Category: Sissy training

Forced sissy maid training

sissy maid trainingYou know you deserved every last second of the sissy maid training you received! How dare you go through my pretty things and decide you were going to wear my stuff! Oh, but you were so surprised when Your best friend’s sister caught you wearing her panty hose, and trying to stuff your feet in my expensive high heeled shoes! I loved how your whole entire body got, as you stammered, “when, when did you get home?” I was the one asking questions as I peeped a teenage sissy boi, enjoying a set of satin pantyhose and panties rubbing his nubbiet! It’s very rude to go through my things and let alone you are in my room, a woman’s sacred place. Now that you had violated me, it was time for your duties. I would blast these pictures all over campus, social media and make your senior year of highschool a living hell! I bet they didn’t want no sissy la-la on the football team either! I told you if you wanted to be a fairy then you had to act the part. The deal was I would dress you in some of my bigger clothing. I had lost weight and I had some pretty sexy things to dress you in. Then the chore list began. Watching you scrub my toilet and trying to keep your outfit clean was entertaining. But my favorite was putting you in a nice new chastity cage and stuffing your ass with my jeweled but plug. The house looked amazing and I have so many pictures of our fun times together! I wouldn’t be the best sissy trainer if I didn’t keep a little evidence for days when my piggy bank ran low! Speaking of, that little sportster would look so good with me in it. Hand over the keys were are going for a whole different kind of ride, one you will enjoy, Though!best sissy trainer

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.

Sissy Panties For You!

sissy panties

I don’t care if you don’t feel like taking a ride on a big fat dick. You’re going to put your sissy panties on and do it anyway! Do you think that that cock is just going to fuck itself? No. That is what your whore cunt is for and if you don’t slide down on that dick, you’re going to get it forced inside you. With no lube. That’s not what you want to happen, is it, sissy? You know it’s going to hurt. He’s NOT going to be gentle with you. You’ll be thinking of him for days to come every time you try to sit down.

If you’re a really good sissy slut and you make him nut in your pussy, you might even get a special treat. You can climb off, turn around, and get down onto your knees to suck his cock clean. It’ll be like a cum lollipop that you can lick and suck on until your heart is content. And while you’re doing it, I’ll even let you reach down into your silky panties and rub your clit until you make a little mess in them. Of course, you’ll have to eat it, but I know you’ll love that, too!