Cathy Radley

"Now, kiss the tip" I hear him say out loud as if it's a command.

"Kiss it, thank me, and then you can get dressed" is what he follows up with.

I'm such an idiot. I'll think that he means I can go get my stuff from the front of his house, get dressed, and go home.

Too stupid to realize this was just the beginning, I don't question his command. I just do it. My lips plant a quick peck on his slit. Almost too quick for me to really feel it.

"What was that? You call that a kiss? Come on now, try again" is his response.

I do it again. This time I'm slower, but I can tell that it's still not to his liking. One of his hands is once again on the back of my head and the other reaches to the coffee table beside us. He reaches into the small bag to the side of my outfit and pulls out a small pink tube with a black cap.

He takes his hand off the back of my head, but I don't lean back. My lips are still on his cock as if our bodies were connected. He unscrews the cap of the tube and pulls out the wand. Leaning down towards my face, his cock is now no longer on my lips.

I feel relieved, but he's now holding my chin in one hand and applying the glossy pink lip gloss on my lips.

"When you're fully trained, you'll make sure to have some lipstick and gloss on, but this'll have to do for now" he calmly says as I continue to stare up at him.

I'm trying to shut my mind off to prevent any more resistance. I just want this to be over with Medical porno

This time, he doesn't place his cock on my lips, he makes me close the distance between us. He makes me take his cock in my hand. He makes me lean forward and plant a kiss on his cock. The kiss is to be long and hard enough to leave a lasting mark on the tip of his cock. He wants to be able to see the shine from my lips on him afterwards.

When this is through, I slowly get up and turn toward the front of his house, but I feel his hand close around my wrist as he pulls me back.

"This is getting a little tiring, baby. I promised we'd take it slow. I was going to make you swallow my load as thanks, but I kept my promise to just the tip. You're going to keep your word now and we're going to finish the whole session" he explained.

"Get dressed now" this time it's clear this is a command.

I pick up the neat pile of clothes beside the makeup bag and start to go to the bathroom.

"Right here" is all he needs to say.

I put the clothes back on the table and look through which item to put on first.

Panties. It has to be the panties. He's selected a hot pink thong. I'm starting to see a theme here.

I step into it and slowly start to pull it up. I'm not even sure this thing will fit. It was tiny when I held it up in my hands, but sure enough it's stretched to accommodate my waist and the front patch is just big enough to contain my clitty.

Master's now taken a seat to watch as I get dressed.

Next is the stockings. This isn't the first time I've put on stockings so I get them on without much trouble. Other than the sound of the fabric on my skin, the room is silent. I don't know what he's thinking as his eyes follow my every move. I'm still hoping to get this over with as quickly as possible. This is the most time I've had to think about the situation since the meeting began. It's the first time that I realized I'm going to have to suck his dick.

Thinking it through, once again, reality began to creep in. I'm going to have to suck his dick. I don't know if he noticed, but I gulped as my mouth began to feel dry.

I've finished putting on the whole outfit. Hot pink thong, white stockings, loose white crop top, and the tiniest pink mini skirt I'd ever seen. It feels like the skirt doesn't even cover my ass. I'm too scared to take a look at myself though.

When I'm done, I walk over to where Master is seated and once again kneel before him. My second inspection of the day.

All he does is point back to the coffee table.

I have a look and see that on the floor in front of the table is a pair of stiletto high heels in a shade of pink that matches my ribbon, thong, skirt and lips. I have to admit, they're very sexy. They have a strap that go across the front of the foot and another that goes around the ankle.

For a moment, I'm not scared, but turned on instead. If this skirt weren't so tight, he might've been able to see my clitty twitch just the slightest bit.

While I start to put them on, Master gets up and leaves the room. Just as I finish getting them back on, he returns. He's holding a wig. It's a black bob style wig. He also has a headband.

I stand and before I start to walk towards him, I decide to get back on my knees and crawl to him. Not because it's hot or seductive, but because I know I can't walk in these heels. They look to be 5 inch heels.

