Tag: Sissy training

Thanksgiving Sissy Training

sissy trainingI am thankful for sissy training. I bet you are too. This Thanksgiving is different. Normally, my ex-husband and I would have a blended Thanksgiving dinner. We get along well. He remarried and has a daughter with his second wife. He is getting better about accepting that his boys are sissies. With the virus, we decided we would get together another time when it was safer. That leaves me, my daughter and my two sissy boys. I am not much of a cook. I am not much of domesticated goddess. What I am good at, however, is training sissies. I am the best sissy trainer you will find online. My sissy boys will tell you I am the best sissy mom too. The only stuffing anyone got last night was my two sissy boys. I had a special thanksgiving treat for them. Jerome came over. He is a black stud in my posse and one of the few studs I fuck who has no problem fucking my young sissies. They love cock. I have feminized them, so they are super pretty. At their age and with my help, they look more like girls than boys anyway, especially bent over. They were thrilled to see Jerome at the door. They call him black daddy. It is so cute. As soon as our house guest sat on the couch, my sissy girls sat on either side of him. They begged their black daddy for a salty treat. He unzipped his pants and out came an 11-inch tree trunk thick black cock. My girls were kissing and worshiping his monster cock. They giggled as it came to life in their hands and mouth. I was watching proudly as my femboys worshiped a big black cock. Jerome stuffed them better than I would stuff any turkey. It really got our holiday off to great start.

Door To Door Holiday Whores

Femboy Training

Door to door, I’ll shepherd my whores. This holiday season, we’re showing off the sissy bitches we keep in the castle. I want the entire kingdom to know how excellent and successful my forced sissification program is. If your husband, your sons, your brothers, are useless cucky beta bois, I have beds and fresh panties for them at the castle. I’ll teach them a lesson or two this year; for one, their place.
My sissy girls wear clit cages, panties, bralettes, stockings and garters, and elegant gowns, and heels. They wear wigs until their hair grows in, make up, and fake eyelashes. They are elegant whores, fine concubines usually only available to the Royal Family and our most esteemed guests. This year, however, I want to spread the holiday cheer.
They’ll ring the doorbells, and drop to their knees. Mouths open and tongues out, they’ll beg for the privilege of serving that lucky bloke answering the door. They’ll choke on those cocks; all of them! Big, fat, short, skinny, long, thin, dark, light, clean and dirty. They will drain the balls of the Kingdom this year, and the very thought of this extreme sissy training makes my Queenly cunt so fucking wet.

Online Sissy Training

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!

 

 

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.

Sissy slave training the new slut

 

sissy slave trainingI invited my new play-thing to Thanksgiving with my family. He knows that I have an unusual family but what he doesn’t know is that I come from a very long line of sissy slave training mistresses! I’ve been wanting to bring him home and transform him into my very own cock worshiping, sissy slut, since the day I met him! My mom finally agreed to help me turn him into one. My mom and sisters are ready and waiting, with his new wardrobe of slutty skirts and tiny tops. Plenty of lacey and silky panties to choose from! As soon as we have him dressed like a proper slut, he’s going to learn the art of throating a fat, hard cock and choking down gobs of cum! We may have to spend a few extra days in training, depending on how quickly he perfects his cock sucking skills. Next, comes breaking in that beautiful he-pussy. I’m saving his sweet sissy hole for a special cock… or the one that pays me the most for it!

Sissy Panties For a Sissy Cock Sucker

sissy panties

Have you ever heard the saying “Put your big girl panties on and deal with it”? Well, what YOU need to do is put your sissy panties on and deal with it. You keep saying you want to be a sissy slut but so far, you have made no effort to actually transform yourself. So what you’re going to do today is get on the phone with me and I’m going to help you with that. You will call me, listen to what I have to say, and then you’ll do what I tell you to do, no questions asked. There will be no more avoiding who you are meant to be. You can’t deny that you want to put your panties on and get down on your knees to suck cock. Not just any cock, either. No, I know you’re craving huge cocks. Maybe even big black cock. I mean, I get it. They are delicious and everyone always seems to want that. It makes sense that you’re no different. Are you ready to call me and tell me that you need help becoming the sissy you’re meant to be? I’m ready and waiting to take you to places you have only ever dreamed of.

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.

Sissy Girl Training with My cheerleader Sissy Fag

sissy girl training Do you know why I enjoy sissy girl training so fucking much!? I get to interact with so many submissive and sissy bois and experience the worship I so deserve! I have a sissy cheer slut! Jeffery is fast becoming one of my favorites. When I answer my phone I hear..

“I am a one pump cum dump little sissy faggot.”

I know it’s my little cheerleader and he needs to tell mistress all about his naughty adventures.
Cheer leader Jeffrey just loves his humiliation at my hands and I enjoy giving it to him. Why, he even has a cheer for me! And you know I am an attention whore so I make him do it all through our sissy phone sex session. I can just see him in his little skirt trying to pick up men as he does his cheer!

My Little sissy faggots cheer!


1, 2, 3, 4 I am a little sissy whore…


5, 6, 7, 8, who likes to masterbate!


Pig tails …. Pom poms and curls,


Watch me make my little cheer skirt twirl…


Yay I am a SISSY!

Don’t you just love a sissy fag who craves dick and name calling? Or maybe your just like my sissy fag Jeffrey? Cock craving, craving abuse little whore… You know the brat of mistress phone sex will take care of you.