Category: Sissy training

He Brought A Friend

mistress phone sex

He was a business partner of my pathetic husbands, but I could sense he wanted something more. There was no doubt that he was privy to my husband’s required panty wearing and feminine attire so when he kept stopping by our house, I decided to confront him. I had no intentions of asking his permission, I was going to demand he obey. They were watching a game and I walked in and turned it off. My husband said nothing, but his friend started to speak. I quickly put my hand over his mouth to stop him.

I handed him a gift bag and told him to go to the bathroom and change. He started to speak again and this time I bare handed smacked his ass. He hung his head and left. When he returned from the bathroom, he was wearing a black teddy outfit and heels. He struggled walking but he persisted and the wet spot from his little clitty showed me his desire. I ordered my husband to remove his clothes and join him. My husband in his black thong sat beside his friend. I laid on the other couch and put one leg above the back. My perfect pussy on display I told them to come and worship me. My husband mentored him as they licked me and sucked on me. Then the doorbell rang, and a beautiful tall man walked in. That is when the fun began. Want to hear about it? Want me to make you a sissy faggot too?

Sissy Humiliation Training Mistress

sissy humiliation training

Being a sissy means that you need to get used to being humiliated. People are going to point and laugh and you’re just going to have to deal with that. Trust me, after a while it will even start to make your tiny little clitty hard and you’re going to love it. And pretty soon, you’re even going to crave it and get so excited when the men who you’re going to be plowed by get off by telling you what a loser you are. But to get you used to everything, you might need to call me for some sissy humiliation training.

I’ll help you out with what you can expect, and I’ll even strap one on and give you a taste of it when you talk to me. I think that even though you’re iffy on whether or not you are going to love being humiliated, you’re going to give in and have a really great time with me. And then you can move onto men with real cocks to give you what you really after, you nasty little cock sucking whore. Are you ready to submit to your mistress? 

Sissy phone sex with Miss Remi

sissy phone sex

Miss Remi is back with lots of hot stories for my naughty, sissy phone sex lovers! I’ve been spending all of my time training my new sissy bitches and getting them ready for the huge, fat cocks they will be serving. Everyone knows that I love turning secret fags into full blown, cock sucking sissies! This new group is going to be my kinkiest and most slutty class of whores yet!  My sluts have been practicing and perfecting their cock sucking skills by slurping and gagging on my big strap on. They love showing me what good cock sucking, cum loving sluts they are. My sissy whores are ready for those massive, throbbing fuck rods to stretch thier slutty pussy holes! I bought lots of kinky toys to help get those little, sissy bitches ready and plenty of slutty outfits for these little whores to wear while they’re being passed around by my studs. If you’re a little sissy bitch that needs training, then you’re late for class! If you’re not a little sissy bitch, then  maybe you can join me and my studs in breaking in a new set of sissy bitch sluts!

 

Sissy phone sex with Miss Remi

sissy phone sex

A kinky, sissy phone sex call from one of my little sluts always puts me in a naughty mood and makes my cunnie wet. I love when a man calls me and tells me how badly he needs to be trained by me! Knowing that you’ll do anything to feel a fat, throbbing rod pumping your slutty hole really turns me on! I could tease my pussy and watch my sissies get used all day long! I have plenty of bull studs that would love to stretch you out and make you their cum slut. If you’re not ready to take one of my stud’s massive cocks yet, then don’t worry. Miss Remi can get your tight cum hole ready with my big, fat strap-on! The first thing we have to do is dress you up in some sexy, slutty lingerie and see how good that mouth is at pleasing big cock. Hurry up baby, I’m ready to start your training! 

 

Making A Perfect Sissy For Daddy

Sissy girl trsining

My new sissy slut wanted me to make her ready so her daddy could fuck her. I know exactly how to give proper sissy training and I was going to get her ready to milk her daddy’s balls dry. I put a tight short dress on her and knee-high stockings with heels. As I like she didn’t put any panties on I bent her over and had her spread her ass for her daddy, when he saw her his cock was hard. I just spanked here ass and showed him how submissive I got her to be. I guided his daddy’s cock into her boy pussy, and he right away started pounding her with his big thick cock. Daddy kept fucking his sissy slut offspring hard and deep while I watched how good she took his daddy’s dick until daddy filled him up. I made my new sissy slut clean his daddy’s cock until it was all clean. Now she comes for weekly sissy slave training so she can be a perfect cum dump for his daddy.   

