Category: Sissy training audio

Gift Yourself The Best Sissy Trainer!

Best Sissy Trainer

My sweet sissy baby doll, I’m so proud of you for making it through the year and now it’s time to spend a little on yourself for some holiday cheer! I’m ready and waiting to train you in all my slutty mistress ways; you’ll learn how to suck thick hard cock, get fucked and dress like the bimbo that you have been dying to let out. Once I show you how to shop till you drop and make that face look glamorous, you’ll be the hottest slut to get fucked. I’ll make sure you are the prettiest princess at the Christmas ball and by the stroke of midnight you’ll be filled with to the brim with cum! There won’t be a single pair of balls that hasn’t been drained by my sweet sissy slut once you’ve treated yourself to a quality training session with me!

A different type of Forced feminization

Forced feminizationA different type of Forced feminization for Shelby the sissy. A little back story is in order for this one. When Sissy was young his father remarried a dominant woman. Shelby’s step mother was quick to see the feminine qualities. She was also keeping tabs on her panty hose. Because she just has a feeling that Shelby was stealing wearing his stepmother’s panty-hose.

My favorite exciting story is when she said she’ll be up with a nice pair of pantyhose she left laying out. Step mommy pretends to leave the house. I cant believe she waited to the exact moment she knew she would catch sissy Shelby in her pantyhose. Talk about embarrassed! Oh, poor Shelby was busted in the act!! There’s something about the step mommy that I found incredibly sexy.

She said guidelines for this feminine boy who was a sissy from birth to wear her pantyhose discreetly. He wasn’t jacking off in them yet and she knew his father was a harsh conservative man. So she let him sneak all through his growing up with her panties and pantyhose. The rules would change as he got older and Shelby would become a man who secretly wore pantyhose at his stepmother’s house no matter what woman he dated.
Things changed when Shelby got married and the step mother forced a woman on him that she saw the dominance laying dormant in. And now after years of hiding the pantyhose fetish Shelby’s wife and his stepmother are both fighting over his feminine ass.
Things recently have gotten so out of control that Shelby now has a black boyfriend he shares with his wife. The boyfriend who is extremely generous and doting is also sprung over Shelby!
There’s so much more layers to my BBC sissy trainer stories. 
I’m sure everyone will hear more Sissy becomes a 24/7 sissy maid pulled between his step mommy, wife and BBC! Stay tuned my sissy freaks! Sissy Shelby has been in panty hose since he was a boy. Thank you sexy step mom. So many stories going back on a sissy from birth.

Sissy Girl Training Brandi

Sissy Girl TrainingSissy girl Training Brandi makes me own little cunt so slick. Just look at her and her cute little dress nightie! Sissy Brandi has some tight panties around her cock with a butt plug in in this picture. My little whore has a big fat fucking dildo that she fucks herself with for me. Not that she doesn’t have her own boyfriend laying her back and putting her legs behind her ears. Thats right slam that pussy! Another down her whore throat as she gags!  Nothing would make me happier than to have her Fucking spit-roasted with BBC! This is why I love what I do! Just take a  look at these bitches and how they come crawling to be sexy Sissy whores for me.  I love hearing Brandy fuck her Man pussy! Moan Bitch Moan! 
I mean would you pass up a chance to fuck this little bitch? Expecially  if you had a nice thick black cock. ????
And that’s another thing about me.  I circle my pretty clitty nice and slow a sissy Brandi tells me about her gloryhole and whore self. Keep the pictures coming you locked up in chassis little cunt! Never going to get out to keep being such a cock whore. I love you sissy Brandi and maybe soon you’ll be able to get out of Chastity if you’re a good girl! ❤️

Femboy training is in full swing sissy slut!

Femboy trainingImagine your Femboy training allowing your feminine self to finally accept your fate. You know there is something different about you that you are so afraid to let out. The way you admire panties, craving the feeling of the fabric against you little cocky. Or the way that you get so turned on by the thought of a nice big veiny cock.

You are wondering why you keep having these reoccurring thoughts? That’s because you were born to be a little sissy slut! You are a little girl so let’s dress you up real nice! I know you like the feeling of wearing those panties you love to sniff. Here, ill take them off for you with me teeth and you can put them on baby and be a sexy girl like me! Oh, don’t forget your bra, and the pair of thigh highs too! Now go-ahead sissy slut you know what to do! Put on those 6-inch fuck me heals and strut around for me baby girl, tell me how it feels!

You are all dressed up and ready to seduce. Daddy is going to be happy babe you are all ready to be used! You don’t have to scared daddy won’t be too rough. But he is going to use so you better pucker up. Get down on your knees and beg daddy for that cock! You know your tiny little cocky is worthless and could never please a woman. That’s because it’s a clitty and you are nothing but a good little slut.

