1,510 results for sissy training

Femboy Training The Masses

femboy training

Hello, sissy slut. It is time for your Femboy training. Don’t you want to be just like me? Pretty, petite, enjoying all my feminine wiles. Look at you stuck in a mans world. You will never be a complete female, just a sissy who enjoys all the things that belong to a woman. 

Female clothes, shoes, and jewelry and even make-up. 

There is something else you long for. I know what it is. But without complete submission, there will be no taste of cock for you. I can leave you where you are, you know? In your scratchy boxers, pants and suit jacket. You look around at the office and you see the pretty females getting everything you want. Everything you could have if you were born a pretty woman. If I want to suck a nice dick I can. Whoever and whenever I want. I can go shopping for panties every day of the week, in public. 

I can buy that little black dress and wear it out anywhere I want to go. I was thinking about one of my poor sissy slaves today. Stuck in a meeting and wishing they were in an adult bookstore sucking cock wearing that new dress and silk panties he had just bought. 

That’s why I love what I do. With me you can have any sissy fantasy you want, you can be trained to go and do more sissy slut things, like suck a big fat cock and report back. Bounce on a dildo in that $500 dress you just bought. You can let a female who knows how to control you and bring out everything female, and rule your life while we are together. 

The sissy world is your oyster and you need me just as much as I need your submission! I am not a cold uncaring woman, I know every sissy boi needs a mistress that can make the transition from Little dicked man to full sissy and easy one. Dominance is not a bad thing in your online sissy training. It’s just how I can bring out the most soft and girly side of you and let you be able to get that cock, confess your antics and be free for a while !

Sissy the liar

sissy maid training

I went to a sissy auction the other day and bought a few to help in the household. I have been in need for a good maid and I bought one that said she was already trained. I discovered her lie after I allowed her to clean my office. She was wearing way too many clothes, she couldn’t dust at all and she looked at the vacuum like it was going to bite her. I pulled her over my knee and beat her ass black and blue for lying. The next morning when she got up there was a maid uniform and some pretty panties waiting. She came in the office and was embarrassed and holding her hands in front of her tiny clitty and balls. I had her come over to me behind my desk where I had her new cock cage waiting.  I played with that small cock for a minute until she got hard and I then snapped her in. She whined about being turned on and that I should help her. She got another round of spanking for that one. I then took her by the hand and showed her how to dust, wipe clean and then how to use the vacuum. I watched for a bit as her pretty ass swayed in front of me as she vacuumed and decided that I wanted some fun. I grabbed one of the dildos that I keep in my desk for this type of occasion and went over and turned off the vacuum. She turned to face me and I told her that I was going to have some fun now with her body. She saw the dildo and her eyes widened in terror. I told her to bend over and grab her ankles because this was going into her ass for the rest of the time that she was cleaning. She had tears dripping from her eyes as I lubed that dildo up and placed it in her ass. I told her that if she dropped it that she would be cleaning the floors with her tongue.  

Best Sissy Trainer On and Off the Phone

best sissy trainerI enjoy being the best sissy trainer online. My sissy twins will tell you I am the best trainer in the real world too. Most moms would be appalled if they had boys like mine. Even when they were just tots, they were playing in my panty drawer. I knew they were special. They preferred my panties to their superhero underwear. They preferred their sister’s Barbie dolls to their Legos or Matchbox cars. They had crushes on male celebrities. They just never showed any outward masculinity. I started my career as a professional dominatrix. My boys are the reason I became a sissy trainer. I read up on it so I would be able to help them. Parents can harm their offspring if not careful how they handle outside the box interests. They are my boys. Gay or straight. Sissy or masculine, I was going to nurture them. I took them dress shopping. I helped them with their hair and make-up. I taught them how to suck cock and take it up their sissy pussies. They are rocking the sissy look now. They are secure in who they are too. Online sissy training is popular. I get it. You are a closeted sissy with no one to confide in or no one to share your sissy tales with. I helped my two boys become sissy girls so I can help you. Are you ready to come out of the closet yet and embrace your sissy life?

Best Sissy Trainer Phone Sex

best sissy trainer

If you’re looking for the best sissy trainer around, you’re in luck. I know you haven’t quite been able to get things taken care of on your own, but that’s okay. Sometimes when we’re delving into something we don’t have experience in, we need someone to guide us. That’s what I’m here for. I’m the only sissy training Mistress you’ll ever need. I’m very good at what I do, but I am also stern. You have to do what I tell you to do or this situation won’t work out for us. Trust me, you’re going to want to listen to me – you’ll be the best sissy around.

Not only are you going to look the part, but when I’m done with you, you’ll be acting the part, too. You gotta dress like a woman, speak like a woman, and most importantly, fuck like a woman. I know that you long for popping a squat in front of a big fat cock and taking it into your mouth. Do you want him to shoot his load in your mouth or do you want to be sprayed with it? I can’t wait to teach you all the ways of womanhood. Call me so we can get your sissy training started.

