Category: Best sissy trainer

4th of July Weekend Means Extra Days For Femboy Training

femboy trainingHoliday weekends are used to schedule more Femboy training with my sissy’s who are ready to take the next step into becoming feminized. The way they deserve to be.  I don’t know about you but I get sick of men who are bitches even looking at my with any masculinity when I know how hard I am working to strip every ounce of it away from them, along with their dignity.

So we start off the weekends with panty try ons. Silky, girly, slutty. That’s really the only requirements. Sometimes I ask sluts I know to donate their used old ones for my panty boys to have as backup. They always end up cumming in the clean ones anyway so not sure if it matters if it has cum from the last sluts cunt that dripped out. Crusty cum from multiple strange men dried up on a whores pink satin boy short panties is exactly what we need to start training off right.

Next I dress them up like whores. They already are whores so usually the vision comes to me.  Sometimes I just dress them with an anal plug in their ass pussy. It’s whatever vibe is I’m feeling. Really it’s what my cunt feels at the time. Sometimes I like them greeting everyone naked to really embarass them with their little clittys.

One staple I find that is needed is bright red or pink lipstick. Overly done to make those cock sucking sissy lips look appealing to the cocks that will inevitable be grazing those sissy whore lips in the near future.

Speaking of being a sissy cock sucking whore, next up is lesson time. We get our pink and black cocks out (dildos) and have some cock sucking proactice.  I watch as my sissys gag until they are pretty much sick on these dildos.  Then I give them the first surprise of the training and bring in a real life big black cock for their sissy lips and throat to get used by.

The fun has only begun!

 

Sissy Humiliation Training when I break you down with my insults.

Sissy Humiliation Training

Sissy Humiliation Training when I break you down with my insults.

Your pathetic faggot ass is easy to berate; trust me.

All you have to do is open your mouth to speak, and I can see how spineless and weak you really are.

You need a tough bitch to humiliate you and put you in your place, which of course is beneath me.

You belong below me because you are a sad excuse of a man.

I thought I was the biggest cock sucker around, but I had no idea we had a faggot trying to outdo me.

Is that what you think? Just because your pathetic cock is small and no woman would ever fuck you, you can turn around and become a little fairy whore yourself?

Taking big fat loads from strange men, having them bend you over and slut you out.

Does that make you feel better?

To be treated like a whore by men way more dominant and masculine than you, little fag?

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Sissy Training Is Only Hard If I Make It Hard

 

sissy training

 

Look at you, whimpering in those cheap lace panties. Your cock looks so pathetic, twitching and desperate while I keep you denied. You aren’t a man anymore; you’re just my little dress-up doll.

I slide my heel into your mouth, tasting your submission while I reach down to squeeze your balls. You moan, but I don’t want your pleasure—I want your obedience. I shove a thick, vibrating plug deep into your tight ass, stretching your hole wide. You gasp, your eyes rolling back as the vibration rattles your prostate.

Now, get on your knees. I want you to suck my toes while I describe exactly how useless your manhood is. You’re nothing but a hole for my amusement. I pull out my strap-on, the thick silicone head glistening, and slam it into your leaking pussy-hole without warning.

Thwack.

You scream, but I just laugh, riding you hard, driving that fake cock deep into your guts. I fuck you like the slut you are, grinding my hips against your trembling thighs. “Good girl,” I whisper, my voice calm and cold. “Take it all, you worthless sissy.”

I keep pounding you until you’re sobbing, your fake breasts bouncing, completely broken and owned. Now, lick my boots clean.

Sissy Humiliation Training: Just Accept Your Best Destiny

Sissy Humiliation Training is where we must start with you. So be a good slut, and put on your pretty panties.
Now, be prepared to be owned by the hot, powerful Goddess Addilyn.
First, I strip away every shred of your pathetic masculinity. Until you’re trembling in nothing but satin, lace and a leaking clit. Oh, and that clit is indeed locked tight in a cage.
Then, I parade you in front of my friends. Thus forcing you to prance and curtsy. All while they laugh at your tiny, useless clitty locked away in chastity.
Furthermore, I make you beg to suck my strapon. After all, I am training you to deep throat. And to take every inch like the desperate cock-whore you desire to be.
As your training progresses, so will your servitude. So, I pimp you out to real men with massive cocks. Therefore, these big bulls use your sissy holes without mercy.
Consequently, you learn that your only purpose is to serve. Therefore, your place is to please and be filled with cum.
Finally, when your training is complete, you’ll thank me. Ultimately, thank me for turning you into the degraded.
Become the cum-drinking sissy fag you were always meant to be.
Sissy humiliation training

Miss Remi’s newest sissy slut

sissy phone sex

Look how hot my little sissy fag looks in his pretty, silky panties! I made him wear them to work today. He called me from the bathroom of his office. He was stroking his clittie dick and drooling over the hot daddies that work with him.

