Category: Sissy Training Phone Sex

Sissy strap-on phone sex humiliation

Your just craving that big hard cock that I control you with, and your pathetic little dick just throbs for it. You will call me up and whimper to me how pathetic you are. You then beg me to make you my little bitch and berate you about your patheticness.

strap-on phone sexWhat’s the matter little man, have I tweaked a nerve? Awe, I just wanna dress you up in slutty lingerie and walk you like my pet. My sweet little girly man wishes to be exposed and publicly humiliated. Well, your going to be too excited to make it out the door of the hotel room. I will have to invite a couple friends and fire up a web cam and broadcast your puny ass to everyone that visits the site.

I know that just excites you even more doesn’t it? Your need to become humiliated by a true Queen Bitch just overwhelms you. Submit to me. I promise you will be degraded to the pathetic little dicked man you are. small cock humiliation phone sex

Goddess Brooklyn Uses Sissy Strap-on Phone Sex Humiliation to Break a Bitch

strap-on phone sex sissy trainerAre you looking for strap-on phone sex? If your wife wont peg you, don’t fret, I am happy to bend your ass over and give you a good hard ass fucking. I use a strap-on for many reasons. Sometimes, I need to dominate a man; make him my bitch. Guys can be so disobedient sometimes, but I find a good hard fuck in the ass whips them into submission. Sometimes I want to milk a prostate. I can use strap-on to pet a guy’s little walnut shape gland that will drain his balls completely, essentially rendering him powerless over me. The male G-spot is in his ass, and I discovered that I can hit that panic button without getting my hands dirty with strap-on sex.

sissy phone sex strap on playI can also fuck a bitch with my “cock,” which is always preferable to tiny dicks. A strap-on always delivers when your clitty stick can’t. And if you have a baby dick, well then you could use some sissy strap-on phone sex humiliation to  remind you that you’re  not a man. Bend over, spread your back door pussy cheeks and take a real dick up your pansy ass. That’s right my rubber dick is more of a cock than that baby wiener shriveled up between your legs. I  will enjoy pounding your sissy ass while hurling insults at you. That’s how I break a sissy: assault your pussy repeatedly so you understand who is boss, and that even I am more of a man than you are.

sissy training phone sex mistressOnce I have broke you in physically, I need to break you mentally.  I will cross dress you. Spit in your mouth. I will pierce any body part I want because it’s my body now.  I will call you cunt, slut, bitch, whore, sissy, pussy boy, shit eater, cock lover, cum dump, fag…you get the picture. I will use you as a footstool. You will serve me dinner. You will be my toilet paper. I will piss on you to mark my turf. I will take you shopping for frilly under things. I will pimp you out to my girlfriends and you will do whatever disgusting thing they want. I will use you as an ashtray. I will film you getting my strap-on up your backdoor pussy then cleaning it off with your sissy mouth and post it on the web for everyone to laugh at you too. I will stick a hot sauce covered  tampon up your pussy to remind you that you are a sissy fag. And once I have had my way with that sissy ass, broke it in to my liking, I will let the real boys fuck your back door too and fill it will cum.

You are a sissy. Bend over now and submit to my cock. Your backdoor pussy belongs to me now sissy.

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Sissy Phone Sex + Sissy strap-on phone sex humiliation

sissy phone sexSissy strap-on phone sex humiliation is just what a little bitch like you needs and I am sure you agree. You have a tiny little wannabe dick, really it’s more of a clit than anything, you certainly could never satisfy a woman with it. All you are good for is being my whore, you will not only watch me fuck real men but you will be fucking them yourself! You will start by sucking dick, lots of dick and don’t you dare bitch about it either because that will just make your punishment harder. Then we will move on to popping your cherry, your tight lil man pussy won’t know what hit it! But don’t worry, I will be using a big strap on cock for that job, I will be the one to take your virginity before any man does but once you see the size of my huge rubber dick you may wish for a man instead. Doesn’t matter though, you are my slave to do with as I wish and you better get used to it now.

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Humiliation Phone Sex with Monika

Sissy for Rent!

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I found a sissy for rent and I am so fucking excited. 

Yeah she is older, but I love her pink bunny outfit. I love watching her chubby body walk around in a bright pink outfit. Her profile picture made me giggle. Nose ring piggy! I am going to make her wear her pink bunny outfit like the whore that she is. But she will also be my big piggy. I want the nose ring in so I can put a leash on her. I plan on taking her to store for shopping, even to the grocery store.

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I want everyone to know to that she is my bitch. She will do whatever I say when I want her to. If I get tired while shopping and spending my sissy’s money I have a portable chair in her. My sissy will get on all fours and I’ll sit on her back till I’m rested. That is what a sissy is for. To be humiliated out in public. To be my personal bitch. To do everything I say. I am so excited to have my sissy for a day. After we go shopping and spend our day out we will get home and she will be my slave there.

