Category: BBC sissy trainer

Sissy Girl Training Brandi

Sissy Girl TrainingSissy girl Training Brandi makes me own little cunt so slick. Just look at her and her cute little dress nightie! Sissy Brandi has some tight panties around her cock with a butt plug in in this picture. My little whore has a big fat fucking dildo that she fucks herself with for me. Not that she doesn’t have her own boyfriend laying her back and putting her legs behind her ears. Thats right slam that pussy! Another down her whore throat as she gags!  Nothing would make me happier than to have her Fucking spit-roasted with BBC! This is why I love what I do! Just take a  look at these bitches and how they come crawling to be sexy Sissy whores for me.  I love hearing Brandy fuck her Man pussy! Moan Bitch Moan! 
I mean would you pass up a chance to fuck this little bitch? Expecially  if you had a nice thick black cock. ????
And that’s another thing about me.  I circle my pretty clitty nice and slow a sissy Brandi tells me about her gloryhole and whore self. Keep the pictures coming you locked up in chassis little cunt! Never going to get out to keep being such a cock whore. I love you sissy Brandi and maybe soon you’ll be able to get out of Chastity if you’re a good girl! ❤️

Secret Sissy Survives My Cock

Sissy Girl Training

 

I met this man who was a secret sissy and invited him over to my place. I figured it out when I caught him staring at my computer that had sissy porn in it. When I pretended to leave the room, I observed him watching sissy porn. I burst into my room, acting shocked that he was watching porn in my room. I told him that I would not expose his porn preferences to the world if he were a good sissy slut for me. My landlord wanted to convict me for unpaid rent, so I told him that he would have to learn to take his big cock down his throat. When the secret sissy told me he had not ever sucked a big cock, I was surprised but prepared. I got out an 8-inch strap-on and told him to suck it. He sucked it obediently. After a couple of minutes, I grabbed the back of his head and rammed his cock down his throat. He gagged and struggled a bit, but he took it like a good cock slut. With a few more of these sessions, he will be ready for the real thing. 

Taboo Phone Chat with Me Combines Mommy Fantasies & BBC Longings

taboo phone chatTaboo phone chat with me usually involves two themes. Either a sissy boy wants to suck some big black cock because I am a fan of those BBCs too, or they want to talk about mommy. All sissy trainers understand that most sissy beginnings started in mommy’s panty drawer. I love being a sissy trainer. I am a nurturing mommy and a BBC whore, so I am a double taboo sissy trainer. I often mix both taboos into my sissy calls. I have a new sissy boy who has a deep obsession with mommy’s panties. When he was a little boy, his father caught him wearing panties and punished him. Mommy, however, showed a bit more compassion for her panty wearing son. Behind daddy’s back, his mother encouraged her son to wear panties. And when his father would travel for work, she would let him dress in feminine clothes all day long. His mother gave him his first femboy training experience. He is older now and craving the love and nurturing a sissy mom can provide. The difference from then to now is that he also craves black cock. He was in the right place with me. I have two sissy sons who love to dress as fem gurls and who also crave big black cock. Some of my black studs will lend a hand in their education, but many will not because of their young ages. They are old enough to know what they want even if the law does not agree. My sissy client, however, is well past the barely legal stage of his life, and all my black studs were wiling to help him further his sissy education. Leroy helped me last night. Since I am a bbc slut and a bbc sissy trainer, I have no problem finding a BBC to help a sissy. My newest sissy loved sucking on Leroy’s big shaft while wearing mommy’s pretty things. I bet you would too. If you need a taboo, loving sissy mommy, I am here for you boys.

Femboy Training with Heaven

Femboy Training

I hope you’re ready to begin your femboy training because this is it! You have one more hour left of freedom before you’re locked in chastity on my command so you’d better do all you can to put that worthless dick of yours to use now because it’s your last chance. As a courtesy, I’ll allow you to stare at my perfect black tits and ass while you stroke away; I’ll even do you the honor of watching me get fucked by a big black cock…soon enough I’ll train you to fuck a cock halfway as good as I do (although you’ll never be as good as me). You’d better not make a mess on my floor when you cum, either, and if you do, you’re going to lick it up, just like you’re going to lick the cum and juices off my sheets after I finish fucking; this is me slowing acclimatizing you to the cum whore I’m going to make you within the next 30 days. You’re going to be eating and drinking so much cum, it’s going to be all that you crave. Here; I’ve picked out some pink sissy panties and a beautiful bra for you to wear. Enjoy!

Sissy Phone Sex Update: Becca Takes A Huge Dildo!

Sissy Phone Sex

The sweet whimpers during sissy phone sex, of my sweet little slut shoving the massive dildo deep inside of him. Drive me insanely crazy. It spikes something inside of me that just makes me want to grab a bigger one and thrust it deep into that pathetic aching sissy hole. My sweet little sissy Becca and I just started a Sissy/Mistress journey together. That I can’t wait to continue, the homewrecking and forced training that is coming will be stories to blow your mind!

So Friday, before I went out for the night with my friends, I had Sissy Becca go to the porn store and pick up a few items for our playtime. She grabbed a dildo *the one pictured* and some fishnet stockings. Trying not to fall victim to my amazing voice and witty mind, she sat in her car until I finally told her she needed to come home or I was going to post her face to this story instead of just her bum. You see, I absolutely adore sissy blackmail.

