Category: Online sissy training

Sissy humiliation training training my sissy sluts right

Sissy humiliation trainingSissy humiliation training, Mistress loves breaking her sissy sluts. Yesterday I drug my sissy into the playroom already hard in her cage and shoved into a tiny pair of sheer pink lace panties. The fabric was so tight it made her little locked up cocklet bulge obscenely, the head leaking precum and soaking the front. Look at that pathetic little clit dripping in your pretty panties, bitch! Of course I slapped her faggot ass hard! I made the little slut parade around on all fours while I filmed it, tugging the thong deep between her sissy cheeks so it rubbed against that sissy hole. Every step made the lace tease her pathetic balls and trapped clitty until she was whimpering. Then I forced the sissy to her knees and yanked the panties up even higher, giving he a brutal wedgie. This is what you are now a panty-wearing cock whore! Don’t forget it! That’s when the bull walked in, thick eight-inch cock already rock hard. I grabbed her by the hair and shoved that face into his heavy balls. Sniff them, sissy! Smell a real man! The little bitch inhaled deeply making her caged clit throb painfully against the wet lace. I pushed her faggot mouth onto his fat cock, stretching those lips wide as I forced the sissy down the shaft. Take it all, you fucking sissy slut! Gagging and choking, drool pouring down her chin onto the pink panties, the sissy girl sucked him sloppily while I held her head as she got face-fucked! Tears pouring down her face as his cock slammed the back of that whore throat. Your little dick is leaking like a faucet in those panties while you choke on superior cock! So pathetic! The bull finally exploded, flooding her slutty mouth with thick hot cum. I made her keep it all in until I allowed the sissy slut to swallow, then rubbed her face in the mess. By the end I my sissy was a broken, cum stained mess in soaked panties, begging for more training!

Miss Remi the slut trainer

mistress phone sex

I had a sleepover with all of my closest girlfriends last night. My favorite sissy slut was invited too but only because we wanted something to play with. We spent all night dressing him up like a bimbo whore and fucking him with our strapons. It wasn’t just lingerie that we dressed him in either.

We made him put on a breast form that gave him big, jiggly fake tits.

Just like a real bimbo slut! I drew his face on, doing his makeup all heavy, trashy and slutty.  His little clit stood straight up in his panties but it was so tiny, it was hard to see.  The little wet spot growing on the front of his panties gave it away.

I kept catching the little fag slut reaching down to rub it and I would slap his hand away every time.  We got him all pretty and girly and then turned him into our gangbang bitch. He was on his knees in front of us, surrounded by our thick strapons.

He looked shy and nervous so I grabbed a handful of his hair and snatched his head back. I squeezed his cheeks to open his mouth and had my bestie thrust her dick down his throat. She rammed it all the way in, not worried about whether or not he could handle it.

He gagged of course but that didn’t stop her from fucking his face until he was puking. We all took turns throat fucking him and making him gag and choke.  I flicked his tiny clittie and smacked it around laughing every time he whimpered. When we got bored of fucking his face, we put him on his back and took his tight pussy next.

I forced him to pull his ass apart and beg us to rail him like the bimbo bitch he is. His big fake titties bounced while I pounded all 12 inches deep into his tight he-pussy. Call Miss Remi so I can tell you how hot it was watching his tight slut hole prolaps around my thick fuck pole.

 

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 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.

Taboo Phone Chat with my pathetic little sissy boys!

Taboo Phone Chat

Taboo Phone Chat with my pathetic little sissy boys!

I love hearing all about their sad little problems, like how tiny their useless cock is or how bad they want to steal my panties.

But I think the best is when I get them to admit how bad they want to suck cock.

You let a sissy boy talk, and he’ll start spilling about how good cum tastes.

How they love getting their mouths stretched out by fat, girthy cocks, making them cock and gag.

They all turn into faggots the second they open up!

I truly can’t tell who loves sucking and fucking cock more, me or my sissy fags?!

And don’t even get them started on getting a dick rammed into their tight little asses!

They are practically begging for me to fuck them with a strap-on.

But I think they want the real cock way more!

See more on BlueSky & Follow Me! 

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?