Category: Humiliation phone sex

The Best Sissy Trainer Knows You Want That BBC

best sissy trainerThe best sissy trainer understands that no two sissies are the same. Some sissies just like to dress up and service their mistress. Other sissies desire black cock faggot training. Some sissies want to experience any cock in their ass. And there’s lots of other variances too. But anytime I meet a new sissy we sit down and have a conversation first. I need to know my sissy before I can recommend a training plan.

My new sissy told me big black cocks seem to be all she thinks about. She wants them cumming in and on her. And she fantasizes about them just taking her back door cherry by force. Sometimes she even envisions a bunch of black men gang banging her. So, I would categorize her as a black cock sissy with a masochistic streak. She wants it to hurt. And I never judge. If you want your back door sissy hole ripped apart, who am I to tell you no.

Although I prefer more sensual sissy training, I am a dominatrix too. So, if this sissy wanted her back door sissy hole obliterated, I knew just the black stud to do it. Brian is a 38-year-old black man with a 13-inch big black cock. Super thick cock too. One of my lovers. But I don’t let him fuck my ass because I know what would happen. I wouldn’t shit straight for a month. And I’m too dominant for that. But he can stretch my pussy out all he wants.

A Sissy Follows My Orders and My Training Plan

So, I invited my new sissy over after Bryan arrived. Perfect time to make my sissy’s dreams come true. She arrived in a little pink dress. Barrettes in her hair and wearing those cute little ankle socks with the lace trim. She even did her hair and makeup. My sissy looked more trans than anything. Something for her to consider because of her natural feminine features.

When Bryan saw my sissy all dolled up like that, he did a double take. Honestly, it took him a few to realize my sissy was born a genetic man. But I explained the situation and Bryan seemed more than happy to help my sissy finally get her sissy hole destroyed. Even if Bryan went gently on her back door virgin hole, it would still stretch it. My sissy took that hardcore ass fucking like a champ too. I’ve seen more seasoned BBC sissies cry with a cock that size inside of them. But this sissy just moaned in pleasure.

Most of My Sissies Want to Be BBC Sissies

Her little clitty leaked the entire time too. In the moment, I felt like a proud BBC sissy trainer. Although I didn’t really train her much beforehand, I did arrange to get her the biggest black cock I could find to destroy that sissy hole. And when it was all said and done that sissy hole looked battered. Gaped open with cum just oozing out of it. My sissy appeared exhausted, but excited that she finally got used the way she always fantasized.

As a sissy trainer, it’s my job to listen to you and discover what kind of sissy you are. And as a sissy, it’s your job to listen to me when I give you exactly what you want. I listen to my sissies, but I’m always in control. I work with my sissies, but I never let them dominate me or take over our 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 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.

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!

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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