Category: Online sissy training

Pegging My Favorite Boy-Pussy !

Forced sissy trainingPegging my favorite small dick sissy Jordan right up his slutty, pathetic and sweet little rose bud ass hole. We now say he has an over sized clit since he is so small; we also call his ass hole a sweet pink boy pussy. He is such a delicious little fem boy and he is the perfect little fluffer for all the BBC’s I love to fuck. He really knows how to make sure those big dicks are nice and ready for his lovely mistress. He gets a yummy reward if he does a good job; he gets to lap up all their superior cum from my cunt. 

We had his useless penis in a cage when he first started training with me. So since then we have noticed a significant size change and he doesn’t really get hard anymore. He knows that good boy-girls are not supposed to get hard. So we have trained him to only accept cock in his boy pussy and NEVER get aroused with his over sized clit. Look how great of a job he-she is doing for mistress Presley. 

All the superior men praise how well this little bitch is; they love how overly stimulated the bitch gets. I have done such a good job; they always make sure to fuck me real good since they are so proud. They have lots of cum for me once they shoot their loads. Jordan does such a good job as a little lap up sissy bitch!

Online Sissy Training Leaves a Sissy Begging for a BBC

online sissy trainingOnline sissy training begins here.  You read bios and blogs and get a feel for the kind of sissy trainer you need. I am a sissy mom who can be very loving and nurturing with her sissy boys. If they follow the rules, I am a nurturing sissy mom. Do not follow the rules or disrespect me, I punish you. And I punish you hard.

Travis is one of my newest sissies. Such potential with this one. However, he is sassy and belligerent sometimes. I think it is because he drinks too much. Many sissies need booze and drugs to get to their femboy side. Although I prefer my sissies to be sober, I cannot always monitor them. Since Travis broke many of my rules, he got punished.

A BBC sissy trainer punishes with big black cock too. I summoned Rodney to come over and punish my unruly sissy with his big 11-inch monster cock. And within 20 minutes, Rodney was in my living room with his cock balls deep in my sissy’s mouth. Travis gagged and drooled all over that huge black cock. Sissy Travis needed to learn his place.

You are the Sissy, So That Means I am in Charge

Any unruly or disobedient sissy gets punished. And they get punished with BBC. Sure, I can fuck an ass with a strapon. And I do. But nothing punishes a sissy ass more than a foot long, soda can thick cock up the ass, especially a virgin ass. Travis yelped and screamed as Rodney rammed his dick straight up his asshole. Too late to apologize now, I informed him.

Most of my sissies want a big black dick in any of their holes, but Travis is more a femboy than a cock sucking faggot sissy. Well, he was until last night. Rodney fucked him for hours. Black men posses the kind of sexual stamina that scares sissies. And Travis appeared scared initially. But once the pain ceased and that big black cock milked that prostate, Travis begged for more punishment.

Travis has a sore asshole today. Sore jaw too. But I showed Travis what mistress phone sex is all about. It’s about listening to your sissy trainer and following her fucking rules.

 

Uncategorized; justification not needed to be nasty.

          Uncategorized; justification not needed to be nasty. Now personally I like to make it hurt. See these here boots. They are made for walking and that’s just what they are going to do. They are going to walk all over you. Heels digging into your itsy-bitsy teeny weenie shriveled short pecker.

          Come on you little bitch. Fucken beg me to hurt you. Tell you exactly how small and insignificant fools you are. Don’t you shake your head at me. You aren’t worth it. Crack a whip and hit that little thing. If I can. Obviously, I am going to need to practice seeing if I can even find it. I mean it’s just so small.

          In fact, I don’t think anyone could find it without some help. Let us give you a prince albert so it has a nice little chain to yank on it. At the same time, I think a tiny little string too small for even a mouse would work. Even be a bit too large.

          In the end if you cry enough, I may even be inclined to control you. I like giving you sissy humiliation training. Do believe that is what I will stick with.

Uncategorized

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 phone sex with Miss Remi

sissy phone sex

Mistress Remi has been having so much sissy phone sex fun with my little bitch, Matt. I make him use his girly voice when he calls me to rub his clittie and tell me what a little bitch he is. I made him go out and buy some pink lip gloss and then send me pictures of him wearing it. I had him go into the adult store yesterday and ask the cashier to help him pick out the perfect dildo to stretch his tight he-pussy with. I told him to let them know that his goal is to be able to pack a 12 inch cock into his slut hole. He bought a nice, fat 8 incher to fuck himself with while we talk and I can’t wait to hear that little bitch moan when he takes it for the first time! Tonight when he calls me, he’s going to dress up in some pretty panties and a matching bra, do his makeup and go out looking for a fat dick to gag on for me. I’m going to listen on the other end of the phone while he’s out sucking and slurping all over a big, hard meat stick. I know that little bitch of mine is craving cum and tonight, he’s finally going to get it. He doesn’t have a choice once his hot, little mistress is in his ear, telling him to be a good faggy slut and suck that dick. I’m a gentle but relentless slut trainer and I won’t stop until my bitch has a mouth and throat full of hot, gooey nutt butter! Maybe a taste of that sticky cream will finally convince him that he needs to give up the pathetic act and turn into a full time sissy whore. He doesn’t have much of a choice now that Miss Remi has these pictures of him deepthroating his dildo!

