Archive for the ‘Mistress Phone Sex’


Sissy Humiliation with Empress Ryan

One of the things I hear repeatedly from all of you is how wonderful you feel when you are in your “gurl” self. Over and over, sissies come to me gushing over with girlie-glee about wearing their panties under their business suits or slipping a fat dildo into their love holes. Well, darlings … now comes the time to take that pleasure just one step further and skip your way closer to the door of the closet.

In order to prepare for this, you’ll need to get dressed in a pair of jeans and a sweater (or if you live in warmer climes, a t-shirt will do). Beneath your jeans, I expect to find a pair of tighty-whiteys or boxer briefs … nothing silky or feminine for you just yet. Once you are dressed appropriately, I want you to drive to the local discount store, such as Walmart and park about half-way away from the door. The idea is to have to walk past a variety of vehicles upon your return to the safety of your car.

Go into the store … you don’t necessarily have to linger over anything in particular but I expect you to visit the lingerie section and select a matched set of lingerie (bra and panties). These should be in your size and you earn extra points if they are overtly feminine, such as satin panels with lace trim or a fierce animal print with lace. I don’t expect that you will ask for assistance, but I don’t want you to hide what you are doing either.

Once you’ve selected your lingerie, it’s off to the hardware section! I want you to pick up a bulk package of D cell batteries. At the very least, I want there to be 6 batteries in the pack. And once you’ve laid your hands on those batteries, you have one last stop to make before you check out … The literature section.

One thing every woman enjoys is a good book … something smutty and filled with romance with a powerful Alpha Male and a strong, yet delicate woman who come together despite the adversity before them in order to live out their fantasy. That’s right, darlings … I want you to select a romance novel.

Harlequin is best but any romance novel that has a hot guy on the front will do (extra points for those of you brave enough to purchase a historical romance or, my personal favourite, paranormal romance). Once you’ve gathered your treasures, I want you to find the longest line in the store and stand in it, waiting your turn.

Click below to find out what happens next:

For an erotic phone session with Mistress Ryan, call 800-601-6975
Must be 18+
Calls are $2.50 per minute,. with a 10 minute minimum
Discreetly billed to your credit card
http://ratemycall.com

Humiliation Training with Empress Jane

Let’s face it – I don’t care who you are.

You attempt to impress me time and time again with your wealth is beyond 
pathetic. With your “worldliness”, and your big oh-so-important job. I get 
random messages from you which only seem to serve the purpose of you showing 
off.

Yawn. Sigh. Delete.

You see, I don’t give a shit. I am not some young, dumb girl who can be 
easily impressed. I am not the type of woman who needs you, so get that out 
of your head right now. Men buy me things because I deserve all of the 
finer things in life. Either you know your place, or I throw you out like 
yesterdays newspaper.

So why don’t you just cut it out? I see right through you, and your shabby 
attempts to control me and the way you submit. What was it you said last 
night – that your submission was a gift? I had a good laugh over that one. 
It is your birthright, slave. And this is my game, not yours. It has been 
my game from the beginning. But since you have been too clueless to notice, 
I shall explain it to you. You severely underestimated my intelligence – 
and you will suffer for it.

How? You will long for me while my laughter rings in your ears. You will 
realize, slowly and surely, that what you though made you a man means 
nothing to me. And the whole thing has been nothing but you lying to 
yourself.
When I tell you what I really think of you, deep down you will know it is 
right. The words, not shouted but whispered, will humble you. You long to 
assert yourself, but how does an inferior male who based his self worth on 
worldly illusions do that?

Your being, your mind, your cock responds to me in ways you thought 
impossible.

Welcome to the truth, it hurts doesn’t it?

Humiliation sessions with Empress Jane 800-601-6975

Humiliation with Mistress Cassandra

It’s time for forced feminization, and I dont care if you like it or not. What I like is to be amused, what I like is to be in control of you, forcing you to do whatever I please. The flavor of the post is sissification and forced femme.
Here are your assignments:
Day one: Go to a Rite-aid or whatever you have in your area. Buy pink shaving cream, pink razors, pink floral disposable douche, pink lipstick, and pink nail polish. Buy some bubble bath with a pink shower cap. Begin with the bath. Shave all of your hair off the body with your pink gel and pink razor. Be sure to put body lotion on after. Jack off without cumming repeating I am a sissy over and over again.
Day two: Shopping at a lingerie store in a mall . Have the associate help you with your size. You will buy panties for every day of the week. On the way home stop at a sex shop and buy a dildo to suck, and a butt plug to insert in your ass as you do it. A small one will do but I expect graduation. Jack off without cumming repeating I am a sissy for Mistress Cassandra.

Day three: Shopping again. This time for cosmetics. Find a MAC store and get a makeover and buy the cosmetics. Have the artist show you how. MAC is t/g friendly so there will be no humiliation except for your own humiliation. Come home and jack off repeating this time I am a sissy and Ms Cassandra owns and operates me.
Day four: Set your web cam up and call me with full makeup on and a pair of panties. Have the dildo ready to suck and have the but plug inserted in your ass. NO wig! It has to be obvious you are a man dressing. No passable! I will then decide if you are worthy to cum.

