Category: Sissy training

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!

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…………….

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!

Get Him Hard For Me Sissy

Mistress Phone SexHey there you sissy boy. Have I got a treat for you? So, put on your sissy panties with the hole in the bottom I laid out for you and meet me in my room. Don’t forget that pretty pink lip gloss. Oh honey, you look adorable. Now come over here and get this cock hard for Mistress Francis. I want to see those pretty pink lips wrapped around that big head. Don’t forget about his balls. They need attention to you know. That is right you little cock whore, make sure you leave pink rings around that big cock. Now that you have got him hard you can step away and watch me finish him off. I see you looking as I lick that cum with my tongue. Just look how it strings from the head to the bottom of my lips. Oh, my look at that little wet spot on your panties. This makes you so excited doesn’t it? But don’t you dare touch that little clitty of yours without my permission. Now baby go grab your suction dildo and put it on the floor. Yes, just like that. Now I am going to climb up on top of this warm, thick, long, hard cock and ride it while you fuck that dildo with your man pussy. Keep looking at me sissy, I love that cute little face you make when you cream your panties. Aww that didn’t take you long. Now come here and clean his cock for him and then I will let you suck his cum from my beautiful juicy pussy.

They all fucked him

best sissy trainerMy newest sissy swore that he did not like cocks, he just liked to be feminized and wanted to be pegged by a sexy woman like me with a strap on cock. Some sissies really only like strap on cocks, I get it but this sissy was not one of those. Every single time this sissy was near a big fat cock her little clitty would get hard. When she would see someone sucking a dick she would be staring at it practically drooling it was ridiculous that she would expect me to believe her. Well, last night I finally made that little sissy bitch take some real cocks and she fucking loved it no matter how badly she is trying to convince me that she didn’t. This whore was fighting the whole way… until that cock went past her lips and then she turned into a little dick sucking faggot. She swallowed every inch of it and even begged to be fucked by it. In the end she squirted all over the place so there will definitely be more big dicks in her future no matter what she says.

Sissy phone chat with Miss Remi

sissy phone chat

Everyone knows me as the ultimate sissy phone chat princess! I love to make my sissy sluts dress like little whores and tease lots of fat cocks! My pets stroke and tease the biggest cocks and make them cum all over my sexy little feet. I make my sluts get on their knees and suck my little toes to clean all of the cum off! If I see a wet spot in the front of their frilly little panties, it really turns me on! I keep my sissy pet, Candy right beside me at all times. Her silky panites are always sticky with pre-cum when she’s with me. She’s been trained to be my cum cleanup slut. Watching Miss Remi get fucked makes her clittie hard and she begs to lick the cum from my pussy. Of course I make her take a fat, hard bull cock in her little pussy as she’s licking my kitty clean. We’re always looking for new sluts to train. We’re not going to turn you into anything that wasn’t already deep inside of you, waiting to be set free. When you’re ready to begin your training, I’ll be here waiting for you!

A Strap On for My Cuck

Mistress Phone Sex

Mistress Violet takes no shit from anyone and that includes her little sissy ass husband. So, let me tell you what I made that man do for me when he decided to try to touch me without asking. I have told you before I want no part of that tiny thing. That small cock is not worthy of such a fine pussy as mine. While he was at work I prepared for his punishment. I called one of my best sissies over to help as I laid out all my toys and changed. I met that sack of shit at the door as he arrived, wearing my “Bitch” collar, fishnets, corset and of course my strap on. I didn’t attach the big thick one because I already know he isn’t worthy of that either. I told him that he would now be punished for putting his hands-on Mistress Violet without permission. I ordered my sissy to take off my husbands’ clothes and attach the little bitty cock cage I had for him. My husband tried to back talk so I had sissy attach a ball gag really tight so I wouldn’t have to listen to his worthless chatter. Sissy then led him to my chambers where a bright pink paddle lay on the bed. I bent my husband over the bed and paddled his ass until it was bright pink. Of course, his little clitty was dribbling so I scooped it up and rubbed it into his tight ass. I told him to buckle up because I was about to tear his sweet ass up. As I started to push in, I felt his ass start clinching so I pushed even harder. I took it deep and hard and fast. He blubbered like he didn’t like it but the mess he left under his cock cage told a different story.