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Cuck Boy in Chastity

Princess Andi — Fri, 06 Jan 2012 13:35:45 +0000

Cuckold Locked in Chastity

I’ve decided it’s high time you got locked up. Yep, I think a cock cage is exactly what you need to stop masturbating. After all, it’s not that your cock is going to be needed. I won’t let you have sex with me, so what are you going to do? Just jack off all the time?

Here’s how it’s going to work.

I’m going to lock you up tight. Don’t worry, it won’t be forever. You see, I will let you free for 24 hours but only if you bring a lover to me. Yes, that’s right, you are the one doing the scouting and you can’t get it wrong.

How humiliating is that?

I can’t wait to see you approach guys and ask them to screw your girl.

Now you can’t just get some random guy on the street. You know I have standards. I want someone hot, with a good cock and a high sex drive. Just find someone completely opposite to you and that should work.

Once you bring him to me, I will unlock you.

But you don’t get to cum right away.

No, instead you get to watch as I have wild sex right in front of you. If I’m fully satisfied, then I will let you have an orgasm. Of course, once it’s over, you know you will have to wait until you find another perfect guy for me.

Oh, and didn’t I tell you?

You are only allowed to scout once a week and for a maximum of eight hours of that day. What happens if you don’t find someone? Well, I guess you have to wait until next week to get lucky.

So it’s time to hand over that cock of yours. I’ve got a nice chastity cage that will be your dick’s new home.

What do you think about that, cuck boy?

I would never sleep with you, humiliating a cuckold.

Princess Andi — Tue, 29 Nov 2011 16:52:16 +0000

Cuckold humiliation

Your day starts like any other, completely unaware that I have anything devious up my sleeve. I’m feeling in a bit of a teasing mood so I want to get you all worked up. The game starts when you wake up and trudge downstairs for some breakfast. You go outside and grab the paper but notice that there is a note attached to it.

You open it up and are shocked by the words. It says “I would never sleep with you, just so you know.”, and it’s signed ‘The Hot Girl Down the Block’.

You peer out your door but you can’t see anyone. You know who it is though. Your cheeks burn red as you carry the paper inside and set it on the table.

You’ve watched the hot girl down the block jogging in the morning. In fact, you’ve jerked off to the thought of her while you were in the shower. You put the note aside and head off to work. You stop for a coffee at your favorite coffee shop and there is the cute barista that always catches your eye.

She prepares your coffee and you make your way to your office. When you finally sit down, you notice the side of your coffee cup has something written on it. It says “I wouldn’t sleep with you either.”

You are shocked.

Why are they saying these things to you?

You shift in your chair and try to ignore the throbbing in your dick as you start to work. The morning passes uneventfully but you cannot stop thinking about those two women and what they said to you. Just as you are about to slip off to the bathroom to relive yourself, a new email pops up.

It’s from your co-worker, the one with the cute ass who always slinks by your office. She has caught you staring several times during meetings and yet you can’t help but do it.

You open the email and your cock almost explodes in your pants.

She writes and tells you all about how she isn’t going to screw you because she’s too busy fucking your office rival. He has a big dick and can handle himself much better than you ever could.

The phone rings and you answer it distractedly.

It’s me.

You groan as you realize I have engineered this little game. You are so humiliated. A co-worker is cuckolding you! I tell you that you aren’t allowed to come until I decide.

And then I hang up, leaving you there to suffer…

Cuckold Humiliation- SPH

Princess Andi — Fri, 25 Nov 2011 14:00:03 +0000

Cuckold Small Penis Humiliation

I love watching men whip out their tiny dicks for the first time. They already know that I’m going to turn them down before I even open my mouth.

You know what that’s like, don’t you? You’ve been rejected many a time for your teeny, tiny dick.

But here’s the thing.

I love playing with small dicked guys like you.

You are so cute and desperate, it’s just adorable. I like to think of you as a toy that I can mess with. And that’s what’ so hot about small penis humiliation. Just watching you get turned on by being humiliated is desperate.

And of course I love to cuckold those with tiny cocks.

Once, I cuckolded a guy who had a 2 ½ inch dick. It was so very tiny that I didn’t even notice it the first time I saw him naked. I thought he didn’t have a dick at all. Obviously, I made it clear from the beginning that it wasn’t going to satisfy me.

He was pretty good at pussy worship, but a girl can’t live on oral all the time, can she?

