Erotic humiliation has always been a lot of fun for me.  It never ceases to amaze me the lengths that men will go to to get what they want.  Most of the time, what they want is their own orgasm (of course), but sometimes, all they want is to serve me.  And serving me often involves subjecting yourself to a good bit of embarrassment in the form of humiliation phone sex.

In my book, Femdom phone sex really isn’t complete without a jab or two at a man’s penis size or about his predilection for wrapping his lips around other men’s cocks.  Humiliation need not just be limited to the verbal, though.  That’d be neglecting a whole host of other exciting things, and we just can’t have that.

For example, there’s always me having you do ridiculous things simply for my entertainment.  I once had a man wear a pair of his own dirty underwear on his head and do naked calisthenics while I watched him on webcam.  That was QUITE a show for this phone sex Femdom, as I’m sure you can imagine.  I think I may have pulled a muscle from laughing so hard.

Another good example of sensual humiliation is CFNM.  There’s really nothing else in the world that strips a man of his mask of self-confidence quite like having to be naked in front of a fully-clothed woman.  The vulnerable position that he’s in usually makes his dick hard, too, but that’s just secondary compared to the shame he feels.

And, you know, I do so love the colour red you boys’ cheeks turn when I humiliate you.  Either set of cheeks, really….

We’ve spent a lot of time together, you and I.  You’ve also had lots of domination assignments from Mistress Ryan, haven’t you?  You’ve fulfilled them all quite admirably, if I do say so myself.  I’m rather impressed with your progress, but I’m sure that has a lot to do with the training you’ve received as well as your particularly submissive nature.

The most recent assignment I’ve given you involves cum eating. You’ve done very well in eating your own cum for your Mistress.  I’ve given you several different scenarios in which you’ve had to eat or drink your cum at my command, and you’ve managed to succeed in all of them.

For that reason, my dear, I think it’s time to take it to the next level.  You’re pretty good at eating your own cum.  I wonder how good you will be at swallowing cum straight from the source, hmm?

Yes, slave boy, I’m talking about you sucking cock for your Mistress.  Consider it an advanced course in cum eating!

I hope we don’t have to turn this into a coerced bi scene, but I will if I have to.  Mistress Ryan always gets her way, as you know–which should preclude resistance because you know that you’ll be punished for resisting and then you’ll STILL have to do what I told you to do in the first place.  So it’s far easier to skip the punishment part altogether and just do what you’re told.

What I want is for my good boy, who has been so very obedient for me up until this point, to get down on his knees and suck my friend’s cock like the good slave that he is.  I can assure you that if you can do this and do it well, you will be rewarded very generously.

Suck him to completion for me.  Then, I want you to hold his cum in your mouth for a moment before you swallow.  Notice the difference in taste between his cum and yours.  Once you’ve appreciated the subtle differences, you may swallow and thank him for allowing you to serve him.  Then, you may crawl to your femdom Mistress Ryan and kneel at my feet to await your reward.

I know you’re a little nervous about it.  You’ve fantasized about sucking cock for a long time, but you’ve never had the chance to do it.  Lord knows, you and I have discussed it enough together.  But your Mistress is tired of waiting for you to do it, so we’re about to make it happen.  You’ve got strict instructions that tonight is going to be the night.  You’ve found a willing man, and now you’re going to suck him off.  You might be apprehensive, but I know that deep inside, you’re incredibly excited and aroused at the thought of having a big, hard cock in your mouth.

I realize that you’ve never met him before and that you’re a little worried about sucking off a stranger.  But you know that your Mistress has vetted him already, and he checked out perfectly.  I picked this one out specifically with you in mind, you know.

Oh, my little coerced bi slave, you’re going to have so much fun tonight.  All you have to do is go knock on that door, and your wildest fantasy is going to come true.  How does it feel, being so close to the prize?

