Category: Sissy phone sex

Such a pretty girl!!!

sissy humiliation training

Today marked the beginning of your sissy humiliation training. You come to me on your knees eager to please your mistress. You are instructed to step into the shower and shave every bit of hair on your disgusting man body. When you come out you find some lotion and a pretty dress for you to put on. You walk into my room and kneel at my feet. I lube up a pretty pink butt plug and press it into place. I watch you squirm as you are getting used to the sensation of something that large in your ass. I apply your makeup and hand you a wig to put on. I tell you that we are going out for the afternoon and to grab your purse. You get such a cute, confused look on your face and ask about panties. I laugh and tell you that you haven’t earned the right to wear them yet and that you will need to figure out how to keep your plug in place and cock down. I hand you some heels to step into that match with your dress and purse and out we go. I take you window shopping at the outdoor mall knowing that each step is a special kind of torture for you. At the end of the day I hear a sigh of relief from you as I allow you to remove your plug for the last time. From this day on there will always be either a plug or a hard cock in that asshole.

 

Sissification for all

Forced feminization

My friend told me about this new drug that they are producing that helps women and men with forced feminization. It inhibits the man mind so that he no longer balks at the idea of becoming a sissy and taking cock. They are testing two versions of the drug. One will allow you to change them into a woman with a cock and the other is more a mind-control drug that will just allow you to make changes to their mindset as needed. I went with option 2 and have been adding the drug to my man’s morning coffee. Last night marked two weeks since I started and I wanted to test how far you have come. I stopped off at the adult store on the way home from work and bought a strap on and some extra lube. After dinner I brought you to bed with the promise of a blow job and sex after. You were always shy about having anything near your ass before and so when I lubed up two fingers and were able to work them into your asshole I knew that we had made some progress. It only took another week before you were sucking my fake cock before I was pegging you with it. A week after and you had no body hair left and had no problems going into public wearing silky sexy thing for me an flirting with men. The best part is that you will never go back to being a real man- you will stay my sissy from now until forever more. I keep getting the drug for free as long as I keep providing feedback- looks like it’s a win-win for us both!

Princess Z Requires a Fashion Show

sissy phone sex

Listen up Prissy sissies! I am in the mood to see some pretty sissy phone sex fairies all dressed up with nowhere to go! I desire the panty wearing cream of the crop! Crop tops a plus! Now who has bought makeup recently is obsessing over make up videos online? Fuck drag queens , I need prissy sissies who dress up and take cock! I need new beautiful and pretty sissy whores in my inbox and on my phone line. I know you have been waiting for a woman to rate you and I give out ratings to all! We are going to base it on style, how dickable you look.  Dickable- Is how likely you are to get dick in the next 24 hours! Also I do a pretty factor, as I love lace satin and beautiful feminine colors on a man slut. Track suits and Rompers are a plus! 

I have other categories as well, chastity, clit decorating and squirt shots. 

 

 Now for Princess Z      advice of the week….. 

If you require an online sissy training session, I suggest you skimp on the Lattes and extras and get you sissy fix, no one needs a cranky, misbehaving sissy slut in their mist! Happy cock sucking and dressing Up!

online sissy training

She Is Becoming A BBC Cock Whore

mistress phone sex

Everybody loves BBC. But I have found that sissies seem to love it more than I do. The only problem is that sissies get overly excited and must be trained to control themselves. Nancy was no different and in order to get her under control she would need hands on training. I dressed her in some pretty pink nylon panties and matching lipstick. I told her I had a surprise in my room and she practically danced as she followed me. There was a beautiful man with a giant BBC. I instructed Nancy to watch as I played with that big black cock and to never move her eyes from mine. I sat Nancy down on the floor in my room and got down on my knees to admire that big black beauty. My god it is so wonderful. I could see Nancy trying to divert her eyes and quickly reminded her that her eyes were to remain on me. She watched me take that massive beast deep in my throat as he proceeded to fuck my throat hard. As soon as he came in my mouth, I held that giant load without swallowing. Nancy had been so good that I motioned her over and opened her mouth and dumped my mouthful of big black cum into hers. I made her hold it in her mouth until I told her she could swallow. She did so without hesitation, so I wanted to reward her. After fucking that beast, I let her clean that massive, beautiful, black cock with her tongue and then clean my cum filled cunt. My sweet Nancy is going to become a BBC whore.

