Tag: Femboy training

Mother and Daughter Sissy Training

sissy trainingMy daughter loves sissy training too. She is 18 now and can legally join me. She has been joining me for about a year now anyway. I have plenty of sissy boys who love the idea of a mother daughter training session. Last night was the first time my baby girl could accompany me to the dirty bookstore with a client. My sissy Sally is a 55-year-old closested sissy. My daughter has pegged him with me. She has even dressed him up to look like a bimbo Barbie. She is very talented with hair and make-up. She is in cosmetology school. She does nails too. My daughter and I escorted Sissy Sally into the adult bookstore and into the back room where the glory holes are. She was going to practice her cock sucking skills on the real thing this time. She was ready for the real thing. Online sissy training involves dildos and garden veggies, but when you see me in real-time, you get to suck the real thing. Sissy Sally was so excited. We went into the room, knocked on the wall and cocks popped through the holes. Big cocks too. Many were black or brown, but there were a few average white dicks in attendance too. I encouraged my sissy to start slow. She started with the white dicks before she finished with the big black cocks. I knocked again on the wall to signal a few studs over to fuck Sally’s puckered back door pussy. The only thing to enter her tight hole has been my strapon. She was ready to graduate sissy school with the real thing in her sissy hole. I pulled her fluffer panties down and lubed up her hole. My daughter guided a big black dick in her technically virgin hole. The best sissy trainer always makes sure her sissies get the real thing after some practice. My daughter and I had so much fun seeing our tutelage played out in the real world.

Don’t fucking make me hurt you!

Sissy trainingYeah, you fucking sissy you like the way I bend you over and spread you ass cheeks wide open, don’t you? I am, after all, the Best sissy trainer, and you my sissy boy are now in training!  I take my face and shove it between your cherry red cheeks. Before slapping you hard again. I force my fingers, dry ,in your tight hole before I shove them deeper, fucking you hard and prepping my sissy hole to be destroyed. I love the way your ass opens for me. Good boy you know you want mistress to punish your boy pussy, don’t you? I spit on your ass letting drip down your balls before standing and forcing my strap on deep inside your ass. You’re my whore and I’m going to use you for my pleasure! You groan with the force that I pound your ass, and I grip your throat. And yank your head back. “Shut the fuck up and take this dick! You are nothing but my little fuck toy, and I am going to toy with you all night, so get ready!” I hiss while pounding you harder. Your cock is rock-hard, and I reach around stroking it slowly teasing you as I fuck my ass, hard and fast. Yeah, that’s right that’s my ass and I’m going to stretch and rip your faggot hole open!  You fucking better not cum! You know you have rules, and 100% chastity is a nonnegotiable one! Don’t fucking make me hurt you! You know how much I love that! “Now come make me happy! I say as I walk away and grab my whip from off the table. You crawl over to me before dropping your head waiting for my instructions. “Good boy!” I say as I remove my strap. The hissing of the whip as it smacks your ass makes my pussy wet.  “Now eat me like the filthy little dog that you are!”  Good sissy pet!

Walking My Sissy Bitch

I took my sissy for a walk today. I put on her sissy collar and only sissy panties. I made sure to shove my favorite plug in her little man pussy. I made it clear my sissy slut had to crawl on all fours like a dog bitch she is, while at the park i made her sniff people’s asses just like bitches do. I even made her eat treats out of their hands before I was going to show off how good her mouth is. I pulled my dildo out my bag and my sissy slut opened her mouth wide open. I shoved it down her slutty mouth so everyone could see how far down her throat she could take it. She was putting on a good show, but it wasn’t enough for me. I pulled her panties down and pulled the butt plug out of his man pussy.

Sissy panties

I shoved the plug in her mouth and then took my dildo and started fucking her opened sissy cunt for everyone to see. Her clitty started leaking and I scooped anything with my fingers and made her lick it. I didn’t stop shoving my dildo in and out of her sissy cunt until she made a cummy mess. Just like any other messes my sissy whore cleaned up with her tongue. 

Play Time With Tiffany

sissy phone sexSissy Tiffany loves to get all sexy for me whenever I tell her to. I put a cute little white dress with panties and a bra in the bathroom for when she comes. I love to have her go change and when she comes out I can see the bottom of her ass I fucking love it. I get down on my knees and lick tiffany’s cock through those pretty hot pink lace panties. I take her cock out and start to lick and suck every inch getting it all nice and wet not forgetting about those big balls. Just when her cock is wet enough I stand up and make tiffany suck on my big black 10inch thick veiny cock making it sopping wet before I make tiffany bend over and spread those pretty little ass cheeks revealing her tight little puckered asshole. I slowly spread tiffany’s asshole with my black cock making her moan but I stop halfway in. Tiffany stands up with my cock still in her little round fucking asshole while I bend down in front of her and let her fuck me. Tiffany loves to fuck me hard and fast, pounding into my tight fucking pussy until he cums deep inside of me. I go behind tiffany and slowly take my cock out making sure he feels every single inch. I can’t wait for our next playtime tiffany.

Stop Fucking Texting Me, Femboy!

Sissy phone

 

Do you know how many sissy phone calls and texts I get from insecure little femi-men who aren’t sure of their sissified personas?  Way too fucking many!  Be proud of the priss you’re becoming, no matter what stage of boy slut you’re currently navigating.  Confidence is key in concocting your clitty craving candy doll self.  Always remember progress is success.  If you’re trying, you’re winning.  Just stop whining about it already, you dumb cunt.

