Tag: humiliation phone sex

Royal Roleplay

Forced Sissy Training

It shouldn’t be rocket science, even for a little sissy fuck cuck like you darling. What I want is your complete and total submission. I am the Queen of the sissy trainers, because a little fucking roleplay is erotic and hot. You know I’m right, so submit to me and join my faggot boys in their complete and total worship of me.
I need you to dress the part. You’re a Duchess now, so don’t be dumb. No, you can’t play with your clitty right now little girl. Leave it in it’s cage. Come put on your panties, and stockings, and heels. Get into a lovely gown. It’s time to entertain the entire court. You know I love it when you and your sissy slave sisters suck off my guests for everyone to see. How humiliating, isn’t it darling? And yet you love every second of it.
I want to see you beg these esteemed gentlemen to strip them of their trousers, and their undergarments. We all want to see you sweet sissy princess pets slobber on their man meat. Give us a real show, and choke those Royal Cocks down your duchess throats. I want those oral fuckholes of yours getting pounded and filled up by hot cum. What are you waiting for? Everyone loves a little historical fucking fiction.

BBC Sissy Trainer

My Sissies Love To Suck Cock

mistress phone sex

Today was a fun day. I set up a playdate with my sorry ass short dick husband and my favorite flaming sissy. I dressed them all pretty in princess dresses and tiaras and panties and little mary jane shoes. They looked gorgeous. Of course, I didn’t forget that shiny pink lip glass that always sets them apart and makes their little clitties leak. Then the guest of honor arrived, with a friend. The sissies were practically dancing at the outlines of those big cocks under their pants. Not to keep them waiting I let them pull down their sweatpants ad take a look at those beasts. On their knees they went and started to suck the big thick balls and long hard cocks like fiends. I just laughed as I watched the wet spots appear. They sucked and stroked until those cocks were full of veins and pre-cum was leaking from the heads. I got on the bed and waited for those sissies to guide those cocks inside me. One deep inside my juicy wet cunt and the other inside my tight little asshole. They watched as those massive dicks fucked me hard and filled me with their warm yummy cum. With their tongues practically wagging they licked their cocks clean and then sucked all the cum from my pussy and ass. Then I let them sit side by side and we watched as they jerked each other off. We laughed at those tiny cocks with those little loads leaving little more than droplets on their hands.

BBC Sissy Trainer thoughts On Hardcore vs erotic Training

BBC Sissy TrainerYou need to be ass fucked by ten giant BBC? As a BBC sissy trainer I understand your big black cock lust, but damn! I love being fucked by that extra large and in charge cock just like anyone else. I see your comment, but do you know that will leave you on the ground crying and bloody. That is such a big feat for a man just starting out in the sissy world! Sounds very painful. You must be an experienced sissy whore! I don’t think you would ever be able to hold your shit in again! We must be missing each other like ships in the night, or you just needed the world to know you are one dirty sissy! You say you need a hammer to your balls? That would be new to me indeed, but as long as you’re stroking that sissy clit, Maybe I could make the exception. I am a brat not a sadist, But I do enjoy toilet play as you so eloquently wrote on my wall. I would love to piss down your throat while you were getting fucked by big dick. And my ass is always available for cleaning and a nice tongue fuck! That comment on my main page has me intrigued, are there any other sissy men who need a hardcore sissy phone trainer like that? I know sissy bois and cock sluts come in all kinds of packages, so bring me what you have and see if I can make your penis squirt for me! 

Or are you happy with being owned by the biggest brat? I am more the dress you up, drain your wallet and make you suck a cock and clean my pussy out kind of girl. 
I might not be hardcore, but I understand a sissy who needs to let the word know she is a slave for BBC!

Love, your open minded sissy lover, 

ZOEY

Kayla’s New Butt Plug

mistress phone sex

I must update you on Kayla. She is doing marvelous, a certain slutty hunger inside her is coming out. She truly can’t get enough. Her butt plug has become too small so during her lunch we went and got another one. A bigger, thicker one. One that would fill her man pussy up nicely. We went into the bathroom and as she bent over and pulled down her sissy panties, I removed the old one and rammed this new one in. She gasp in delight at how wonderful it felt. She modeled it for me, bending over and spreading her ass cheeks wide, showing me that pretty jewel. I was so proud and enjoying the show, but she had to get back to work. We pulled her pretty panties up and marveled at the way it made her ass stick up. I watched as she walked down the hall, thoroughly enjoying the way it made her feel. I imagine there was plenty of leaking on those panties as she entered her room. Then my sweet sissy Kayla turned on the zoom meeting and began teaching those little cuties on the other side of the computer. I know you want to be just like Kayla, so pick up the phone, give me a call and I will take good care of you.

