Tag: Best sissy trainer

Humiliation Phone Sex For Cuckold Charles

Little old white men  are often becoming cuckolded these days. It’s become a kind of a growing trend. White married women loving the young black dick. Humiliation phone sex helps Charles realize his place.

In this case this married woman is getting far better pleasure and fucking by the young black man with a massive black cock, and he is the help.

Guess he is doing more than mowing the lawns of the development. Seems he has taken ownership of one couple at least. Charles just happens to be the husband of a woman that has been blacked.

She and her new younger and more hung lover has humiliated this old fat white man. It’s going to happen nationwide. These hung men of a darker breed will engage in owning that white pussy.

So Charles has called me and I think he is so pathetic and needs a sissy trainer and phone domination. This is especially true when his wife directs him to call me. She knows what will preoccupy him while she gets her much needed pleasure from her new lover.

I cannot blame this woman for directing her husband to call me. I am a counselor for his type and a trainer. Granted it seems that the BBC has taken ownership of him already also.

  1. Humiliation phone sex

BBC Sissy Trainer Jackie

BBC sissy trainer

You probably have desires and want to become a sissy slut, but you have absolutely no idea how to accomplish that, right? You do not have to take the journey alone. I’m here to help you figure out everything you need to know in order to become the best sissy in the world. I can’t even tell you how excited I get when a brand-new caller gets in touch with me and tells me they can’t wait to start their feminization journey. I usually start by asking what kind of panties they are wearing. Every sissy, even a wannabe, always has a pair of panties on.

But one thing you might not even know you need is BBC sissy training. Sure, you’ll probably be taking a lot of white dicks, but black dicks are different. They are bigger. They are harder. They are way more satisfying than any other dick out there. And let me just tell you – those guys are aggressive and I fucking love it. You will, too. I can’t wait to help you transform into the best black cock sucking sissy ever. Are you ready to start your training? I’ll be here when you’re ready to accept your destiny.

Sissy Training is a Random Act of Kindness

sissy trainingSissy training from me is a random act of kindness. I know you are a loser if you are on a sissy site. You should feel lucky to have a woman as hot as me in your life. You know the only way to get a hot bitch like me to give you any attention is to pay for her services. I was a professional dominatrix before I became a sissy trainer. I still have some domination clients, but when it comes to sissies, I have clients on and off the phones. Now, I recently told myself no more real-time sissies, but this pathetic little local loser begged me to take him on. Since this is Random Acts of Kindness week, I decided to be generous. I like to pay it forward. I made sure he knew that this sissy training would cost him, and I was only giving him the time of day because I was being charitable.  

sissy trainingThe first order of business was to dress my new sissy. Luckily, for her, I have a huge closet of sissy clothes. I have frilly dresses, fluffer panties, petticoats, Mary Jane shoes, Corsets, wigs, pantyhose, and high heels. Lots of different sizes and colors too. We played dress-up because you cannot be my sissy and look like a boy. I am skilled at make-up. I can shade and I can contour. So, I can make a masculine man look like a femboy. Not that this sissy had a masculine bone in her body. She was very feminine naturally. I played around with some looks but settled on a pink frilly dress with a back bow and Peter Pan collar. I put her in some white thigh highs with pink bows on the front and Mary Jane shoes. I put on a blonde wig and did her make-up, and a sissy was born. This was an act of kindness on my part. I did not have the time or the energy, but I do like to spread around some random acts of kindness. 

sissy trainingNow, that my sissy looked the part, she had to act the part. I called up Demetrius. He is a black bull with a big black cock, and he does not care who he fucks. He is just too horny to care. My sissy bitch got another random act of kindness from my black bull. She got her sissy hole plowed and stuffed with black meat. Many sissies go their entire lives without knowing how good a big black cock feels, and this little loser was a sissy for a day and scored one of the biggest and best black cocks around. She lucked out on her sissy training. She caught me during random acts of kindness week. 

