Tag: sissy phone sex

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.

Sissy hypno training : You Are Owned!

Sissy hypno training

I will make damn sure you know what you are with my sissy hypno training. Relax your mind and breathe in and out. Have you been looking up sissy education? Do you even know where to start? This is where you need me to find out what makes you so attracted to wearing girls clothes and aching for a taste of man meat. You can not lead yourself through this alone. A sissy girl needs direction and discipline at times. I get a sissy in my inbox who just thinks she can play with another mistress and lead them on. We all know where she belongs and I would love to help her out, but I will not be used as a toy. I have toys of my own and if you need more than one mistress that is okay, but every sissy must pay to play! My toys know that they will have to confess bad behavior and I will get it one way or another. Fill up my piggy bank and squeal for me! I enjoy sissy confession like I do my own orgasms. Let me tease and tempt you until I unravel your mind. You have never played with a young mistress who desires to warp your mind and make you a slave for cock. Life sure looks different after a good mind fuck and online sissy training!

 

online sissy training

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!

Domination Phone Sex Sissy Mommy

Domination phone sex Sissy Mommy is who I am and I am here to assist in your sissy desires. My pampering mommy side is always a good side to help a sissy out of her shell. The dominating side is the best guidance most sissy girls require to get them trained to be good little cock whores. I am multi-faceted and experienced in all kinds of domination and sissy girl training. I find it exciting to help you in your journey into woman hood and encourage you all the way through the process. The Quarantine gave many time to reflect on their life and to explore some of the things they never got to prior to such. Many have been lucky in keeping busy with work, like myself. I know that you work hard and in the down time you couldn’t enjoy the usual life you led if it was based on socializing. Things have been difficult and those that have recently discovered their feminine side and started to embrace it should know that I am here for them. Whenever you just need to talk or get off some of the manhood stress and let out the side of you that you long to be. I’m here for you my beautiful Sissy Girl.

Domination phone sex

Sissy Hypno Training Mistress

sissy hypno training

There are some of you out there who, even though you say you want to be a sissy, you fight me on it tooth and nail. So I think what you need is some sissy hypno training. I want you to get really comfortable and lie back. Just close your eyes and breathe deeply while I count back from ten. Once we get to one, you’ll be completely under my spell and very open to every suggestion I have for you.  You won’t even have the ability to say no to me anymore. And when you come out of it, you’ll be forever changed. You’ll be a sissy, finally!

I wonder what kind of things I’ll tell you to do when you come out of your hypnotized state? If I tell you to go clean your house dressed as a sissy maid, you will. If I tell you to spread your legs and fuck yourself with the first phallic item you find around the house, you will. And most importantly, when I tell you to go on an app and find a big cock to suck, you’ll do it. You won’t try to find reasons to get out of it. You’ll just suck cock like a good girl and that will make me so happy.

So You Want A Taste

mistress phone sexSo, you want to take off my pretty yellow bra and panties and taste Mistress Violet, don’t you? You know a sissy like you can’t touch me without my asking. In order for you to get a little sliver of Mistress Violet I am going to need you to do just a few things for me. You must earn it baby. I hand you and my husband a pair of pretty purple panties to put on. Now sit in front of me. Each of you pull the front of your panties open and then you put your hand in the others. Just like that. Now jack each other off. I will just sit back and stroke my beautiful pussy while I watch you. Lean over and put the head of the cock in your mouth. Suck it really good. I want to hear you slurping on it. Oh, my that does sound wet, about as wet as my pussy. I stick my finger deep inside of me and put it in my mouth, licking all of my juices off. You both look so disappointed that you didn’t get a taste. I have a challenge for you with a wonderful surprise for the winner. The first one to drain the others’ balls will get to stick their tongue deep in my ass and lick it all up. On your mark get set and go…………….

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.

Online Sissy Training and Partying with Margo

online sissy trainingI have a favorite sissy who calls me for online sissy training. Her name is Margo and she is fabulous. Like many sissies, she leads a double life. She has a day job and her staff see her one way. At night, when everyone is asleep and she can sneak away, she transforms into Margo. She is a partier. I find that it is much easier to become the best sissy you can be when you are altered. Drugs and booze free the mind. And when you free the mind, the rest will follow as the song goes. Margo calls me when she can sneak away, and we work on her sissy skills. She is a very obedient sissy who loves to please her sissy mom. She likes to smoke cigarettes too. I find that sexy. Seeing a pretty sissy with a cigarette in her hand blowing smoke rings on the cocks she is sucking is wicked hot. Margo not only looks the part of a sissy, she acts the part too. She loves to dress. She loves to party, and she loves cocks, especially those big black cocks. I think that is why she first called me. Because I am a BBC sissy trainer. I enjoy feeding big black cocks to newbie sissies and seasoned sissies like Margo. I mean if you are going to suck cock, why not suck the best cocks, right? I love all my sissies, even the ones I only talk to once, but Margo is the sissy of all sissies.

Humiliation phone sex with Miss Remi

humiliation phone sex

Last night I had the hottest humiliation phone sex expierence ever! I’ve been hearing rumors about a guy at the gym I work at. I’ve been dying to know if they’re true! I couldn’t help myself when I saw him go into the locker room for a shower, I slipped in behind him. I saw him taking a shower in his underwear! I giggled to myself and then left to get a few of my slutty friends to confront him with. We were super quiet as we waited right outside the shower stall for him to come out. Once he did, I yanked away his towel so that we could all laugh and ask him why he wears his underwear in the shower. We already knew why! It was obvious by his hard little weenie poking straight out! That’s why we had the whole basketball team come in and surround him with their huge hard cocks. We showed him what a real cock looks like! We even made him measure them and tell us how nice they felt in his hands! Before we let him go, we made him suck and stroke each of those huge dicks. We fed him those fat cocks and rubbed them all over his face! The best was when the guys covered his face in hot, creamy cum! I love turning out a sissy cock sucker!

Getting High In Sissy Panties

Getting high in your sissy panties must feel really good. I love my druggy binging Sissies that love to light up that rock while talking to me about their sissy ways and fetishes. I’m a good sissy mommy that supports those naughty desires and addictions. My favorite sissies love the cock and dressing for cock is what they do. I am a very proud mama of one of my new sissy sluts that is coming around wonderfully! She dresses in pretty girly things for work and even got a sexy bikini to get those tan lines in. Yes, I’m talking about you Sissy G. I love how well you have come around.

Sissy panties

I hate when I miss out on playing with my Sissies because my schedule isn’t always in tune with theirs. I will be working all weekend though my sexy things and my schedule for Saturday and Sunday will be 6am est to 4pm est and I really hope we can hook up and get into the naughty things that we always get into. I’m excited to know about those cocks you have pleased and the pretty things that you have purchased. Let me in your sissy world and be that Sissy phone sex Mistress you are needing to help you along.