Category: Best sissy trainer

Showing My Sissy Slut Who She Belongs To

I had not seen my perfect sissy slut in a while. The first thing we did is made sure she had her pussy pink chastity belt on. I like seeing her round ass out so all she had was lace knee high stocking stripper heels and red prostitute lipstick. I brought her down to her knees so she can show me how much she missed me. My perfect sissy slut licked and kissed my heels and feet. I sat down and spread my legs so she could use her sissy tongue to show me how much she needed me to show who what she is made for. Before putting my big strap-on, I stood over her and let my golden stream drench her with my pics. She knows to clean my pissy pussy and she does it so very well. I knew her showing her submissive slutty side gets her tight man pussy pulsing for me. I lubed up my strap and turned her around while I rubbed my cock on her asshole entrance, I spanked her making her tell me who she belongs to.

Sissy phone sex

She said the magic word that she belongs to me, and I plunged my strap deep in her man pussy. I pounded her over and over as she moaned how she is mine. I rubbed my clit and I started squirting all over her. Right away my perfect sissy slut went down to clean my cunt like a good whore knows to do. 

Don’t Be A Brandt

Forced feminization

 

I have a new little sissy who thinks it’s funny to be resistant to my forced feminization.  This little bitch is so fucking delusional that she doesn’t even know what she needs, though she was smart enough to put herself into my capable hands.

I was disgusted to see MY sissy walking around wearing that ridiculous man suit costume on a daily basis and thinking he can just stroll into my place in his business attire and expect me to accept it.  FUCK.  THAT.  Let’s get this straight, there’s no way I’M doing all the work for YOUR sissification!  What type of sick sissy trainer do you take me for?!  You better put in time and effort if you want to be one of my Sweet Ladies, otherwise you’ll never be anything more than a fucked up little fagboy who wishes they had the clitty and composure it takes to truly sissify under my twisted tutelage!  

The business suit had to go for good so I took matters into my own hands and did a little erotic hypnosis to implant some keywords in his befuddled brain and forced my little bitch into the Bimbo Zone.  It didn’t take a lot of time before Brandt had fully turned into Brandy the Bitchboi!

What a glorious little slut she was, wearing bubblegum pink short skirts, corsets, stripper heels and a big brunette wig everywhere she went!  With her whorish face coated in way too much maybelline and a mouth looking like a target for cocks being the icing on the slut cake, Brandy started attending every business meeting, every social gathering, every school function for poor ol’ busted Brandt.  Now she’s the happiest little sissy with the proudest swollen clitty around!

Forced feminization is just like anything else… If you put in the effort, you will be rewarded.  If you want me to do all the work though, I’m going to fuck up your brain and your butthole.

 

Taboo Landlady Laying

Taboo phone chat

 

Everyone who knows me knows that I am the monarch of taboo masturbation.  I love to lend a horny helping hand to anyone around who needs it, it’s the neighborly thing to do.  My entire apartment building knows that I’m the manual meat manipulator to approach when they want a little extra help getting their goop.  It’s all good, I can break off hot handjobs for days on end!

My landlady had a horrible look on her face when I paid her this month’s rent.  Nobody should have such a sour puss when they’re being handed money so I didn’t care what her fucking problem was, I was going to turn that horrible frown upside down.

I pushed her into her place and threw her down on her couch, snatching that old robe off of her as she fell to the cushions.  I told her to rub her pussy and, as she played with her fat clit, I pulled my trusty vibrator out of my purse. She moaned loudly as I pushed my best little beaver buzzer deep inside of her, which prompted her cute little daughter to wander into the living room to investigate.  The teen was shocked to see her mother getting manhandled at first, but after I called her over to sit beside us, she cooled out a bit.  I spread her tanned thighs and kissed my way up until I was in the crease of her loose shorts so, with my free hand, I moved her clothing aside and started licking her tight little twat.

I worked the mommy-daughter duo over until both of them were writhing in explosively agonizing ecstasy and squirting everywhere.  Not only did I leave my landlady smiling and super happy, but I made a young little fuck friend I can use for my own twisted pleasures.  My hands did it all!  I guess my mouth helped a bit, too.

 

Online Sissy Training Available

online sissy trainingOnline sissy training is very popular. Sometimes, I get guys who call me who have no clue they are on a sissy site, and it is not what they want. I think some are honest mistakes. They see a hot mature woman and they get a hard dick. The likely do not even read my blogs. But I still think the majority of guys who claim ignorance to the fact that I am a sissy trainer are just too afraid to admit that is what they want. Sometimes, I force the sissy thing and a guy hangs up on me. Oops me bad. That is when I know they were not just playing dumb. But the ones who take everything I dish out, I know are closest sissies. There is no shame in the sissy game. I can keep your secrets too. I had a new sissy come to me this week with the “Oh, I had no clue this was a sissy site,” line. This site is literally called the Sissy Slut Hut. No false or misleading advertising in our title, LOL. I played along. I am the best sissy trainer for many reasons, but one is knowing how to coax a sissy into acceptance. The world is cruel to sissies. I know. I have two sissy sons and it has been a long road to get them and their school friends to accept who they are.  I had this new sissy start with a cuckolding fantasy. I do love cuckold calls. My caller started to realize he wanted to suck a big black cock. So many men do. Some are sissies and some are just black cock faggots. My caller was both, which is what many men are. By the end of our call, I had him dressed up pretty to serve some big black bulls. Sissy or BBC faggot, I do not judge. I will turn you into a little bit of both because it is truly the best of two worlds.

i’ll get your sissy panties wet

 

sissy panties

I know what will get your sissy panties all wet! Bbc for the win. Its actual BBC will make you want to cum in your panties. Watch as I show you my expert tricks, the kind that will make a man lose his shit, and you too can make your way into the fun.