Super Bowl Sissy Training

Sissy training

Enough of all the sissy training, it’s game time, bitches!  Time to drop your cocks and pull up your socks, you’ve got a game to win!  I’m the perfect trainer for a team of willing wussy winners like this.  No, I don’t teach these twinks how to play football, I don’t even know any of the rules.  The game I play is completely different but just as important as any practice or workout regimen when it comes to creating a team of champions.

Before every game, I get the whole group of muscle bound girly guys together for some “team building exercises,” which is just a coded term for making the football chucking fairies fuck the holy hell out of each other.  I’m a firm believer that solidarity off of the field creates solidarity on the field, so to foster that mentality in these darling bozo’s I order them to molest and defile each other while they all take turns pleasing my sweet snatch.  I know, it sounds ridiculous right?  Well the proof is in the results.  I was hired in 2019 and took a team that hadn’t even been to the Super Bowl since 1980 to being champions in one season.  My secret is simple..  Plenty of asshole reaming, taint licking, knob gobbling sissy training!

The trick is starting out slowly and steadily ramping up the action, so a circle jerk always opens every pansy practice session.  I stand nude in the middle of them to give them a visual aid and walk around to ensure that each player is properly jacking his teammate’s johnson.  Once they’re all primed and pumping as one cohesive unit, I choose one lucky Lucy and start sucking him off.  It’s always a different player because I don’t want any of them to feel left out, but no matter who I choose, I always get them to blow a powerful, protein packed load deep into my masterful mouth.  That’s when the real, hardcore sissy training begins.

I pick two captains and they take turns choosing teammates until everyone has been picked, including me.  I flip a coin but nobody gets to call it.  If it lands on tails, we all give some head, lands on heads and we all give some tail.  Team one always goes first but we all end up kicking and receiving before our lascivious locker room practice is over.

I make sure that every one of my prissy players gets off before they gear up and take the field.  Cum filled asses play harder and win more and the LA Rams are proof of that.  I bet we win again and when we do it’ll be all because the Bengals don’t butt fuck each other.

Sissy training

Sissy training

 

Cock sucking lips

sissy phone

Cock sucking lips are great to have if you want to be an exceptional sissy slut. If you’re going to have sissy phone fun with me, you will have to be a good slut and follow directions. Let’s get you the best makeup ever. I want you to have cock sucking lips so alluring you will have plenty of men coming to you and attracting them like bees to honey. Hot pink lips or red lips will keep men’s gaze. I will show you how to suck cock so good you will be considered a pro and the best jizz guzzler. All it takes is a great instructor, and I am the best one you will ever come across. You can bet I will have you have a ton of cum eating sessions.

Your Mistress Punishment

best sissy trainerYou are always trying to get yourself in trouble, aren’t you!? With your small cock and pretty princess skirt, you are just begging for it. I want you to remember this punishment the next time you think you can just cum without permission from your mistress. Get onto your knees, bend over and start sucking on the twelve-inch, punishing strap-on! There get it nice and wet, dripping! I want it dripping in your spit to be ready to have it shoved into your ass hole! Such a fucking sissy bitch aren’t you? You deserve to be treated like the dirt under my shoe! You don’t deserve to ever be touched by a hot slut again because here, now you are the dirty little whore!

Is Online Sissy Training for You?