Some guys keep their sissy side a secret and just talk with me about it on my Sissy Slutline® and never let the girly girl inside of them out into the real world.  All of my sissy students are leaps and bounds ahead of them the moment they walk through my door.  They’ve made the decision to bring the boy-bitch out of their pathetically ill fitting man bodies and are willing to let me guide them on their way toward wimpdom.  I just wish they would be secure in their decision making and my guidance and go with the clitty clamps and pink lady lingerie I force them to wear.

Yes, your garter belt looks great and your pretty wig really makes that mouth of yours look oh so fuckable.  You’ll have every big black cock in town lined up at your door to get a piece of that mouth pussy.  Is that what you want to hear?  Well, it’s true.  We cleaned you up, waxed you down and bleached the hell out of your impossibly dark asshole.  You’re ready to go, Nancy Boy.  Take a dick or two up that wussy ass pussy of yours, feel the confidence you can gain from taking a couple of mandingo dicks right up your butt.  Whatever, just stop fucking calling and texting me late at night with this shit!  I see enough of your asshole as it is!

 

Femboy Training Emergency

femboy training   I am at my limit with macho men and their toxic masculinity. I have a solution for all of you guys who think you’re the universe’s gift to women. It’s called femboy training. Maybe no one has ever challenged you when you made crude comments about their bodies before. I am here to fix that right now. The first thing I’ll do to your chauvinistic ass is put a pink sparkly butt plug in it. I use lube mixed with body glitter for an extra femme experience. Is it makeup? Is it a unicorn’s jizz? Who knows. First, the plug.

  Oh, is it a bit uncomfortable having something constantly reminding you that you are a sexual creature with vulnerable fuck holes? You are. Everything I do will be about breaking you down and making you my walking doll. You’ll be waxed, pierced, styled and dressed to MY preferences. I do like my girls scantily clad, a lot of the time. The other times I might want to go overboard with pink ruffles and ankle socks, pink Mary Janes, and pigtails. It’s all about what I want, get it? Are you sure you’re ready to face me for feminization and domination?

 

New Sissy!

femboy trainingI love all of my little sissy’s and I love all of our sessions! Sissy Bri is new and is learning how to be a sissy and it’s a good thing she found me because she needs help. But no worries because that’s what I’m here for. She seems to not be sure who she like and of course I told her the only whore she is allowed to be infatuated with is me. We just started our sessions and she is already thinking like a little sissy slut! She is wearing panties and a bra like a good little slut and we are working on makeup and more sluttier clothes. I just know that she is going to be such a little slut for me because she can’t stop asking when her next cock will be. Of course she was punished for that because who is she to demand a cock for herself when she hasn’t even sucked a real cock before. We started her assignments for oral just last week on dildos because I didn’t want to overwhelm her but if she wants to demand more we’ll just have to teach her what it feels like to not be prepared for something.

Good Little Sissy

online sissy trainingYou have been such a good fucking sissy. You have been doing all of your homework like a good little slut haven’t you? Sucking every cock you can get your mouth on and making such good money for me. You’re being such a good whore for all the men that I bring and you know your place. You walk right in the room and waste no time in pulling his cock out while on your knees and shoving it deep inside of your mouth. You know he likes to hear you deepthroat it and you do just that. Once he’s had enough of that little whore mouth you bend over and give him your tight little round ass. You let him take your little ass hard and fast like a good little slut and bring me my money after. You are such a good fucking sissy bitch tonight you have made me so much fucking money.

Online Sissy Training Available Here

online sissy trainingIs online sissy training for you? Let us be honest for a moment. It is hard to be a sissy when you hare married with a family and have a good job that would be at risk if you came out of the closest. That is why sissy sites like this one are here. Most of the guys I speak to are closeted sissies or sissies in their head only. I can work with that. Most of the sissies I see in my personal life, are only practicing sissies when with me. The world is not too kind to sissies. They get ridiculed and shamed, but just because a man likes to wear women’s clothes and think about sucking cock does not make him useless. Sissies have great purpose. I use sissies for all kinds of things. I love a sissy maid. Some one who will do all the grunt housework and eat my cum filled pussy too. Sissy fluffers are fun also. Those are sissies who suck cock and guide those fluffed dicks into a woman’s pussy. If wives would be more enlightened, they would realize that the best thing to have is a sissy fluffer husband. It means that a hot wife can get all the cock she wants. Her sissy husband gets to suck dick and clean her cunt afterwards. That is win win. I love sissy training. I train sissies for all kinds of things from being sissy maids to being cock sucking faggots. Sometimes both. Many men need a sissy trainer in their lives who will help them with those urges that men have for cock. There is no shame in wanting to wear something frilly and drain some dicks. No shame in wanting to take a cock in your back door pussy either. I have trained hundreds of sissies over the years. No two sissies are the same. But if am their trainer, they will all be the best cock sucking sissies wearing the prettiest sissy panties around.

Femboy Training of a Bad Boy

I have a good friend that has married a complete loser, and I finally got my chance to blackmail him. I took to some Femdom training of this little dick man with an porn addiction. My friend is a little bit old fashioned and pretty tame in her sexual explorations. Her man is not very endowed and is a bit of a bitch.

The other day my friend was going away for a week and asked if I would check in on her husband. The afternoon I stopped by their place to check in and acted like I just needed to borrow something of Cynthia’s and I wouldn’t be long. He was obviously in the middle of something naughty. It did not take long for me to see that he was watching fag porn and was wearing panties and a bra.

Femboy training

I cornered him and asked him about the porn on his laptop. He tried denying and fidgeted a lot. I told him to drop his pants and take off his shirt. Now. He fumbled it all off and sure enough. I snapped a picture and told him I would be returning later for a little training of my new Bitch. I explained these pictures would go to his wife / my best friend if he did not do as I say from here on out.