Category: Online sissy training

The Best Sissy Trainer Trains Your Sissy Hole

best sissy trainer

Pathetic sissy boys like you make me sick. You deserve to have that ass destroyed by the best sissy trainer  on this side of the internet. You’re just a pathetic little set of holes and you know it, don’t you? If not. Let me remind you. On your knees pet. All four like a bitch in heat. I’m going to make sure that boy pussy is put to good use.
You’re not just going to get this dick that easy. You’re going to have to prove that you are a faggot worthy of my silicone. I want to hear you whine and whimper like a little girl. You’re taking a hard paddle to your ass until you’re bright fucking red. I want to see you shaking in pain, when I finally force this dick into your little sissy ass.
I’m going to break you down until you’re begging for it. You want to be force fucked like a little fucking whore. That’s all you are made for. If it wasn’t my strap, it would be some guys huge cock. One that puts that pathetic clit between your thighs to shame. A real dick. And you’re going to fucking beg for it little faggot. You’re going to beg for it or I will force you to take it.

Sissy maid training Episodes: Shelbys Wife

Sissy Maid TrainingSissy maid training Episodes: Shelbies’ Wife! I am just busting at the seams to tell you about Shelby’s newest sissy whore updates. The last time I spoke a couple of weeks ago with this little sissy made his stepmother had took him from his wife and his boyfriend. Her stepmama was his first mistress. She back then Shelby playing her pantyhose was kept a secret: dominating little sissy Shelby away from his daddy. And when Shelby’s wife wasn’t up to training such a wonderful little sexy sissy whore step-momma stepped in and took over. There is no contact with the wife at all, well until last week…

Shelbys WIfe takes over  Sissy maid training

It seems as a wild hair got up that wife’s ass and she became the dominant mistress that Shelby needs. This time during that femboy training Shelby has a butterflies and it feels like everything is brand new. The pink hair that step mama let Shelby get is now completely shaved off and Shelby stays in a state of undress with just her sissy made outfit. I guess I had missed that the wife had a stepsister who had a sissy husband. So during the weeks apart from her sissy boy husband his wife decided to learn everything she could.

I’ve been telling Shelby that all it took was pulling from deep inside of her that dominance to make her the best damn mistress ever. And that’s funny as Shelby really technically is kind of like a lesbian housewife now. There is no fucking except for the wife fucking that sweet pussy ass. Occasionally Shelby does get to lick her out and use a chin strap to fuck his wife. Femboy training

And the wife is pretty good about going out and getting her own dick although she’s not letting Shelby participate anymore and maybe she’s scared that that dick will get taken away! The last time she brought a man over he was so enamored by Shelby’s sexy body I’m feminine ways that he stopped fucking the wife. Seems as if things are going great now and the sissy slave training is beginning all over again for sweet and sassy wonderful faggot little Shelby!
Sissy slave training

Pink Satin Panties!

Sissy panties

Pink and Satin

You have asked to go out with the boys tonight and I have graciously said yes, but only if you do one thing for me. You are going to wear your Sissy panties while you are out. 

Digging through the drawer to find just the right pair. I turn around with a huge smile. I have the perfect pair of panties for you. Baby pink with white ruffles. They are satin and soft. I have never made you put this pair on before and you are nervous. 

Go on, slide those panties on. Feel that satin hug that little sissy pussy of yours. Oh look at that wet spot showing on them already. That little boy clitty of yours loves the way they look. So frilly and feminine. That is it, twirl in the mirror and take it all in. Good sissy bitch. Now you can get ready to go out with the boys, but do not cum home with cum filled panties slut. 