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I am having a few of my girlfriends over for the night to mess with my little piggy slave. She will serve us drinks and our food. I think I’ll make her be our dinner table as well. I want her in heels and pantyhose the entire day and night. I am excited to have this piggy sissy all day. 

Put on Your Panties, Sissy School is in Session

sissy phone sex sissy trainerNot a day goes by that some loser with an inch worm doesn’t call me to fuck. Let me make myself perfectly clear. I don’t fuck short stacks. I am not submissive. I don’t give a fuck that you are paying $2 a minute to speak with me. We have bios for a reason. Not my problem you can’t fucking read. Never assume that because you are paying for a service that means I will do whatever YOU want.  If YOU are not a real man, packing real heat, YOU don’t matter. I will take your money and deny you the right to cum. Why? Because you don’t deserve to cum. Speaking with me is a privilege, not a right. You are not paying to get off, you are giving me a tribute for being subjected to your worthless ass. Men with dicks can call the shots. Girls with clits cannot.

In fact, if you are just a loser with a nub, then you need to visit my pink room. This is where I transform you from a delusional man who thinks he can please women with his tootsie roll reject to an obedient sissy girl who knows her place and can’t wait to serve a capricious Mistress and her army of studs. I will break you, train you, dress you, humiliate you, shame you, abuse you, then pimp you out as I see fit.

So now that we are clear about how this works, go put on your big girl panties and call me. You are just a phone call away from being the sissy slave you were always meant to be.  Sissy school is in session.

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Sissy phone sex cockwhore sissy likes kinky

Sissy phone sex cockwhore sissy slut likes it kinky. I will use some erotic hypnosis phone sex techniques in the realm of fantasy phone sex sessions to lead you into that forbidden zone. You’re always fixated on how it would be to dress as a sissy slut and suck cock. Let’s see how sissified you can get.

You are such a girly boy and these pretty panties are just perfect for that sweet clitty of yours to be tucked in. Get those balls pushed up and that clitty situated in these sweet things and then we will continue with some stockings, or maybe your a hose kinda girrrl? I bet you will look really sweet in a pink baby doll negligee, don’t you think so?

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We have you in some nice pretties now let me see what I have to accentuate those dick sucking lips of yours. These lips are so ready for cocksucking now, so juicy and pink!  What’s that? You want me to videotape your lips wrapped around a big juicy black dick? Well, you need not ask me twice! 

Well, your good and ready now so let’s go! Don’t be afraid of going out in public sissy! You’re going to be the party favor for a poker game at the state penitentiary. Yes, you heard me right, I have ten guards ready to get serviced by a good sissy, and if you’re really good…

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Well, well, you did a good job draining all those big black dicks with your slutty lips. Now, for the real fun! We have a special treat for you. Now be a good girl and follow us back into the cell block. Yeah, there are some mean mother fucks back here and they were promised a sweet thing in pink with a tight fuckhole to penetrate with their huge black gangster cocks. They were also promised some moist fat lips to fuck also, so let me inject those slut lips with some saline to make them good and fat. Great! Your going to be a real treat for these convicts!

 

Sissies never listen

sissy phone sexYou really are a little bitch aren’t you? All you ever do is whine and moan and complain about the chores I give you to do. Since you always say that you want to be owned by me and do whatever I ask, you need to actually follow through on that, don’t you think? Sadly you are way too weak willed to be a good boy for long and that is why I will now have to punish you.

You will remove all of your “man clothes” and stand before me naked, why should I continue to allow you to pretend to be something you are not? You are no man and you know it as well as I do! I will make you strip away any masculinity that you have left, you will wax off all of that nasty body hair and put on a nice long, very feminine wig.

Then I will choose your outfit and believe me, it will be a very slutty one! I’m thinking black lace bra and panties with a matching garter belt and fishnet thigh highs, over that will be a skintight bright red dress and to finish off the look, you will have 6 inch red stilettos. Once I finish your makeup, you will be all ready for your punishment.

I am going to take you to a club downtown where you will be the evening’s entertainment, I am going to make you suck and fuck every single man or woman in that club. You will be fucked until you are raw and broken and every single inch of you is covered in cum.

Only when you are completely broken and humiliated will I allow you to leave, and even then your humiliation is not over! You will have to do the walk of shame all the way home, with your torn stockings and hair a mess. Everyone will see the cum dripping down your thighs and they will all know that you are nothing more than a little sissy slut.

