Tag: Sissy training

My Sissies Love To Suck Cock

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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

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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.

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.

Cat Woman vs Robin

Sissy phone sexHalloween…such a great day…people get to dress up and pretend to be some one else.

I know some of you little sissies have to do that every day….

I bet it really gets your little sissy panties in a wad when some guy makes fun and acts like a sissy…like any guy can do it…

But we know the truth, right girls?

I got your back!

So I go to this Halloween party dressed as Cat woman, strong, sensual and in control!

I saw this little prissy ass dressed as Robin, pretending to be a sissy.

And you know that prissy little fagot was all over the ladies!

Now if it’s one thing I can not stand, it’s a poser!

All my real sissies put in the time and the work and these Robin posers deserve to be bullwhipped!

Sissy training

 

 

 

 

 

I saw that little bitch across the room,

I reached for my whip… and with one

swift

sharp

snap

I removed Robins tiny microscopic vessel and dangled it, dripping with blood, in front of the real players!

“You poor boys, always confusing your pistols with your privates!”

Then we had a tiny little sissy parade as we all walked by Batman’s wanna be, flipping our skirts, showing our pretty testies held snug with ribbons and lace, rubbing them in his tear soaked face!

That’s right little boy!

My girls are the real queens!

I train them to be ladies but sometimes even a lady has to step on a ball or two with those sweet sassy stilettos!

 

A Halloween Treat

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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.