There’s something about a little slut whimpering and obeying because they are scared of what’s about to happen, that just makes my teen Domme pussy drip!

Best Sissy Trainer and Friends

Best Sissy Trainer

My girlfriend and I are probably the best! You know already that I am the best sissy trainer but how much fun would you have with two of us? I brought a special girlfriend of mine, and you see she is dressed in all latex! It’s her kink to be dressed in it, it makes her feel good and sexy and in charge! She even has her own whip for sissy boys like you who like to misbehave! Now bend over the couch in your pretty, pink, girly, sissy panties and take your punishment like a good boy! I get on my knees and get my face into her crotchless latex pants and start sucking on her clit while she raises her whip and begins your punishment!

Forced sissy training for drunk brother

My brother has always acted like a big shot. So, when he came over to my house drunk as a kite, I was going to take full advantage of it. I was going to do some Forced sissy training on him. I told him how I always hated how he thought he was better than little sis when little sis gets more pussy than he does. He laughed and I grabbed his tongue and got him on his knees. My BBC sissy trainer friend came out of the room and clapped at the view of his tongue squeezed in between my fingers and him on his knees like a little bitch. I pulled my brother’s cock out and stepped on it with my heels when he opened his mouth and yelped. I had my bbc friend stick his cock in his mouth. He got faced fucked hard as I told him from now on, he would crawl around and clean up my messes when he came over.

Forced sissy training

If I wanted him to milk a cock he would, I rubbed his cock as my fellow sissy trainer was filling up my brother’s mouth. Then my brother came all over my hand. That is when he learned Sissy maid training meant he had to clean up all the cummy mess around, even his. 

Sissy phone chat with Miss Remi

sissy phone chat

 

I’m ready to get nasty and wild with my cum loving, sissy phone chat sluts! I’ve been next door all night long, getting to know my new neighbor and riding his giant, hard bbc. He has such a massive dick and he’s been stretching out my hot, little cunnie with it and blasting big loads in me. I’m going back over there tonight and all we need is a hot, little panty slut to play with! I have so much cum for you to lick up while you rub your clittie for me and get ready to take his huge dick! I have the perfect slut in mind and I hope you’re half as hot and kinky as she is! She looks so sexy in her slutty outfits, with cum rolling right out of my pussy and into her mouth. I’m going to do the same with you and make you clean my cunnie out. I just hope that you can take that giant dick like my perfect sissy bitch does! Cum eat all this jizz and prove to me that you’re a perfect, sexy slut like my favorite sissy bitch! 

Online sissy training with Brielle

Sissy phone sexHey sissy it’s time for sissy maid training… let’s get you in your best sissy panties and get you prepped for those juicy big dicks you are going to devour!

Do you think you have what it takes?

I’ve got a tall handsome black man with a 13 inch chocolate cock! He’s looking for a feminized sissy whore to show him all she’s got.

I want you down on all fours getting your gaping pussy filled to the rim. Watch your juicy pink hole overflow of black seed after he is through laying it down on you.

Can you swirl your hips and drain his balls?

Daddy’s got a real hefty sack! Come and wrap your mouth around his mouth watering shaft… show daddy you are capable of swallowing every inch!

Get down and dirty for your new master; he’s going to turn you into a BBC slut.

Don’t worry if you are having doubts I am a BBC trainer who will teach you how to properly swallow a legendary black cock!

Best Sissy Trainer Helps You Be the Best Beta Boy You Can Be

best sissy trainerThe best sissy trainer is what you need. Maybe I can be a little gift to yourself? I love sissy boys. I like all sorts of submissive men. Sissies, cuckolds, cock sucking faggots, adult babies and maids. I have a few of each in my sissy posse. Alex has been seeing me for about a year now. I was his Christmas present to himself last year. He said he just wanted a few sessions, but our explorations prompted him to keep coming back. He came to me confused. He knew he was not a normal alpha male. He knew he had a small cock and was unable to please his wife. He sometimes gets off wearing women’s panties. He fantasizes about sucking cock. He just did not know where he fell in the spectrum of submissive men. Many submissive men overlap their niches. I have lots of sissy boys who come to me for sissy training, but they quickly find out they are more than just sissies. They are often cucks and cock sucking faggots too. Alex is primarily a cuckold we discovered. He likes to wear panties and suck cock, however, he does not want to suck cock if his wife is not present. He likes to service men for her. A lot of sissies just love cock. They want to be a beta bitch to an alpha male with a huge cock. Not Alex. He just wants to suck cock to please his wife. He wants to do the labor so she can enjoy the action. He is a submissive male, but not a 100% sissy boy. We are working on how to get his wife fully on board with having lovers and fucking them in front of her husband. She has been coming with her husband to our sessions for the past several weeks. Last night, this phone dominatrix arranged for a bull to fuck his wife. My bull was black with a 13-inch-thick cock. I watched Alex fluff his cock and guide it into his wife’s hungry pussy. I watched his wife have an earth shattering orgasm too. It is great when I help submissive men, but when I can help their wives too, I really feel like I have done my job well.