Master's now back in his seat and I'm once again kneeling in front of him.

He takes some time placing the wig on my head. He's fussing with it and making sure he gets it on just right. When he finally finds the right positioning, he puts the thin pink headband on my head to secure it.

He stands up. One hand firmly on my chin making me look up at him.

"That's a good girl. That wasn't so hard was it?" he asks live nude cams site

This is the part of my fantasy where I'm hoping he really lays the verbal degradation on me. I want, no, I need him to take charge. I need him to assert himself and firmly cement the hierarchy of this relationship. I need him to put me in my place.

"No, Master" I answer, not realizing he's now at full erection.

He puts both hands on my head, one on either side. I make the connection, to the inspection, faster this time.

"I need you to continue being a good girl and do as we agreed" he calmly says to me.

I try to nod, but his grip is strong enough to prevent me from doing so.

"This is it, I'm going to suck him off and be on my way. I can do this" I think to myself.

"Good, now open up. We're going to start lesson one of Sex Education: How to give a good blowjob" he says with a big smile on his face.

"Oh my god. What do I do? Do I open and let him in? What if he's too big and I choke? Does he expect me to swallow?" are the thoughts that race through my mind.

His tip is on my lips again, and just like that it's as if my mind is blank. All the thoughts racing through it are gone. My mouth is open and the head is in.

"Close your mouth and wrap those lips around me. Make a nice seal around the head and start to lick my slit. Swirl your tongue a bit too. Get a good taste" he instructs.

He slowly inches forward after being still for a bit to let me bathe his head with my tongue. There's a steady rhythm as he starts to slowly rock his hips back and forth. He stops when he hears me gag. He's reached the back of my throat. I look forward to try and get a sense of much of him I've taken in my mouth. I thought that maybe I've managed to deepthroat him, but see that there's still a ways to go to do that.

"Don't worry babe, deepthroating isn't part of this lesson. I just want you to get a good taste of my cock today" he says.

His hands holding my head in place and not letting my mouth come off of him, "mmmm" is what my reply sounds like. I consciously feel myself start to blush with embarrassment again.

Dressed the way I am, on my knees, half his cock in my mouth, but the first conscious thought of embarrassment comes from the sound I make trying to answer his question. It sounds like I'm enjoying myself. What else would it sound like? It's the only sound I can make with my mouth full of dick.

He continues with the steady rocking for a while. Every so often, he'll increase the pace though. It goes from a slow steady rocking to a short stroke. Then he escalates to longer strokes before he switches it to as full of a stroke as possible. It's only about half of his dick. At least, he's polite enough not to suffocate me as he ramps his way up to face fucking me.

"I can't wait to fully train you to swallow my whole cock" he grunts.

I don't answer this time. I don't want to sound like I'm moaning again. I don't want him to have the satisfaction of thinking I'm enjoying this.

Eventually, he eases up with his grip on my head, but I don't realize it right away. He's slowly eased up his grip over time. I thought I was being face fucked the whole time.

I bet my face is bright red with embarrassment. By the time I realize that he's not holding my head anymore, I'm already comfortably bobbing up and down his shaft. What I thought was a face fucking turned out to be me eagerly sucking away at his cock.

"How long have I been doing this for?" I ask myself circ porno

"Make sure you maintain eye contact. Don't close your eyes, I want you to see every moment of this. Look at me while you suck my dick, bitch" he says with a chuckle.

Up and down I go.

"Look how easy that was. You didn't even put up a fight. Well, I guess it really doesn't take much for a sissy to learn to serve. I really did think it was going to be a bit harder to get you to submit based on our conversations" he mocks.

In between his sentences, all that can be heard is the slurping noise I'm making as I continue to suck his cock.

Focused on the blowjob. I just want him to cum so I can go. Still not fully understanding the situation. Still trying to mentally resist submitting to this man.

