Category: Mistress phone sex

New Bitch Boy In Training!

Forced sissy trainingI invited my friend Amanda over so she could help me teach this new fucking sissy boy who’s boss. My new sissy boy James reached out to me a few weeks ago and insisted I give him some training. I laughed and told him I did not think he would be able to handle the kind of sissy’s I like and need. He begged me to please train him and he would do whatever I wanted. So I smiled and told him I would bring my good friend Amanda over to help. I let him know she was even more aggressive than me; he was nervous but very willing. 

When Amanda showed up she was so excited to get started. I saw she brought her bag of toys and I knew David was in for a treat. He stared at the bag and asked what was inside; Amanda showed him the big black cock strap she had. His eyes went wide and he said “I am pretty sure I won’t be able to take that inside me Presley”. I laughed and told him he had no choice in the manner. Amanda got right to it; she put the strap on and told him to bend over. He did just that and then Amanda tore his clothes off. 

She spread his cheeks and said he had the tightest little sissy ass hole she has seen in a while. She spat on it and stuck her fingers in it as he squealed like a bitch. We both laughed and said he sounded like such a good fuck pig and we couldn’t wait to turn him into out bitch. I got on his face so he could eat my pussy while Amanda used his little ass hole. We also wanted to muffle his annoying groaning; he sounded like such a bitch. She pounded his hole out for a while as he lapped up my clit and made me cum like a good bitch. 

I watched his hard cock swing back and forth and leak pre-cum as he got fucked. Amanda laughed and said “Aw I bet you are so backed up and want to cum”. He moaned and begged us to let him cum; we just giggled and I spit in his face and slapped him. He groaned in pain and I grabbed his bitch face and said “We don’t let little sissy boys cum; so shut the fuck up and take cock you fucking boy slut”! 

 

Sissy phone sex with Miss Remi

sissy phone sex

Mistress Remi has been having so much sissy phone sex fun with my little bitch, Matt. I make him use his girly voice when he calls me to rub his clittie and tell me what a little bitch he is. I made him go out and buy some pink lip gloss and then send me pictures of him wearing it. I had him go into the adult store yesterday and ask the cashier to help him pick out the perfect dildo to stretch his tight he-pussy with. I told him to let them know that his goal is to be able to pack a 12 inch cock into his slut hole. He bought a nice, fat 8 incher to fuck himself with while we talk and I can’t wait to hear that little bitch moan when he takes it for the first time! Tonight when he calls me, he’s going to dress up in some pretty panties and a matching bra, do his makeup and go out looking for a fat dick to gag on for me. I’m going to listen on the other end of the phone while he’s out sucking and slurping all over a big, hard meat stick. I know that little bitch of mine is craving cum and tonight, he’s finally going to get it. He doesn’t have a choice once his hot, little mistress is in his ear, telling him to be a good faggy slut and suck that dick. I’m a gentle but relentless slut trainer and I won’t stop until my bitch has a mouth and throat full of hot, gooey nutt butter! Maybe a taste of that sticky cream will finally convince him that he needs to give up the pathetic act and turn into a full time sissy whore. He doesn’t have much of a choice now that Miss Remi has these pictures of him deepthroating his dildo!

Sissy panties and fishnets are not optional!!!

Sissy panties

Sissy panties and fishnets are no longer optional for one of my favorite sissy Sluts!!! On top of that pedicures and acrylic nails will be a permanent place in his life now. Thank goodness he works at home for some big IT firm. However, those Zoom meetings will be fun as he tries not to show off his pretty almond-shaped French tips! 

For the last couple of years, he has been wearing some sexy panties and nylons under his desk during face-to-face meetings with clients and potential clients. ????

Sissy panties make Jaden feel so girlie!

Jaden The jolly part time sissy has become a new pet in the last few months At first it was just a  confession of panties and feeling like he was in the wrong body.  He has been slowly embracing his feminine side and has started to go out in public wearing feminine clothing.

My new sissy has also started to explore his gender identity and has begun to accept himself as being a sissy slut.

My suggestions of fishnets and electrolysis have not gone deaf ears. Jaden decided that from now on he will be my office sissy slut and try to not get caught by his mean wife. Mornings he comes to me and asks what he should wear to work.

After a good ass reaming, we decide on clothes that he keeps in a trunk in his basement. His wife is chicken shit and won’t go down into the cold dark basement alone. We are talking about years of ex-girlfriends and his old wife’s clothes in this trunk. Along with items he has snuck to buy. I love having a sissy with a big sexy wardrobe. It is just like dressing up a baby doll!

This week He is to wear his fishnets and sexy cotton panties to work every day. His nails and eyebrows are perfect and he knows that the only thing he needs is my Sissy humiliation training to take him deeper. As in deeper like that dildo he bounces on during his stressful work day. 

Oh, I forgot, today he has a meeting dn is going to keep his dildo in his ass as he talks to big mean businessmen. I hope he gets the contract and doesn’t lose his shit! Hahahaha! 