Sissy Milking Phone Sex Equals Cock Control

cock control mistress big titsI don’t know a lot of things but I do know size matters and men who lack size require cock control. Cuckold or sissy, both benefit from regular prostate milking. It is a wonderful form of cock control. I have a sissy or two that can’t stop masturbating. Cannot stop themselves from rubbing their pathetic nubs. One would think that with something so small, some self control could be established. But I have discovered the smaller the equipment, the more I need to insist on some sissy milking phone sex to keep them in line.

My system is simple. She gets milked on a regular basis. For me, that is no less than twice a week  with 3 days in between. Some require more frequent milking, but none can be good sissies on less. When milking her, sissy needs to assume the posture of being on all fours. If my sissy wears a chastity device then she needs a prostate stimulated milking. If can be trusted without the chastity device, then a hand simulated milking can be performed. Large rubber kitchen gloves should be used so that the experience is as dry and as unexciting as possible. Arousal is not the objective here. Control is the objective. The sissy needs to be drained to prevent the urge to masturbate like a horny school boy. Sissy needs to understand that masturbation is a privilege not a right. To add a layer of humiliation to the milking process, I make my sissies catch their semen. I prefer emptying out the ejaculate into an ice cube so that it can be frozen for future purposes. I like to feed my sissies their frozen milk when they have been naughty or disobedient.

sissy milking phone sex prostate milkingIf you are MY sissy, you need to be milked regularly until we establish some trust. A sissy’s trust is never given, but earned. But trust me, with regular milking, MY sissies learn cock control.

Sissy Phone Sex with Vinny: Turning Tiny Dick Losers into Black Cock Sissy Faggots

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I have this special friend. I’m just going to call her Paulina because she has a clit stick, nothing masculine about her, so why have a male name? She actually thought she could fuck me. I mean really? Poor delusional girl. I fuck big black cock. No way a woman goes from being stuffed and stretched to asking, “are you in yet?” I explained to Paulina very clearly that her only role in my life would be as a sissy black cock faggot. I invited her over to assist in one of my black cock bukkake parties. Dressed like the girl she is of course. Frilly pink panties, a matching dress and cute little Mary Jane shoes.

“Just because you can’t use your clitty, doesn’t mean you can’t put your mouth and backdoor pussy to work for me,” I explained to my new sissy. Black men LOVE a white sissy, regardless if said sissy loves them. My black lovers enjoy breaking in all my new sissies. I forced Paulina to get on her knees and suck those dicks. She struggled. I mean I guess I could understand, they were all over 12 inches and very thick. I just gave her a little help. I shoved her head down on those black pythons. She gagged, gurgled, even started to choke, but she worked through it.  Her little sissy lips looked so pretty stretched around black cock. Just like yours will too.

black cock phone sex forced bisexuality I love a sissy who doesn’t give up at a challenge. So I rewarded her with a special treat. After I had about 10 thick large loads of black sperm in my pussy, I gave her a creampie to eat. One of my BBC lovers, shoved her head deep between my legs to ensure she did not miss a drop. Of course her backdoor pussy looked so pretty up in the air just ripe for the taking, so my studs broke her in more thoroughly. She squealed like a pig at first, but I muffled her screams with my cum soaked cunt.  This was a good introduction to being a black cock sissy faggot. She did well, but has much more to learn. But at least now she knows the difference between a real man and a sissy now.

If you have a tiny white dick, don’t think for a moment a black cock loving whore like me will do anything other than turn you into the black cock loving sissy faggot you were born to be.

Put on a Pair of Panties Loser, Boxers are for Real Men

cuckolding phone sex MILF legsHey loser. Yes, I am talking to you with the itty bitty clitty where a cock should be. What the fuck are you doing wearing boxers? Your pin dick is swimming in them.  Burn all your manly underwear now. You are not a man. You need to be wearing pretty panties. Something in a feminine color like pink, yellow or purple. Don’t have any? Borrow some from the woman in your life who is not fucking you because of your shrinky dick. Maybe when you slip on a pair of her panties you will realize she has been fucking a real man for awhile now. If her panties smell of sex and are extra crusty, then you got your answer. I’m sure you knew already. I mean if she isn’t fucking you,  she is fucking someone. Maybe a guy at the gym. Maybe your her stepson? Neighbor? Your best friend? A coworker?

Your best bet is to tell her you know she is getting some real cock. Praise her for getting what she needs and ask to watch. The only way you are getting any pussy is after a real man has fucked it first. You can clean that pussy up. Hope you like cream pie. That’s the only pussy you are ever going to get. Well fucked leftovers. Face it you are not a man. Your woman needs a man. So, make your life easier, get yourself some panties and tell your wife you are ready to be her cuckold. Call me, and be ready to be my bitch. I’ll help you come to terms with your new lifestyle.