Tag: Femboy training

My Sissy Gets Some Humiliation Fun

sissy humiliation trainingOh how my sweet Devina went on for weeks begging for a humiliation assignment. However I wasn’t quite sure Devina was ready to push her boundaries. Then I realized I didn’t actually care so I sent her specific instructions with a warning that if she did not follow through I would disown her from my collections of sissy darlings. She was to meet me at my favorite nail salon at 2pm on Saturday. I knew they would be the busiest than, which made it the prime spot to show off my pretty pet. I should mention instructions entailed her showing up in a dress and pretty pair of floral sandals I recently ordered her to purchase. Much to my surprise my little sissy bitch showed up! A complete stuttering mess and a bit clumsy as she shyly looked at everyone who was whispering and giggling. Never seen Devina this shade of red before, she certainly impressed me. We each got our nails done with bubblegum pink polish and for good behavior I let her out of her little pink clitty cage for the evening. I have a pretty good idea of what she did for her Saturday night.

Sissy Slave Training at the Glory Hole

sissy slave trainingI had a busy weekend sissy slave training. I have this one sissy who is a work in process. I have been feminizing her the best I can, however, I don’t have much to work with. She looks more like a transvestite than a femboy. I have dressed her, done her make-up and given her a pretty blonde wig, but she doesn’t look feminine enough to be one of my sissies. I thought perhaps if she swallowed some cum, it would help feminize her more. I dressed her up in a pretty dress. I did my best to make her look pretty and I took her to the glory hole. On the weekend, the glory hole is hopping. My plan was two days of cock sucking and cum guzzling would make her more feminine. Friday night we spent 5 hours at the glory hole. She was such a good cock sucker. She blew 46 cocks. Can you believe that? That was Friday night. On Saturday, we spent almost 8 hours at the glory hole, and she guzzled another 52 cocks. I was keeping track. In two days, she sucked off almost 100 cocks. She swallowed almost 100 loads of man seed. Cum is transformative in sissies. It helps soften features. It helps grow breasts. It helps stop hair growth on the body and it feminizes a sissy. I was very proud of my not so feminine femboy. The cum helped, because she looked radiant today. Something about being such a good cum guzzler pushed her out of the transvestite category and more into the sissy girl category. If you need help becoming a better and prettier sissy, you need some phone domination from a sexy sissy trainer. I want to help you get cum too. I want to help you become a very pretty cock sucker.

phone domination

Overdue For Forced Sissy Training

Forced sissy training

Are you a good sissy slut? I fucking don’t think so, Its time for forced sissy training sissy whore! Well, you’re not even a whore yet, are you?  I am part of the generation that gets what I want and when I want it. If I want you to wear only panties and mop my floor with your tongue, then You will do it. You ache so much for that black cock but you don’t want to work for it. What are you afraid of bitch boi? That once you take that big black dick in your mouth you are never going to want to stop? That your little clitty will explode just from the magnificent taste of that precum on your tongue? You are not a man, and sissy boi’s suck dick, the bigger the better. And this sissy trainer happens to be a black cock lover. Once you go black you never go back. And once you go sissy you never get pussy! Come play on the dark side of you black cock lust! I won’t promise you a good time, you don’t deserve it!

The Best Sissy Trainer

best sissy trainerI love it when my sissies tell me I am the best sissy trainer for them. I have a new sissy in my posse. Lately, I have been only taking on phone sissies because my life is busy with my sons and daughter. This guy was a unique sissy. Unique because he is a high profile political leader in my community. A politician with a secret life is not unusual but I don’t normally work with political leaders. I had to investigate him to make sure he didn’t stand for everything I am against. I love being paid to be a sissy trainer, but I won’t lose my soul to do it. I arranged a meeting with him. We agreed on a price and I drew up a sissy contract. He made me sign an NDA. Another first. I have extensive history with closeted sissies who for whatever reason, can’t be open about their lifestyle. This guy was no different. He came over last night for his first lesson. All sissies need to begin with appearance. You must dress the part to look the part. I began with sissy panties. No sissy should ever be in boxer briefs. For one, it’s not feminine. Secondly, a sissy has a clit not a cock and a clit will get lost maybe even hurt in boxers. I put her in some pink lacy panties and watched her transform. Panties alone can make a big difference. That was just the start. I dressed her and did her make-up too. If her constituents saw the real her, she might lose the next election. Her secret is safe with me. Sissy trainers keep your secrets unless you want to be outed. A good sissy trainer works within the constraints of her sissy’s world. My relationship with my new high-profile sissy will continue to thrive behind the closed doors of my home.

