Tag: Forced sissy training

Online Sissy Training Just Got Three Times Hotter!

Online Sissy TrainingWe just might be too much for you! Three Sexy Mistresses for online sissy training? You better be able to handle us. Seems as if we get a lot of three girl calls to humiliate mother fuckers like you. The Stunning Queen Bitch Arabella is skilled in the art of make-up and getting your cock up classes. Transforming you into a living breathing fuck doll. Only maybe the cock that’s getting a rise isn’t yours! Maybe that big Meaty Extra large cock is yours to please! Who am I fucking Kidding? Of course it is sissy boi! You need to look the part if you’re going to be a girly little dicked man! sissy humiliation training

Then Comes wicked Hottie Janie! The big cock size queen who knows how to pick a big dick out to humiliate your ass! The bigger the better and this Seductive Beauty Knows you could never be even half as hot as us. So as Mistress and queen of Kink Arabella is getting you dressed she is teasing you and making fun of you in drag!  Teasing your little prick and pulling out the measuring tape to document the small peen you have to carry around for the rest of your life.  Just part of your sissy humiliation Training that’s all! You have everything to be ashamed of! We know what makes you break, and you better be ready to break for your Mistresses of humiliatingly  sissy fun! sissy phone sex

Once you get a taste of us we become your addiction! Don’t worry baby, we won’t hurt you! Maybe rough you up a little and make that ass red with a little tight ass spanking! Three hotties laughing at you and making sure you get to have all the big dick you can handle, and pushing you to your knees so you can worship us and cock appropriately.  Bringing in the big guns to compare a shrimp clit sized dick with. Worship the cock that you can never have. We all three know how jealous you are. So get to cock sucking bitch. You know you deserve multi-girl sissy phone sex so you can be turned into the sissy bitch you were meant to be! 

Service Sissy Slaves

Online Sissy TrainingDoing online sissy training is not as easy as it might look. And ruling this kingdom is its Queen is even harder. I have to entertain several guests, regularly. And trying to keep those men interested is so difficult. Sometimes they bring their wives, and every once in a while their offspring.

Last night, I had a full house. It was the perfect time to show off my little sissy bitches. I dressed them to the nines, even stuffing their bra since their hormones were only just starting to work on their tits. Their little clitties were stored away in chastity cages, hidden underneath frilly silky panties. They wore sweet flowing gowns, and their hair had grown out long and was done into beautiful braids. My perfect princesses.

In the middle of dinner, I could see several of the men start to get antsy. So one by one I sent my little sissy sluts under the table. They unzipped their pants, and went to town sucking on their hard cocks. Well, the women started to wonder what was going on, and when they looked under the table and saw my pretty princesses down there slurping on their husbands cocks, well they got pretty jealous. More of my princess girls crawl under the table, moving the ladies panties to the side so they could look at their sweet pussies. Even the young ones were starting to wonder, and so I sent the last of my girls underneath of that table to play with those young sweetlings, giving them a taste of my Royal hospitality.

I know that this was your favorite lesson, being a service slave to me. I know that you still crave it to this day. To be used simply to pleasure my dinner guests, of course it can be done if that’s what I want. I’m in charge baby, and you’re forced feminization is all that I care about.

Humiliation Phone Sex

Sissy loved that BBC

best sissy trainerIf there is one thin little sissy boys love it’s a big black cock so I decided to reward my favorite sissy with one. This sissy is a good girl that always does as she’s told, she’s always dressed slutty for me and does her makeup. She never shows up here looking sloppy and if I tell her to go make me money, she works hard being a little ho until she has a good amount of money to bring me. She definitely earned a reward so I got her a big black bull with a huge cock and let him fuck the shit out of her. She was begging for that huge dick like a shameless little slut, it was so cute! He fucked her throat like it was a pussy and that whore was just taking it like a pro. Then he bent her over and fucked that lil sissy pussy and filled it with cum. Good girls get rewarded, are you a good girl too?