I made the faggy bitch admit how badly he wanted to be dominated and fucked by those hot daddies. I teased and teased making his little clit throb in his panties.

 We had a kinky, bathroom gangbang fantasy call. 5 men came into that bathroom and caught him wearing his pretty panties. They slapped the phone out of his hand and forced him to his knees. I listened while he got surrounded and face fucked like a truck stop slut.

He obeyed when they told him to open his mouth and suck their big dicks. The panty boy bitch stroked his clit and looked up at those hot daddies. Their fat cocks pounding his tonsils made him gag.

With two big dicks in his mouth and one in each hand, the fifth guy was feeling a little left out. He got behind my sissy bitch, pulled his panties down a little and took his tight pussy. I could hear the cum garbled gurgling of him screaming with a dick down his throat when the head popped in. Those screams turned into moans of pleasure after the third or fourth guy started pounding away at his sissy pussy.

Our call was just a fantasy because my sissy bitch is too much of a pussy to call some men into the bathroom with him.  I would love to chat with a sissy, panty boy who’s not afraid to get a pussy and mouth full of dick though.

Sissy Training With My BBC Bull

Sissy training I am fucking exhausted. I spent all night Sissy training my newest little cocksucking faggot, I really put him through a vigorous training session; I had his holes filled all night long.

Using every big fat dildo I own to stretch his tight little backdoor pussy, I wanted him to be ready for the weekend’s hardcore gangbang style session. I have fifteen big black bulls coming to give him a good old-fashioned BBC gangbang.

His ass is finally ready. I can slide the biggest cock in his hole with no problem. I put his little dicklet in a cage, rammed my longest cock in his asspussy as I got rammed from behind, every time my big dick black lover shoved his cock into me, I rammed my strap-on deeper into his little boy pussy.

His clitty was leaking cum through the cage as I fucked him deep and hard, the little faggot loved every second of the training, hopefully he doesn’t think it’s over, the fun is just beginning.

BBC sissy trainer makes her throat whore get brutally face fucked

BBC sissy trainer, I gripped my sissy slut’s pink ponytail and yanked her face right up to the bull’s massive black cock. Open that fucking whore mouth wide, bitch! You’re getting trained on real BBC today! No more of the fake shit! The pathetic sissy girl kneeling there like a worthless fucktoy! Look at you in your frilly pink dress, stockings ripped at the knees, locked clitty leaking nonstop onto the floor. The huge veiny monster slapped her across the cheek, heavy and thick, already dripping precum. Lick every inch, you stupid cumrag. I watched her tongue slide along that fat black shaft, slurping his sweaty balls before she sucked the salty precum straight from his piss hole. Shoving her head down hard. Choke on it!  Just look at her lips stretching around the fat head as I forced her throat open! Inch after thick inch rammed in until her nose was smashed against his pubes. Thick throat slime and spit exploded from her stretched mouth, running down her chin and soaking her dress. Eyes on me, whore!! The bull started pounding her face brutally, his heavy balls smacking loudly against her chin. She gagged and struggled, mascara running in black streaks down her face, but I held her there, making her take every brutal thrust. Flicking her dripping pink cage. Look at your tiny clitty leaking like a bitch in heat while you deepthroat this superior BBC. This is all you’re good for now! He took his massive meat and buried himself balls deep. I kept her head locked in place as he pumped thick, hot loads straight into her stomach. Cum overflowed from her stretched lips, bubbling out in heavy white globs down her chin and tits. She looked completely broken and ruined. Perfect little BBC throat whore!

BBC sissy trainer

Forced Sissy Training for My Pretty Little Slut

forced sissy training

Forced Sissy Training? Hell yes! Just look at this pathetic, leaking excuse for a man. I’ve spent the last three hours breaking this useless piece of meat, and honestly, he’s barely worth the effort. He thought he was a “man” until I locked him in the sissy training room and stripped him of every shred of dignity he ever possessed.