Sissy phone sex with Miss Remi

sissy phone sex

 Sissy phone sex is always hot and kinky with this naughty mistress. I love training little bitches, dressing them up in frilly, girly outfits and then watching as they get stretched open and ruined by bbc! Nothing turns me on like watching the head of a huge dick smearing makeup all over the face of my sissies. I hope you’re ready for your training because you’ve found the strictest training slut there is. I expect my bitches to be dressed to serve at all times. I don’t care if you’re at work, in the office or at a job site. No matter where you are, you better have the silky, pink reminder of who owns you in your pants, covering that little clit of yours. Don’t make me send my big, strong bbc bullstuds over to punish you! If I find out that you’re walking around without your slutty lingerie on, we’ll show up to your office to remind you of who’s whore you are! You’ll be begging for my forgiveness and begging me to call my guys off of you, when they bend you over your desk and rip your pants off. I’ll announce to all of your coworkers what a dirty, deviant sissy bitch you are and how you paid me to do these things to you! Who are they going to believe? Your tiny, stiff dickie poking straight out is going to give you away. They’ll all know what a simp bitch you are for humiliation and bbc torture. I’m going to tell my studs to fuck you like a slut! The whole office will be watching, helplessly while you’re getting reamed and creamed by the fattest stud cock you’ve ever seen! You might want to listen and obey your mistress, before I have my guys punish your slut holes!

Forced Sissy Training Ass Meet Dildo

forced sissy training

I had a great forced sissy training call today.  Hot and heavy, sexy, dildos, asses and some of the hardest and sexiest orgasms I’ve ever got to witness came from this call.  I have a lot of sissys that I train every week.  They are at different levels in progresssion depending on their experience and what work they’ve put into it.

This one was a sissy virgin.  However, his pathetic little bitch ass wanted to jump right into things.  His wife traveling for the next few days, he found her huge vibrating dildo and needed a sissy slut guide to help him with pleasuring his sissy little pussy hole (aka his ass hole).  When he first got on the phone, I could feel the nerves through the phone.  He wanted that dildo in his ass so bad I could feel him salivating into the phone.  I knew his world was about to get rocked.

I made him get nice and comfortable as we talked through getting that nice big long dildo up his tight white asshole.  I taught him how to suck it just like it was a real cock.  He loved having dick in his mouth for sure.  After, the dildo was dripping with his spit and I knew he needed to get that big cock in his little sissy slut ass, pronto.

That is just what we did.  I made sure he got it in and talked him through fucking his little hole and stroking his cock at the same time.  What a magnificent thing to hear a man experience an orgasm via the prostate and the cock.  He was shaking throughout the phone. I could hear his body quivering. This little sissy passed the test. A+ in my book for being a good sissy little whore. Hopefully, we keep exploring because he has a lot more to learn.

Online Sissy Training Turns Married Men Into Cock Sucking Sissies

online sissy trainingOnline sissy training is the next best thing to hiring a mistress. For many guys, doing anything sissy related in real time cannot happen because of a wife at home who has no clue her hubby thinks about cock. I train a variety of sissies. However, most are married men and unable to do anything outside the home. Sometimes though, wives go on vacation. And when wives are a way, sissies can suck cock.

I went to the glory hole with one of my sissies over the weekend. However, I believed him when he said he was going to the glory hole. I know when I am listening to a porn movie versus the real thing. Although I play dumb, I always know. I trained this sissy for a year with dildos and garden veggies. He considers himself a cocksucker thanks to sissy training with me. However, can a sissy really be a cock sucker if he has never swallowed a load of cum?

Not in my book. A cock sucking sissy needs the real thing. So, sissy Tammy finally made it happened. I spoke with my sissy while she drove to the glory hole about 45 minutes from her town. She found a Lion’s Den along the highway geared towards truckers. I have been in one before. Biggest sex complex I’ve ever seen. They have glory holes, a sex store, peek-a-boo shows and a little porn theater too. Largest collection of DVDs I had ever seen. And do not get me started on all the sexy toys you can get there.

I Love It When A Sissy Gets Cock for Real

Of course, I helped Sissy Tammy find the place. Sometimes, a sissy trainer needs to locate cock for her sissy if she is ever going to get her sissy off the couch. I could tell Tammy was in a car. A car gives a certain sound. I talk to many callers a day in their car because it is the only time that they can be alone. I heard her enter a store and heard the background people as she took me on her adventure.

Once Tammy was in a glory hole room, we talked proper etiquette and stuff. She knocked on the wall and a big cock popped through. Although she has sucked many dildos, this was her first real cock. And I was there listening to her be her best sissy self.  She slobbered on a few cocks, and she sounded like she did a wonderful job. She even had her sissy panties on. Last year, she purchased a few of my pretty panties. Although I had to send them to a PO Box, she wears them as often as she can.  I felt proud of Tammy sucking her first cock.