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! 

Phone dominatrix Emerson needs a new maid to tend to her every need!

Phone dominatrix Phone dominatrix Emerson needs a new maid to tend to her every need! I am the one and only Emerson, your sexy sissy maid trainer. I have been in the business of dominating and training sissy maids for years now, and let me tell you, I know exactly what I want. And what I want right now is for you to clean out my holes.

Yes, you heard me right. I want you, my little sissy slut, to take care of my pussy and asshole. I know they might be a bit messy right now, but that’s why I have you. Your job is to clean out all the cum that’s been dripping out of me. And let me tell you, there is a lot of it.

But don’t worry, I won’t make it easy for you. I want you to use that tongue of yours and lick every last drop of cum from my holes. I want to feel your slutty tongue deep inside, cleaning and pleasuring me at the same time. You’ll make sure I’m squeaky clean before I allow you to take a breath.

I can just imagine you, kneeling in front of me, your face between my thighs, your tongue working tirelessly on my pussy. I’ll moan and scream, guiding you with my hands, making sure you don’t miss a single spot. And just when you think you’re done, I’ll turn around and offer you my asshole. I know how much you love it, sissy slut, so don’t even try to resist.

You’ll worship my asshole with your tongue, making sure it’s as clean as my pussy. I’ll guide you with my words, telling you how to move your tongue and how hard to press. And as you are eagerly cleaning my holes, I’ll be sure to stuff that sissy hole with a hard thick cock.

But don’t think this is just about cleaning. No, my sissy slut. This is about obedience and submission. This is about me showing you who’s in control and you willingly surrendering to my desires. This is about you being the best sissy maid you can be.

So come on, pick up that phone and call me for some hot sissy action, you slut! Trust me, by the end of our session, you’ll be creaming your sissy panties and begging for more. And let’s not forget, you’ll have done your job of cleaning out my holes like a good little sissy maid should. I’m waiting for your call, my slut. Don’t keep me waiting.

 

Phone dominatrix will have your young sissy ass trained right

A Phone dominatrix will have you in your place. “First you must wear your sissy hoe uniform” I say to my new young sissy bitch as I hand her panties and bra. I will have a set of rules for you to follow and daily sissy exercises for you to do. Therefore, you will be ready to be broken in, “meet my monster bbc that will be breaking you in tonight” I say. Then a big bull walks in naked and hanging low.

“Greet him with your mouth like I trained you to do ” I instruct my sissy hoe to do. Right away like the hoe you have been trained to do, you get on your knees and open your mouth. After he stuck his cock in your mouth, I grabbed you by the hair and pushed your head down on his cock, “did you think it is that easy, choke on that black cock”. So, you started choking on it like your life depended on you eating his cock.

As you suck his dick, I take your Sissy panties off and start paddling your sissy ass. “Now open your pussy up and make me proud, show him you have been trained right” I say as he aims his cock to your sissy cunt. I watch very proudly as you get your young sissy pussy broken in. “don’t stop until you stuff her sissy hole with all your nut.

Phone dominatrix

“Milk me you sissy bitch, that is all you are good for” he moaned out as his balls started spraying into my sissy bitch. “Now clean up the mess you have made with that sissy whore mouth of yours” I demand of you.

Sissy Training with a Bitch in Charge

sissy trainingSissy training begins here you little crossdressing faggot. You are too weak to do this alone. Plus, you could benefit from my tutelage. I am a badass dominatrix and a sissy trainer. If you have a feminine side, I can flesh it out of you. I have two sissy sons. Plus, I have helped numerous men like you.

A little about me. When I was a young coed, I was a professional dominatrix. I even had a dungeon in my basement full of all the equipment needed to punish slaves. However, when I got older, I married and started a family. Plus, the world of domination changed when the government decided that even pegging a man’s willing ass was prostitution. Suddenly being a pro dominatrix became illegal. So, I became a phone dominatrix and a sissy trainer.

But true confession time. I love pegging asses. So, I do not care if the state considers it prostitution. I will peg a sissy’s ass. And I did last night. Sissy Tanya came over to play. She is a cute sissy who knew she liked panties and cock but did not know what to do about it. She saw my ad on a fetish site and texted me. That was almost three years ago. Sissy Tanya still likes to play with her sissy mom.

I Enjoy Pegging a Sissy Ass

When she comes over, I dress her up in something frilly with lace. I do her hair and make-up and make her look like a pretty girl. But this sissy loves it when I peg her. So, I put on my strapon, and fucked her pretty ass. What a tight ass she has too. But I had a surprise for Sissy Tanya. I brought over a stud with a huge cock for her. She needed the real thing after all this time. And boy did she impress me and my stud with her skills.

She was able to get all his big cock in her holes too. And you will be able to deep throat like a porn star with some online sissy training too. I turn useless men into useful sissies. And I love doing it too.

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!