Category Archive: Sissy humiliation phone sex

My grandson is in so much trouble!

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April 22, 2016

by Phone chat numbers slut

My grandson is in so much trouble right now! I just walked in on him in my closet trying on my lingerie and rubbing his little dickie all over everything! Some of that stuff is very expensive and dry clean only and now it has his jizz all over it! I was so mad that I rubbed his nose in it like he was a dog and then I pulled that little brat over my knees and paddled him until his little ass was bright red and my arm was too tired to continue. Then I made him go stand in the corner while I figured out his punishment. I decided that since he was already all dressed up, I may as well humiliate his little ass… so I invited the whole family over so they could see what a little bitch he was. You should have seen their faces when they saw the little bitch, they laughed and laughed and then we all took turns fucking him raw. Next time he better stay out of granny’s stuff!

Sweet & Sexy Bernadette

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You got caught up in phone sex blackmail

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April 15, 2016

by Phone chat numbers slut

Awwwhhh poor little cucky, you got all caught up in some phone sex blackmail didn’t you? It’s your own damn fault though, you gave me the information, you sent me the pictures, you gave me access to all of your secrets and straight up begged me to blackmail you! What did you think was going to happen? Did you really think that I was going to ignore all that info you handed me on a silver platter?? No cucky, I did exactly what you wanted and just because it suddenly got too real for you doesn’t mean that I am going to stop now! I will never stop! I OWN you now! You will do whatever I want whenever I want it done or you will be outed as the pathetic little dick loser that you are! I can tell your boss about all the non work related stuff you do on company time, or maybe I will tell your wife about your secret lingerie stash, or maybe send them both those pictures of you wearing that lingerie. Hmmm the possibilities really are endless, I can end you anytime I want to cucky so if you are smart at all, you will do as I say!

Vivacious Valerie

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My sissy grandson is such a fairy faggot!

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April 8, 2016

by Phone chat numbers slut

This morning I had to teach my young grandson a lesson that I hope he will never forget. You see, I caught him in my closet, he was completely naked and was touching and rubbing against all of my clothes. The little shit was trying stuff on and he had even gotten into my makeup and had his face all painted up like a clown, it was ridiculous! I was pissed because he was making a mess of everything in my closet so I decided to make very sure that he wouldn’t be doing this again! First thing I did was grab him by the arm and pull him across my lap for a good old fashioned spanking, he didn’t like me smacking his bare ass but that didn’t stop me from paddling it raw! Then I made him dress up like a girl and I even fixed his makeup, if he wanted to pretend to be a girl, I was gonna show him what being a girl is all about! I took him to the nearest glory hole and put him right to work, and I made quite sure that his little boycunt got just as much action as his pretty little mouth did too. Hopefully I have cured him of his crossdressing fantasies but if not now I have a new way to make some money huh?

Sweet & Sexy Bernadette

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Tags: Grandma Phone Sex, grandma sex blog, Granny Phone Chat, phonesex, sissy humiliation phone sex, sissy phone chat

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Call Mama on the phone chat lines for hot talk.

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April 6, 2016

by Phone chat numbers slut

I’ll tease you, then please you. Spank you, then comfort you. You’ll never know what to expect from this sissy-loving mommy. I can be a bit bi-polar. My moods swing quickly and I can go from sweet to cruel within seconds. Better mind your manners and do as I tell you. My bare hand on your tender ass makes me wet. My strap-on inside your ass makes me even wetter. Which one does my boy deserve?

I believe that all boys need a Mommy’s love but they also need discipline. What have you been doing that needs punishment? You’ve been touching that nasty little cock, haven’t you? And stealing things from my closet to play dress-up. I found one of my vibrators under your bed when I was cleaning. Have you been stuffing it in your boy-pussy? Come tell Mommy the truth and I will help you with your needs. Lie to me and face the consequences. Which will it be?

Cock teasing Helen

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Mature Phone Chat About Little Dicks

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March 21, 2016

by Phone chat numbers slut

Mature phone chat includes many subjects ranging from mommy sex calls to a variety of fetishes that only a mature woman understands. I’m a hot MILF who enjoys fucking. The older I have become, the more accepting I have become of a wide variety of fetishes. Although I enjoy cuckolding, I am not accepting of little dicks. Luckily, I don’t have to be. A sexy momma like me, built like a brick house, doesn’t have to actually fuck little dicks. Men try all the time, but get shut down. My years have made me wise. I have a strict no little dicks policy. Just like those signs that say you must be so tall to ride this ride at amusement parks; I have a ruler that says you must be this long to fuck my pussy. So when a man falls short, he sits in the corner and waits for me to usher in a real man to do the job. I fucked a stud with 11 inches last night in front of my husband because he is not long enough to give this pussy the kind of ride it needs. He has never been long enough for this amusement ride.

