Category: Sissy girl training

Your Humiliation Excites Me

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It was our first session, and I could tell he was a little nervous. No worries I told him, relax and let Mistress Francis take care of you. He has already done all his pre-requisites. Waxing and weaving and nails and toes painted. He walked in and I told him to undress. He stood in front of me, and I began the transformation from John to sissy faggot Jackie. As she stood in front of me, I laughed. The little clitty between Jackie’s legs was so small I didn’t even know if I would need any tuck tape. I continually laughed and humiliated Jackie about the size as I gathered some hot black lace thongs and matching bra. As I went back towards her, I stopped in amazement. Little clitty Jackie was leaking. Damn… what a pathetic little sissy I was dealing with. I didn’t even let her clean up as I had her put the panties on. After putting on the chest plate I handed her the bra. I pulled out some black fishnet thigh highs and a slutty black short dress and stripper heels. I put on her makeup and in front of me stood my creation. Not bad but definitely pathetic. Smile Jackie, I told her as I grabbed her hand and put her in the car. We drove to the adult bookstore…. Want to hear what I made her do there?

Sissy Phone Chat Goddess

sissy phone chat

Are you in desperate need of some sissy phone chat? Maybe you’re new to the world of feminization and you need someone to talk it over with. Not every sissy is the same, so sometimes it takes a little bit of time to figure things out. Do you want to just be a cross dressing sissy who only gets dressed up? That’s totally fine!  Maybe you just want to feel feminine from time to time while you masturbate. Maybe you’ll just rub yourself through your panties, but maybe you’ll also want to use a dildo on your boy pussy hole.

But maybe you want to go further than dildo play, and you need some help with that. Honey, if you need to learn to suck cock and play with real men, I am totally the perfect person for that kind of sissy training, too. I know you’re going to be very nervous, so I would be more than happy to assist you with that. I can’t wait to be there for you on your sissification journey! It’s my favorite thing in the world to do, so take a chance and get on the phone and give me a call now!

The Best Sissy Trainer for My Nephew

best sissy trainer

This week my nephew visited. He is a sissy, and I am the best sissy trainer for him since I am family. He was only supposed to be here for a weekend, but he does not want to leave now because he can be himself with me. My brother is not as liberal as I am. My nephew is a sissy. There is no denying that, but my brother is one of those folks who would disown his own son because he is a cock sucker. So, when my nephew is with me, I let him be himself. I encourage men to be themselves. If you want to wear panties and suck cock, why should I do anything else but support you and help you achieve happiness?  I have trained my share of sissies in my family, including my twin sons. I know what I am doing. One day this week I brought home a playmate for him. He was already dressed in his frilly dress and had been practicing his cock sucking on my dildos. This guy is older and a good friend of mine. He is hung, and very alpha male. He loves young jailbait sissy boys. I told him about my sissy nephew, and he wanted to be his first “daddy.” When I introduced my sissy nephew to my friend, his sissy stick grew in his panties. He liked him.  Terry is a handsome man. Clean cut, well-dressed, intelligent, handsome and has a 9-inch cock. I helped my nephew take his first real cock in his mouth and in his sissy hole. He is a natural. He just needs some sissy training to be the best sissy he can be. I assured him that if he got kicked out of the house by my brother, he could live with me. I may not be able to help you if your wife kicks you out for being a cock sucking sissy, but I can be your sissy trainer.

sissy training

Taboo phone chat with Miss Remi

taboo phone chat

I’m Miss Remi and taboo phone chat calls are my favorite way to tease slutty, little sissy whores like you! I get so turned on when I’m rubbing my hot cunnie and talking them into doing what I want them to do. Telling a sissy bitch to dress up for me or to get on his knees and open his slutty mouth for my fat strap-on, makes my perfect, pink pussy so wet! I can’t help but to get a little carried away when I’m training a new bitch. I make my sluts gag on my thick fuck rod before I bend them over and let them show me how well they can take it. I love making my whores pull their pretty panties to the side and beg me to take that pussy hole. I always make them moan for me while I pound my 11 inch dildo into their sweet cunnies. If you’re looking for a new mistress who will put you in your place and train you to be a proper sissy bitch, let me know. I have plenty of time to train more little sluts!

