Category: Sissy Phone Sex

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.

Happy Birthday Abe Lincoln: Every Girl’s Crazy for a Well Hung Man

Happy Birthday Abraham Lincoln. Sixteenth US President. Freed the slaves, giving all those well hung black men easier access to white pussy. Likely died because some tiny dick white male loser caught his wife getting some big black cock. Big black cock can be quite intimidating to those little inadequate white dicks.  I provide phone sex therapy to men all the time. Help them come to terms with their inadequacies, their short comings. I spoke to one such guy today. He couldn’t seem to understand why his wife has a crush on Lincoln. This perplexes him.

black cock phone sex sex therapyWell, from a female perspective, this is very easy to figure out. First, Lincoln freed the slaves. White women can fuck black men because of what he started.  Second, Lincoln suffered from Marfan Syndrome, which can cause disproportionately long extremities. He was a giant, and rumored to be one of the best hung men in history. Stands to reason with his gigantic height, long legs and arms, that he would have a massive cock as well. He may have even given some slaves a run for their money in the cock department. Third, he was ruler of the United States.  Powerful, in control men are sexy. Why do you think so many presidents get pussy?  What woman would not fantasize about a well hung, compassionate, intelligent man in power?

I’d love the chance to fuck Lincoln. I’m a size queen. But, I also cocksucking phone sex big cocklike open minded, smart men. Lincoln was ahead of his time intellectually. I do believe all men are created equal, except, however, when it comes to cock size!  Bigger cock, working cock is always superior. So if you have a tiny little white dick, you need to call me for some therapy, some cock control. We can decide an appropriate role for you in my history. Sissy? Slave? Cuckold? Panty Boy? Bitch? Cum recycler? Fluffer? Or fuck toy if you got more than 8 thick hard inches.  But let’s be realistic here, men like Lincoln are hard to cum by. I’m sure your wife would much rather fantasize about a dead president, then waste her time fucking your tiny dick, loser. That’s why we have dildos! Mary Todd didn’t need one, but your wife certainly does.

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.

Anal Phone Sex Fantasies

Anal phone sex fantasies with a kinky Sissy Slut like you makes my day. The way I can do ass to mouth with you and you will suck my cock clean. You will learn how to take this big strap-on of mine and you will learn to suck dick. I hope you realize your pathetic dick is actually a fucking CLITORIS. 

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My anal Annie sissy fuck toy is what you have become. Your pathetic useless cock is ignored as you service real cock with your whore lips or taking it with that sluthole stretching wide open. You like that slut? You like having a big fuck hole stretched and gaped making you need more to stuff that hole. Your such a pathetic small dicked Sissy that you fucking cream in those pretty panties while you service all those dicks. 

Do I make you feel worthy? Fuck no, of course I don’t! Your such a pathetic Sissy fag that I can only laugh. Yes, I laugh at you. I laugh with my girlfriends and male pals as I tell them about how pathetic you are. You get fucking turned on having all of us laugh at you? You  really are pathetic aren’t you?

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My Own Private Sissy

sissy phone sex analAs a grown ass woman, well special woman, I don’t ask much for Christmas. But this year, I wanted a sissy. My very own sissy I could dress, humiliate, shame and use.  Not sure why. I think because when I was young, being forced to live as a boy, I was not allowed to play with dolls, and sissies are sort of life size dolls, but better because they can do shit for you. My company here has a site sissy and the girls have so much fun taunting and laughing at her;  I decided I wanted one of my very own. The only thing I asked Santa for this year was a sissy. Sure enough, under my tree was a sissy just for me.

I dressed her as a pretty little sissy shemale helper. It was like she was my private Barbie doll. I dressed her from her pretty red undergarments, to her slutty little Santa dress. Even put a wig on her and did her make-up. She was to be my assistant of sorts. We began with her shaving my body. I like to remain hairless from my head to my toes and everywhere in between. She gladly shaved my legs and all my nooks and crannies.

sissy phone sex tranny dommeShe also cleaned my house, made me lunch, cleaned up the dog crap in the yard… I was in heaven.  Why did I not get a sissy sooner? I played with her on that first day to try her out. Tested her cocksucking skills, rim job ability, and of course had to see what kind of ass pounding she  could handle. She struggled with my cock, it is pretty big, but she understands she is here to do whatever I need. She understands my needs vary from being a sissy maid to a sissy sex slave.

Every day she services me in some capacity. From cooking me dinner, to wiping my ass and everything in between . Her ass still needs some working on. It’s so tight. But daily fucking  and dildo play will loosen that backdoor pussy right up. The best part was now I have a live in pretty toy to take care of my sexual needs. If I want my ass licked, or my balls drained, or I need a tight fuck hole, I have one at my immediate disposal.  My house stays clean, and my cock drained. And, I have the gift of laughter right in front of me too. A sissy is the best gift ever. 

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She Found Him In The Attic

 sissy phone sex melindaWe often get together and laugh at what a little dick her husband has. She always said she wouldn’t cheat so when she needs a good fuck we get together and I fuck her with a big fat 9 inch strap on. but when she found him there the attic, all alone, dressed in a pretty pink baby doll dress with plastic panties and a bonnet, rubbing his pitiful excuse for a cock, she couldn’t believe her eyes. Taking in the scene she saw that  he was surrounded by girls clothes, wigs, makeup and nail polish. He admitted that he loved cross dressing and that he often took her sex toys and shoved them up his ass, pretending it was a sweet pussy just like hers. She said he cried when she began to yell out him, furious that she had been faithful despite his little cock when all the time he was a sissy. I felt so bad listening to her and then something snapped and a look came over her face that sent a chill down my spine. She asked if I would help her. If I would be her accomplice and teach him a lesson. She wanted me to invite the biggest dick I knew over to my house, she would bring her husband and the fun would begin. She would make him dress in that pink dress with the plastic panties and bonnet and make him watch me get fucked while she stood next to him and humiliated him. She would show him what a real man, with a real dick does. And then he would put my strap on around my waist so that he could watch me fuck her like I have for months. She wanted him to know who had been keeping her pussy happy all this time. I have to admit I loved fucking her in front of him, stuffing her pussy full of my strap on and making her cum over and over again making her scream and claw my back. Something I knew he could never do for her. From here on out his name is no longer Bret, he will forever be known as Priscilla.

I will own your whole pathetic life!

blackmail phone sexI am not an easy woman to worship but I am well worth the effort. Believe me, you will treasure every moment spent with me, even the painful ones. I can’t wait to make you tell me everything about yourself, even those private thoughts you’ve been keeping secret for years. I will unearth every single skeleton in your closet and once I do pet, your life will be forever changed. I will own you completely then, you will have to do whatever I ask you to do. Unless of course, you want me to expose all of your dirty little secrets. You will be putty in my hands because you know you will lose it all if you are outed. Even though we both know that being outed is exactly what you want most! Are you ready to give up control and belong to a woman like me?