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

Welcome to Online Sissy Training

online sissy trainingWhen you specialize in online sissy training, you get to talk to folks from all over the world and all walks of life. I have a new sissy in my ever growing posses of sissies, cucks and faggots. This sissy is unique in many ways. First, she is from West Virginia. Not a state any of us get many calls from. A sissy thrives in a metropolitan area. At least out sissies do. Why? If you are under my tutelage as a sissy, there are things you need to do. Steps to becoming a sissy. For example, one of my favorite tasks is to send a sissy to Victoria Secret’s to try on bra and panty sets. I demand my sissies be honest that the purchase is for them. In smaller rural areas, this is not as easy because lots of folks know each other and the sales ladies do not get men buying lingerie for themselves often. A guy will stand out. Another task I am fond of is sending sissies to glory holes to learn some cock sucking skills. Small towns either do not have a glory hole or a fruit loop, or it is just too risky to go to one. As a sissy trainer, I care about my sissies. I do not want any of them harmed for being who they are. This new sissy was different also in that she has a military background and is masculine on the outside. A lot of sissies, most sissies, have small dicks and not much testosterone. My newest sissy has a 7-inch dick and is in shape too. No worries though. I will stick a big dick or a sissy clit in sissy panties all the same. This sissy also has some self-discipline. She has long been caged to prevent her from jacking off too much. My guess is her military background has helped her be disciplined. I love my job. I love training sissies from the ones with no clue yet that they are sissies to the ones already dedicated to being the best sissy they can be. Sissy school is open no matter where you fall on the spectrum.

sissy panties

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.

Closet Sissy

Sissy phone sexI met the perfect guy a few months ago!

He was always acting like this big tough guy, telling stories about how he loves to fuck girls tight pussies and then force their heads down on his throbbing hard cock!

But then one day we were sitting at a bar having a few drinks and I saw his panties above the line of his jeans!

And they were the sweets little pink thongs you ever saw!

The only thing missing was a slutty little tramp stamp!

So I invited him back to my place this weekend and I had a nice surprise waiting there for him!

I had a girlfriend of mine dress in the sluttiest lingerie, thigh high black stockings, garter, black satin thong and the tightest corset that pushed her tits almost to her chin!

I watched as they started kissing and loved watching him get hard as she rubbed his cock!

Then I walked up behind him as he was really getting into it.

He probably thought we were going to have a threesome, but instead, I took his hand and placed it between her legs so he could feel her bulging tranny cock!

Soon, she had him bent over and I was spreading his cheeks for her to slowly slide her hot meat into his tight juicy ass!

He was loving every inch of it!

He doesn’t know it yet, but I found my next sissy project!

He will be the best little sissy ever!

 

 

Femboy Training The Masses

femboy training

Hello, sissy slut. It is time for your Femboy training. Don’t you want to be just like me? Pretty, petite, enjoying all my feminine wiles. Look at you stuck in a mans world. You will never be a complete female, just a sissy who enjoys all the things that belong to a woman. 

Female clothes, shoes, and jewelry and even make-up. 

There is something else you long for. I know what it is. But without complete submission, there will be no taste of cock for you. I can leave you where you are, you know? In your scratchy boxers, pants and suit jacket. You look around at the office and you see the pretty females getting everything you want. Everything you could have if you were born a pretty woman. If I want to suck a nice dick I can. Whoever and whenever I want. I can go shopping for panties every day of the week, in public. 

I can buy that little black dress and wear it out anywhere I want to go. I was thinking about one of my poor sissy slaves today. Stuck in a meeting and wishing they were in an adult bookstore sucking cock wearing that new dress and silk panties he had just bought. 

That’s why I love what I do. With me you can have any sissy fantasy you want, you can be trained to go and do more sissy slut things, like suck a big fat cock and report back. Bounce on a dildo in that $500 dress you just bought. You can let a female who knows how to control you and bring out everything female, and rule your life while we are together. 

The sissy world is your oyster and you need me just as much as I need your submission! I am not a cold uncaring woman, I know every sissy boi needs a mistress that can make the transition from Little dicked man to full sissy and easy one. Dominance is not a bad thing in your online sissy training. It’s just how I can bring out the most soft and girly side of you and let you be able to get that cock, confess your antics and be free for a while !

Sissy loves those big black cocks

best sissy trainerSissy is a little fairy faggot and she is just in love with giant black dicks. She had been being a good girl so I invited over several huge black guys to fuck sissy until she squealed like a pig.  She was getting fucked in every hole like a true whore and let me tell you, that sissy was in fucking heaven. She was loving those huge black dicks, she was even begging me for more can you believe that? What a whore! I said fuck it and got a few more guys to come over and make it a real gang bang she took cock after cock after cock and the whole time she just wanted more. It went on for hours before that little faggot cum dumpster was finally all worn out. But I know that tomorrow morning she will be right back at it again, ready for more like the shameless slut she is.