I wanted a big man to fuck me hard. But more than that, I wanted to humiliate my tiny penis guy. Just because I could.

So I decided to surprise him.

I invited him over and he arrived, eager and wondering what was going on. He had a look as if he thought he was going to get lucky tonight.

Poor boy. He didn’t know what he was getting into.

When the doorbell rang, I opened the door and let in my hot, muscly stud. From that moment on, I ignored my guy friend completely. Instead I let my hot man candy rip my clothes off and screw me in every room in the house.

He could have left at any time. But instead, he followed us around, watching the large cock penetrate me and rubbing his own furiously. He wasn’t the only one turned on. I was driven by a need to humiliate him over and over again.

And when the whole experience was over, I shut the door and turned to look at him. Immediately he fell to his knees and begged me to let him be a part of that again.

I couldn’t help smiling at my new cuckold toy.

Cuckolded at Thanksgiving

Princess Andi — Tue, 22 Nov 2011 14:00:19 +0000

Here’s a Thanksgiving story for you!

You know, Thanksgiving is a time for sharing don’t you think? After all that’s what the holidays are about. That’s why I think we should have Thanksgiving together. You invite all of your friends over to meet me, why don’t you?

We will laugh, drink and eat a very delicious turkey dinner.

And then it will be time for dessert. While everyone is having their pie and chatting, you notice that I have gone missing. One of your friends has as well. You head upstairs to the bedrooms and notice the light is on in one of them.

Your hand is on the knob when you hear my moan.

You open the door and see it. Me getting screwed hard by your much more endowed friend. I smile as I see you enter the room, my moans now trickling down to the guests below. You immediately feel completely humiliated. Being cuckolded with a stranger is one thing, but with a friend is another.

I breathily ask you if you’ve had dessert yet.

You shake your head, your eyes barely straying from my body. Your friend is fucking me hard and I’m enjoying every moment of it. You know how this cuckold experience is going to end and you wonder if I am going to make you do everything we usually do.

You hear a noise and look around. Several friends have come up to investigate and are staring at you in shock. Being caught like that only makes your cock get harder and you wonder what they would think if you unzipped your pants and started masturbating.

“It’s okay.” I say, smiling at the shocked guests. “Isn’t it?”

You nod and when they protest you explain.

You are a cuckolded man.

Embarrassment flames your cheeks and you shrug as most of your friends head back downstairs. A few have stayed to watch you be humiliated that much more. Your friend thrusts deep inside my pussy and then he is cumming, filling me and making me orgasm hard.

He rolls off me and pants to catch his breath while I gesture for you to come forward. No pumpkin pie for you, my cuckold boy. This is your dessert.

You lean forward and begin to lick up that delicious creampie as your own cock squirts in your pants.

Happy Cuckold Thanksgiving baby!

Mistress Andi

Chastity Cuckolding

Princess Andi — Fri, 11 Nov 2011 17:00:29 +0000

My blog post the other day on long term chastity had me thinking about what it would be like to have you in chastity during a cuckold experience. I think that would make everything that much more difficult for you, don’t you think?

I mean, after all, it’s hard enough for you to sit there and watch even when I let you stroke your cock. But what if you were all locked up?

I would make it part of our cuckold routine. First, you would help get me ready for the evening and then I would strip you down and slap a cock cage on you. Then I would take the key and wear it on a chain around my neck.

Soon you would be seduced to watch as we started making out and getting hot and heavy. As my lover peels off all of my clothes, you can’t help but notice the key hanging between my breasts. It’s taunting you. You reach down for your cock but you can’t even stroke it. All you can do is squeeze the cage tight and hope for relief to come soon.

It’s a strange feeling being in chastity and being cuckolded at the same time isn’t it?

Not only are you not good enough for me, but you aren’t good enough for your own cock. How humiliating does that make you feel?

That’s the power of cuckolding.

Can you imagine what you look like to the other guy? Just some dude in the corner who can’t even screw his own girl?

The ultimate erotic insult would be if I made you suck his cock. But let’s take this one step at a time. Let’s see how you manage with a cock cage first. I bet it won’t be long in our cuckold experience before you are begging me to use the key and unlock your dick.

But you know what?

I’m not going to.

You are going to have to stay in chastity for the whole time. Even when you are licking the thick creampie out of my pussy.

Oh, it’s going to be fun to watch you squirm.

Princess Andi