Category: Sissy panties

Best sissy trainer on the net trains our newest SissyHutSlut

Best sissy trainerSissy started exploring his mangina in the shower. He would dig his pudgy little finger into his shithole and thrust in and out. He told me his little winky would get so hard instantly. Eventually, his little fingers weren’t doing the trick anymore. So, he confessed to his closest friend Charles, his liking for butt play. Of course, his friend tattled! That’s how everyone in the neighborhood found out that little Miss Stephanie had Sissy panties hiding underneath his basketball shorts at the court.

He wound up getting pantsed! Fagboys, hot pink lace panties, and his pathetic little nub were fully exposed to everyone. That firm bubbly ass of his was quite the sight to see… It was so nice that Fag Boy wound up turning several of the men out, at the court with his perfectly round ass.. He was served Big fat cocks underneath the bleachers. His pretty little pussy was filled with multiple loads.

It felt so good to Stephanie to be treated like a filthy whore and have his asshole stretched. So good, that he has become addicted to having his prostate milked. Now he comes to me for Online sissy training so I can teach him some more tricks that he can do with his  man-pussy; while he is riding a hard cock. Stephanie didn’t know how to flex the walls of his cunt… I had to have him gag on a dildo until he learned to flex them on his own. Now, Stephanie is putting cocks in a chokehold. He has men squandering at his feet. His sister has always been quite the fashionista…

Stephanie did start her journey, dressing as a tranny using whatever he could pull from his sister’s closet. In other words, the filthy whore has plenty of sex appeal. This was Stephanie’s first time surfing the web for a trainer… Lucky for him, he managed to come across the Best sissy trainer on the internet! Fag Boy is going to be the HBIC in the sissy world, real soon. 

BBC sissy trainer is coming and you must milk him

My favorite BBC sissy trainer was going to be in town. I picked my young little sissy whore in training. You will wear my favorite pussy pink lingerie outfit. Be on your knees when we come in. It is part of your training; I hope you have done your exercise. When we walk in you are waiting like I asked. Good job sissy slut, open your mouth. I want you to greet my guest. Then you shook his big black cock hello with your mouth.

BBC sissy trainer

Great job sissy slut now doesn’t stop until I tell you too. You have to make me proud and show what good training you have received. My favorite part is when you gag and all your saliva wets and lubes his bbc just like we need. Bend over my sissy bitch show our bbc guest how good that sissy pussy is for milking a big cock. Then you bend over and spread your legs.

The Sissy slave training you have received will finally pay off. That young tight sissy cunt will be fucked by the best and if you are good i will let you feel his semen pump inside you. Normally I only let you get sprayed with semen, but tonight is special. Pump your pussy like I taught you to do. Finally, you start fucking back and you don’t stop until his big black balls tighten up. Your young sissy cunt is now getting filled up and I am happy to say I trained you right.

Humiliation Phone Sex Will Make a Woman Out of You

humiliation phone sexKneel down before your mistress, I will not tell you again.  This pathetic whining coming out of your little sissy mouth is getting on my last nerve! I know that mouth is watering thinking about my pussy gracing those sissy lips of yours.  Sissy Sluts like you can’t get what they want very easily can they? You don’t have a big fat cock to let you act like that.  This goddess isn’t going to let your girly hands touch me that easily.  There isn’t enough money in the world to give away my goods for unless it’s under my terms.  Tell me you understand.

“I understand mistres” you pathetically whimper and take a deep breath.

I look at his soul so weak minded and easy to control and say to him ?” am going to find my biggest stilletos and put them on so I can take the heel and dig it into your cock. I know you like that, right?”   I go find the biggest healed stiletto with a sharp end to torture this little meek sissy whore.  I grab a few other things on my way back.

Picture this, you and pathetically strapped to the bed posts on the floor, wearing pink ruffled panties, your clit cock barely even seen despite their tightness of those girlie panties.  You have surrendered to me, now I have these huge black inspired dildos surrounding you with my sharp heels walking in circles around you.  Dildos in hand, stilletos ready to slice through that cock if you disobey.

What should we do next? Will find out

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. 

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. 

Sissy slave training from me is what you need

I don’t want a weak sissy; I want a bitch that is ready to get Sissy slave training. It doesn’t matter if you are not ready for a bbc, with me you will get ready. You have whore uniform to wear, so put it on bitch. Then I grab you and push you to your knees. “Come on little whore kiss my feet and surrender yourself to me”. That mouth of yours kissed me like a puppy bitch as I put my strap cock right on.

Your hair is a perfect handle for me to pull on. Open that whore mouth of yours bitch! After that I fuck your throat hard you choke and gag. It is what I need to get my cock lubed up. That fucking cunty of yours is going to be broken in by this big black cock strap. Spread that pussy you little whore. Your asshole will be the only thing I will use today. With my foot on your back your ass is just where I want it.

Sissy slave training

I spit right on your pussy whole and slam my cock right inside you. Then you moan out and it excites me, all you feel is the pounding of my strap cock and the sting on my paddle on your ass. Know your place bitch and that is to worship me and take whatever I have for you. That is my job as the Best sissy trainer. Making feminine bitches to worship me and know their place in the world.

Cum in Your Pathetic Sissy Panties

sissy panties

I am going to make you cum in those pretty sissy panties. I love forcing you to dress up like a cute little girl. So you will wear pink panties and the pretty stockings that I put you in until I allow you to take them off. That means you will go to work, play with your spawn and live life wearing them. You need a constant reminder that you are a little bitch boy, not a man. 

It’s really pathetic that you’re still trying to deny the truth. You like looking like a made-up corner slut. Just the way you sound, you are practically begging me to slap a thong onto you and take pictures of your slutty holes. This is just step one to making you the perfect cock sucking little whore. 

So, you will accept the forced feminization. You will wear the pretty clothes that Mistress put you in, and you will thank me for making you pretty. And after you’ve accepted that you are just two holes to fuck, I will make sure that those holes are filled with the longest, thickest cocks. You will look so pretty getting railed by them. I’m going to make you beg them to cum in you. 

Are you ready to be my pathetic rent-a-whore? Do you think you can take the biggest cock that I can force into you? Then what the fuck are you waiting for you pathetic little panty boy. You’re late for your next forced sissy training.

Femboy training, do you have what it takes?

Femboy training, do you have what it takes to be my private little femboy? Let me take my private she-stick and make you beg me for it. You are gonna have to wait for it. I don’t just give my lady stick to anybody. Adore me, worship me  BEG me and you’ll still have to wait. Don’t think I’ll be easy Sissy panties, I’ll bust you wide for my pleasure. Do you want to please me, give me what I want  when I want it. You are gonna have to earn everything you get from me.  If you’re ready to please, don’t ask questions don’t speak unless spoken to and do everything I tell you during Mistress phone sex. Please me give me what I want and I’ll have you trained right to be my femboy.