1,510 results for sissy training

Best sissy trainer Emerson is going to beat your sissy hole!

 

Best sissy trainer Best sissy trainer Emerson is going to beat your sissy hole! I am a merciless mistress to tell you all about the intense and transformative sissy training I offer. Now, I know some of you may be hesitant and scared to fully embrace your sissy side, but let me reassure you, once you enter my world, there is no going back.

I am going to open up that sissy pussy nice and wide for me. I will make you spread your legs and expose your feminized hole to me. Now, I know some of you may feel ashamed and embarrassed, but trust me, I will turn that shame into pleasure. My skilled hands will prepare you for the real challenge- taking huge, thick, hard cocks deep into that sissy hole.

Oh, I can see the fear in your eyes, my dear sissies. But don’t worry, I will guide you through every step of the way. With my strict and exacting instructions, you will learn how to take cock like a true sissy slut. And trust me, there will be no shortage of cocks for you to practice on. I will make sure of it.

As a true Mistress, I know that true transformation requires both physical and mental changes. This is where my signature forced sissy training comes in. I will push you to your limits, making you do things you never thought possible. You will submit to my every command and desire. And as a reward for your obedience, I promise you will experience levels of pleasure and degradation you never thought possible.

I will start you off slow and only make you take three big black cocks at a time. Your whore throat will be so sore as they fuck the shit out of your whore mouth. You will be sandwiched between huge fat throbbing cocks, two in that tight sissy hole and one in your throat. You will have cum dripping out of your nose you will be used so much.

Embrace your sissy side and submit to my Forced sissy training. Trust me, you will not regret it. And for those who are still hesitant, just remember, you are a cum slave and will do exactly what I tell you. Once you think you can’t anymore cock more will be filling that sissy hole.

Sissy panties are meant to be used as a black man’s cum-rag!

Sissy pantiesHey Faggots, my dealer’s friend just got out of jail after serving a 15-year sentence in solitary confinement. He wants a nice thick sissy white boy in frilly Sissy panties to bend over and take his big black cock! I know, some of you are still clenching those cheeks together in denial and then there are the handful of you that would love to seize the opportunity to be fed his creamy load… But

Tyrone wants a virgin slut, to own, emasculate, and use as his Cum dumpster.

It’s time you lose that virginity of yours, take it up your ass like a good fem whore! Could you imagine how good it’ll feel to lose your virginity to a hot stud who has been deprived for years? Oh, Daddy is going to make love to that sissy hole and leave you gaping for days on end… The slime that oozes from your asshole days later will only be an indication that you are ready for another round. Lucky for you after Sissy training with me for all of this time you do have some hot tricks up those sheer nude stockings, don’t you?

Settle down now sluts, before being granted the opportunity to serve the best cock known to mankind…

You are going to have to send in a Sexy ass pic and some videos of you performing on one of those toys out of your collection. Get in line slut you aren’t the only one eager to swallow a superior load from his anaconda… If you think you have what it takes to serve this handsome, tall, and masculine black man then submit your portfolio and a detailed cover letter explaining why you are the best slut to assume the position.

BBC sissy trainer Brielle is accepting applications!

Sissy panties get ripped off around me

When I meet a sissy bitch who has a pantyhose and Sissy panties fetish, I get so happy. “You look good dressed like a whore” I say as I spank your ass. “Today you will show off those stockings before they get ripped off your body” I demand of my sissy bitch. While we wait for my guest you need to worship my feet. First, I want you to lick every single tow and suck them.

Sissy panties

That way we can get your mouth ready. As you have my toes in your mouth, I wiggle them and laugh “you are a hungry filthy sissy whore”. “I can’t wait to see you choke and feed off a big black cock” I say while laughing. Finally, our guest arrives. “Greet him with your sissy throat” I demand as you crawl towards us. After you opened your mouth, I shoved his big black cock meat in your mouth.

