? I moved the cameras. At least the ones recording the live stream. I put the other one you have and used it to record your face. If you be my good little bitch, it'll never see the light of day. Although, we'd probably make a lot more money if your fans saw your pretty face. I also like the idea of making everyone know you're a little sissy, but like I said, I'm not going to hurt you."

Relief washes over me and for some odd reason I feel grateful to him for not outing me. He walks over and unties me. I'm sore all over and I can barely walk as I stumble. He grabs me and pulls me into his arms. "Don't worry, I got you."

He carries me into the bathroom and turns the shower on before he starts undressing me. He tosses my pissed stained thigh highs and underwear on the floor along with the rest of my clothes. I hold onto him for support. Both of his hands grab my ass and lift me up. I wrap my legs around his waist as he carries me into the shower. I feel like a child in his arms.

The steaming hot water washes over the both of us. Before I realize it, his lips are on mine, kissing me deeply. I don't resist and even kiss back. His thick lips are gentle and yet passionate. His tongue invades my mouth as he pushes me up against the cold shower wall. The humiliation, degradation and shame of the previous act wash away and I give into his gentle touch. The way his hands explore my body makes me think being his won't be so bad.

I've never felt this desired in my life and it feels better than anything I've ever experienced. How can this man be a convict when he makes me feel safe in his arms.

We finally break apart as he sets me down. Then he cleans my entire body, his hands leaving no curve untouched. They massage my ass, my legs, and all the sensitive spots.

I do my best to return the favor, practically worshiping his hard muscle toned body covered in tattoos and scars. I take extra care of his cock. I even kiss his ass to show my gratitude for his gentle compassion.

Once we finish, he dries me off before himself and I lead him to my room where he pulls me into the bed and buries me into his arms. I don't think I've ever felt so safe and secure. The thought of becoming his sissy doesn't sound so bad.

Thanks for reading. If you enjoyed it, please give it your honest rating. Please feel free to leave any feedback in the comment section below.

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4Leather4Leather3 months ago

One could only dream of that happing to them. Hope on day that dream comes true to this sissy. Please the next chapter.

Cyberpunk001Cyberpunk001about 1 year ago

You write such good sissy stories. I only wish you'd write more.

AnonymousAnonymousabout 1 year ago

Your so lucky! I wish this could happen to me!

Jamieboi11Jamieboi11about 2 years ago

I would love to be fucked like that!

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