Right now, my newest little pet is shaking in a pair of lace sissy panties that are far too small for his bloated, clumsy hips. I’ve got him perched on a stool, legs spread wide, while I lecture him on his femboy training and exactly how worthless his cock is. I call it a “useless nub,” because that’s all it is—a decorative piece of flesh that exists only for my amusement and his humiliation.

I spent the morning forcing him to wax every single coarse hair off his chest and legs, mocking the way he whimpered and begged. Now, I’m making him practice his “sissy walk” while wearing five-inch heels that make his ankles wobble like a newborn calf. Every time he trips, I give him a sharp slap across his plump, reddened ass and remind him that he’s nothing more than a dress-up doll for my pleasure.

The best part? The look of absolute defeat in his eyes when I tell him he’s never touching himself again unless I command it. He’s not a man anymore; he’s just a hole for me to use and a toy for me to break. Stay tuned, boys. I think I’ll make him wear a plug for the rest of the week just to keep that pathetic little ass tight and reminded of who owns him.

Sissy Panties Are What Feels The Best On Your Clitty

I am Addilyn, your Mistress and the only one who can mold you. So, Sissy panties are the very thing you will wear when you call me. In fact, I will mold you into the perfect, pathetic little sissy.
Consequently, I demand your total surrender because your masculinity is a burden. Therefore, I will strip it away. Layer by layer.
First, I  force you into the tightest, frilliest lace panties. And we both know those silky and lacey panties make that clitty throb. They are what feel the best on your clitty.
Therefore, I spend hours rubbing your sensitive, budding clit through that fabric. So, ultimately, teaching you to crave the friction of lace against your flesh.
Furthermore, I push you to your absolute limits. Therefore, forcing you to moan in submission while you beg me for your ultimate reward.
Finally, I deliver you to a massive, throbbing BBC. Accordingly, this is the very thing that started you with a hunger.
Thus, watching with pride as you slide onto that thick black cock. All while those lace panties get ripped aside. Purely,  to make room for the pounding you so desperately crave.
Are you ready to submit to big black? Or do you need Goddesses guidance?
Sissy panties

Mistress Phone Sex is in High Demand Among Sissy Boy Wannabes

mistress phone sexMistress phone sex is what sissy boys like you need. A mistress knows how to prepare you for the sissy world. Not just anybody can prepare you for that. If you want to be a pretty girl and a cocksucker, then you need the help of mistress.

I enjoy helping sissies. That’s why I do this. For sissy trainers, we don’t do this because we want the money. We are not pretending. Although the money I make from this helps support my family, I make more money in my real-life training sissies. The only ones I train for free are my own sissy boys. They’re horny teenagers now. I think they get more cock than me lol.

But they couldn’t handle the cock I get. I am a BBC sissy trainer. Now I do train people like my sons who do not want big black cock and that’s perfectly OK. But for the ones who do want big black cock, I am uniquely qualified to help because my posse of black lovers never minds fucking a sissy boy ass. Louis, who goes by Louise now, just took his first big black cock in his back door sissy hole.

And I got to watch. We trained for this moment like it was an Olympic sport. And we trained for over a year or two. Sissy Louise experienced a bit of stage fright initially. The first black cock I arranged for her, she chickened out. She took one look at that 13-inch cock and almost shit herself.

Sissy School is Always in Session

So, she decided she would wait and I would train her some more. Plus, maybe find her a cock not so big. Last night I found the smallest black cock I could, but that was still 10 inches. There’s no such thing as a tiny black dick. At least not in my world.

But I did the best I could. And I worked with her using a strap-on. Started small, but worked our way up. And it felt good to see her finally take a black cock. Like I said, she’s been training for this for a very long time. And finally, she got that big black cock up her sissy ass. Poor thing came after one thrust.

Her tiny little sissy clit looked like a leaky faucet. But she moaned and begged for more. My black stud did not stop just because she started squirting. It’s not really about the sissy’s pleasure. Sissies simply serve as cum dumpsters for a big black cock, and I make sure they all know that.

Sissy Louise and I have more training to do. Sissy training doesn’t stop once you finally get that big black cock. It’s not necessarily a lifetime of training. Perhaps, think of it as continuing education. And sissy school is always in session with me. Who wants to be my next star pupil?