Clean Me Up Sissy

Mistress Phone SexAre you feeling a bit slighted with the size of your dick? I feel slighted every time I see my miserable husband’s cock. That is what makes him a great cuck. While his cock is worthless to me the humiliation and look on my husband’s face as I am being fucked delights me. I like to invite other sissies to join me in my fun. I will have you both lick my visitors’ cock until it is hard and wet. Then one of you worthless asses can guide his cock into my juicy wet pussy. I see your mouth start watering as you lightly graze my wet cunt with your fingertips. You enjoyed that didn’t you? I can tell by the wet spots that are noticeable in the pretty pink panties you are wearing. Now sit on either side of me and watch as a real man pounds my pussy. Hear me moan? Something you will never be able to do for me. Look at those thick full balls banging against my ass, jealous, aren’t you? Watch as he glides in and out filling my cunt with his thick cum. Look it is leaking out of my tight hole. That was amazing wasn’t it. Now you two come and clean him up. Get between his balls and that thick head as well. Then you can take turns crawling between my legs and cleaning out my cunt. That is right my little cum sluts, lick it all up.

Royally Humiliated During Sissy Phone Sex

sissy phone sex
Welcome to the Humiliation chamber, my favorite place to be during sissy phone sex. Our lesson today involves one bad sissy girl, the one you see hanging from the ceiling just there. He’s naked, and his tiny cock has been released from it’s chastity cage. His arms are bound above him as he swings from the ceiling. I see how excited you are; you won’t be after you see what I do to him.
I circle him, riding crop in my hand as my black stiletto boots click click click on the floor as I pace. His body is rigid, terrified. The blindfold does it’s job, and the ball gag in his mouth prevents begging. I’ve been force feeding him watered down wine for hours. I love online sissy training. See the bulge in his belly? That’s his terribly full little bladder. I stroke his cock with the riding crop, and his wiggles and moans, trying to get as much contact as he can before I ghost away, leaving his balls full and his poor cock dripping.
I lay a few blows on his ass, but then start to beat where his agonized bursting bladder is. He knows he is forbidden from pissing until Queen Presley says it’s okay. I make three other of my sissy girls go, and stroke and fondle his cock and balls. The third one in my sissy training plays in his asshole. They edge him, getting him as close to the line as I dare let him. He’s begging, so I remove the ball gag. “Do you want to piss or cum?” I know if he cums, he’ll lose control. The poor sissy slut chooses to pee, but I make him watch as he has a huge accident in front of the whole court.
Of course we all laugh. What was his transgression, you ask? Oh, he couldn’t make me cum in under five minutes during his forced sissy training. I stare at the rest of my sissies, and grin maliciously. “Who’s next?”

Online Sissy Training

Sometimes Forced Sissy Training Is All It Takes

forced sissy training

Some of you think you want to be a sissy slut but you back out when things get real. So I think you’re in dire need of some forced sissy training. When you call me, you won’t be able to back out of it. You’re going to be fully feminized from the top of your head to your hot pink toes. I won’t take no for an answer, no matter how much you beg. When it comes to something like that, begging is not something I love. Now, if you get on your knees and beg for cock, that’s more my style.

And speaking of cock, you’re going to be getting up close and personal with dicks. I hope you’re ready to learn to suck big fat cocks, because that’s the only kind I like. I’m a size queen and I plan on turning you into one, too. You have no choice in the matter, just like you have no choice in anything else I make you do. Do you think you could handle a forced feminization Mistress like me? There’s only one way to find out if you’ve got what it takes to be a sissy slut – pick up the phone and we’ll figure it out.