Your hand is trembling a little as you knock.  It trembles even more as the door opens.  A stranger–the man that Mistress Ryan picked out for you–lets you in.  You’re not sure what to do or say, but he makes it easy for you.  He points to a spot on the floor in front of him, and you know that he means for you to kneel there.  You obey like the good little slave boy that you are.  You don’t want to disappoint your Mistress with your behaviour, now do you?

He unbuckles his belt and unzips and unbuttons his pants.  You can’t believe that you’re finally about to join the ranks of cock sucking men like you’ve always imagined.

Show this man what a good little cocksucker you are.  Suddenly, you appreciate all the lessons that you learned from your strap on Mistress. You confidently reach up for that cock and silently thank me for this opportunity.

I’ve been thinking more and more of late about coached cum eating assignments.  Really, it’s the next logical step up from being interested in strapons if you ask me … You learn to suck cock on my strapon, it shouldn’t be too far of a leap to realize eventually, sucking on a dick is going to make something cum out.  So I think it’s high time some of you out there started working on your technique … and I think Ive come up with a PERFECT way for you to practice.

What you’re going to need:

1 Milk Chocolate Hollow Easter Bunny (make sure the ears themselves are fairly large)
1 Chocolate kiss (something small enough to fit inside the bunny ears …. a mini-kiss)
1 single serve cup of honey-flavoured Greek yoghurt (yes, it MUST be Greek)
1 load of cum, courtesy of you (This is optional at the beginning, but as you practice more and more I really must insist on some level of authenticity)

The day before your cum eating lesson, you have my permission to stroke your cock and cum (what an opportunity to call your Mistress and show off on cam as you obey her masturbation  instructions!).  However, as soon as you cum, you have to catch it all and store it (fridge or freezer will work for now) for the next day.  I really don’t advise keeping cum for more than a day for this assignment.

Preparations for the Event

1. On the big day, gather all of your items together, along with a sharp knife and a cutting board and go somewhere comfortable.   First, the bad news … you’re going to have to decapitate the bunny.  I know, it sad because he’s so cute looking but really … this is for your own good.  Use a knife and cut his ears off his head (try not to take any of his head off with the ears and use a sharp knife so you don’t crush the ears).  Set the rest of the bunny aside (or throw it away … we won’t be using the rest and really, who wants an earless easter candy staring at them while they eat cum?). Check the tips of his ears for any holes (if there are holes, this isn’t going to work)
2. Open the yoghurt.  Before you mix it all together, you should see a small amount of separated liquid at the top of the container … I want you to pour that liquid down the bunny’s ears towards the tip.  Make sure it all drains down and then stuff the chocolate kiss down behind it (tip side towards the ears)
3. Now … If you have provided your own special man juice, mix it with the greek yoghurt.  If not, skip to the next step
4. Spoon approximately 2 teaspoons worth of the cum/yoghurt into the hollowed out ears

Now, you’re ready to begin your cocksucking lessons:

Get naked and get down on your knees.  You’re going to have to be careful with the chocolate cock you’re holding in your hands to make sure it doesn’t spill out.  Tilt your face back, just like I’ve taught you to do hundreds of times before when you were sucking a big, black strapon and look at that cock in your face.  Use your tongue to lick the tip of it … drawing it into your mouth.  It all starts to come back to you now, doesn’t it … all those lessons in cocksucking I’ve given you before.  How to twirl your tongue, suck just enough to make it feel good … how to bob your head up and down … that’s it!  And it’s so sweet, isn’t it … a little messy but hey, sex IS messy, isn’t it?  And just as you dive down for another swallow … you feel it!

That little trickle of precum oozing out of the tip … it’s a little tangy, and the consistency is so watery … but it feels so good to keep sucking, doesn’t it?  How far can you go … How much are you willing to take … can you get down to the creamy center of that cock and finally have that manmilk on your face?

Call me and I’ll get you down the rest of the way …

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

Tease and denial sessions for me are very fun, especially when I can make you last for hours. But sometimes I like to make you last for days. But what about weeks? Do you think you could go that long? How about two weeks?  I bet you would be feeling pretty desperate then. Your cock would be aching for release. You would be dying for just one stroke.  Then I could really have fun with you.

