Category: Sissy phone sex

Missy gets Sissy maid training

Sissy maid trainingSissy maid Training was due for a bottom-feeder bitch like Missy. She came to be with a holier than thou attitude, and that just wouldn’t do! First I had Missy strip off all of her masculine clothes. No fucking pants, boxers needed ever again! Naked now, I needed to see the body type I was dealing with. Missy came in at about 5ft11 with a slim frame. Not much ass but we could work with this. Next on the agenda was to have Missy shave off all of that nasty course body hair. Nothing above the dick nothing on the balls and of course I have to get right between those ass cheeks and shave that ass hair off. Although I did enjoy sitting on her lap with her little kitty between me and my pussy while I straight-blade shaved her face. That sissy clit would need to be tucked away in a cage as I put some sexy makeup on my new little whore. But this is what Missy loves, being forced to be the feminine creature that she truly is. Sometimes when men come to me and denial of who they are they have a bit of a cranky attitude. That’s nothing I can’t deal with. Next when a sexy little maid outfit complete with the Lacey bra soft panties and thigh highs. Next would be cleaning assignments. Perfectly dusted shelves in my library would be a great task to start out with. Everything must be done while wearing 6-inch stilettos as well. But did my sissy whore understand her assignment? No, she half assed it so I had to whole-ass her on the end of my strap-on.

Add for Sissy panties model

I put out and add for a sissy model bitch. I wanted one that would be perfect for Sissy panties pictures. I had so many responses and only one was perfect for my pictures. She told me all she wanted was for me to use a bbc and have him get fucked for the first time. That is what I love doing so it was easy for me to agree. After a few pictures in your panties my bbc friend came in and you dropped to your knees. I took pictures of how you submit to a cock so quickly. I told you to open your mouth and I took a picture of his cock sliding down your throat. After you got face fucked for a while i could see the big black dick was leaking pre-cum. I took that pre-cum leaking cock and I rubbed it all over those sissy lips. I took pictures of her cum glossed lips and told her to bend over and spread her sissy ass. She was going to get pounded just like a sissy bitch gets. Her pussy was never pounded before and she was trying to back out but it was too late. She was going to get Forced feminization and was going to get fucked and filled up. When I give you sissy training you give yourself up to me and you cannot back down from milking any cock I bring, no matter what hole I want  you to use.

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Sissy phone sex with Miss Remi


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Hey there, little cum lover! Are you a little, panty slut sissy bitch, rubbing your itty bitty clittie and dreaming of fat cock? I think we both know how bad you need a hot mistress to train you. Why else would you be on a sissy phone sex site, looking at trainer sluts like me?! I hope you have something sexy and slutty to dress up in for me tonight! I’m ready to get your dirty, cum slut mouth trained so that you can go out and put your new skills to work. I can’t wait to have you sucking and draining big, hard cocks and swallowing up loads of cum! Just wait until the first time you feel a giant, hard cock pumping a load in your slutty mouth. You only live once so don’t wait to live out your dream of being used like a sissy bitch, cum dump slut!

Forced feminization by exploitation

Online sissy trainingForced feminization is real.. If you don’t believe me, ask sissy Jamie what it took to turn her into a strictly cock eating whore. She was so focused on being a little cock sucker that I forced her into crossdressing and took naughty pics of her. It was quite easy to manipulate that measly mind of hers! After getting the first batch of sissified photos of her, I demanded she take more and more.. As time went on I had her in all sorts of cute little costumes in positions with her sissy panties pulled off to the side. I began threatening exposure..

What would you have chosen? Chastity for eternity or exploitation.. Smart choice! That’s what she chose.. I locked that clitty away in a pink cage! The pictures became even more extreme.. I had her posing with rubber dicks shoved in her bussy and silicone strap on tits.. I made sure she was either smiling or eyes rolling back in every pic! Eventually, she was confident enough to spread her cheeks apart and send videos of her pouncing up and down getting her man hole stretched; while whimpering about how bad she wanted the real thing!

I own her now! Putting her in a chastity full time and playing dress up made her embrace being a feminized slut even more. She’s a shameless little cock eating whore now. She no longer owns a lick of guys’ clothing.. The little faggot is enjoying living her new life as Sissy Slave Jamie. She is so desperate for attention she has been plastering pictures of herself all over the web.. Tons of people have swarmed in and have cheered and encouraged her to continue on her journey. She has even gone as far as humiliating herself for the attention. Her sissy secret isn’t quite a secret anymore.. Girls have started to use her for their own personal benefits.. as a mule for entertainment! She craves having her pussy stretched regularly and has been convinced to get her pussy pounded by Big Black hungry cocks! Believe it or not this all took place in a virtual world.. Online sissy training! You little cocksuckers always tend to dig a big hole during our Sissy phone sex sessions. You are next, slut!

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Sissy phone sex: Sissy Stocking Strangulation Till Cum

Sissy phone sexI worked as a housekeeper once. Not in a sexual way, just like a starter job when I saved up for my first apartment. I worked hours when the family was not home as it made it easier to clean when there were not people there actively screwing it up. However, every once in a while a wife would forget to pass the message along to her husband or would forget I was coming in would run out last minute gathering their belongings in a quick shuffle. However, when I knocked and announced myself as I let myself into the place I was cleaning it was clear I had walked in on a husband who had no idea I was coming and it would take a while for him to clean up. After all, he was wearing his wifes pantyhose, dress and underwear and even makeup too. He said he had crossdressing desires and begged me not to mention it to him wife at all. I snickered just thinking about how nervous he was that he got caught. So nervous in fact it was turning him on, his hard cock pushing against the tight bodycon dress he had on. I laughed and pointed out his boner, shutting the door behind me. He whimpered like a beta bitch still begging me not to talk. I however saw quiet the opportunity for making a nice tip for the day ordering him to take off those pantyhose. I wrapped them around his neck and ordered him to walk around like a dog. He barked while I continued to explain to him he was a cross dressing loser and that he was and how he needed to satisfy his desires more. In fact, I told him he was not even allowed to cum unless I told him too. It was hard for the loser, constantly reaching down and giving his winky a little tug every time I yelled at him or reminded him he was cross dressing. I then made him do my cleaning for me. Making sure he did not cut a single corner. Finally when he was done I tightened the stockings around his neck and told him to nut onto a cookie before he passed out. Then, I made him eat it and clean up every last drop of his load. I never told his wife her husband was getting dressed up and cleaning their apartment every week either, and the paychecks never stopped. 