Phone dominatrix will have your young sissy ass trained right

A Phone dominatrix will have you in your place. “First you must wear your sissy hoe uniform” I say to my new young sissy bitch as I hand her panties and bra. I will have a set of rules for you to follow and daily sissy exercises for you to do. Therefore, you will be ready to be broken in, “meet my monster bbc that will be breaking you in tonight” I say. Then a big bull walks in naked and hanging low.

“Greet him with your mouth like I trained you to do ” I instruct my sissy hoe to do. Right away like the hoe you have been trained to do, you get on your knees and open your mouth. After he stuck his cock in your mouth, I grabbed you by the hair and pushed your head down on his cock, “did you think it is that easy, choke on that black cock”. So, you started choking on it like your life depended on you eating his cock.

As you suck his dick, I take your Sissy panties off and start paddling your sissy ass. “Now open your pussy up and make me proud, show him you have been trained right” I say as he aims his cock to your sissy cunt. I watch very proudly as you get your young sissy pussy broken in. “don’t stop until you stuff her sissy hole with all your nut.

Phone dominatrix

“Milk me you sissy bitch, that is all you are good for” he moaned out as his balls started spraying into my sissy bitch. “Now clean up the mess you have made with that sissy whore mouth of yours” I demand of you.

Sissy Training with a Bitch in Charge

sissy trainingSissy training begins here you little crossdressing faggot. You are too weak to do this alone. Plus, you could benefit from my tutelage. I am a badass dominatrix and a sissy trainer. If you have a feminine side, I can flesh it out of you. I have two sissy sons. Plus, I have helped numerous men like you.

A little about me. When I was a young coed, I was a professional dominatrix. I even had a dungeon in my basement full of all the equipment needed to punish slaves. However, when I got older, I married and started a family. Plus, the world of domination changed when the government decided that even pegging a man’s willing ass was prostitution. Suddenly being a pro dominatrix became illegal. So, I became a phone dominatrix and a sissy trainer.

But true confession time. I love pegging asses. So, I do not care if the state considers it prostitution. I will peg a sissy’s ass. And I did last night. Sissy Tanya came over to play. She is a cute sissy who knew she liked panties and cock but did not know what to do about it. She saw my ad on a fetish site and texted me. That was almost three years ago. Sissy Tanya still likes to play with her sissy mom.

I Enjoy Pegging a Sissy Ass

When she comes over, I dress her up in something frilly with lace. I do her hair and make-up and make her look like a pretty girl. But this sissy loves it when I peg her. So, I put on my strapon, and fucked her pretty ass. What a tight ass she has too. But I had a surprise for Sissy Tanya. I brought over a stud with a huge cock for her. She needed the real thing after all this time. And boy did she impress me and my stud with her skills.

She was able to get all his big cock in her holes too. And you will be able to deep throat like a porn star with some online sissy training too. I turn useless men into useful sissies. And I love doing it too.

Sissy panties must be crotchless while I condition u for BBC

Sissy panties Put your sexiest Sissy panties on and be a very submissive and obedient slut for BBC. Those panties better be crotchless, Daddy wants easy entry! Get on your knees and behave yourself show daddy that you are a naughty little Cock worshiping slut and you are willing to do any and everything for his Biggest cum shot to fill your throat.

Drop your jaw so that daddy can tickle your tonsils with the head of his big black dick.

Gloss your heart-shaped lips with the precum that drools from his massive cock. A good slut swallows every inch! After many sessions of Online sissy training with me you will be more than ready to do just that. His big heavy balls smooshed up against your chin while you gag, slobber, and drool like a good bitch, is what daddy needs. Such a filthy faggot slut you are…

The more he slams his big cock into the back of your throat the wetter your mangina will be.

Don’t you just love the feeling of gagging and feeling you bussy gape at every slurp… Once you’ve got his massive cock extended to its max capacity.. Bend over, reach back, and spread those tight ass cheeks. Feel the head of his massive shaft stretch through the first layer of your ass… Daddy is going to take it nice and slow, feel your body tense up as your eyes roll back. It’ll be worth it slut when you feel daddy’s balls explode.

That warm creamy thick cum that fills your bussy will be spoon-fed to your when he is through.

We wouldn’t want that superior cum load to go to waste, would we? Ahhh, open up bitch its time you be a good cum eating slut and show Daddy you are the Nasty freak he’s been longing for. Sissy training is a requirement, it’ll help you ease your way into the magical world of pure pleasure unlike any that you’ve ever experienced before!

Femboy training is a deep impulse you can’t avoid!

Femboy training

Femboy training is a deep impulse you can’t avoid! Hey there, my sweet little sissy slut. It looks like you’ve stumbled upon my blog, and I couldn’t be happier. I am Mistress Emerson, the queen of all things sissy. And you, my dear, are just the helpless sissy slut that I have been waiting for. You see, this is not just a hobby for me, it’s a calling that I can’t resist. And when I see a weak, pathetic sissy like you, I just can’t control myself.

I know you’ve been dreaming about this moment. The thought of being my sissy bitch, used and abused, while looking pretty with forced feminization, it makes your little heart race, doesn’t it? Well, let me tell you, darling, your fantasies are about to become a reality. You are going to be my personal plaything, my little sissy slave, and I am going to use that sweet sissy hole of yours in ways that will make your head spin.