“Eat it all bitch, show him you have been practicing”. Therefore, you start taking every inch deep down your throat like a nasty slut should. Part of your Sissy slave training is to milk any cock I bring your way. “Now shake your ass and show off your panties and stockings”. You do as I ask and knowing we see you in your sissy uniform gets you so excited.

After our guest rips your panties off, you spread your legs and he starts ramming you. As you get fucked you thank me and say, “mistress you use me just like I need and make holes in my pantyhose from them rubbing on the ground as I get fucked”. “Now I know why prostitutes always have holes in their stockings” you joke as your sissy pussy is being stretched open. “Now be a good sissy bitch and milk his cock for every drop of semen in his balls,” I respond to you.  

New Bitch Boy In Training!

Forced sissy trainingI invited my friend Amanda over so she could help me teach this new fucking sissy boy who’s boss. My new sissy boy James reached out to me a few weeks ago and insisted I give him some training. I laughed and told him I did not think he would be able to handle the kind of sissy’s I like and need. He begged me to please train him and he would do whatever I wanted. So I smiled and told him I would bring my good friend Amanda over to help. I let him know she was even more aggressive than me; he was nervous but very willing. 

When Amanda showed up she was so excited to get started. I saw she brought her bag of toys and I knew David was in for a treat. He stared at the bag and asked what was inside; Amanda showed him the big black cock strap she had. His eyes went wide and he said “I am pretty sure I won’t be able to take that inside me Presley”. I laughed and told him he had no choice in the manner. Amanda got right to it; she put the strap on and told him to bend over. He did just that and then Amanda tore his clothes off. 

She spread his cheeks and said he had the tightest little sissy ass hole she has seen in a while. She spat on it and stuck her fingers in it as he squealed like a bitch. We both laughed and said he sounded like such a good fuck pig and we couldn’t wait to turn him into out bitch. I got on his face so he could eat my pussy while Amanda used his little ass hole. We also wanted to muffle his annoying groaning; he sounded like such a bitch. She pounded his hole out for a while as he lapped up my clit and made me cum like a good bitch. 

I watched his hard cock swing back and forth and leak pre-cum as he got fucked. Amanda laughed and said “Aw I bet you are so backed up and want to cum”. He moaned and begged us to let him cum; we just giggled and I spit in his face and slapped him. He groaned in pain and I grabbed his bitch face and said “We don’t let little sissy boys cum; so shut the fuck up and take cock you fucking boy slut”! 

 

Sissy panties and fishnets are not optional!!!

Sissy panties

Sissy panties and fishnets are no longer optional for one of my favorite sissy Sluts!!! On top of that pedicures and acrylic nails will be a permanent place in his life now. Thank goodness he works at home for some big IT firm. However, those Zoom meetings will be fun as he tries not to show off his pretty almond-shaped French tips! 

For the last couple of years, he has been wearing some sexy panties and nylons under his desk during face-to-face meetings with clients and potential clients. 🫦

Sissy panties make Jaden feel so girlie!

Jaden The jolly part time sissy has become a new pet in the last few months At first it was just a  confession of panties and feeling like he was in the wrong body.  He has been slowly embracing his feminine side and has started to go out in public wearing feminine clothing.

My new sissy has also started to explore his gender identity and has begun to accept himself as being a sissy slut.

My suggestions of fishnets and electrolysis have not gone deaf ears. Jaden decided that from now on he will be my office sissy slut and try to not get caught by his mean wife. Mornings he comes to me and asks what he should wear to work.

After a good ass reaming, we decide on clothes that he keeps in a trunk in his basement. His wife is chicken shit and won’t go down into the cold dark basement alone. We are talking about years of ex-girlfriends and his old wife’s clothes in this trunk. Along with items he has snuck to buy. I love having a sissy with a big sexy wardrobe. It is just like dressing up a baby doll!

This week He is to wear his fishnets and sexy cotton panties to work every day. His nails and eyebrows are perfect and he knows that the only thing he needs is my Sissy humiliation training to take him deeper. As in deeper like that dildo he bounces on during his stressful work day. 