 

Meet My Sissy Slut

Sissy TrainingBecoming one of the best sissy trainers wasn’t easy when I came from submission but I learned really quick where men like you belong. That is down on your fucking knees keeping my pussy clean of hot loads with your tongue! Have you got what it takes to become my sissy bitch? Takes massive sized cocks, little cocks, any cock I think you deserve after I put you in a sexy outfit and matching stockings and letting those same cocks fuck your tight shit hole?  You need to suck every last one and make them cum in to your ass! I don’t care if you don’t like the taste, stick your fingers in your ass and suck that cum off your fingers!

I Love An Eager Slut

mistress phone sexYou know what makes a Mistress happy, besides you being her entertainment? When she finds a sissy that is so compliant and so eager to please. One that thrives on your instructions and guidance. One that desires for you to control them completely, all the way down to picking out their wardrobes. One that not only dresses as instructed but willingly lets you pimp them out for your amusement. I pick out the butt plug, including the exact size. I am the holder of the cock cage key and designer of all their clothes. Sexy panties and slutty outfits complete with hooker heels makes me so happy. Then we go to the adult bookstore or bar or a shady corner of town. I sit and count my money as she turns tricks for me. Spreading her pussy and being pounded as I sit idly by watching. Choking on big thick cock and leaving with a stomach full of warm cum. Two or three at a time is never met with resistance. It is a mistress’s dream. I think you would be a perfect candidate for my training. Don’t leave me waiting, pick up the phone and let’s have a session.

Luisa The Sissy

Humiliation Phone Sex
Dear little sissy Luiz “Luisa” Santano Cruz, I told you I was going to expose your cocksucking ways to the world if you didn’t pay up. How can you afford to spend $400 a week on hot sissy phone sex, but you can’t pay the $500 discretion fee? Pathetic. Now the whole world knows. Though part of me thinks this is what you wanted. You wanted me to expose you to the entire world so that big, thick black cocks can just show up at your door and shove a fat one in your ass. I called them like I said I would, plastered ads all over Craigslist. They’re coming for you, Luisa. Your pathetic faggot hole is about to get torn to shreds and truly made into a perfect little pussy. Now that you’re panicking put on your big girl panties and give me a call. I’m going to take seriously good care of you, sissy bitch.

little play toy!

best sissy trainer

I love when one of my fucking slaves wants to act out and I have to punish their pathetic anal-loving ass. Today my little slave didn’t pick out the right shade of pink for my dick appointment, So I made my little sissy bitch get all dressed up for me. I picked the hottest little maid outfit with a matching collar and took out my huge 10-inch strap on to fuck his tight little sissy pussy since he wants to act like a little fag. He was so embarrassed to be in the sexy maid outfit he almost didn’t come out of the bathroom I had the strap on ready and forced him on his knees to take all 10 inches down his fucking whore throat making it nice and wet for his little sissy cunt to be stretched open. After making this little bitch gag and choke I bent him over and rammed all 10 inches in his fucking ass. Next time I’ll invite my friends over to make him a little cum dumpster!

Sissy phone chat is all about the girl chat

sissy phone chat

I have a great sissy. Her name is Genevieve. I’ve molded her into the best sissy with our weekly sissy phone chat fun. We get right into it and start by telling each other everything. We have some sort of sisterly relationship. Gen tells me all about her day-to-day and all of her stresses. Gen lets lose, begins to admit all of her sexual frustrations and longing for cocks, and tells me about her crushes. My sweet sissy is the absolute best. We talk nonstop about everything from celebrity gossip to fashion to men; lots of men talk about our fantasies and how to look extra sexy. It is truly a girls girl type of relationship. Genevieve is really Gene, and she has to live her life as a man for her career, but once that Sunday Funday rolls around, it’s girl time.

Ready For The Adult Bookstore?

The pandemic is lifting a little and my slutty sissies are begging to play. Time for a trip to the adult bookstore. I am going to dress you to impress. You are already waxed and plucked and tucked so let’s see what I have in store for you. How about a pair of black fishnet thigh highs and matching patent leather black heels? A short plaid skit and a white cropped button down. Of course, it wouldn’t be complete without a black lace thong and matching bra now would it. Opps… don’t want to forget about the pretty black jeweled butt plug either. Let me apply some red lipstick and spray some perfume on your erogenous zones. Let me see you sissy. You look marvelously fuckable. It is time. I drive you to the bookstore and as we go in, I can see the excitement in your eyes as you drool over the glory hole. Not yet I tell you. I want everyone to see you first. A quick trip around so you can strut your stuff and I can make eye contact on my potential buyers. I mean after all, what is a good slut if I can’t pimp you out.