If your wife every takes a girls vacation, or goes to visit family, we should seize the moment to make you the perfect sissy too. Even though you have a wife and a family, does mean you cannot be a cock sucking, panty wearing sissy.

Sissy training by a black daddy in an upstate penitentiary

Sissy trainingOne of my White Sissy Bitches got turned out in a prison cell. She was dominated by Big Black Cocks! The almighty tatted-up slut, was a runner and a bloomer washer behind the wall. She even got creative and started making Sissy panties out of bed sheets. She would rinse them in dye and turn them pretty, like soft pinks and seductive red shades.

Ms. PrisonBae is considering going on a walk downtown in a miniskirt with her mangina peeking out, willing to take the risk of indecent exposure. Anything to get that cock craving pussy of hers stretched again. The slut has a family at home who she was released too. She doesn’t know how to tell her wife that she wants to be bent over and treated like a sissy bitch. We just started Online sissy training!

As of now, we are working on her portfolio… Decisions were made and her wifes’ lingerie fits her quite well. I had her bent over with her panties held off to the side by her grape smuggling sack. Her pretty little gaping pussy stared right into the camera lens. There is no denying from the slickness of her mangina and the glare in the final shot; that she is wet and ready to be fed a thick creamy load of jizz.

In the meantime, we have her anal stretching 3 times a day. Once in the morning, after lunch, and of course dessert after dinner… Who wouldn’t want a creampie? For now, she will be whipping her clit and eating her cum, but this is for now. Our first Sissy training session is out of the way and everything is set up. During our next session, I will be witnessing her slide her pussy back on a big black cock; to satiate her cravings. 

Forced Feminization now get your sissy ass in those panties

Forced Feminization

Forcing you to come to terms with your feminine side will help you see what a sissy you really are. In due time you will see that this is the right of things. First and foremost is to get you into the right clothes. Which is to say get out of those guy clothes. 

Happy to see that you don’t have much of a penis and hence nylons would hide it easily, even a nice pair of panties. These are the ones you will put on now.  A nice red pair of lace thongs. I want to highlight that pussy ass of yours. It will cover your non existent little thing. Now, the scarlet red garter belt, black stockings with a lace top. 

Now you see it don’t you. The more you get dressed as a sissy bitch the more you see that you are meant to be a little whore for every cock that comes a calling. Square your shoulders and stick out your breasts. The high heels lift your ass and show it off and easier to assert to men that your pussy is available for their use. 

You will be feminine and admit you love it.  

Forced sissy training for your Inner Cum Slut Ways

Forced sissy training

Men are like sheep that need to be led into Forced sissy training, and this is what makes them the best version of themselves they can be. To feel the sensation of fighting the skin to submit and be tortured by a goddess such as myself. These man boys fail on their journies to submission and domination. They need to save themselves and spend hours on their knees pleasing this cunt until they have felt the gush of my nectar over their worthless faces. Will they ever learn the technique? As I look down at their worthless lives, I realize the only point in men is in the endeavor to please women.

 

Online sissy training for Shrimp Dick Randi 🦐

Online sissy training

Online sissy training for Shrimp Dick Randi who needs to keep on sucking cock. Randi the panty slut has evolved into a complete femboy with his panty collection growing. Not only that but his expertise in cock sucking is growing as well! Too bad his little peen can’t really grow all that much! That little sissy clit in her vagina-shaped cage is all the pleasures my whore Randi gets! I have even begun bringing in other sissy trainers to humiliate and degrade my fag boy with me! Everyone needs to know about that panty-covered ass and Vienna sausage dick! 

Online sissy training

Sissy humiliation training of panty-wearing men is one of my favorite things to do. And now I heard a little rumor that my randi has found a Mistress who is going to physically put sissy girl RandI through her hoops. And I am so excited, I only wish it was my strap-on pegging that sweet tight ass!
I just want all my pathetic whores to know if you love panties and have a small weenie like Randi, cum see Mistresses Z! I have something big and fat for your ass and mouth!