Category: Sissy training

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.

 

Sissy Phone Sex Madam

sissy phone sex

Sissy phone sex sluts like you always love calling to tell me about your latest conquest. You always want me to know that you sucked him big juicy cock and that you did a really good job. It makes me feel good to know that someone I trained is out there and making me proud. Sometimes I get calls from sissies who can take even bigger cocks than I can. To know that I had a part in making that happen warms my heart. So by all means, call me and tell me how nasty you have been getting lately.

An integral part of being a sissy is being able to look the part. It’s time for a spring update to your wardrobe so let me help you with that. I want to help you look your best so that you continue getting all the cock you can possibly handle. It’s time to update your lingerie drawer, too. You have to look sexy while you’re kneeling in front of a cock. If you’re ready to be transformed into the perfect sissy slut, get on the phone and call me. And don’t forget to slip into your favorite panties before you call.

 

Your BBC SIssy Trainer!

BBC sissy trainer

Oh well now you know I have a sissy boy toy and he says that we need to move into a bigger place if I’m going to be a personal BBC sissy trainer! I told him I need proof of income and he wrote me out a statement saying he pays all my rent currently and gave me his paystubs! I swear my undercover fem boy loves having me use his wallet up! And having a larger place means more room for all my lingerie and his sissy panties. We both can have walk in closets and a king size bed so we can really get railed by all the Black dick we can get! I do have a surprise for my sissy fag in hiding. I’m going to go get us matching Tattoos! Right on top of my pussy and right on top of his ass pussy! A nice spade indicating that we are both black cock whores to the max! 

 

I have one question for the sissies reading this? Are you a black cock whore, or do you just like watching your women be railed by a BBC?

sissy panties

Sissy Phone Sex Tailored for You

sissy phone sexSissy phone sex is so much fun. Seriously, I love my job. I get paid to dress up little femboys, shame them and even get them cock!  I have some real sissies in my life, as well as many phone sissies. And no two sissies are alike. I take pride in being able to individualize each sissy in my charge and not give a cookie cutter experience. Some sissies just want to dress and be a sissy maid to a bad ass mistress. Some sissies are all about looking pretty for men so they can suck some cock. Some sissies are in it just for those big black dicks. I have two sissy sons. They are twins and in high school now. I knew they were different when then they were young. So did their father and that is why we are divorced, and I have sole custody. When he discovered them playing with each other’s cocks, he went ballistic. He wanted to send them to some reprogramming school like former VP Mike Pence supported. Not on my watch. Sexual exploration between siblings close in age is natural. My husband was in an uproar over the fact that they might be gay. I took him to court and got full custody of the boys. Once their father was gone, I was ready to explore their identities and encourage them to be their natural selves. Neither boy is gay. They are just in the wrong bodies. I gave them femboy training. They dress as girls. Maybe one day they will have surgery to either switch their identity or be t-girls. For right now, mommy loves them. Mommy helps feminize them and give them a sense of style that fits their personalities. I have one sissy boy who likes to dress high couture and another who likes to dress like a princess. I cater to them both. I can cater to your sissy needs too.

Sissy phone with a hot stripper

sissy phone

Strippers make the best sissy phone mistresses. They know how to turn a sissy into the best sissy possible. I love to show a sissy girl dance. I want you to see the power you possess when you let your feminity out to play. I want you to learn how to please men all over. Maybe it’s time to start showing off your small tiny tits and think about turning into a female with a new pussy. I want to make you a feminine slut. Dress up in pink and have a cutesy laugh. Women are fun because they get to enjoy life as the main attraction. There is no way you will not learn the trade when you deal with mistress ember. It will be a heck of a lot of fun when you are on your way to glory holes for practice.

Your Voice Says It All

Sissy phone chat

 

The first step in vetting all of my prospective future fems and sussing out the sincerely aspiring sissies from the fake-ass fagbois is with a hardcore sissy phone chat interview.  I’m not going to waste my time with any wanker who just likes the idea of being humiliated by a hot whore like me.  I want a girly guy who knows that being my pussyless peon means they will, from here on out, do whatever Mistress K requests of them.  

Not just on the phone, their life has to be devoted to transforming that manly husk of theirs into the perfect specimen of a sissy, in accordance with my high standard, of course.  If I tell a clitty craving queen-a-be to throw on a frilly tutu, bright pink wig and a pair of six inch stilettos then go to the grocery store and snap some selfies in the produce section, you better believe I expect that boy bitch to send me those pics post haste!  If I want her to tuck those nuts of hers into a string bikini and organize a free bikini car wash for her neighborhood then suck off all the guys when they come by for a cleaning, I’m gonna need footage of that shit!  

See what I mean?  If I’m going to even consider a caller to be one of my slutty slaves, I have to believe that they are willing to go all the way for me, and I can always tell by our very first conversation.  There are two types of sissies in the world…  Mistress K’s glamorous girly girls, then all the rest.

 

Sissy panties for my little sluts

sissy panties

 

I have a special, little sissy coming over tonight and I can’t wait! I have so much fun turning men into prissy, sissy fag sluts and having their tight pussy holes stretched and pumped. I train sissy men and teach them to be cum loving sluts. I’ve been training this slut for a while now. He comes over a few times a week, to be used by me and my studs, so he knows what I expect of him. This panty slut is well trained and knows exactly how to make his mistress happy! He listens to my commands and always wears the sexiest, sissy panties and matching cami tops. He begs me to have my studs use him like a cum dump whore. I make him prance around and show off his sexy body for those hard dicks and beg them to fuck him. I make sure they’re rock hard and ready to explode and then I make them wait. That way, when they finally get to his tight he-pussy, they’ll pound him harder and deeper! Once I’m finished making him lick the sticky creampies from my cunnie, I let the studs have him. He gets forced to his knees and I watch while his slutty holes get fucked and pumped full. Want to keep me company and have some kinky fun while I wait on my sissy bitch to get here?

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. 

Hard To Top Tiph

Sissy slave training

 

I make sissy slave training look really pretty and beautifully perverted.  Mistress K has an aesthetic like no other, that’s why all of the sissy slaves around come to me.  I have a reputation for designing the most delightfully depraved and delicately demented dandys out there.  I like things to be visually pleasing and look nice and that includes the things that come to me for some supremely salacious sissification.  

For example, my favorite sissy Tiph looks perfect in a long, pink cum soaked wig and leather gimp mask.  Not everyone can pull off a look like that, but when I throw her little clitty in a cock cage and make it peek out of her tiny pink panties you’d be hard pressed to find a hotter sissy whore than her.  She leads perfectly on her leash and heel’s when I tell her, too.  That makes it easy for any cock that’s ready to take advantage of her to have a super sloppy and satisfying gawk-gawk session.

I have no reservations in saying that I’ve crafted the best little cream puff out of Tiph.  She’s ready to please any rod I throw at her and look fucking hot while she does it.  It’ll be tough to top myself but I do love a challenge.