The Best Sissy Trainer

best sissy trainerI love being the best sissy trainer. I am skilled in all things sissy. I have this ability to look at a sissy and know just what she needs. I even can recognize a sissy when she has not yet realized it yet. I met Marc at the mall. I was shopping for pantyhose and heels. I am an old school woman. I like the look and feel of hose on my body. I also enjoy how sexy I look in heels. I heard that The Mars company is ditching the heels on the green M and M and replacing them with sneakers to appeal to the millennials do not relate to heels. Fuck that shit. Heels are sexy. Heels make a woman a queen. I saw him checking me out, but not in the way most men check me out. He was mesmerized with the pantyhose. Only a closeted sissy looks at pantyhose that way. I walked up to him, took his hand, and put it on my pantyhose clad thigh. It was a test. His dick sprang to life. Not that I could see his likely tiny nub in his pants, but he shifted and covered his crotch like all men who get an erection in a public setting. I took him into the dressing room and put him in some panties and hose. A sissy was born. The beam in his eyes told me he wanted sissy training. He came to my place later that night for a full transition. Not only did he wear pantyhose, but I put him in high heels and a dress. A sexy wrap around micro dress and designer heels. I added some make-up, and a star was born. I invited a stud over to test drive my new merchandise. I do not just make a sissy look the part. I make a sissy act the part too. And just like that, another sissy was discovered.

Nympho Sissy Trainer

Best Sissy trainer

I am such a horny sissy trainer! that’s why I love sissy bitches like you. I get to be shoved full of cock and cum and show you what a real cock is supposed to be like hahaha! See this one daddy dick, and how he’s as thick and a soda can and as long as a ruler? That’s a real daddy cock and he’s going to ram it into my dripping mistress cunt while we laugh are your short ass dick! So pathetic is what you are. You can’t even jerk your worthless sissy cock off because you’re so tiny! Keep those girly, sissy panties on and watch closely. You’ll never make a whore scream like this you little faggot! Spread your ass and get ready for daddy!

Play With Me, Princess

Best Sissy Trainer

You’ve come because you crave to be a pretty princess in the way every inch of me is a Queen. I can give it to you, you know. I can help dress you, primp and preen you, and then use you for my own pleasure. With your stockings, your panties, that pretty girl make-up, I need you to bend over my lap. Queen Presley is going to spank you now, sweetie. I took my time, took such care in dressing up your sissy body, your prissy face, and now I’m going to use this like my little fuck dolly. You signed up for this. When I scissor your boy pussy open, don’t be surprised when you cry. Sometimes, I like to make it hurt.

BBC Sissy Trainer for Hire

BBC sissy trainer

Being a BBC sissy trainer does sometimes bring challenges but the fun and excitement that it brings more than makes up for that. I love taking a clueless sissy wannabe and turning her into the biggest slut her town has ever seen. It’s harder to do than you might think. Sure, a sissy’s willingness to suck cock and take a big fat dick in her pussy is a big part of the feminization process. But sometimes they just don’t want to do what I tell them to and that can be a bit of a problem.

If I tell a sissy slut to get down on her knees and suck my strap on cock as training and she says no because it’s “not a real cock” that upsets me a lot. If I tell them to wear a certain color of lingerie and panties because they look best on her and they say no, they’ll get punished. But you’d never be like that, right? You’ll do what I tell you to do when I tell you to do it, I’m sure. If you don’t, you’re going to find out what a cruel and swift punishment at my hands is like.

Mistress phone sex with Remi

mistress phone sex

 

This hot, little mistress phone sex slut has been having the time of my life with my newest sissy bitch. He came over a few days ago for a training session, but I haven’t released him yet. He’s all mine until he can prove his worth and earn his place as one of my new sissy whores. It’s cold outside but I’ve been keeping things hot by inviting lots of big, sexy men over to wear my new slut’s tight pussy out! Playing dress up is so much fun when I have hot guys waiting in the other room to use his perfect, little cunnie! You can be my next cum loving, sissy slave. I’ll make sure to dress you up pretty and train you the right way. I can’t wait to rub my wet cunt and watch those lacey, silky panties get ripped right off of you!