Category: Sissy phone sex

Do Want to Wear My Sissy Panties?

sissy pantiesDo you like to wear sissy panties? I have a new sissy and she is not like my other sissies. She is a sexy T-girl. She has a little clit stick and perky little breasts. Honestly, when she sought me out, I thought she was one of my daughter’s friends. She looked like a high school girl. She is a 26-year-old transitioning girl. She heard I was great with feminization. I looked at her and didn’t know she had a cockette, so my feeling was that she was doing a good job herself.  But if she wanted some femboy training, I was happy to help her. Before I dressed her, I milked her little prostate. She laid on her back on my massage table. I lubed up my finger and slid it in her backdoor pussy. She reacted well. She loved having me play with her pea shaped gland. She had a hard cum, a ball draining cum. Once we got that out of the way, her little clitty was even smaller and would fit better in a pair of my sexy panties. She couldn’t believe how many pretty things I had. I have a huge closet. Some of the items are for me, but I have a sissy closet too. I let sissies and fem boys play dress up. My sexy little shemale was in awe of all the bras, panties and stockings I own. I found a pretty pink satin outfit for her. Pretty in pink. She knew how to grow her hair long, develop her titties and shave off her body hair, but she needed me for the feminine touch. I dressed her and gave her some style tips. I also helped her perfect her feminine walk. Next lesson is cock sucking. Can’t be the perfect femboy without knowing how to suck dick.

Brandie gets a Treat

Sissy TrainingSweet little Brandie has been wearing that cock cage for awhile now and every day I remove it and make her watch some shemale porn. And wouldn’t you know it, her sweet little clitty has remained soft every time. Now, one of the most important things in sissy training is rewarding for good behavior. So, I told Brandie that she had been such a good little sissy lately that I was going to give her the best present ever. Her eyes lit up and she guessed a new butt plug. Nope, I said. I did tell her to remove her current sparkly butt plug and take a nice warm bath, paying special attention to her little man pussy. She practically skipped to the bathroom. I had laid out some silky black panties and a matching bra for her to wear under the most flowy sundress I could find. She looked marvelous. I finished her look with some pretty pink lipstick and off we went. I blindfolded her to not spoil the surprise. Once we arrived, I opened the door and guided her in. I removed the blindfold to reveal the most marvelous sex shop around. Her eyes popped as she checked out all the butt plugs and gigantic dildos. She even stopped to look at the sex machines and picked out a sweet little vibrator for her man pussy. We viewed a few of the peep shows and Brandies little clitty did not even perk up. I told her what a good little sissy she had been, and I had an even bigger reward waiting for her. We walked to the back and through the fire exit door to a magical place. An underground sex club. I told Brandie that since she had kept that little clitty of hers in check all week that she was free to play with anything and everyone that she wanted. She smiled like a little  girl and practically ran to the glory hole wall.

Sissy was a little whore for me

sissy phone sexI broke in a new sissy last night and it was too much fun. She was dressed like a little whore, short tight black dress with sky high heels and fishnet stockings so I put her right to work. I had her standing on a street corner like a real whore flagging down cars and asking them if they wanted to party. Surprisingly she turned out to be pretty popular! She was a good little dick sucker she swallowed load after load of cum like a good girl too, honestly I was a little impressed. The best part tho was the=at she didn’t hesitate to give me all the money she made, she just handed it right over like a good girl so I turned out a whore and made a tone of money. All in all that is a good night for me! I will definitely need to put her in a regular rotation for me.

Sissy Girl Training For Closet Fags

I love when the shy closet homosexuals come to me craving to get Sissy girl training. I enjoy starting them off with buying some really sexy, silky feminine panties and getting them to slowly incorporate them into their daily lives. I want them to wear them when they are having their personal self pleasuring moments. I love to get them to train with a small buttplug with the panties. I work them into eventually wearing the panties daily under their professional man clothes. I love to hear about how they get so excited to get their panties out and to feel that buttplug. I love getting my closet sissy’s to get bolder and wear the buttplug for longer periods, and eventually out in public. It makes me very proud when they get to sucking a nice big dildo for me and soon they slowly start grinding down on that dick. I know then it’s time for my Sissy’s to make that move and suck their first cock.

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!

Genesis’s Sissy humiliation training

Sissy humiliation trainingI love slapping a nice fat sign on my house reading “Genesis’s Sissy humiliation training” so every time people pass by my house they know that the car they saw outside was definitely the big shot lawyer that has a wife. They will gossip and whisper. Does she know about this? They will ask, over and over how she can be with a sissy whore like that. Everyone is humiliated for her, the woman with a husband that had so much potential is actually turned on by being humiliated and dressing up like a girl! Oh, but you don’t hear these things at all. You’re clueless that the whole town knows what you really are! You’re too busy flaunting your whore ass to be fucked. I’ve got you almost in tears with my aggressive mouth and extreme humiliation. The ultimate pleasure comes when I fuck your tight sissy shit hole. I dominate it and make it stretch around my boy strap on. like it or not.

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.

You Need A Forceful Queen!

forced sissy training

Oh, you don’t want to be turned into a sissy? I think you do. You keep talking about wearing panties and sucking cock with lipstick on, so I think that qualifies. I think what you need is some forced sissy training and before you know it, you will be ready and willing to be the sissy you’re meant to be. And if not, oh well. You can keep denying your desires all you want, but we both know that you’re going to be secretly glad that I’m helping you transform into a perfect little sissy slut.
I am more than willing to push you down onto your knees to suck cock. You’ve been talking for so long about how you’d love to do it. You want to taste that cum in your mouth and swallow it. At least that’s what you say. I’m here to stand right behind you and hold your head still while he fucks your mouth. You might choke and gag, but that’s okay. I really don’t mind and I don’t care if you mind. This is what you’re meant to be doing so just be a woman and deal with it. That’s just the beginning of your sissy training, but don’t worry. We’ll get to the rest soon.

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.