Oh, I forgot, today he has a meeting dn is going to keep his dildo in his ass as he talks to big mean businessmen. I hope he gets the contract and doesn’t lose his shit! Hahahaha! 

Sissy panties must be crotchless while I condition u for BBC

Sissy panties Put your sexiest Sissy panties on and be a very submissive and obedient slut for BBC. Those panties better be crotchless, Daddy wants easy entry! Get on your knees and behave yourself show daddy that you are a naughty little Cock worshiping slut and you are willing to do any and everything for his Biggest cum shot to fill your throat.

Drop your jaw so that daddy can tickle your tonsils with the head of his big black dick.

Gloss your heart-shaped lips with the precum that drools from his massive cock. A good slut swallows every inch! After many sessions of Online sissy training with me you will be more than ready to do just that. His big heavy balls smooshed up against your chin while you gag, slobber, and drool like a good bitch, is what daddy needs. Such a filthy faggot slut you are…

The more he slams his big cock into the back of your throat the wetter your mangina will be.

Don’t you just love the feeling of gagging and feeling you bussy gape at every slurp… Once you’ve got his massive cock extended to its max capacity.. Bend over, reach back, and spread those tight ass cheeks. Feel the head of his massive shaft stretch through the first layer of your ass… Daddy is going to take it nice and slow, feel your body tense up as your eyes roll back. It’ll be worth it slut when you feel daddy’s balls explode.

That warm creamy thick cum that fills your bussy will be spoon-fed to your when he is through.

We wouldn’t want that superior cum load to go to waste, would we? Ahhh, open up bitch its time you be a good cum eating slut and show Daddy you are the Nasty freak he’s been longing for. Sissy training is a requirement, it’ll help you ease your way into the magical world of pure pleasure unlike any that you’ve ever experienced before!

Femboy training is a deep impulse you can’t avoid!

Femboy training

Femboy training is a deep impulse you can’t avoid! Hey there, my sweet little sissy slut. It looks like you’ve stumbled upon my blog, and I couldn’t be happier. I am Mistress Emerson, the queen of all things sissy. And you, my dear, are just the helpless sissy slut that I have been waiting for. You see, this is not just a hobby for me, it’s a calling that I can’t resist. And when I see a weak, pathetic sissy like you, I just can’t control myself.

I know you’ve been dreaming about this moment. The thought of being my sissy bitch, used and abused, while looking pretty with forced feminization, it makes your little heart race, doesn’t it? Well, let me tell you, darling, your fantasies are about to become a reality. You are going to be my personal plaything, my little sissy slave, and I am going to use that sweet sissy hole of yours in ways that will make your head spin.

First things first, we need to get you properly trained. I don’t want any half-assed sissies in my presence. So, be prepared for some intense training. You are going to learn how to walk, talk, and act like a proper sissy. From makeup to lingerie, I am going to transform you into the prettiest little femboy that anyone has ever seen.

But let’s not forget about that sweet sissy hole of yours. Oh yes, I am going to stretch it, pound it, and use it for my own pleasure. You are going to be my personal slut, and I am going to make sure you are constantly filled and satisfied. And don’t worry, I won’t leave out your other holes either. With my array of toys and tools, I will make sure that every inch of you is used and abused in the most deliciously filthy ways.

So my dear, if you’re ready to take this journey with me, then don’t hesitate to give me a call. Remember, resistance is futile. You are meant to be my Forced sissy training slut, and I am going to make sure you fulfill your destiny. Now, be a good little sissy and get on your knees. It’s time for you to serve your mistress.

 

Training My Pretty Teen Cunt!

Mistress phone sexIt’s always nice to train some pretty little young bitches to serve me too. As much as I love and adore all my sissy cuck bitches; I also love my cute little teen whores and their sweet young pussy’s. They are usually so intimidated by an older and more dominant woman; they truly do whatever I want and ask for. I don’t even have to remind or demand them to do their job because they all remember what their mistress wants once I train them.