Open up wide and start bobbing your head, just like the whore you aspire to be. Suck that cock good baby, suck it as if you were me! Come on sissy slut I want to see you gag! Feel that massive cock slide down your throat going deeper and deeper until you choke! I know this is what you have been dying to do, so put on a show so daddy will want to keep using you!

Suck that big dick make him unload that massive nut! feel that creamy warm cum coat your mouth and your tongue.  Move it around enjoy the way that it feels. This is everything you wanted and you’re doing it in heals Now swallow it up we aren’t done with you yet! You know that little boy pussy needs to be pounded and breed!

Best sissy trainer watches

best sissy trainerBeing the best sissy trainer is so much fun. I get to watch men like David jack off while I dominate them. David si what I call a soft man. Six pack, Asian with a pretty dick. I’m guessing his cock is average for Asian men! But it sure is sexy! I have a dildo that reminds me of David’s dick. Only I have a couple inches and more girth to my toys. Does that stop me from knowing that David wants to fuck? He wants to have sex with big tittied, slick pussy women who tease and deny him. David is in love with UWU girls, You know a girl who makes the emoticon cum to life and draws on the sexualization and suggestion of Young anime girls! That tongue sticking out and eyes rolled back as they get some dick!
David is one of my foreign boys who relies on a strong hand to spank his ass and control his masturbation’s. Are you an edger like My David? Can you make your dick jump by rubbing your nipples? Show me how hard you get for a sexy domination phone sex specialist like this Gamer girl! Il be sure to tell you about all the big dick I get.
Look for My new series on sissy hypno porn coming soon, just like you! If I let you cum that is!

Online Sissy Training with My Favorite Fruitcake

online sissy trainingThis is national fruitcake month and since I work with fruitcakes daily, I think online sissy training is called for during national fruitcake month. I hate fruitcake, but I love my sissy fruitcakes. The way I found out there was a fruitcake month was through one of my sissies. He brought me a fruitcake when he showed up for training this weekend. He told me he had a fruitcake for me, and it was from my favorite fruit. He has been with me for almost 20 years. He started out seeing me during my dominatrix days. Initially that was what I did. While my fellow coeds slaved away in fast food jobs or retail, I was whipping male asses into submission. Oscar was one of my first clients. This is back in the day when a mistress could advertise on The Back Pages and Craig’s List. This is also before cbt fun and pegging with a dominatrix became prostitution.

online sissy trainingOscar was a fruitcake even back in those days and I recognized him as a sissy early on. He liked to dress in my lingerie as I pegged his ass. He would fantasize about cock. He was submissive, but he was more like my online sissy training clients than a pain slut. So, we changed our sessions up. I still pegged his ass, but there was no more cock and ball torture. Instead, I caged his little clitty up and gave him the nickname, “Fruitcake.” That moniker stuck and he has been my fruitcake ever since. When he arrived this weekend with the fruitcake it was a celebration of our 20-year anniversary. I hate fruitcake, but I appreciated the sentiment. I treat him just like the little fruit he is. I dressed him up in some of my blue lingerie. It was the same garter belt he wore so many years ago. I have a bunch of old school lingerie like Maidenform and Bali lingerie. He is a vintage sissy. He has always appreciated the bright and bold colors of the 80s and 90s. He has a very slim body, with a tiny clitty. He looks better in lingerie than he does in manly clothes.

online sissy trainingOscar is a very loyal and obedient client. He may be my most perfect sissy. I pegged his ass and to celebrate 20 years together. I broke out some champagne and ate some fruitcake with my favorite fruit. Now, I do mostly online sissy training with other fruits like Oscar, but he will forever me my first and favorite fruitcake. That is unless you think you can be a better fruit?

Sissy Training Shopping Small

sissy trainingSissy Training on Small Business Saturday Shopping! Today you are to go out and support local! By the way our phone sex hotlines qualify for that! Spend with us sluts since we love small shopping too! I love shopping local for small wares. I find that the little dicked men are always out in the bars around here. So I put my money on the smallest loser I can. It only takes me a minute to spot the Small peen. He is touching my ass and asking what I am drinking! I snatch his hand and look into his eyes.sissy training
“I assure you don’t have the dick to please me.” The bar erupts in laughter and he gets so red and angry. He storms off. What a pity, I yell, I would have pity fucked you! I love when they start denying the obvious. If he would have just laughed and brushed me off I would have second guessed myself. His loss. On to the next loser. I have an itch for sissy training small cocks tonight. As the Jager bomb drops I see him. Target locked and loaded. He is sitting with a couple girls who are ignoring him. Shy, cute and small framed, has me thinking of satin and lace. This man is shopping small and dripping a lot of cash on these hotties. I have bigger plans for him. I grin and raise my glass at him. The look on his face as I slam my drink and lick my lips! My pussy aches. I need to feminize and use him up.
I have made contact. Now to wiggle him away from leeches who only want his money. I know how to give him a good time and take his cash for my own small business. Men who are shy and spend on hot women are perfect for what I do. I prefer to use sissy training to bring out the pleasures in a small cock. There is no other way than dressing up and submitting to my lusty wiles. One trip to the girls room later he is alone. “You know they ditched you, right?” I slid into the booth. They went home with the black bartender. He sighs and starts to get up. “Don’t leave, I have a soft spot for submissive men,” I coo. “You…You…do?” even his stutter is cute. Yes and I want to show you just how much fun having a small clitty can be!”  Be like Zoey shop small and Local!