The Sissy Games

Mistress Phone Sex

My darling sissy boys have been cooped up in the castle for days now due to inclimate weather. Well, I wanted to humiliate them a bit, just for my own enjoyment. I called up my closest confidants; countesses and dutchesses from across the meadows. We brought in the tailors, and what ensued was three days of extreme sissification.
We played dress up with my little femboy bitches; every one of us ladies got a pet. We had a fashion competition with them! The winner would get to cum by the hand of their Mistress. Whoever came in last would be given a public humiliation in court. The entire Kingdom would attend.
That is my favorite part, to be honest; watching my sissy girl scream and beg and cry as she is tickled and edged mercilessly, only to be locked back in her little clit cage for an entire year. My Ladies always enjoy it too; my other sissies lick and stroke our perfect royal cunts while we watch, and we play a game with them too. The concept is the same; whoever makes their Mistress cum first also gets to cum. Whoever doesn’t make their Mistress cum on their sissy face gets the same treatment, until we’re out of sissy girls to torture. I still need a fembitch to be my pet and make me cum. Want to play?

Humiliation Phone Sex

Humiliation Phone Sex With a Sadistic Mistress

humiliation phone sex

Someone with a tiny lil clitty like you have isn’t good for much other than humiliation phone sex. And I hope that you know our humiliation call is going to be more than me just laughing at your poor excuse for a cock. It’s going to involve me getting you all dressed up so you can learn what it’s really like to be treated like you don’t have a dick. You’ll be treated like you are a woman completely when you’re on the phone with me. And if you’ve never gotten your pussy fucked, get ready because that’s totally something you’ll be doing. And speaking of getting ready for your pussy being fucked – do you have a dildo to play with? If not, you need to get on a website right now and order one. That way you can tell me it is on the way when you call me. It’ll make me so happy to know that I’ll be the woman to teach you all about being fucked. Once you’re used to that, I can pimp you out for bachelor parties and poker games dressed as a maid or cocktail waitress. Are you ready for your training? Let’s get this party started!

Why should I hold your hand?

best sissy trainerWhy should I hold your hand and lead you thru every single little step of sucking a man’s cock sissy? It’s not like this was the first time you ever sucked a dick, I know you have done it a million times. I have seen you do it myself many times so why are you acting like a little shrinking violet now? Do you think it’s cute to act like a little virgin? All it does is annoy the fuck out of me so now I will have to punish you instead. That’s right, bend over you little brat here comes my biggest strap on cock for your little faggot ass. I’m going to fuck that little asshole of yours until it is gaped wide open and you are begging for mercy. And when I am finished I will make sure to have at least a dozen men here for you to suck off whether you want to or not.

Mistress Phone Sex For Sissy Slaves

Sissy slaves need guidance. The sessions with me as your Mistress phone sex sissy mom are going to be the best way for you to learn your place. You already wear the panties in your relationship and sometimes that isn’t enough. I will love to assist in you dressing for cock. You will come around and understand that your looking pretty and feminine for that big daddy cock is essential. We can get you to that place. I want to train you to be the little cock whore for that BBC that you crave to be. It’s in my very wishes to have you dress and look your sluttiest as you service that cock. You are a slave to big black cock. A simple little pretty slut sissy slave for the much bigger cocks. You are not a man, You are a Sissy Slave.

Mistress Phone Sex

A Halloween Treat

mistress phone sex

Oh, my sissy showed up at the door wearing the matching costume I had for him and my husband. They were both Disney Princesses this year. The looked adorable in their little dresses and tiaras. However, I did make one adjustment. I ripped their dresses so they were super short, and I could get a nice view of their pink sissy panties I had picked out for them. Now a touch of lip gloss and we were ready for Halloween. I had already called the anaconda to come see me and the sissies were ready and waiting when he arrived. Always on their knees where they belong. He laughed at their cute dresses as he pulled his cock out and smacked them in the face with it. Then he told them to suck it, like they were bobbing for apples. Once he was hard and wet spots appeared in the princess panties, I had them guide that beast into my wet pretty pussy. Their little hands trembling with excitement as they pushed that beast inside me. Then they watched as he pounded my cunt. Since it was Halloween, he decided they needed a treat. When he was about to cum, he pulled out and graced their little tongues with his warm hot yummy cum. They licked it all up like the cum whores they are. We had much more fun and I will give you all the hot naughty details when we talk. I will be waiting for you.

Kayla’s Big Adventures

mistress phone sex

Let me tell you about Kayla. She is new to the game and I can hear the excitement in her voice as I train her. We recently went on a little shopping trip and she picked out all kinds of adorable girly clothing. Some pretty lace panties and sexy dresses. She even got a bright pink butt plug. Then she went home and tried everything on and like a good sissy sent me pictures of her wearing them. The way her man pussy takes that butt plug is amazing. So deep and she was so proud. And the picture of her in black lace panties made her little clitty look adorable. Then we talk and she fucks herself with her dildos. I love listening to her moan as she makes little cummies. The thought of a warm thick big cock in her throat and in her man pussy excites her so much I suspect she is going to be a cum slut and a cock whore. I love when she calls and tells me how she is wearing panties and a bra and her butt plug under her work clothes. It is so hot. I can’t wait to see what we have in store for her next.