All you have to do is sit back and watch keep yourself entertained because, with enough lessons, you too will be in my shoes. You will learn from the best and will navigate your sissy life accordingly.

All you must do is learn and soak it all in like a  sponge. Watch me and study me. We will get together, make sure you have a clear, concise plan, and work your way to my spot.

My Sissy Whore Richard S

Phone Dominatrix

My sissy slut Richard is a pantyhose loving sissy faggot who craves big blacks cocks in his ass! One of my favorite submissive sissy callers is called Richard S and he is a huge cuckold freak as well as a BBC loving cumwhore. We talk for hours about all the big black cock he takes in his sweet sissy pussy, he loves dressing up in stockings and lingerie because he wants to be known for his perfect fem looking ass. I tell him who to fuck and he goes out and takes any cock I tell him to because he is my little sissy faggot plaything and I will turn him into a cum dumpster any time I like! Whenever we talk he has new sissy faggot stories for me about how much cum he got in his filthy sissy hole.

Femboy Training Mistress

femboy training

Lots of people want to be feminized, but they have no idea where to even start. You’re probably feeling that way, aren’t you? I know it can be a tough place to be in. But that’s why femboy training with me is the perfect thing for you. I’ve been training prospective sissies and cross dressers for a really long time, and I can help you with every part of your journey. I’ll probably ask you to tell me about yourself a bit before we get started, though. I want to know how long you’ve had the urge to transform yourself.

Did it start when you were really young, or were you older when you first had the desire to feel and look feminine? I want to help you pick out what colors might look best on you, teach you to walk in heels (you’ll look like a runway model!), and so much more. Think about how hot it’ll be when you can squat in your stilettos and wrap your mouth around a cock, if that is what you’re in the mood for. Maybe you just want to dress up and prance around like a pretty girl. I’m up for anything!

Mistress phone sex whore Remi

mistress phone sex

 

I’m so excited for this weekend! I’m going to my brother’s party to show off my newest sissy cum whores. My brother and all of his friends know what I do and they know that I alway provide plenty of dirty, cum sluts for his kinky parties. I’ve been training these new sissy fuck holes all week long. Mistress phone sex trainer sluts like me love teaching new sissies how to be the best cum loving, sissy bitches they can be. I teach them how to properly suck cock and swallow thick, creamy shots of cum. It’s so hot watching them grow from panty slut, wanna be cock suckers into full blown sissy bitches. I can’t wait to see these new sluts of mine put their training to use and show me how they tease all those fat, monster cocks. If you’re sitting there in your panties, wishing you were gagging on a fat, throbbing cock then call me. There’s still plenty of time for me to train you and have you ready for a wild weekend!

Humiliation Phone Sex For Cucked Sissy

A cucked sissy is a worthless man with a small pecker. As an Mistress specializing in Sissy sluts, I adore a good Humiliation Phone Sex session with a cucked husband. I have a few. One stands out so much though, he sounds so fucking pathetic. He whines all the time about his wife getting the helps cock all hours of the day.

The “help” a big black cocked man that does maintenance at their condo is always around his big titted blonde wife. She is always fucking him right in front of her little husband and they just laugh at him. They laugh and ridicule him all the time.

It’s obnoxious how open these two are. The big fake titted blonde woman is a good ten years younger than the man. He is now the servant to her and the black maintenance guy and it seems the whole condo community are privy to what’s going on.

I enjoy taking his money and ridiculing him with how much better that young wife of his is being fucked. I tell him to go put her panties and lingerie on and be a good bitch to the two of them. Clean up that big black cock and clean up the creampied pussy. Be a good Boy Roger.

Humiliation phone sex

Mistress K’s Humbling Humiliation

Humiliation phone sex

 

Sometimes I just have to make fun of these stupid wannabe wussies who think they have what it takes to be one Mistress K’s Sweet Sissies and humiliation phone sex is the perfect way to do it.  You know I’m perfectly willing to let a lackluster lame-o know that I don’t think they have it in them to be the best sissy boy ever, but sometimes they need a little extra persuasion and I sure as hell don’t want to see them every goddamn day.  They’re fucking ugly and don’t deserve my precious time and assertive attention so I make those unsightly sluts call my beautiful ass.

Take Wayne, for instance.  We’ve tried and tried to doll him up and make him somewhat attractive but no matter what I do to him, no matter what wig or dress I choose, no matter what color scheme I go with or amount of accessories I slap on the hairy hobgoblin, he always looks like a strung out bridge troll!  He’ll never be pretty enough to be a girly boy, let alone grace my lustful lineup of lipstick loving lady lads with his displeasing presence.

There’s only one way to make Wayne look good.  His best side is his backside so I strung up his junk, gave him a sign to hold and called every big black cock I know to come over and make Wayne sorry he ever thought he could be one of my clitty packing prissies.