Punishment for Brandie

mistress phone sexMy sweet little cock whore Brandie has done a bad thing. It seems that the infatuation of that big thick fat dildo and shemale porn always gets the best. The latex corset bodysuit is just too much. Even that cock cage can’t keep that sissy in check. The scissoring with her fellow sissy causes great joy now. The taste of cum is a treat. So how do you punish such a slut? Hmmmm…… I know how much the dildo inside her man pussy delights her so that is off the table and she isn’t worthy of the real thing, so I had to be creative in putting this sissy back in her place. I decided that a weekend away from everything would bring her pain and me such joy. I started by dressing her in loose fitting clothes, even pulling out a pair of old boxers to cover that cage and man pussy. If there is something that a whore can’t stand it is to be tamed. Now I like Brandie wild and this would only be temporary as she also brings me many laughs watching her ride that dildo on the wall. But this weekend dressed in loose clothing I will remove everything remotely exciting. She will watch completely vanilla tv shows with me and there will be no sexual stimulation at all. No dildos, no cum, no porn, no breast plate and no pretty girl things. I will be stern and if that little whore can get through the weekend, I have a brand new even larger dildo I will be letting her fuck. Do you need to be punished too baby?

Online Sissy Training for Sissies, Cucks and Small Dick Losers

online sissy training Online sissy training begins here. I want to make it clear that training sissies is not all I do. Yes, I love being a sissy trainer and I have decades of experience, but I love small dick humiliation and cuckolding too. Sometimes, you get a guy who enjoys all of it. The trifecta of humiliation. You can be a sissy, a cuckold and a tiny dick loser at the same time. And yes, I can prepare you for it all. Todd, who I now call Tina, has been coming to see me for almost a two years now. I met her because she is married to my bestie. My girlfriend confided in me about her husband’s lack of equipment and his refusal to eat pussy. I had to have a talk with them both. It was not an easy resolution. It took over a year to transform Todd into Tina, but now my BFF has a sissy maid and a cuckold, and I have a small dick loser I can laugh at and tout as a success story. If you are wondering how the trifecta of sissy training, cuckolding and small dick humiliation work together it is simple. Sissies and cuckolds both suck cock. Mostly, they both have small dicks too which is why their partners do not want to fuck them. Just add some pretty clothes and a cheating partner and you have a sissy cuck. Tina is everything I could want in a sissy. She cleans house. She cleans dirty cunts. She fluffs cock. She procures cock and wears frilly things. My bestie and I share custody. For my BFF, Tina is a cock sucking cuckold. For me, Tina is a sissy maid. Both of us use a lot of small dick humiliation and chastity training with her. Do not feel like you are more than just a sissy? Do not worry. The best sissy trainer will make you a sissy cuck.

I made that sissy cry

best sissy trainerI made a sissy cry last night but honestly, it was all her fault! She was being a whiny little bitch about taking cock, as if that is not a huge part of all this. Why dress like a girl if you’re not going to act like a girl? This little bitch loved my strap on cock so I knew she would like a real cock too if she would just give it a chance but she refused. Can you believe that? She refused her Mistress! I was ready to just throw the whole fucking sissy away just for that kind of disobedience but I decided to give her one more chance. I invited over one of my lovers, he has a huge black cock and that fucking disrespectful sissy was gonna take it all. I forced sissy to swallow that huge black dick and even tho she cried the whole time her little clitty was rock hard so I know that whore loved it. She was loving it even more in her lil pussy too so next time she better not give me any shit!

Sissy Maid Training My Own Brother

sissy maid trainingMy brother deserved sissy maid training after he refused to clean up after himself today. He left all his stinky workout gear all over the bathroom, his towel on the floor and he knocked my new make-up pallet on the floor. Now I might be younger than him but when I told him to pick his mess up he told me to make him! I have some girl strength and I told him I would,  and jumped on his back and pulled his hair. We struggled until we hit my bed and I managed to pin him down!

“Now we can do this the hard way or the easy way you choose,” I was grinning down at his shocked face. He said easy, which was the wrong answer! I leaned over and grabbed my make-up box and my tweezers, as he struggled I began working on his pretty boy face. I made sure to reach down and pinch dick dick under the towel around his waist; he would be mine now. I would have full control and he would be my new maid. I showed that beautiful doll like face to him in my Jeffree star mirror! There was a change in his face as he began softening and letting me wax him from head to toe.

I would have a sissy maid slave who did everything his sister wanted from now on. I even helped him into his first pair of sissy panties, soon he would be in sissy dresses and being taught exactly how I liked things to be!  Sometimes just seeing how pretty you are in the mirror for me and yourself is enough to transform you.