First Things First

Strip!  That’s right, you heard me … I want you naked and with your eyes closed.  And then I want you on the bed, spread open so I can see your entire body … Look at how you throb for me, straining for any type of contact at all … Do you think I’m finally going to let you cum?  The weeks of agonized torment as you strain to please me are finally coming to an end?  Those last few minutes are almost torturous, aren’t they?

Open Your Eyes

Takes a minute, once you open your eyes to adjust to the light and then you see it … I’m not alone. I’ve got a very cute man next to me, also naked. His thick cock is already very hard, much like yours except his doesn’t look nearly as desperate.  Your eyes flick back and forth from his dick to my face, and I can almost savor the nervous shudder that goes through you.

I ask you if you want to finally stroke your dick and you nod eagerly.

“Will you do anything?” I ask. You notice the sinister tone in my voice but you can’t help nodding.

You want to cum so bad.

As the man draws nearer to you, it dawns on you. You are going to be coerced to suck cock. My evil smile confirms it.

“One stroke for one suck.” I say.

Your balls are aching, your dick is hard and you desperately want to come. I must have known that you had some secret cocksucking fantasies.

I always knew you wanted to taste cock.

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

You look cute today in your sissy outfit. I can see your hair and makeup is exactly perfect, just the way you like it. And the way I like it too. But you know what? I want to mess up that outfit. After all, sissies aren’t just supposed to look pretty all the time.

So today I’m going to fuck you up.

Or actually, I’m just going to fuck you.  I’ve got my strap on dildo all ready to go and a slew of strapon fantasies that I can’t wait to share with you.  So many possibilities, so many different strap-ons to use … I almost don’t even know where to begin.  A prissy little gurl like you loves it when I’m gentle and sensual … teasing your body with my light touches and delicate caresses.  You love to imagine yourself as my sissy lesbian lover, don’t you?  I admit, sometimes I like to take things nice and slow but today … no baby …today I’m in the mood for something entirely different.

Just get on your hands and knees.

I want you to wiggle that ass for me. How does it feel, knowing I’m about to screw you so hard that you will be begging me to stop and to keep going in the same breath?  Your cock is hard and you are already trembling. I know I should be nice to sissies like you but today there will be no mercy.  I told you I was in the mood for something a little dark … Sometimes, I just need to remind you that, in the end, a humiliated sissy like you can be fun for a dominating Mistress like me.  I pull down your panties and start playing with your ass, my fingers tracing the outline of your cute little hole. I lube them up and push them in, ignoring your moaning as I go in nice and deep. Wait until you see my cock, little sissy.

There’s no WAY that’s going to fit … is it?

I put the dildo in the harness and sit down next to you. You turn around to see and your eyes widen. The cock isn’t enormously long but it is very, very thick. I know you don’t think that you can fit it inside you. I push your head towards it and you begin to suck it for me. I love seeing that lipstick smear.  Those little tears in your eyes when I thrust too deep … the gagging sounds you make when your lips are stretched too wide … it’s like a symphony to me.  And the orchestra comes when it’s time for that strapon to go in your ass.

Lay down on the bed and spread your legs … Look at how cute you are in that pristine sissy dress with your panties bunched up and your lipstick smeared across your face.  You want to be so prim and proper but I can see your hips grinding already … you want this, little sissy … and I’m going to give it to you …

And that’s what I do. There’s no light strap-on pegging happening here, I shove that cock deep up in that ass of yours and start fucking you hard, grabbing your bra to use as leverage … I know it hurts but even sissies need to learn to take a little pain.

I screw you until I’m satisfied, finishing off by sitting on your face and letting you bring me to orgasm. When I get off you, your makeup is smeared, your panties are ripped and you look like a slutty mess.

Just the way I love you …

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

If you want a phone sex recommendation, why not let the Phone Madame herself help you to decide the best Mistress for your particular fantasy. Visit the cock control blog and let us help you find the perfect mistress, and then have free phone sex with her during the month of November!

