Category: Sissy girl training

Sissy Panties

sissy panties

I have so much fun with my little sissy girls when we play. I love training new bitches to be the perfect little cum whores for me. Dressing them up in their pretty, frilly dresses and little pink sissy panties is my favorite part of playing with them. I love to watch them rub those tiny whore clitties until those silky panties are soaked. One of my favorite things to do is make them wear stockings and tell them how pretty they look. I’m not your average girl. I get so turned on by making you into the true sissy we both know you are! I will dress you up and then feed you cocks one by one until you’re packed full of cum. I might just let my friends come by and fuck your tight little whore hole until you’re a cum soaked mess. Come be my newest play thing and let me make you into the ultimate sissy whore. I promise I will make you into my pretty little pet and take good care of you!

Brandie gets a Cock Cage

Humiliation Phone SexOh, my little sissy Brandie has been naughty again. She was told no shemale porn and no rubbing on her little clitty unless she had permission. So, when I walked in and Brandie was watching shemale porn and rubbing her little clitty, I had no choice but to punish her. I had tried whipping that little clitty with a wooden spoon and tying a pretty pink ribbon around it as a reminder, but apparently nothing could keep her hands off it. The next logical step was the cock cage. I told Brandie to go take a shower and clean extra special down there because it was going to be awhile until she could reach into those little crevices again. She happily jumped up and went to the shower. I just knew she was going to jack off in the shower too. Oh Brandie. I let her know that if I walked in and she was wanking that little clitty of hers that she would get a spanking along with her unknown punishment. I retrieved the cock cage and went to the shower to check on her and sure enough there she stood rubbing one out. I yanked her out by her arm and thankfully her little cock went soft. I didn’t even dry her off before I snapped that cock cage into place, locking it with the key. I then bent her over my knees and spanked her hard with a paddle. She started whimpering as the cage held her little dick down and she couldn’t get hard, she felt only pain. Once that little ass was nice and pink, I stood her up and told her she would wear that cock cage until she learned that her little clitty did not belong to her and she must ask permission to play with it. I then sat that little sissy on a nice soft pink blanket, completely naked, and turned on shemale porn, as tears rolled down her cheek. She will learn to control those urges before I remove the cage, I told her. I turned to leave, and Brandie just hung her head.

Your Humiliation Phone Sex Princess

Humiliation phone sex

“What am I supposed to do with that?” I was excited to date a white guy and he was captain of the Varsity Football team.  “That won’t make me cum. I won’t even feel that!” This s why I hated dating fucking white boys. I pulled out my phone and took pictures and a video. `I told him I would tell everyone how small he was, every girl would know and all his jock friends. I made him give me spending money and dress like a fairy princess for me. I even have plans for him to be my new fluffer! I winder just what his fairy small cock ass will go through to avoid being exposed. I even set up n online account with all his pics and if this small dicked white boy doesn’t do what I want and how I want I will expose him for everything! I am a sissy trainer it may be forced or willingly you decide!

Sissy Girl Training with Mistress Diana

Sissy girl training

It’s a Sissy girls dream to get her first cock. A real fleshy dick in her painted cock sucking lips, for the first time. She is elated to be a part of sissy girl training with some real big black cocks. I have so many sweet little sissy’s that drool at the thought of getting their lips around a big man meat rod of cream filled balls. Cum eating is one of the first tasks I bring to my girls. I make them wear pretty panties and get their clitty’s excited while they watch big dick gay porn. I want them to grind on their pretty panties and make their joystick ooze and flow. They are to either lick their panties clean of that spooge or to get it on their hands and eat it directly. However you want to do it I will have you wearing panties and being a cum eater for me.

BBC Sissy Training

BBC Sissy TrainerOne of the hardest things for any sissy to control is his love for BBC. They long for that nice, long, thick, dark monster. I am the best BBC sissy trainer. Since I also love big black cock, I am happy to use that BBC for training. I take my sissies and dress them in their pretty little panties, painted nails and toes, made up faces, sweet little bows and some nice ruffled socks or thigh high hose. I have them sit by the bed and watch Mistress Francis play with a big black cock. They must kneel and watch my every move, never drifting from eye contact. If I see their little clitty getting hard I will remind them that they are not to cum without my permission. I make them watch me open my mouth wide and take that giant monster of a cock deep in my throat. Fucking my throat hard until it fills my mouth full of cum and it drips from my lips. Although that sight will drive them wild, they still may not cum in their panties. Then I spread my legs wide and take that gorgeous cock deep in my pussy, his balls pounding against my ass with every stroke. As the BBC know exactly how to fill up a woman completely I will cum in no time. I will then check my little sissies’ panties for any cum. If they have any little cummie in their panties they will get a clitty spanking. However, if they refrain, I will let them lick that BBC clean and then lick all that BBC cum out of my cunt. They know the rules so they will work so hard on not cumming without asking so they can feast on that BBC.