MILF Sheila

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Phone Chat Numbers with Felecia

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March 4, 2016

by Phone chat numbers slut

Sissy humiliation is my favorite. I love watching a weak man dressed up as a woman. Humiliation is so easy to do when you have a married man with a dirty secret. Your wife runs your house, you have no say and after a while you have become broken. I will fix you, make you the woman you should have been. Look at your tiny cock! No wonder you have no power. I will have your tiny shaved cock in a cage while you wear this sexy red thong. I have seen clits bigger than your cock, you won’t be needed it with me. I need a sissy who is going to do as I say. You will be rewarded for being a good sissy whore, as long as you do everything I say. Thank me for humiliating you, making you walk around in public in your full sissy clothes. Show off your sissy body, show them your tiny cock. Beg them to humiliate you in-front of me. Once we get home you may touch yourself, but you have to beg to squirt out your tiny load.

Felecia

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Sissy Training with a Tramp

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December 11, 2015

by Phone chat numbers slut

I’m a white trash whore, the kind you don’t take home to mama. I’m dirty and skanky and I’ll fuck anyone for a buck. Call my phone chat lines and let’s talk. I do those things that the other girls won’t. You know, I’m a regular human outhouse. Normal men won’t touch me with someone else’s dick. Sissies are another story. They want a filthy mommy to help them. They want to be just like me, a cum dumpster who loves cock and can never get enough. My sissy training consists of dress-up, cocksucking lessons, and real life experience at the local truckstop. Truckers love little sissies with their frilly panties and tight little boy-pussies that beg to be fucked. Do you need my expertise to help you become the slutty girl of your dreams?

Trashy MILF Aurora

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Mature Phone Chat with a Sexy Live Chat Slut

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September 30, 2015

by Phone chat numbers slut

Mature phone chat with this sexy live chat slut is anything goes. I love all sorts of kinks and fetishes. My favorite is sissy humiliation phone sex, however. Does that make your little clitty hard? I bet it does. Now if you are wearing men’s boxers, look down. I bet you are swimming in them aren’t you? A sissy dick gets lost in men’s underwear. The solution? Pretty pink panties. If you can’t steal a pair, you can purchase mine or we can shop online for the perfect pair for your pansy ass. And it wont stop there. I love to feminize my sissies from their toes to the tops of their fairy heads.French maid outfits are my favorite. You need to be dressed appropriately when you clean my house and my pussy. You see when you are cleaning my house, I’m fucking the real men. Getting filled up with man seed to feed you with. I will take you from being a tiny dick loser to my private sissy bitch. I will give you a purpose. Are you up for the challenge?

Farah

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Mature Phone Chat on My Chat Line Phone Numbers

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September 16, 2015

by Phone chat numbers slut

Mature phone chat is what you get when you call my chat line phone numbers. I do not giggle. I don’t just moan. I don’t make you do all the work. With age comes experience. I am well versed on a variety of kinks and fetishes that young girls just have no clue about. Case in point. I got a call today from a guy with a two inch dick. This poor fool thought I would fuck him with a clit stick because silly school girls are too young and dumb to know size matters.

If you have a nice cock, a man sized cock, you will get a much different phone sex experience. If you call a hot mature woman, we know that not every dick deserves the same cookie cutter phone bone experience. Big cocks get sucked and fucked. Little dicks get teased and denied. If you call me with a small little click stick, then sissy humiliation phone sex is more likely what you will receive. Look at me? Do I look like I give mercy fucks? Do I look like I give a fuck if you are paying me? Standards. Mature live phone whores have them. Little coed phone sluts are not seasoned enough to know not all cocks deserve the same phone sex experience.

So my caller today got to experience a much different phone call than accustomed too. I dressed him like the pansy ass loser he is in pink panties and shamed him for his little dick. I had him put a dildo up his ass while my girl friends laughed at his sissy clit. He never came harder. Deep down inside tiny dick guys know they don’t measure up. They know they don’t deserve to fuck a hot woman. But they need to call the phone chat numbers of hot MILFS who know exactly what they need.

Farah

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Small Cock Humiliation Phone Sex

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August 11, 2015

by Phone chat numbers slut

How do you do it? If I was a man and my dick was that tiny I wouldn’t even tell people I was a man. I would never show anyone my tiny cock. Its like a big clit! Your cock is so fucking tiny you worthless cunt. And you think I am going to fuck you? NO! I will laugh at you as you rub your tiny cock until you cum. Then I’ll sit there and watch your tiny dick shrink up into your body after you blew your tiny little cum load. I fucking spit more than that worthless tiny cum load. No wonder why you have to pay a woman money to even look at your cock. Have you ever made a woman cum? I fucking doubt it!

Cock Whore Monika

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