Sissies Gape Their Holes for You

Phone dominationI love teaching sissy fags how to be better sluts. This time I am teaching them how to gape their assholes. Who doesn’t love a sissy that can take their big cock and not have to struggle fitting it in each time? You get to see how much of a big slut they are and how thirsty they are for cock, bending over and gaping their formerly tight pussies for you. I’m going to pimp my bitches out to hundreds of men and see if they can stretch their pussies out. Those tight holes will become gaping holes for cocks to stick in. No cock can resist putting itself in a gaping hole and a sissy’s job is to be a fuck toy to anyone that walks by. Sissies won’t be able to sit down once they start gaping, showing off their wide open pussies for everyone to use and abuse. Once the cock is inside, they’ll start milking it with their pussies like good little sluts do. 

Forced Sissy Training with A Goddess

Best Sissy Trainer

If you are looking for some forced feminization training then you have come to the right Goddess. My name is Emerson and I will turn you into the beautiful princess you long to be with some beautiful, frilly dresses and make up to boot!

Or are you looking to become the new town slut? Either way, I can help you make those desires a reality. I will turn you into the slutties, hottest little piece of ass on the block. No man will be able to resist you, no matter how manly because you will look too delicious and delectable. They may think their straight but once they see you, they will start to question everything they once thought they knew.

They will long for your perfect fuckable holes. That pussy between your legs and that clitty deserve to be worshiped and humiliated all at the same time. So go ahead and watch me as I take you on an emotional journey of pleasure and embarrassment all at once.

Let me make you feel like a god only to bring you back down to reality that you have such a small little cock its not a cock at all but a clit. Let me show you the pleasures of being humiliated in front of those you hold the closest to your heart.

Yes, even your boss will know what you truly are with my forced feminization training. So, don’t come to me unless you are ready for the fall out loves.

Online sissy training with VR

online sissy trainingOnline sissy training with a virtual reality headset. I have a very young sissy, about 25 or so who just loves to play online. This sissy has an older boyfriend and just can’t come to terms with the fact that he’s a little dick sissy gay man. He says that his Daddy doesn’t mind that he has a small little pee pee. But he is worried that he’s getting too feminine for his bear daddy. I tell her oops I mean him all the time that Daddy loves his little sissy princess just the way she is. But lately little sissy lala has been playing around on her virtual reality headset pretending to be a pretty little E girl. Now sissy 🦄 Unicorn has been getting a lot of attention from straight men. And all of our femboy training has ended up where my little sister unicorn wants to be a real girl! We put on a little inverted chastity button so she feels like she has a little vagina. I make her tuck her little balls Right up into her scrotum where they dropped from. (Wasn’t much of a drop if you know what I mean ;-)! )

Femboy training We only have to use two pieces of tape because little sissy lala has no balls and an itty bitty dick. Virtual Reality helps to train her in the world of male and female sex that she will have to cum accustomed too. I enjoy picking out her VR headset porn. I feel like im warping her mind more and more every day. Now, we are still having some difficulties with female pronouns but I know in the future This little whore is going to be a real girl. See it just takes a little hormone, a little nip and tuck here and there and she will be a naughty big dick lover just like me. Well she can never be me but she sure can fucking try. Miss Z. Is a safe place for all of my sissies gay boys and trans females. Come sit, talk a while and put on your VR headset to become my sissy fem slut! 

BBC Sissy Trainer: Happy Black History Month!

BBC Sissy Trainer

 

Online sissy training

February is a wonderful month for BBC sissy training. Part winter weather, part spring, and full of lots of love. Love for one another, love for those you don’t know, and love and appreciation for black culture and everything it has done for our great nation. Black history month is a time of reflection. What have you done to contribute to the betterment of black problems, and what can you do in the future? One thing I know you can do to rid yourself of your white guilt is to give up your sissified asshole to the superior penetration of the black race. After all, we both know that what your pathetic pucker hole has been craving is the deep penetration of real stuff. A big buff black man with a giant mandingo cock to pierce your soul deep with every pound forced further inside of your stink hole. So celebrate this Black History Month the right way and submit your sphincter to the real alpha, black men.

 

 

From Marco to Maria

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Marco is my latest sissy. He works at the construction site across town. Ever since he saw me, he’s had a thing for me. All I could pick up on was that he needed some sissy phone sex.

I could tell he was hiding his real sense. There’s no way this wannabe macho man was not thinking about cock. We dated for a bit, and when I realized his obsession with my outfits and saw his porn, I decided not to throw him away.

I had a perfect idea. Why not make Marco the macho man and Maria the Italian sissy slut.

After I confronted him about his secret ways, he burst into tears and begged me not to blast him.

Oh, macro, you’re not a man. You’re maria. I promised that sissy she would now go as a femme sissy individual that’s going to please goddess Alessandra and drain that wallet, not those pathetic balls.

It helped that sissy maria took lots of steroids in her early years. Those balls and that cock were pathetic. Now I have maria sucking cock and making me money.