Humiliation sessions with Mistress Cassandra 800-601-6975

Humiliation with Empress Victoria

The single most thing I enjoy, is making you aware of how much of a pathetic jerker boy you really are. Oh yea, you like to act all macho around your friends and make like you don’t need to jerk off and you have women fighting over each other to get with you. Sure, you tell them lies about all of the women you get but in reality, late at night, you’re on the phone dialing me  I mean you really wouldn’t want your secret of being a two-minute man getting out to your friends or any romantic interests so you have to call me to get off. The fact is, you get so excited and intimidated around beautiful women that you practically cum in your pants whenever you are near one. So the prospect of actually having sex and being near a vagina is like sensory overload for your weak cock and you end up finishing before you even start. What a way to make an impression there loser boy, dribbling on a woman’s leg.

It’s become compulsory for you, hasn’t it? You spend all your nights at home alone, holed up in your bedroom for hours looking at beautiful women online, cock in hand. Tossing off three or four times has become quite a normal night for you, hasn’t it?  If these women knew how easy it is to make you cum they would be laughing at you, the same way I would. If they knew how long it’s been since you actually had sex with a real women as opposed to your hand they would mock you and tease you to no end and never let you live it down. You really should be so thankful that they aren’t actually there to see how hard their laughter makes your penis because then you would completely humiliate yourself in front of them when your little dicklet decided to ejaculate all by itself. You would be the laughing stock of them and all of their friends. Just think of what information like that would do to your reputation if it were to land in the lap of one of them or one of your friends? It would be sheer torment for years to come!

Humiliation sessions with Empress Victoria 800-601-6975

Humiliation with Empress Christine

You loser. What a pathetic waste of space you are. It truly astonishes me, the way you beg me to find new ways to belittle you and treat you like shit. But the real kicker is your willingness to do ANYTHING to amuse me and my friends, regardless of how humiliating the act may be.

you want attention so badly. You crave the consideration of a Mistress like me, but I know you must realize that to get any attention from me or any Mistress, you must really degrade and abuse yourself. Now only one question remains: what humiliating activities will I put you through?

First things first, get naked. That’s right you ridiculous worm, take it all off….let’s see that useless excuse for a cock you have there. Now stand there in front of me, such a weak specimen you are. Walk over to the sofa, one leg on either side of one of the arms of the sofa. Lean your weight forward a bit, now hump the arm of the sofa…lol…oh yeah, grind that little clitty dick into your new humping post. Fun, uh? I guess that little pindick is hard now…

I’m not sure what made that little dickie harder, humping the sofa or my girlfriends and I laughing hysterically at you while you dry humped the furniture.

It’s time for penetration; I bet you didn’t see that one coming, uh? Get your bottle of lube, squirt some across your fingers and use them to get that little Vienna sausage nice and wet. Make a fist and turn it fingers up and leave an very small opening at the end of your fist. Now, push that dicklette into the little opening you left and into your hand. Slide it as far in as you can, and pull it back out, in again and out, all this with the motion from your hips not your hand. Pump it, hump your fist…that’s right, and fuck your fist. Enjoy, it’s the only pussy that little prick will ever get…lol…we can’t stop laughing!!!

Humiliation sessions with Empress Christine 800-601-6975

Humiliation with Mistress Ann

Hey there humiliation slut.  You know the only way that I will pay any attention to you, is if you do humiliating tasks for Me.  I love on girls night out to share them with My girlfriends, so that they get a good laugh.  They find it hard to believe that anyone can be so pathetic that they would really do assignments like these, and get excited about it!

So here is your task slut!  I want you to go to an adult bookstore, or an adult novelty store.  Where ever they sell toys.  I want you to go to one that has rooms in the back.  Once you get there, I want you to find where they sell pocket pussies.  You are to pick out a couple and go to the check out.  I want you to ask them if you can look at them, touch them, and ask them if they know if they will work if you have a little penis.  I don’t give a flying fuck if you have a small penis, ask anyway!  After you do all the above, pay for it, and tell them that your going to try it out in the back room!

Take your new toy to the back room, take it out of the box, and lick it.  Lick it like you were going down on real pussy.  Yeah I know you’ve probably haven’t had real pussy, but do it anyway.  After you have licked if for awhile, I want you to stick your worthless little fuck tool in it and fuck away, fuck it like you’re a real man.  I know this will be difficult for you but try.  After you have cum in the pussy, put it back in the box and go to the counter and tell them it was hard to keep it in the pocket pussy but you think it will work!  Let Mistress know how it went for you!

Humiliation sessions with Mistress Ann 800-601-6975

Humiliation with Miztress Ryan

I have a surprise … just for you.  Now, I know you aren’t a huge fan of surprises but I wanted to get you something I thought you would truly enjoy … something that you’d get a lot of use out of.  I ordered it some time ago but it’s just become available so they called to let me know that it’s going to be here today.  Don’t worry, I didn’t order anything that comes wrapped in a discrete brown packaging this time … I still remember how much you panicked the last time.