Training Brandie

Humiliation Phone SexI must tell you about Brandie. Brandie is a cute little thing but new to sissy training. She has already waxed her entire body and wears a pretty pink butt plug with a blue jewel. She loves her butt plug and feels empty when she removes it twice a day. The problem with Brandie is that she gets caught watching shemale porn when she has not asked permission to do so. Brandie knows better, but apparently cannot help herself she says. Brandie longs to be a little cum slut but before she is given that honor, she must learn how to clean up her own cum. The last time she was caught watching shemale porn with cum on her hand we made her lick it all up. She didn’t like it at all as she longed for the taste of another’s cum. However, she did as she was told and cleaned it all up. Since she put up some resistance, we made her tie a cute little pink bow on her clitty to remind her that she is our present, to do with what we like. She will be made to watch gay blow job porn every night this week and lick up her own cum. She will also continue to wear her pretty little bow. If she does as told all week, then on Saturday, she will be rewarded with a bigger butt plug and shemale porn. If she is extra good, we may let her watch us fuck some big black cock and let her clean up his cum when we are done. Doesn’t she look cute with her bow?

He wanted the best sissy trainer

best sissy trainerHe wanted the best sissy trainer so that is exactly what I gave him. I made him change everything about himself until he was no longer a he, I had turned him into a she and a nasty slutty dick sucking woman she was. I made her sell that whore body of hers and I kept all the money. I had her sucking dicks on street corners and fucking men in shitty little motel rooms and you know what? She fucking loved it! She tried to act like she was some kind of good girl and above all the dick sucking and fucking but her little clitty was so hard every single time she did any of that so I knew she was full of shit. She loved being a whore that is why she keeps coming back for more, I mean surely if she didn’t like it she wouldn’t keep coming back right?

Humiliation phone sex

humiliation phone sex

I love turning big manly men into princesses or babydolls. Something about shaming a small cock into being a little whore just turns me on so much! I met my last little girly girl through a humiliation phone sex call. She had such a tiny baby cock that there was no way I could let her call herself a man. To everyone else she might be David the tough guy but to me she will be Darla, my little princess. The first time I saw that pathetic little cock, I laughed until I was almost in tears! I knew exactly what needed to be done. After all, that’s why she came to me. To be transformed into what should have been in the first place. I dressed my sweet Darla up in white thigh high stockings with little bows on the tops, a pink and white frilly babydoll dress and the cutest little lacey panties. I made her rub her little pussy through those lacey panties until she was moaning softly for me. I told her not to make a mess in those pretty panties or she would be in trouble. Once I saw that her panties were all wet and sticky, I pulled them down and spanked her little ass until it was bright red. She’s not allowed to cum without my permission! As a punishment, I was going to show her what happens when bad whores don’t listen to their trainer! I called my friend over and let him fuck her sweet tight asshole as he reached around and played with that little hard clit. She cried for a while but she has to learn that I mean business! How can I expect her to be a sweet little princess if she can’t even keep her panties clean?

Sissie Loves That BBC

BBC Sissy TrainerI know sissies love that BBC as much as I do, but sissies must be trained to control themselves. I am the best BBC sissy trainer there is and I knew I could train Susie. So, I asked my favorite BBC Fred to come over. I dressed Susie in some pretty pink panties and matching lipstick and told him that he was to watch as I played with that big black cock and to never move his eyes from mine. I know this will drive him crazy as he will want to look at that gigantic beast of a dick. I sat Susie down on the floor in my room as I undressed Fred and myself and got down on my knees to admire that big black beauty. My god it is so wonderful. I could see Susie trying to divert his eyes and quickly reminded him that his eyes were to remain on me. Susie watched me take that massive beast deep in my throat as Fred proceeded to fuck my throat hard. As soon as he came in my mouth, I held that giant load without swallowing. Susie had been so good that I motioned him over and opened his mouth and dumped my mouthful of big black cum into his. I made Susie hold it in his mouth until I told him he could swallow. He did so without hesitation, so I wanted to reward Susie. I let Susie clean Fred’s massive, beautiful, black cock with his tongue. I was so excited watching my training being successful that my pussy was getting wet. I think I will take that BBC in my pussy next.

Forced Sissy Mistress

forced sissy training

You know what? I really don’t care if you don’t want to be feminized. You’re definitely not a real man so I think some forced sissy training is in order for you. Oh come on, it’s not like you didn’t see this coming. No woman wants to have sex with you because they know without a shadow of a doubt that there’s nothing you could do for them with that tiny little dick. It belongs in a pair of panties and that’s exactly where it’s going to go. Tuck it away because nobody wants to see it.
Of course I’ll get you all dressed up, but what I really can’t wait for is the forced cock sucking you’re going to be subjected to. Don’t worry, you’ll get used to it after a while. But it’s going to take a bit of time for that and you will just have to deal with it. Get used to the fact that you’re going to choke on it. Get used to the fact that tears will roll down your face when he touches that spot in the back of your throat. Of course, there is so much more that you’ll have to learn and go through, but you’ll have to call me to get that info!