He puts a hand on my head and pushes me off as we withdraws his cock from my mouth in one fluid motion. This is unexpected, there's an audible popping noise that comes from my mouth and without even thinking, I try to bob forward, not realizing that I'm no longer sucking his dick.

He lets out a full on laugh.

"Yup, that's my sissy. You've had a taste and now you can't get enough huh? Well, that's the end of the blowjob lesson for now, don't worry you'll get to taste my load in another lesson" he says with his hand still on my head, my mouth still open for him.

I feel his hand move from the top of my head to the back. At the same time, he steps to the side of me and nudges my head forward. I reach out and place both hands on the floor to avoid face planting. As I regain my balance, I turn around to see that Master has lubed up a butt plug and is approaching me with it.

The cold slippery liquid makes me jump as it slides down my crack. It's slowly being massaged into me by Master.

"Uhh" is the sound that I can't hold back.

His finger is inside of me.

More lube is being applied to my ass, ahem, sorry to my pussy.

A second finger makes it way inside of me.

"Uhhhh" I hear myself moan again, despite my best efforts to stifle the sound.

He pulls his fingers out and quickly replaces it with the plug.

"Ahhhhh" I scream in pain as he cleans his hand off.

"Next time, you're to prep yourself. I want you lubed and plugged as soon as I finish tying this bow" he says as he taps my sack from behind.

Coming back in front of me, he holds my chin in one hand, bringing me back up in my knees. Still holding my chin in one hand, he gives me a look. I know what he wants. I open my mouth.

"Ahhh" I say as I stick my tongue out.

"Why did I say ah? I'm not at the doctor" I ask myself in the brief moment I have before he takes his hand off my chin.

He straightens his posture and puts his hands on his hips before telling me to fix myself up. When I don't understand what he means, he gestures to my lips. He wants me to fix my lip gloss.

"Good girl, you'll get the hang of it. I want you to remember to always fix your makeup when you're done sucking my dick so that you're ready for another round" he instructs as I struggle to apply the lip gloss.

As I finished up, I expected him to move forward toward me, but it's clear that he wants me to come to him.

He stood there with his hands back on his hips and his cock upright at full attention.

I crawled over to him and reached for his cock.

"Uh uh, no hands. This is a mouth only lesson. You need to learn how to get me ready with just your mouth. Make sure you use lots of spit. I was kind enough to use lots of lube when I was prepping you. Show me how much you appreciate me keeping my word of taking things slowly" he instructs.

Before I take him back in my mouth, I look over at the clock on his wall for the first time since I got in his house and realize that it's been at least an hour since this all started.

"How much of this time did I spend with his dick in my mouth? I have to make him cum soon, this is going on too long" I think just as I open wide and engulf him again.

His hands are still on his hips and he emphasizes just how good of a girl I'm being. He tells me that he likes how eager I am to get fucked in the ass.

I was quickly bobbing up and down as fast as I could on his cock. I was even gagging every time I went down from taking too much cock in me. I'm doing this to try and get him to cum in my mouth so he won't fuck me.

He knows better. When he feels like I've had the plug in long enough to be stretched open, he once again stops my sucking and pulls out with an audible noise. He chuckles to himself and forcibly places me on all fours right there on the floor. He walks behind me and kicks my feet apart reminding me that I'm still in high heels.

I crawl away from him.

He grabs me by the hips and pulls me back. I have a brief flashback making the connection back to the inspection and when he first did this. His grip was the exact same as it was in that moment.

"Bitch, where do you think you're going? After all I did for you? I've been very patient with you, but you're still not listening. I thought we were making real progress with this lesson, but I guess I'm going to have to give you your first punishment" he growls.

My knees and palms start to burn a bit from being dragged towards him when he grabbed my hips.

He pulls out the plug as if he's ripping off a band-aid and I don't know what hurts more, his extraction of the plug or his insertion of this cock. In one quick motion, I feel his cock inside of me. His groin is now resting on my butt cheeks. He takes his hands off my hips and proceeds to grab each of my ankles. One in each hand. He uses them for leverage as me thrusts forward into me trying to get deeper in my ass than he already is.