You Were Born For This

forced feminization

If you tell me you want to be a sissy slut but you constantly try to find ways to avoid it, you are going to find yourself on the other end of a forced feminization phone sex call. If you don’t just stop with the shit and let me feminize you, I’ll just make you do it. If you don’t want to put your panties on, I will tie you up to the bed and do it for you. I think once you get your panties on, you’ll start feeling a little bit more feminine and the rest of our feminization session will go much more smoothly.
Once you’re on board with my plan to turn you into a woman, I will make sure to do my best work on you. Hair, nails, makeup – I will help you with all of that. But I think the part you’re going to love most is when I put on my strap on cock and show you what it really feels like to be a woman. All you have to do is spread your legs and I will take care of the rest. So even if you’re still unsure, give me a call. You won’t be after I’m done with you.

Online Sissy Training Lessons

Online sissy training

It’s time for online sissy training lessons sweet sissy sluts.

Before Your little mistress gets into the week want to lay out some lessons for a couple of my sissy sluts. Now One of the first things my sweet sissy boy wants to be will need is some panties. This is not an online shopping activity. I need that sissy hole to be covered by lace, nylon, and silk at all times when not accepting the D. You must go to a store whether it is in the all or an adult bookstore and buy yourself some pretty panties. While in the adult toy store buy yourself some black cock videos and smile really pretty at the cashier and tell her you’re a BBC loving sissy boy. Make sure you tip your pretty cashier. We know that she has to   I also suggest an adult store with an attached arcade for some glory hole fun. But first your panties and BBC videos and taking a couple of days to shave your body completely smooth. I suggest a high-end lady razor. Look at you beginning to be the pretty sissy slut I always knew you could be. My young mistress phone sex pussy is so wet as I eagerly await your progress reports.mistress 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.

Femboy Training Princess Zoey

Femboy Training

Your Princess loves femboy training. Imagine your sweet Daughter laughing and pointing when you show her your hard cock. Even as a sweet young girl she knows you are quite small. She refuses to acknowledge that it is a dick. She says no Daddy put panties on you’re a Girl! Small giggles and pointing and running to tell mommy. This is when mommy reveals that you’re a sissy cuck. She teaches me all about how to control you. I find out soon enough that you love sucking BBC with mommy and the day comes that I join you in the Big black dick cock sucking. The first time I get fucked in front of you your wet your panties five times. Now that I am a hot teen Mistress You are a full-fledged sissy who enjoys being my muse for my BBC sissy training of other sissy boys. I am the Princess Mistress to brothers, neighbors, and my cuck sissy boyfriends, all because of one hot daddy sissy!

Let Me Show You How To Do It!

sissy girl training

Hi. Don’t be shy. You are in the right hands for the sissy girl training you are seeking. I love helping wannabe sissies like you get all the way there. You can only wear so much lipstick and so many pairs of panties before you want to take things further. But you might not always know exactly what to do. That’s why you need a perfect girl like me to help you out. I will do everything I can to make sure you learn how to be the best sissy you could possibly ever be. I won’t judge you, but I can’t like – I might giggle but it will just be because I think you trying to be a good girl is so cute.
Do you think you are ready to be the perfect sissy? I’ll help you learn how to act like a girl, dress like a girl, and fuck like a girl. I will absolutely steer you in the right direction in every single area of your life. I can’t wait to complete the sissy training process on you. Are you willing to trust me to do right with your sissy transformation? Give me a call so we can get started!

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!