Category: Humiliation Phone Sex

Small Cock Humiliation Phone Sex

Small Cock Humiliation Phone Sex

I love Small Cock Humiliation Phone Sex. Making fun of a man because his cock is so small makes my pussy wet. I will compare you to big thick black cocks. I want you to hold those big thick cocks next to yours and tell me how heavy they are! Compare how thick they are to your tiny pencil dick. Listen to me laugh at you as your tiny cock starts to get hard. Look at how tiny you are compared to those thick black cocks when they are soft! Now get down on your knees. You need to know what it is like to suck a big thick cock. Your dick is so small you should wear nothing but women’s panties. Get down on your knees and beg to touch those big thick cocks. Feel how thick those cocks are as you grab them. Take the heads of those cocks and rub them around your lips. Beg to suck their massive cocks. Beg to feel those cocks throb in your mouth. Milk those balls until they empty all over your face!

RolePlay Phone Sex with a Submissive Phone Sex Slut

roleplay phone sexRoleplay phone sex can be so much fun. You get to be creative and pretend to be anything you want. Today I got to play patient doctor. Of course my doctor was a gynecologist. When I put my legs in the stirrups, the doctor asked me all sorts of embarrassing questions. Wanted to know why my pussy and asshole were gapping open? Was I a whore for a living? Did I let just anyone fuck me? He rammed fingers up my pussy to give me an exam but it felt like he was trying to hurt me. Before long, his entire fist was up my cunt and he was calling me a stupid cunt and a whore. Informed me that if I didn’t care what went in my pussy, neither did he. He made me rub my clit as his fist went in and out of my pussy. Of course he called me all sorts of degrading names while he did it. Honestly, made my pussy squirt, but nothing like when he fisted my ass. It hurt so bad, yet it turned me on so much. After he had my ass gaping open like a cavern, he pissed up inside it he said to clean it out. I don’t know what is wrong with me. I was so turned on. Oh, that’s right I am a submissive whore. My pain is your pleasure and mine.

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It’s time for sissy training phone sex!

sissy training phone sexIt’s my favorite time now! Sissy training phone sex time! I know it’s your favorite time too…isn’t it sissy? It’s time to learn what it’s really like to be a girl! No backing out now that you have Mistress Adriana controlling you, you’re all mine to turn into the sissy fairy faggot you’ve always yearned to be. Don’t be foolish to think it’s all about makeup and dresses…no it’s not just smooth legs and long hair. It’s more than that sissy! It requires lots and lots of cocksucking, you have to learn to be a professional deepthroater. A total whore! And your ass…well you better get that ready too because sissy training 101 depends on you being able to take dick after dick in your ass until you’re gaping wide and your raw but still begging for more. You said you wanted to be a girl remember sissy? Soon the final part of your training will be cumming your way filling your throat and mouth up for this one! Are you ready to be an official sissy?!

Sissy Phone Sex with My Pet

adult phone chat parisI love this big house you bought me. Go get your leash! We are going on a walk around the house. Draining your wallet gives me great joy. Your pink collar is so cute. Don’t you love how I spend your savings? Tell me what a little fucking bitch you are. You enjoy this, don’t you? Come on! It is time for your feeding. Crawl over to your bowl. Do you like them? They are clearly label “Water” and “Food”. I know how fucking stupid you are so I wanted it to be made clear. I gave you some water. For food, you can have my leftovers from last night. You are not worth cooking for. Better eat it all or you will be punished. Now get down and clean my shoe gratefully. That’s right. Make my shoes shine. You are so worthless. I should not even let you touch me. Consider yourself lucky, my little pet.
Tell me what you are. That’s right; you are quite the little slut. At least you are a loyal pet. You left your wife for me. Let me have control of your bank account. You are so cute. I love using your savings to buy new gear for my little pet. Guess what I got you today? I went out and bought you a crate! I know it is small but I think we can squeeze you in here. From now on when you are not cleaning or servicing me, you will be in your crate. Now I do not want to hear a whimper out of you! Get in your crate and if you are good, maybe in the morning, I will let you clean my pussy from the guys who fuck me hard tonight. Maybe I will call over your wife’s new boyfriend.

