Category: Sissy phone sex

Easter Sissy Training with Frilly Dresses

 

sissy trainingIt is Easter Sunday and there is no better time for sissy training. My sissy boys love Easter. Not because of the baskets but because of the dresses. It is the one day of the year they can dress in their best dresses. When I was their age, I loved wearing my Gunnie Sax dresses. They were all the rage in the 70s and 80s. They were floral hippie style dresses that all the girls wanted for dances and Easter Sunday. My sissy boys love Easter dresses too. I took them shopping last week for their Sunday best. We are not religious, but I take them to church every Easter just so they can show off their frilly dresses. They got matching dresses. Pink dresses with lots of frills and bows. Matching ribbons in their hair and white fluffer sissy panties. Shoes to match with cute little white ankle socks with lace trim. I did their make-up too. Honestly, I do not think anyone would know they were not born girls. That is how good of a sissy trainer I am. I can make even the butchiest looking man a femboy. We went to church this morning for Easter sunrise service, and no one knew they were not little girls. Of course, at a certain age it is easy to make a little boy look like a little girl. They felt like the belles of the balls. We got home and had a nice brunch. I had a special surprise for them too. One of my black lovers came by. I told them to go into the bedroom for their Easter baskets. There was my stud naked with two Easter baskets dangling on their cocks. It is not Easter without some chocolate, right? Since their mommy is a bbc sissy trainer, they have a love for those big black dicks. It was a perfect Easter Sunday.

You Will Have To Earn It

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Hey there sissy, come play with me and my husband. He also is a sorry little dick guy who is my cuck. Don’t worry, he likes it and so will you. You know you can’t please a real woman. I mean with a little teeny tiny weenie like that no woman could even feel that. It would be no more than a little pesky tickle. So, come on in and put on your little sissy slut outfit. Yes, one to match my husband’s. Pretty pink panties and ruffly socks and of course pretty glittery lip gloss. What in the hell? Is that a little wet spot forming in those panties? My goodness you can’t control your clitty at all can you? Do I need to get a cage for you? I think I might. I will have my husband go to my room of toys and get you a bright and shiny one. The smallest we can find, one made especially for those micro penis’, just like yours. Don’t cry baby. Pull those panties down and let him put it on you. Watch as he hands me the key. Now you will need to earn your way out of it. So, tell me what do you have in mind that you think will be so incredible that I will unlock your cage?

Forced To Do As Told

I exposed one of my filthy cum whores, he was being a bad slut and talking back instead of fucking and sucking the cock like what is made for. He normally is a very good obedient slut, but he had separated from his wife recently. So, I knew if I told him that I was going to tell his wife and anyone that knew him that he loves being a filthy cum whore that he would do whatever I wanted. Right away he started sucking the big black cock just like I wanted him too, and I made sure his ass was going to be ready for pounding. I spread my fingers while pumping his ass with my fingers, as soon as I knew it was nice ready, I made sure he took that cock hard I made him get pounded over and over while licking my ass and saying how much he loves getting fucked and filled with cum. The pounding didn’t stop until his ass was filled and dripping cum out and I made him clean up the mess. From that day own he did what I said when I said it no hesitation. Domination phone sex

Arabella Loves Ass Virgins!

I have a friend who is the sweetest sissy in the whole world!Sissy Training

He has always fantasized about being able to have his man pussy fucked by a meaty hard cock but he is very nervous about being an ass virgin.

Of Course…I jumped at this! I can help!

So I gave him a little wine just to help him relax…ok…a whole bottle…but he was ReAlLy nervous!

Then I started stroking his cute little cock through his sassy little sissy panties but he was not getting very hard…he said he just isn’t into pussy!

I kinda giggled and told him…he wasn’t getting my pretty pussy and I pulled out my giant strap-on!

I have never seen a cock plump and jump so fast!

He couldn’t bend over fast enough!

He even pried those sweet cheeks open and let me lube that sweet rosebud…but I did have to fight the urge to tongue fuck that tasty fuck hole!

Then i put the big hard pink head between his hot ass, rubbed that puckered man pussy and pushed that long hard strap-on in inch by inch by inch until the entire cock was swallowed by that cock eating cunt!

He was pushing back against me like an anal fuck whore by the end of the night!

God I love ass virgins!

The Sissy Slut I Need

Mistress phone sexI need a sissy slut boy who I can dress up and use for my pleasure. I had the perfect sissy not too long ago; he was my nephew so he did as aunty asks. I liked dressing him up in tutus and stockings with glitter tops. When he came over, I would make sure to have a big black cock hard and ready for him to suck. I made sure he deep throats it like a good cum slut he is, I would put my strap-on and fuck him in his tight ass while he sucked the balls and cock. Fucking him with my strap-on only made me more excited to see him get fucked by a big black anaconda dick. When I was ready, I spread his ass open and shoved that big black dick in him. I watched as that big fat cock pumped him over and over, it only made me wet I have to play with my pussy. I love seeing him get filled up with cum!