Sissy training ZOey

Sissy hypno training is going to be fun sissy pet

Sissy hypno trainingHello sissy pet! Welcome to you first session of Sissy hypno training. We are going to have so much fun playing with and stretching out your tiny tight boy pussy. Now you know you have some rules to follow! Most important being you have to do as I say! That pretty little ass is mine and we are going to fuck it all day!

You mustn’t cum, so don’t think about touching that cocky! But if that pussy getting pounded feels too good, and your clitty does explode, you know what to do. Smack your cock and balls hard like I taught you to. You must punish yourself while I watch you suffer. You are a weak worthless excuse for a fuck toy! I don’t know why I even bother!

Now part two of the accidental explosion means you have to jerk your clittly till I say you can stop. Use that warm creamy cum as lube and rub it just right. Get yourself ready to pop! Oh, but remember there is absolutely no cumming. I’ll tell you when you can cum, and you better do so on command. However, I don’t mind if I have to take the punishments onto my own hands

Now look at this big dildo and your chastity cage. We are going have so much fun with the games I want to play. Your sissy panties look cute, and you are dressed up nice. I want you to be a good slut and I don’t want to ask you twice. Now put on the cage I know that its tight. It will stop your sissy urges to touch i.t You know you find that urge hard to fight. Now grab the big dildo and slide two fingers in that tight hole. Stretch it out a little, make it nice and wet. I ready to see that cock inside you my beautiful sissy pet!

This cock that you are going to fuck yourself with will have you ready to beg. You’re going to want mercy, but you will get none! This is my hole to train and stretch for daddy so he can use you to cum! You will shove that dildo deep in your pussy, ramming until I say you are done. Now take that big, long dido and position it at your ass. Shove it in deeply and I don’t want even as much as a gasp! But don’t worry this time ill let you use lube. Now spread your round ass open and begin to slide it in!  Oh, don’t wince femboy! This is level one; this cock is thin!

The Best sissy trainer set and auction full of sissies in Sissy panties

Best sissy trainer

Since i am the Best sissy trainer I have so many sissy slave training to do i decided to auction them off to some BBC sissy trainer bulls I know. They all came with money and big black dicks for my Sissy sluts. I got them ready with some Phone domination and Sissy training audio tapes before they came. They knew to arrive wearing Sissy panties and heels, plus lipstick. I love watching that lipstick smear when they suck a big black cock. When the auction started, they all had to come out one by one showing off their favorite skill they acquired from sissy training. One sucked dick until his mouth was full of cum, another sissy used his magical hands to milk a BBC. the last one showed how quick his Sissy pussy can make a BBC cum and he even cleaned up his cock with his mouth. I knew he would bring me lots of money at this auction. One by one they took turns getting bid on. At the end of the night any BBC sissy trainer who won his bid paid me and claimed his winnings. 

Sissy Panties Are What Sissies Need to Wear

sissy pantiesDo you belong in sissy panties? I love panty boys. I think for a lot of sissies it all begins with mommy’s panty drawer. I am a mother. I have a teenage daughter and twin teen boys who live their lives as girls now. They are transgendered and once they turn 18, they can start hormone therapy and get boob jobs. I knew they were femme boys when they were young. They used to steal my sexy lingerie. Now, that is not abnormal for young boys, but they began playing in my panty drawer long before they were old enough to get traditional boy boners. They were not jacking off in my panties like most horny boys. They were wearing them. They liked the way they felt on their bodies. Silky panties do feel good. Many women would shame their boys for wearing panties. I tell those women to get out of the dark ages. Gender is fluid, and we are long past the days of men and women needing to have clear lines of what makes you a boy or a girl. A mother who is a sissy phone sex trainer, knows there are other reasons a young boy may be attracted to his mommy’s panties.  I helped my boys come out of the closest and live their lives honestly as femboys. A mother is often best able to handle a femboy son. Fathers want to force their boys to be straight even when it is detrimental to their son’s mental well-being. I am a nurturing mother. I love my sons and I love my sissy boys. My sons are free to be who they want. If they want to wear my sexy lingerie and suck cock, I will not tell them they cannot do that. I will not tell you that you cannot be a sissy boy either. I will be the best sissy trainer for you. I am loving, nurturing, patient and a bad ass bitch when I need to be. Let’s make you a perfect sissy for Halloween.