online sissy trainingIs online sissy training for you? Men ask me all the time if it is for them or not. I have my own sort of Litmus test for potential sissies. I ask a few questions like do you enjoy wearing panties. I will even ask if you have a long history of loving panties. Many sissies played in mommy’s panty drawer when they were younger. Some play in a wife’s panty drawer now. If you like to wear a woman’s panties, you might be a sissy. I will ask you if you fantasize about cock. Shemale cock included because I have discovered that many men will fool themselves into believing that they are straight because shemales are feminine looking. The same logic goes for cuckolds. Some men fool themselves into thinking they are just sexually submissive to their women if they fluff a cock or suck cum out of their partner’s pussy. I guess you can call me the wake up call you have needed because I do not let men live in the land of denial. If you suck any cock under any circumstances and like it, you might be a sissy. I will also ask guys if they have had any kind of anal play and liked it. You know like a prostate massage from a mistress, a pegging from a girlfriend or a man’s dick in your ass for any reason. If you like things in your ass, you might be a sissy. I am the best sissy trainer. I often know when a man is living in denial. I knew my sons were trapped in the wrong bodies. I made them pretty little femboys. If you are thinking about calling a sissy trainer, ask your self if you like panties, cock and ass play because if you do, you are in the right place.

There You Are

mistress phone sex

Oh, there you are. My little obedient sissy boy. I had a wonderful night last night and I think you are going to want to get close and personal with my remnants. That’s right, look at your smile, I didn’t even have to tell you what was happening, you already know. Lifting my dress so you can see my perfect ass. Now prepare yourself sissy, you know I require you to dress love.

Put on your pink satin panties, chest plate, matching bra, thigh highs and heels and crawl to me. Don’t forget your lipstick, I love that shiny sparkly kind. Now get on your knees and spread my ass cheeks. You can already smell it can’t you? As you pull them apart further you can see the shiny wet cum filling my tight asshole. You stick your tongue inside and taste that salty goodness. Your lips leaving shiny marks on my tight asshole. You dig your fingers inside to get every last drop, lapping it up like an obedient dog. You finish and pull my dress down and I notice your pink panties wet from your little clitty getting excited. That is my sweet girl, what should we do next babe?

Its so small!

Humiliation phone sex

I can’t believe I didn’t know how small your dick was! A little two inch nub that will never be able to fuck me! I knew you were spending a lot of money and lavishing me with gifts for a reason! I just don’t want to believe that it was so small. I thought maybe you had five inches and when we were making out I got suspicious and was taunting you to show me your dick. You were almost crying as you showed me that tiny little dick. I immediately threw my pillow over my tits and began laughing so hard my belly hurt! Every giggle made that two inches jump! I began calling you names and you were crying and jacking your cock off with two fingers! Oh my god how is this even possible. I finally found a nice sweet guy who will spoil me and here he is jacking a baby sized penis and crying just like one! I ran to my baby brother’s room and got a pull up and told you to put it on right now! You’re a little baby boy crying in a pull up for me now! The only way this will work is that you become my baby boy sissy and you give me the AMEX! ABDL Sissy humiliation training is your world now!

Sissy Training During A Blizzard

sissy trainingI love sissy training. It does not matter what is going on in the universe, some pathetic little sissy boy will beg to be trained. I live in Pennsylvania and right now we are under a winter storm advisory. I went to the store to stalk up on supplies earlier in the week. The store was a madhouse. Everyone was focused on surviving a few days if we lost power, myself included. Yet, this little bitch boy saw something in me. It was like he knew I was a trainer by just looking at me. I am okay with people approaching me in public, but there is a time and a place for everything. I was not in my gear. I was not at home. It was freezing outside with sleet falling and temperatures were dropping. And this boy could only think of his needs. I tried to be polite, but he was following me all over the store like a lost puppy dog. He said he wanted to spend the winter storm being of service, then it dawned on me, why the fuck not? I could use a sissy maid at home. I gave him my grocery list as a test and said get my supplies and meet me back at my car. I got the fuck out of that chaotic store and waited. He came back with everything on my list and a smile on his face. I let him follow me home. He got some quick femboy training. I dressed him up in a French maid outfit, and put a butt plug up his sissy hole. I put a collar and a leash on him too. When we lost power, I made him give me a tongue bath since I could not take a hot shower. We lost power for a couple days and having a sissy bitch around was perfect. He was my human toilet too. My daughter used his mouth as her potty also.  I am a dominatrix and a sissy trainer. It makes sense to have a sissy bitch on hand for emergencies like no power.