Online Sissy Training is the Way to Go

online sissy trainingOnline sissy training is my specialty. I have been in the domination world for twenty some years. I started out as a professional mistress in college. Men loved having a hot coed dominate them. And I loved doing it. I found out quickly, however, that sissies were a close cousin to BDSM boys. I enjoyed sissies. And when the laws for BDSM mistresses changed, I became a sissy trainer. I still have a few BDSM clients that have been with me a couple decades, but I am mostly a sissy trainer these days. It was a busy week too. I was slammed with longer callers. I picked up a few new sissy therapy callers. That is when men want to pick my brain about sissy training. I love just talking about the right clothes to wear. How to come out of the sissy closet. How to suck cock and where to get cock. I also teach sissies how to edge. Every sissy trainer does some jerk of instruction and cum eating instruction too. Little dicks tend to be quick cummers. I love talking to a variety of sissies too. I love to hear your experiences, what you crave and where you see yourself. We set a sissy plan and we make it happen. I have so many sissies, but I can never have enough. Let me be your sissy trainer. I will teach you how to dress the part. I will teach you how to look the part. And I will tell you how to act the part with cock sucking training. Cannot get the real thing? That is okay. I can still train you how to suck on a dildo or a beer bottle. I am the best sissy trainer for all kinds of sissies, but I will let you know, I am a nurturer and a sweet mommy. I can be mean and demanding, but I love to help a sissy grow with love and patience and training.

Sissy humiliation training with Miss Remi

sissy humiliation training

I was so upset today when I had to cancel my sissy humiliation training class. My air conditioner was broken and I had to have a repair man come out to look at it. I left to go shopping and when I came home, I caught him in my room with a pair of my dirty panties in his hand. He knew he was in trouble and immediately started begging me not to call his boss and report him. I told him I wouldn’t report him if he obeyed Miss Remi, like a good little sissy bitch. He had no choice but to do whatever I wanted. I made my new bitch toy strip down and put those cum stained panties on. I told him to face the mirror and stroke his pathetic dick through those lacey panties while I call my three older brothers to come break in our new sissy fuck puppet. My brothers came right over and took turns ripping this little bitch’s he-pussy hole wide open! I just sat back and watched. I rubbed my wet kitty and giggled at that noesy little repairman getting what he deserved for snooping through my things!

 

Earn Your Sissy Panties

A good sissy is a sissy that is trained well. Well trained sissy girls earn their status. They earn the opportunity to wear sissy panties. Of course you can always wear any panties you wish. But the roles of some sissy girls is them doing good to earn their special girly tokens.
My sissy in training recently earned her pretty girly panties. The very ones this sissy fantasied about earning. She earned them by being a good little cunt licker. She licked the creampies of twenty hung guys from my pussy. This was how she earned her panties. In fact not only was it the panties, it’s about what cums with the panties. That’s right, 20 loads of cum ejaculating in her panties as she puts them on and wriggles around at the glory hole.

She earned her panties and all the cum loads of a line of horny men. Horny hairy cocks and balls unloading against sissy jens asshole. Her pretty sissy boy pussy was not penetrated it was just coated with the jizz loads to fill her panties up.

Sissy panties

Earning Your Sissy Panties

I had just come back from shopping with my bestie when I caught him!

My latest sissy trainee was sneaking through my panty drawer and trying on all my silky sissy panties!

He was standing there in my best pair of lacy pink thongs, sticking his tits and ass out like a prissy little fag!

Sissy TrainingI tried not to laugh as I burst in, catching him grabbing for my matching bra!

I told him that those are my best sissy panties and they have to be earned!

I called in my friend and asked him to pull down his jeans, exposing his massive big black cock!

I told the little bitch that he could have any pair he wanted if he could suck this giant dark meat!

So he got down on his knees and held the hard cock with his thumb and index fingers as he barely licked the tip!

Clearly he had never sucked a cock before!

So I decided to give him a quick lesson, showing him how you hold the giant thick cock, wrapping your hands firmly around it, stroking it slowly and gently as you lick every yummy inch!

Then I showed him how to open real wide and push it really far down his throat as you swirl your tongue all around and suck that thick hard cock with every muscle you have!

The best part was seeing the look on the little panty thief’s face when that giant meat exploded in my mouth!

There was more than enough yummy cum to share so I swapped some with the sissy bitch as I kissed his pretty fag lips!

Now that he has tasted the cum from a big black cock, he can’t get enough!

 

 

Prepare Me Sissy

mistress phone sexOh, my is it that time again? Time for you to help me wax my perfect pussy and tight ass? You know what spring does to me don’t you sissy? It makes me horny as fuck. I am like a soft little kitty cat letting off my scent for all the boys to come. But you know you will never be one of those men, don’t you? You know why too don’t you? That’s right, your teeny tiny little wormy couldn’t satisfy the hunger my pussy needs. Your little cock couldn’t satisfy anybody at all. That is why today you will make my lady bits perfectly fuckable. I want them waxed, exfoliated and oiled. But before you start you must get in the little outfit; I have laid out for you. A pretty pair of pink cotton panties and a matching cami. I know it is a G-string, but I do like looking at your cute little hiney and don’t worry your tiny balls and micro penis will fit perfectly in it as well. Now get to it you pathetic excuse for a male. Make me ready for all those big, long thick cocks that I will be riding tonight.