I scream at the top of my lungs. At first, it's just screams and moans. Unintelligible noises. No real words.

He starts to gyrate.

I move on from screaming to taking deep breathes.

He stops. His whole body is motionless. Then I feel it.

There's a slight twitch in his cock. I think he's flexing it in a way to try and make it move while in me, but it's very minor and nothing more than a twitch while in me.

I take this time to resort to begging.

"I can't do this ok, please stop, I'll suck your dick. You're too big for my ass. I don't like it. This is uncomfortable and you're hurting me, please I'll do anything else you want" I say as I start to feel tears run down my face.

"What do you mean you can't do it? You're already doing it. I'm. All. The. Way. In" was his reply. With each pause he gyrate a bit to remind me of where his cock was.

"I know that you'll suck my dick because that's what sissies do for their masters. It's not your ass, it's my pussy, and pain is what you get for being so difficult this whole time. This is your punishment. If you keep your word and do what you're told, I'll make sure to make it worth your while too" are the last words he says before he pulls his cock out to the head.

Before I can even answer his hands are back on my hips and he's thrusting forward again. This time it's not as forceful but he has just as much intent as the first time. He's decided to skip the slow and steady rhythm he used when making me suck his dick. It's still incredibly painful feeling him slither out of me before he pounds his way back in.

They're full strokes. All the way to the hilt. His balls are slapping my cheeks. The front of his thighs meet the back of mine. Every time they meet a mix of sounds fills the air.

The slapping of our bodies.

His grunts of vigor.

My groans of pain.

My eyes are closed. Tears still running down my face. I can't keep my mouth shut. The groans come out involuntarily, but without fail. Every time he bottoms out, I can hear myself.

"When is this going to end? My ass is on fire. I don't know if I can take much more of this. I think I'm gonna pass out" I think to myself.

Then I feel it.

"Are you gonna be a good girl?" he says in my ear as he leans forward.

There's a slow build up in my own balls.

"Have you learned your place yet?" he groans in my other ear.

I open my mouth to answer him, but nothing but a moan comes out. This is different though. It almost sounds like a moan of pleasure, despite me still being in pain.

I'm starting to feel the pressure increase in my groin area. I don't know what it is. I feel like I need to pee.

"Oh, daddy, please stop" is what I want to say. One last effort to get him to stop his assault on my prostate.

"Daddy, please" is all I can muster up.

Of all the words that I can think of in this moment, that's what I came up with. I don't understand what I'm feeling. I refuse to believe it. Deep down, I think I know what's coming, but can't bring myself to acknowledge it. I just want him to stop so I can go home and put this in my past.

He now has one hand on my hip and the other on my shoulder. These thrusts are more forceful than any of the others, even the one to start. They hurt, but with each one I feel the pressure continue to build up inside of me. Each thrust feels as if it's taking longer than the previous one. Time is slowing down.

I tell myself that I want him to stop, but I know that I need him to finish.

I need him to put me over the edge.

To make me cum.

There's no romantic notion of cumming at the same time. We don't collapse together afterwards. There's no pillow talk to reflect on how great the sex was.

He continued his thrusts. It continued to hurt. But for one moment, time did stop. For the smallest fraction of a second, I blanked. That's all it was, one brief moment.

I was snapped back to reality a moment later by Master's final thrust. All the way inside me. The deepest he could go. His final grunt.

A wave of emotions filled me. Shame, embarrassment, humiliation, and relief all at once.

"He finally came, it's over. I made it through this" I thought.

"Wait. He came. In me."

That's when I felt it. This is what it feels like. Defeat.

I was broken in, dominated, owned. I was his.

I hung my head in shame only to see a puddle of my own cum splattered all over the floor under me.

This is just one of the many scenarios I can live out with him when we eventually meet, but can I make the commitment.

What are your thoughts?

What's a sissy to do?