She was a good little sissy

sissy phone sexMy faggot fairy princess pleased me very much recently! He dressed all up for me; he wore the most adorable pink dress. All frilly, and girly just like the little princess bitch he is! I know this had to be the most humiliating thing he had ever done, but I’ve got the pictures to prove it! Like the little sissy boy he is, he walked around all day dressed up like a fairy princess, even with a sign to match. This made me laugh and laugh and laugh. He looked ridiculous – and I know he was beyond embarrassed and the reactions he received from other people were simply priceless! Oh how I love a sissy that will do anything I tell them to do… those one’s are the most fun. They are also the ones that I know get off more because when you listen to this Mistress I somehow make all your naughty dreams come true…just like him. I’m sure he shit himself during this whole thing, as he pranced about in the most public places like sears and the mall! Everyone was staring – what is this grown man doing dressed like a girl? A fairy faggot princess at that? Mothers covered their brat’s eyes, and men looked like they wanted to beat his ass – but everyone laughed. How could they not? How pathetic are you?! Best of all besides probably shitting himself he came several times throughout the day because even though he was completely humiliated he got to wear the clothes he wanted and transform into the sissy boy he is not so deep inside. But of course I didn’t let him clean this cum up till later so he had to deal with walking around with cum running down his leg all day! Ha! It was priceless…now I have to think of what to make him do next…

MILF Phone Sex Fun

MILF phone sex SheilaMILF phone sex is my favorite. I think because I know you young men are eager to please and easily taught just how to pleasure a woman. You need to understand something about women. No two chicks get off the same way. We all have different kinks and fetishes. We all have different erogenous zones. I am a very anal woman for example. Not every guy knows to rim my pretty puckered ass or to slide a finger up my backdoor as he is eating me out. Men my age think they know how to please a woman. Just because they made one woman cream her panties in 1990, they think all women cum the same way. Last night, I hooked up with a man my age who couldn’t find my clit with a map. I was so frustrated. But right as I was about to leave, his teen son showed up. He recognized the look of dissatisfaction on my face. He looked at his daddy and said, “Watch the real man please a woman.” I just about creamed my panties right there.

It was so sexy seeing a son put his daddy in his place. He had me sit back down where I was and spread my legs wide. He then buried his face between my juicy thighs and licked me up and down. He licked my taint. He tongue fucked my asshole. He lapped at my pussy like it was a melting ice cream cone. Didn’t take me long to squirt all over his face. He knew what he was doing between my legs. I didn’t even have to teach him. Either he is getting lucky with mommy cuz daddy can’t fuck his way out of a paper bag or he has some Mrs. Robinson in his life who has shown him the ropes. Either way, I was one satisfied MILF. Poor daddy needs to stay on the porch with the little dogs, cuz clearly his son is the big dog in that family.

You only get humiliation in our texting sessions!

humiliation phone sexIf you want to have a texting session with me you know there is only one kind I do! I only humiliate you, degrade you, I only do humiliation texting sessions. You can do one of a few things, be told how pathetic you are – or be told exactly what to do to yourself. Weights on your balls, dildo in your ass. All control is mine. Perhaps you want me to laugh at you and the size of your thing you call a dick. You know you’re lucky enough to be talking to me and in my presence when I could be being fucking rammed by a real man with a real fat cock…and meanwhile I am entertaining a cucky like you. A lil pathetic wannabe. Or if you’re not all those things, I know exactly what kind of humiliation texting session you need. You need to be dressed up, a frilly skirt and heels. Panties. Hair extensions. The whole works…but if you wanna be a sissy then you must know you will be treated like one! Cock in your ass and mouth JUST how you like it!