Usually when I train a hot little whore like the one above it tends to be a faster training session. They retain information better than a sissy cuck bitch because they are women and know what being a sub is. They are naturally more willing and submissive since it is in their nature. Their nervousness is generally because they have never been with another girl before so they are scared. I sometimes enjoy making them scared because I can manipulate them however I want.

Sometimes I find it charming and I want to take care of them and be nice so they know I won’t hurt them. That only applies if they do what I want without complaining. This one above was just so scared because she was a virgin and has never done anything sexual ever. She was petrified that I was going to tie her up and whip her like I do with some of my other sissy bitches and other cunts like her. She was so sweet though; I just wanted to play nice and feel her sweet tongue on my clit. She has such a cute little teen body too; I knew I could mold her into whatever I wanted.

Sissy phone sex with Miss Remi

sissy phone sex

Miss Remi wants you in your prettiest panties for our sissy phone sex call! You better forget that your manly clothes even exist because from now on, you’re my sissy, girl he-bitch. I’m going to turn you into the pretty, cum guzzling princess that my bbc studs deserve and teach you everything you’ll need to know about being a cum rag whore for those men. Those massive cum cannons love to ream and stretch a sissy slut open and I love to watch! I’ll pop a jeweled butt plug in your tight whore hole while I’m dressing you up and getting you ready. Once we have you in some sexy lingerie and have your hair and makeup done, Miss Remi will put on her big, thick strap-on so that we can get that slut mouth trained! Get down on your knees and look up at your mistress. Now bat those pretty eyes and work your slut mouth around the head and then all the way down this thick shaft. I’ll put my hand on your head and guide you down on it until you’re gagging and choking on it. Once Miss Remi sees that you know how to be a deepthroat whore, I’ll get behind you and start working on training that tight, slutty he-pussy. Miss Remi will slide those pretty panties down, pull that butt plug out and start thrusting my strap on into your tight cum hole cunnie. Listening to you moan and whimper while I’m fucking you is going to be so hot but it won’t last long. You’ll have a fat, pulsing dick down your throat in a few seconds and you won’t be making a sound other than the gagging sounds of you choking on a huge cock! Don’t make your mistress wait, it’s a new year and I’m ready to get your training started! 

Sissy panties you got on are so messy thanks to me!

Sissy panties

Sissy panties you got on are so messy thanks to me! I can see you already getting wet and excited, just at the thought of being under my control. Oh, and let me tell you, this is just the beginning. Once I get my hands on you, you will be begging for more. Begging me to use and abuse you, to make you my dirty little sissy slave.

First things first, I see you’re wearing those pretty little sissy panties. But oh, they are not so pretty anymore, are they? I made sure to have you mess them up real good, just for my own pleasure. I love seeing you all humiliated, degraded, and turned into my obedient little slut.

And don’t even think about trying to resist me. I know all your deepest desires and fantasies, and trust me, I will make them all come true. I will make you my little cock-sucking sissy, choking on every hard and throbbing cock I throw your way. You will learn to love it, to crave it – worshiping each and every inch of it with your slutty mouth.

But that’s not all, my dear. No, no, no. The make-up and the lingerie are only the beginning. I will transform you into a true sissy goddess, with make-up and cum smeared all over your pretty little face. And don’t even think about complaining, because that’s exactly what you wanted, isn’t it? To be my slut, my plaything, my personal fuck toy. That tight bussy is going to be ripped wide open.

And when you just can’t take it anymore, when you beg for release, I’ll be there to deny you. Teasing and edging you until you’re a whimpering mess, completely under my control. Oh, you will be begging for more – addicted to my voice, my commands, my dominance.

So come on, sweet baby sissy. Call me for your sissy slave training. I promise to take you to places you’ve never been before. Places that will leave you begging for more, trembling with pleasure and pain, and completely and utterly mine.