Bicurious Sissy Training

Hello there, sissies.  I see you’re still with me for the final installment of my sissy training blogs.  I’m going to go ahead and tell you that this blog post in particular really only applies to one sort of sissy, the bicurious sissy.  You may think I’m limiting myself by discussing a fetish that is only applicable to certain feminization lovers, but bicuriosity is so widespread amongst sissies that I don’t think I’m limiting myself at all.

The First Time

It’s always been my belief that if a man or a sissy expresses interest in trying out bisexual play for the first time, I shouldn’t just go out and find some random dude for him to play with.  It would be both very embarrassing and very rude if he were to panic and try to back out at the last minute.  Of course, I could always coerce him into holding up his end of the bargain, but that’s not really my thing.  I prefer to prepare him through the use of strap on training.

After I have taught my little sissy to suck and fuck cocks of various sizes through strap on training and have determined that he is very much adept at what he does, then and only then am I prepared to let him move on to the next phase of his training.

I have a very good friend who likes to help me break in new sissies.

He has an enormous cock, and he has a thing for virgins, so to speak.  When I bring you to him, I expect you to be nothing but respectful toward him, just as you would be toward me.  You will obey him just as you obey me.  Don’t worry, he will never give you an order that will conflict with my own orders.  We have an understanding, and that’s why we work so well together.

The culmination of all your training will see you on your knees with his big cock in your mouth, sucking it like a good little sissy slut.  He’ll give you a big load of cum to swallow, and then he’ll bend you over and fuck you.  Yes, he can cum several times in a row before he goes soft.

I can’t wait to see you getting your ass opened by a real cock for the very first time.  It’s what all your previous training has been leading up to, after all.  So don’t keep me waiting for it.  Go ahead and give me a call!

If you want a phone sex recommendation, why not let the Phone Madame herself help you to decide the best Mistress for your particular fantasy. Visit the cock control blog and let us help you find the perfect mistress, and then have free phone sex with her during the month of November!

Sissy Training:  Strap On

Hello again, sissy slaves.  Have you been anxiously awaiting the next blog in my feminization and sissy training series?  I’m sure you’ve just been counting down the days until Mistress Ryan’s next blog post, haven’t you?  Well, I won’t keep you waiting any longer.  Without further ado, I give you Mistress Ryan’s Sissy Training School.

Sissy Training 101

If you’re one of those naughty sissies who likes to dress up and be dominated, well, this is the thing for you.  If you’ve been reading my blog or if you’ve spoken to me on the phone, you already know I have a soft spot for boys who enjoy strap on play.  Training a sissy to service me and my rubber cock is just icing on the cake.

I want you to already be dressed in your sissy finery when you call me for strap on training.  That way, we can focus almost entirely on how you will suck and fuck my cock.  Well, except for the part where you tell me what you’re wearing and how sexy you look for me, and I smile and tell you what a slut you are.

Strap On Training 101

Then, you get to get down on your knees and show Mistress how much you know about sucking cock.  The dildo I usually use in my strap on harness looks very realistic.  It has a perfectly formed head and curves slightly upward.  The veins protrude from the shaft, and it’s beautifully shaped.  So show me how you take that cock and suck it.  If you need a little how-to instruction, I will be glad to help.

After you’ve shown me that you can give a good blowjob, then I’m going to put this big dick of mine in a slightly less accessible place.  But I know you–you won’t mind at all.

Penetrating the male psyche

You’ll finally get to do what you’ve wanted to do your whole life:  feel what it’s like to be penetrated.  It won’t just be a physical penetration, either.  It’s a mental penetration because I’ll have worked my way inside your mind in a way that you can’t shake loose of.  It’s also a spiritual penetration because you’ll be laying yourself completely bare in front of me, so that I may use you in whatever way pleases me.

And then, once you’re completely penetrated by me, you’ll be ready for the next episode….

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