Tag: Best sissy trainer

BBC Sissy Training Mistress

As your best sissy trainer, I make sure to treat you the exact way that you deserve when you become my faggot sissy boy! 

Once I get my mistress’s hands on you, I’m going to do whatever I like to you! It really makes me wet, seeing fags like you cry at my degrading words and all their hard cocks that I invite in for them to come and fuck you!

Keep crying little bitch because our next stop is taking you out into the street and offering you up like a piece of meat to anybody that wants you and to anybody that will take such a worthless sissy bitch! Go ahead and cry for us, pathetic piggy faggot! You’re only making those cocks grow harder!best sissy trainer

My Sissy Cuckold Slut Cleans My Mess

My ex was a big sissy slut cuck whore. Whenever I was in the mood, I would dress him up in slutty clothes and heels. I would make him clean the house like that and randomly bend him over and stick my fingers or toys up his man pussy. One day my favorite big black bull was over and he had fucked me so good with his big black cock and gave me a good creampie my pussy was sore.

Sissy maid trainer

I made my sissy slut dressed like a whore clean my pussy up.  suck the creampie out of me and make my cunt feel good. While he did that, I got a great idea I told my bull my cunt was tired but he could use his man pussy. As he cleaned my cunt, I spread his ass and my bull rammed his massive cock right in him. He tried to scream but my pussy was smothering his face. He didn’t stop fucking my sissy cuck whore until I squirted on his face and he filled his ass up. He always gets dirty when cleaning up my messes.  

BBC Training

mistress phone sex

I know sissies love that BBC as much as I do, but sissies must be trained to control themselves. So, I asked my favorite BBC Fred to come over. I dressed Susie in some pretty pink panties and matching lipstick and told him that he was to watch as I played with that big black cock and to never move his eyes from mine. I know this will drive him crazy as he will want to look at that gigantic beast of a dick. I sat Susie down on the floor in my room as I undressed Fred and myself and got down on my knees to admire that big black beauty. My god it is so wonderful.

I could see Susie trying to divert his eyes and quickly reminded him that his eyes were to remain on me. Susie watched me take that massive beast deep in my throat as Fred proceeded to fuck my throat hard. As soon as he came in my mouth, I held that giant load without swallowing. Susie had been so good that I motioned him over and opened his mouth and dumped my mouthful of big black cum into his. I made Susie hold it in his mouth until I told him he could swallow. He did so without hesitation, so I wanted to reward Susie. I let Susie clean Fred’s massive, beautiful, black cock with his tongue. I was so excited watching my training being successful that my pussy was getting wet. I think I will take that BBC in my pussy next.

You Belong in Sissy Panties

sissy pantiesDo you belong in sissy panties? If you have a small dick the answer is yes. I love to shop with sissies. I have a new sissy in my life. He came on to me and was out of his league. No woman had ever rejected him because he is rich and powerful. I am not just any woman, however. I am a dominatrix and a size queen. Your money and your status do not matter to me. Your cock size does. I told him that when we were back at my place, and I realized he had a small dick. I am not going to fuck a man who has a small dick. I will, however, be the best sissy trainer for him. He was glad for my honesty. He told me that meant that I was not just after his money. I never need a guy’s money. I make good money as a phone sissy trainer and a real-life mistress. I will, however, take a man’s money to train him to be my sissy. Yesterday was our first day together as mistress and sissy. I took him to Victoria Secret to pick out panties and some other pretty things. You cannot be a sissy if you do not look the part. I understand maybe you have to dress like a man at work, but when you are on my time, you will dress like a sissy. Once I had my new sissy looking the part, I took him to a glory hole to act the part. I know this one glory hole in the back of an adult bookstore that always has plenty of big cocks waiting for a sissy to suck. My newest sissy had never sucked cock or even thought about it. But once he was all dressed up, he felt the need to suck those cocks. I had to help him, but I do believe this is the beginning of a very special and lucrative mistress and sissy relationship.

Sissy Panties For the Cock Sucker

sissy panties

This mistress demands that you stop being such a little whiny bitch and put those sissy panties on. I understand that you’re afraid of what others will think, but truth be told
everyone already knows what a cum addicted little cock sucker you truly are. It’s time to embrace your true nature and stop depriving yourself of that big, thick meaty cock you so desperately crave.
I see the way you’ve been looking at my friend Anthony whenever he comes over. You can’t keep your eyes off of his solid cut body and that FAT bulge in his pants.
If you’re a good boy and do as I say, then maybe I can arrange something for you to finally get those cock hungry lips around something throbbing and veiny. You’re the only one standing in your own way of true happiness.

