Category: 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.

Big Black Bull Cock Trainer

You are my BBC sissy slut and I am you BBC Sissy Trainer. There is a term that is circulating in the sissy slut community. It’s Alpha dick, that is that big bull cock of a strong masculine alpha male.  The leading cock for that completely unworthy beta bitches. Laughing at your beta ass as you finally show you Mistress your click stick. Look at it. It’s tiny and there is already a glazing drizzle on the tip. Hurry up faggot and lick it up. Good girls swallow and now you will learn to suck on a real fleshy man cock. Your dripping right now aren’t you? You smell the pheromones’ of those Bull dicks don’t you? Their testosterone is strong and so are they. Your little petite whimpy ass is nothing but a fuck hole for that big manly cock. You will suck it and not touch that clit stick. Stop trying to grind it and make it feel good. Your pleasuring that BBC not yourself. If you don’t stop trying to cum from touching yourself I will have to cage you. You are for that bull cocks pleasure and you need to focus on pleasing that cock first.

BBC Sissy Trainer

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

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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.

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

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.