But this, I guarantee, is something that will be absolutely memorable … I’ve seen you looking when you didn’t think I was watching.  Take a deep breath, I know what you’re thinking … your palms start sweating and your heart slams in your chest just thinking about them, doesn’t it?  Of course that’s what I’m talking about … did you think I wouldn’t find out?  I wanted you to have the very best of everything so I went out and ordered you one for your very own … so now maybe you can stop fantasizing about it and actually just do it …

Oh don’t worry … I made sure to get you a gorgeous brunette with silky hair, just like mine so when you’re together, you’ll be more comfortable.  Now you never have to go without honey … Oh look, the driver is here from the delivery company … go on … Open the box and let’s see …

Humiliation sessions with Miztress Ryan 800-601-6975

Humiliation Assignment with Empress Lauren

Hello there special sluts, Ms Lauren here to humiliate you just like you crave. I’ve decided that recently I’ve not focused quite enough on cock mockery. Tonight I want to remedy that. I want you to gather a few things to aid us in your never ending quest for extreme humiliation… and I won’t be happy until you’re red faced and sobbing under the weight of your sexual inadequacy. The first thing we need to do is ascertain just how inadequate you truly are. Get a ruler. I want you to measure your dink flaccid (that mean limp, little guy, lol). Write down in large letters on a notepad, “My worthless worm is only X” soft.” of course you’ll fill in your measurement where the X is. Now I want you to stroke it, tease it to it’s full, erect length. Again, write down “My worthless worm is only X” hard.”. You’ll also send me an email with the results because I need a good laugh!

Now, take the notepad and ponder on what you wrote. Consider the average erect penis is 5.8” hard, around 3” soft. Now for the fun part. I want you to tape the piece of paper in front of you. If your dink soft was between 0 – 1 half inches, write down 20. If your soft worm is between 1 and a half and two inches, add 15. If your dick is between 2 and a half and 3 and half inches, add 10. Anything over three and a half, add 5. For the erect length, anything between 0 and 3 inches, add 25. Between 3 – 4 inches, add 20. For 4 – 6, add 15. For 6 – 8 add 10. Anything over 8, add 5. Add the two numbers together. These are how many times you’ll have to write between stroke sessions. Write the lines that number of times, then stroke yourself for 5 minutes, careful not to cum. Do this again 3 times, then click the audio link below to learn if you’ve earned a release.

Humiliation sessions with Empress Lauren 800-601-6975

Humiliation with Empress Lauren

Hey there humiliation junkies! I know you boys love doing stupidly hilarious things to amuse me. It makes your freaky little dicks hard to expose yourself to my mockery, scorn, ridicule and laughter. In fact, it’s that tinkling laugh that compels you to humiliate yourself so very much. So this week, I was thinking something along the lines of a classic tar and feather scenario. I want you to get a large bottle of olive oil, a down pillow and a camera. If you don’t have a camera, you can imagine yourself in front of one while you perform.

Strip yourself down, I want you bare and hiding nothing. Turn your camera on to record and slowly tease your dicklet to full attention. If you’d like to include visual aids to see just how you stack up against common household objects, that would be hilarious. I’m thinking ciggy lighters, flash drives, small things like that to emphasize the teeniness of your weenie, lol. When you’ve explored that small humiliation, slather your entire body with olive oil. Massage it in, but leave it thick and greasy, head to toe. Now cut open the down pillow and dump it over your head. It’s best to do this over a tarp so you can roll yourself in the feathers for more coverage.

Now that you’re oiled and feathered, stand in front of your cam. Cluck like a chicken while you masturbate. Don’t cum. Go to the edge at least 3 times before you click the audio below.

Humiliation sessions with Empress Lauren 800-601-6975

Humiliation with Empress Josephine

One of my favorite games to play is fetch the panties. It’s even more fun when I invite a girlfriend and she brings her dirty panties. We invite a sissy or panty slave over. After we are comfortable, sitting back and having a cocktail, we each sit our pile of panties in front of us. We then begin tossing the panties across the room. We allow the panty boy a few warm up fetches before playing the game.

The object of the game is that my friend and I each throw a pair of panties. With a stop watch in hand we give the panty fetcher 10 seconds to return the panties to his pile. His pile will be his reward; therefore the object is to get as many of our panties in his pile as he can. Once the panties are tossed and he has won a collection of panties each panty counts as 10 points. This are stroking points which means that if he has 4 panties he gets to stroke 40 times with our panties in his mouth, on his head or anywhere else he wants them. The key is that he must cum within those stroker points or he doesn’t cum at all. Hopefully he gets enough points and can cum before he runs out. The game gets really interesting when both ladies are throwing panties at the same time. The poor panty fetcher has a hard time keeping up!

You can practice your panty fetching by getting a stop watch and timing yourself as you crawl after a pair of tossed panties. Toss them at least 10 feet. Once you have mastered your panty fetching skills give me a call and I’m happy to watch you on cam!

Humiliation sessions with Empress Josephine 800-601-6975