We can take it one small step at a time. First we can start by playing a little dress up. I have a complete bedroom dedicated for little sissies like yourself. Stockings, panties, wigs, heels, makeup, toys! The works. You name it, I’ve got it. Sometimes you just have to slip into the right clothing to really set off the mood and then the rest sort of takes care of itself. Are you ready to play dress up with me? 

sissy phone sex is strict with me

sissy phone sex

So you are currently craving sissy phone sex, and I have the tools that will make you feel so good about everything in the sissy sphere. It can be quite a shock to go ahead and enter this lifestyle. Don’t fret when you have a sissysluthut mistress like me. We are trained and specialized in all things, sissies. We will let you conform into this whole new world on our terms, and don’t worry. We will be gentle. It is a known fact that It takes time to get into our strict world. I do not allow sissies to take it the easy way out. Im a strict mistress because I want you to be able to be the best sissy whore ever. I can’t wait to show you how to gape your ass whore.

You Can Only Watch

mistress phone sex

You come home from work after a long day. You are frustrated and looking for a release. You walk in the door to find me in some hot lace panties and heels. You think it is for you. You come towards me in anticipation of your wife taking care of your needs. I laugh at you and tell you that you are always my cuck and to follow me to the bedroom.

There you see a hot ass man laying in our bed, porn on our television and toys on your nightstand. You look defeated and I laugh. Of silly boy you know you can’t please me. Your cock is so tiny that I can’t even feel it in my hot juicy wet cunt. Now you be a good boy and sit here beside us and watch. You unbuckle your pants and sit in your chair. You grab your tiny cocktail wiener from your pants and start rubbing. Watching as this man fucks your wife. His big cock stretching out my bald wet pussy bareback. His big thick balls beating against me. You hear my moans as he lifts my legs over his shoulders. You watch as he drains his balls inside of me. I smile as you look pathetic, knowing that you will run at the chance to clean your wife’s cum filled cunt when we are through.

I See Your Pink Panties Under Your Pants

mistress phone sex

You come at me acting cocky and masculine, but I know that you secretly have on a paid of pretty pink nylon panties under that business suit. How do I know you ask? I happened to see you undo your pants to fix your shirt. So, this day had just turned in to a whole lot of fun for me. Humiliation is on the agenda today; it is the ONLY thing on the agenda.

You call me into your office to take some notes. You as your schedule. I tell you I have cleared it for the day. You seem puzzled as I rise and lean over your desk, inches from your face and tell you I know your little secret and today you will be my servant. Still confused you look, and I pull the blinds and lock your office door. I open my briefcase on your desk and pull out a paddle. I tell you to rise and come to me. You start to backtalk, and I whisper how I like your pink panties. You turn red and say nothing as you walk towards me. I unbuckle your pants and let them fall to your ankles. Now bend over. Your pink panty covered ass high in the air as you do as I say. I laugh as I raise the paddle. I think you might need some humiliation too baby, I will be waiting.

Piggy and Sissy Faggot’s Please Me

I’ve had my fair share of useless little worms, faggots that wait in lines to be used up by me like little cum filled rag dolls. But then there’s a few that I don’t mind letting get down on their knees and pink and snort for me like little piggy’s. Specifically little sissy bitches that turn themselves into pretty little cum fuck sluts that are going to take dick into every hole they have! Even if I have to make another hole for a tight pussy to be freshly fucked! Now be a good worthless piggy and make me laugh and point at you on your all fours!! Come and play, beg for your mistress and eat up all you dirty cum mess.humiliation phone sex

Deep Cock Training

Forced Sissy Training

“No, open your mouth wider. You’ll never fit that monster black cock in your fuck hole like that.” I scolded. It was time for some forced sissy training, and today was swallowing a rock hard cock. The sissy fag before me was crying, but I backhanded him hard and got him to look at me. Then, I forced a big fat O ring gag into his mouth. it shoved his jaw wide open, leaving plenty of room for that fat chocolate dick to make it’s way inside of his mouth. “Now make it choke.” I ordered the hot black Stud before me. He nodded, placed a big black hand on the back of that little sissy faggot’s head, and started mercilessly pumping away. My sissy started gagging immediately but we didn’t give a fuck. I was getting really wet just from the sound of it. His eyes were tearing up as that cock tore up his throat, making it into a little sissy hole for him to use. And it was. I watched him swallow that monster cock, reached out and stroked it as I choked him through his fucking skin. He was a sissy boy this morning but he would be a sissy girl tonight.

Humiliation Phone Sex