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Shopping for a sissy bitch

adult phone chat parisGet in! We’re going shopping. I know you’ve been stealing things from my closet so it’s time to dress you up. We’re going to find the cutest clothes for my pet sissy. The mall is wonderful places to take you that way you get wear the clothes around. I want to stop at the fetish store to get a cute little collar for you. It’s going to have shiny gems and adore the name “BITCH” in the middle. Everyone is going to know you belong to me and you love dressing up for me! You love knowing what a little faggot you are, don’t you?
I can’t wait to pick out some pink little miniskirts for you. Oh! Victoria Secret has the best bras. You’re going to love it. We are going to need to get you fitted by a sales lady. Aw, babe. Don’t be embarrassed. You need to be proud that you’re my little sissy bitch. It’s not your fault you have a small clit and love to dress up. Do not worry, by the time we are done, everyone in town will know exactly what you are. My pathetic little clitty pet!

Cuckolding Phone Sex with a MILF, a Sexy Therapist and a Phone Sex Cockwhore Sissy

cuckolding phone sex Cuckolding phone sex is all my husband gets. I allow him to make the occasional call to a phone sex therapist such as Dr. G. She is a hot mature woman like myself who understands size matters. After a few phone therapy sessions with the lovely Dr. G, my husband seemed like a new man. He seemed t o have accepted his place as my black cock fluffer. I asked him about his therapy sessions and he informed me he is Dr. G’s phone sex cockwhore sissy. I wanted to meet his therapist. I have been trying for decades to make him a willing fluffer and sissy boy, but he has always fought me, resisted my demands for him to watch me get fucked by black men. I called up Dr. G, invited her over for some in home marriage counseling.

phone sex cockwhore sissyHoly smokes she was hot. I could see any man bowing to her whim, even a few women. She was on my side. She agreed that my 2 inch dick loser husband was not worthy to fuck me or any woman for that matter. When he saw two hot cock size queens together, he regressed and tried to fuck us. Dr. G and I both laughed, but she punished him with some tease and denial. She explained to him that the only thing that should ever cross his mind was how to be the best black cock sissy around for his wife. What pleases me is watching him suck big black cock and prancing around in a sissy maid outfit licking cum off the floor; not to mention sucking it out of my fuck holes.

humiliation phone sexDr. G informed him she was caging his little dick, which she did right in front of me. As part of his punishment for attempting to fuck me with a loser dick, she started caressing my big tits and playing with my wet pussy. Not sure what made me wetter: her hot body or my husband’s humiliation. His little clitty was hard and feeling the punishment of the chastity belt as his wife fucked his therapist with a strap on. Dr. G and I played for hours clit stick teasing my loser husband until he couldn’t take the pain anymore and promised me in front of her that he will never think about fucking hot women again. He promised to live his life as a sissy maid to get released from his cage. Dr. G was not quick to pronounce my worthless husband cured, however. She suggested long term therapy sessions for us both to make sure he is the best black cock fluffer and sissy maid his hot wife needs.

 

All I want for Christmas is…

sissy phone sexAll I want for Christmas is… hmm, well I just can’t pick! I want everything duh! All you lil pay piggies better get to shopping now if you wanna make me happy! A queen like me deserves to be spoiled by all you little sissy fucks that have nothing better to do anyway. I need a sissy that is going to spoil me rotten with gifts not only for Christmas but for every day and month of the year. It’s not a steep price for the humiliation I will be bestowing upon you and of course the fun I will have dressing you up as my special little girly princess! If you want me to turn your sissy ass into a pretty girl then you’ve got to start treating your queen right! Might as well start with the gifts… because all I want for Christmas is a sissy to tease, a sissy to dress up and a sissy that will spoil me as I clearly deserve. If you meet all those qualifications then YES you are worth my time! If you don’t, move along… I only accept real sissy applications. When you call me let me know you’re ready to spoil me and have your ass stretched… and I’ll know you’re worth my time!

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