Archive for the ‘Strapon Humiliation’


Humiliation Assignment with Miss Viv

Is Your Ass Ready To Be Used?

Your heart races in your chest as you sit there, thinking about it … doesn’t it, darling?  I’d be willing to bet you’ve cruised all the sites your little brain can think of … just to get that fix.  The image burned into your mind … practically searing the backs of your retinas every time you close your eyes …

Well, what are we going to do about that hunger you have for thick, juicy cock?  I’m sure, if left up to you, you’d run down to the local bookstore and find some monster at the glory hole, wouldn’t you?  Not a thought in the world for HOW it fits, just so long as you get that hole of yours done up right?

Well, little one, this is where I come in.  I am, after all, the Strap on Empress.  It’s my personal responsibility to make sure you don’t go off … half-cocked.  We need to have a care for making sure that tight little hole of yours – is good for use more than just the once, now don’t we?

Now … I know the urge is almost impossible to ignore but I want you to take a deep breath … we’re going to take this one step at a time.

Grab your biggest dildo and lube, but don’t worry little faggy … you’ll be down at that bookstore taking it like a trooper in no time.  Just have a little patience … and take a listen to the banner to get your instructions on how we begin.

Humiliation with Miss Viv 800-601-6975

Humiliation with Mistress Ryan

Hello darling.  I’ve been thinking lately and, one of the things that really came to mind was you.  We’ve been working together for a while now and I know you’ve made some great progress with your cocksucking techniques but, really, I think it’s time we step up your game a bit.  I mean, you want to be the very best you can.

For this assignment, you’re going to have to find a local ice cream shop that sells hand packed ice cream cones, preferably sugar cones.  Have you ever noticed how similar an ice cream cone is to a cock?  That big, rounded tip with it’s sticky, drippy head leading down to a shaft that is slender but quite long.

I’m sure you’ve paid close attention to it at least a few times in your life … after all, you’re a cocksucking faggot and you’d be bound to notice such things.  Today, we’re going to emphasize that notice … we’re going to use the phallic nature of that ice cream cone in order to learn advanced cock technique.  Honestly, anyone can suck a dick but it’s technique and form that sets a true cock hound apart from the rest of the crowd.  There’s more to it than just bobbing your head up and down now, isn’t there?

OK, go into the store and get yourself a 2 scoop cone and come back out to the car.  Make sure you have plenty of napkins … now, stick your tongue out and press it against the base of that ice cream scoop … You’re in for one hell of a treat …

Humiliation sessions with Mistress Ryan 800-601-6975

Humiliation with Mistress Ryan

Ok asswipe … here’s the deal.  You … yes, you, right there with your dick in your hand, stroking like there’s no tomorrow.   You’re a moron … and I think we all know it.  You sit there, day in and day out, staring at pictures on the web like some teenage boy with his first hardon.  What the fuck is wrong with you?  Have you never seen a pair of tits before?  No, dickwad, I didn’t mean in person … we all know you’ve never seen a naked woman in the flesh, so to speak.  But come on, eventually even the most dedicated loser can’t find something new on the internet … you have to suck it up, get out of your mother’s fucking basement and go outside.  Some people even go outside on a regular basis … it’s called a JOB.  No, I’m not talking about the $5.75 per hour you make flipping burgers down at the local greasepit.  I mean an actual job, where you have to wear your own clothes instead of a uniform.  I know, big changes for you, so used to sitting in your same cum-crusted underwear for days on end, but hey, you never know.  Maybe if you actually got up and went outside you’ll be able to find some other loser like yourself and you can start a support group for yourselves … Srtokers Anonymous … there’ll be 12 steps to breaking free of the cycle of bad porn and cheap lube.  But then again …

Humiliation sessions with Mistress Ryan 800-601-6975

Humiliation with Mistress Sarah

Greeting sluts!  It is I, your Mistress Sarah who will be making you suffer humiliation for my pleasure today.  I might extend that period just because.  Now let us get down to business.  You will go to a few places for me in order to fulfill your obligations.  I want you to print this assignment out so that you can follow it exactly as I instruct.

You will be doing some shopping for this assignment.
First place you will go is the lingerie store preferably Victoria Secrets.  I want you to buy a pair of pink panties.  It will not be as simple as that though.  You will approach the sales lady and ask her for assistance in picking out a pretty pair of pink panties for yourself.

You will tell the sales lady, “My Mistress Sarah caught me wearing her panties.  She sent me down here to get my own.  Could you please help this panty boy pick out his very own pair of pretty pink panties.”

That is exactly how you will ask for assistance from the sales lady.  Once you get the pair of pretty pink panties you still have more shopping to do.

The second place you will go is the Adult Book Store.  You will purchase a 10 inch dildo.  You will ask the sales attendant for help in picking out one.

I order you to tell the sales attendant, “My Mistress Sarah caught me using her dildo.  So she has sent me down here to buy my own.  I am looking for a 10 inch dildo.  Please help me.”

I want you to say this whether it is a man or a woman.  You will suffer for me.

Take both of these new items you purchased.  Put on the pretty pair of pink panties.  Give yourself a nice wedgie.  Take the dildo out of the box.  Get in front of a mirror so you can watch yourself.  Get on your knees if you can.  The most important thing is to look in the mirror while you do this.

Now, worship my strap on for a whole hour.  I want you to suck it really good.  Kiss it and lick it all over.  Tell me how much you love my strap on.

Once your hour is up then you are finished how ever you are ordered to listen to the audio to hear what else I have in store for you.

Humiliation sessions with Mistress Sarah 800-601-6975