First things first, we need to get you properly trained. I don’t want any half-assed sissies in my presence. So, be prepared for some intense training. You are going to learn how to walk, talk, and act like a proper sissy. From makeup to lingerie, I am going to transform you into the prettiest little femboy that anyone has ever seen.

But let’s not forget about that sweet sissy hole of yours. Oh yes, I am going to stretch it, pound it, and use it for my own pleasure. You are going to be my personal slut, and I am going to make sure you are constantly filled and satisfied. And don’t worry, I won’t leave out your other holes either. With my array of toys and tools, I will make sure that every inch of you is used and abused in the most deliciously filthy ways.

So my dear, if you’re ready to take this journey with me, then don’t hesitate to give me a call. Remember, resistance is futile. You are meant to be my Forced sissy training slut, and I am going to make sure you fulfill your destiny. Now, be a good little sissy and get on your knees. It’s time for you to serve your mistress.

 

Taboo phone chat where nothing is ever off limits.

Taboo phone chat          Taboo phone chat where nothing is ever off limits. Sounds odd. Going to hurt you. Going to make you beg? Mistress of pain and all things considered wrong. Are they though? In fact what appears wrong in one way proves to be a turn on. Like have your balls in a torture device. Now going to bet you are thinking taboo? No that’s not taboo. Beyond the normal is considered risqué. Be a sissy little fucking whore balls in a torture device. Lily white sissy pink pussy getting hammered by the biggest fucking big fucking black cock that is able to be found. Advertising it. Making it a public display for one and all to see.

          Besides being a little bitch for me, it is important to remember that I am a very harsh Phone dominatrix. Never will I give you an inch. You will do as you’re told. Else the consequences will be harsh. Promising you won’t like them very much.

          As long as I am in charge, you will do as I say, when I say, how I say. There are no questions. It IS Yes Mistress Master. Not Mommy. Not now not ever will be a Mom to a whining sniveling pathetic little pipsqueak like you. That better be completely clear.

          Now be a good little bitch and be ready for fantasy rape of your fucking pussy.

Training My Pretty Teen Cunt!

Mistress phone sexIt’s always nice to train some pretty little young bitches to serve me too. As much as I love and adore all my sissy cuck bitches; I also love my cute little teen whores and their sweet young pussy’s. They are usually so intimidated by an older and more dominant woman; they truly do whatever I want and ask for. I don’t even have to remind or demand them to do their job because they all remember what their mistress wants once I train them.

Usually when I train a hot little whore like the one above it tends to be a faster training session. They retain information better than a sissy cuck bitch because they are women and know what being a sub is. They are naturally more willing and submissive since it is in their nature. Their nervousness is generally because they have never been with another girl before so they are scared. I sometimes enjoy making them scared because I can manipulate them however I want.

Sometimes I find it charming and I want to take care of them and be nice so they know I won’t hurt them. That only applies if they do what I want without complaining. This one above was just so scared because she was a virgin and has never done anything sexual ever. She was petrified that I was going to tie her up and whip her like I do with some of my other sissy bitches and other cunts like her. She was so sweet though; I just wanted to play nice and feel her sweet tongue on my clit. She has such a cute little teen body too; I knew I could mold her into whatever I wanted.

Humiliation Phone Sex For Small Cocks That Need To Stop The Lie

As a dominatrix, I’ve seen my fair share of pathetic little cocks so I don’t feel bad when I have a Humiliation phone sex call. So when I saw that thing of yours for the firts time, I couldn’t believe how small yours was. It was almost like trying to find a needle in a haystack.

I remember the look on your face when I told you to take off your clothes and kneel before me. You were so eager to please, but little did you know that you were about to be humiliated beyond belief.

I made you worship my feet, knowing how much it would turn you on to be so close to my feminine power. And then, when I was ready, I told you to get on your knees and present your tiny cock to me.

I couldn’t help but laugh as I took it in my hand. It was so small and pathetic, I almost felt sorry for you…almost. Instead, I used it to my advantage, teasing and taunting you until you were begging for release.

But even then, I denied you. I told you that you would never please a woman with that thing, that it was good for nothing but jerking off  to your pathetic little fantasies. I compared it to a pencil eraser, a piece of spaghetti, anything but the massive cocks that I deserve.

And then, just to add insult to injury, I told you about my pussy’s needs. How it craves the thick, meaty shaft of a big, black cock. How it aches for the kind of power and pleasure that only a real man can give.

You tried to protest, but I cut you off. “No, don’t you dare speak,” I said. “You’re nothing but a worthless little cocksucker, and I’ll never let you touch me again.”

And with that, I dismissed you, leaving you to wallow in your own shame and self-loathing. Because at the end of the day, that’s all you are: a worthless piece of shit with a tiny dick. I’m not sure if you’ll ever be able to handle a real woman, but I’m sure there’s a nice transvestite in the area who’d be happy to take care of your needs. As for me, I’m off to find a real man. Someone who can give me the pleasure I deserve!Humiliation Phone sex