Sissy Panties Sale

sissy pantiesWho loves sissy panties? Who loves your mistress panties? Well your in for a treat! From now until Midnight Of the 31st Your Princess of panty play will be selling used panties for only $25. How much would you like to wear panties that I have worn? Now these run small, but you can still stoke you clitty with them on the phone with me. If you want to have me wear a specific kind of panty feel free to send me a little gift card in my email. Now these are my own personal stock, I am going to buy new panties for myself and as a sissy man or a horny man who loves women’s panties to stroke with you know about twice a year a girl can’t help herself! I Just MUST have new panties, Now I have nylon, cotton and a couple satin ones. As your online sissy training Brat, you know I get to pick or choose and of course worn panties are an extra surcharge, You don’t get to smell my pussy for that cheap! Now who’s up for some pretty panties and a little sissy fun? I don’t care if you buy them or not, I still want to hear all your panty adventures and to see pics sent to my email, which you can find on my page. Happy panty wearing! P.s. I sell Panties and socks all the time!online sissy training

I am the Liam Neeson of Sissy Trainers

sissy panties

You are so pathetic. You belong in sissy panties. You know you do too. Your pathetic nub is so small it gets lost in boxer shorts. No girl will fuck you. When was the last time you had sex? I bet it has been ions. Even in a pandemic when women are horny and need fucked, they will not fuck you. You are a tiny dick loser. If I am your trainer, you will be a sissy and cock sucking faggot too. You see, I do not have money. What I do have are a very particular set of skills. Skills I have acquired over a very long career of training sissies. Skills that make me a nightmare for losers like you. I am the Liam Neeson of sissy trainers. I have been putting tiny dick losers in panties for decades. I have also been feeding them cock. Sometimes, I am force feeding them cock. Other times, they are begging for it. Some of you are the biggest losers and need the best sissy trainer around. Only a few trainers can compare to me in experience. I am in my 40s and training sissies is something I have been enjoying for half my life. Now, that is some dedication. I am dedicated to training you to be a sissy. Are you dedicated to being one?

Sissy Threesome

Sissy training Continue reading

Femboy Training Mistress Diana

Nothing makes me excited like Femboy Training a little prick for their first cock sucking session. Putting on a strap-on and fucking that little princess mouth is so damned hot. I start prepping the little cuckold with plenty of make-up and princess pink lipstick. The princess pink goes on last and is the final preparation for their first big cock. I will feed my big strap-on dick in their mouth until they gag and their sissy slut lipstick is all over that big black cock. It’s exciting for them and for me. The moment I feel they are ready for the real thing will constitute in a lovely little outing with my Femboy. My sissy will be dressed as the cock slut sissy faggot she aspired to be and taken into public her first time. She has never gone past mommy’s bedroom dressed up and it always makes them nervous and excited. I give them a little ice to smoke and help them relax and take that big step. We get in my car and I get to drive them to a private glory hole that some of my other guys have put together. I have a nice following of all kinds of men and the biker gang love initiating guys getting them sucked off by one of my sissy faggots. They never know who is sucking them off and that’s the best part.

Femboy training

The best sissy trainer ever!

best sissy trainerI have a very special method when it comes to training my sissy sluts. I try to be the best sissy trainer ever. My sluts are always training, even when no one can tell. Do you think I would let my sissy whores go right back to their rough, rugged and manly lives, once they are finished with a lesson? Hell no! I make sure those cum slurping sluts not only retain all of their training but also maintain their slutty appearances! I love to lock thier pathetic clittie cocks up in little cages and toss the keys! I take away all of their clothes and keep them dressed like filthy, kinky sluts all of the time. One of my cum sluts has even started taking hormones so that her little perky tits will start filling out more! She’s already a solid A cup and looks so cute in her little bra and panties! My sluts in training get weekly lessons in teasing, sucking and riding fat hard cocks. I make sure to find only the biggest and fattest cocks for my sluts. Only the best for Miss Remi’s cum queens!

Femboy Training and Teasing My boyfriend

femboy training

My boyfriend tells me that he doesn’t need femboy training. I think he does and the woman is always right! I told him it was for me and my eyes only. I wanted him to be cute and girly just for 24 hours. It’s almost my birthday and I wanted to see how sexy he could get. I bought new makeup and panties and so much lingerie in his size. I can’t let them go to waste. And so what if i wanted pictures of him all dressed up sexy? If you’re reading this leave me a comment telling me to sissifiy my boyfriend to the extreme! I want to do so much more to him. Like last month I had him suck on my dildo and eat my ass.  He has watched me fuck a BBC but very shyly wouldn’t eat my pussy out in front of that bull cock.  He did eat my cream pie after my cock was done with my tight pussy and sent home, but still! I am determined to turn him into a sweet sissy girl who fucks right beside me! I need to have him submissive to big fat dick. I am a domme girl who loves to fuck hard and if you want to fuck me in front of him while he cries and pisses his little panties let me know, we can make that happen.  A strong Mistress needs domme guys fucking her on the phone so my boyfriend can see that I am much more than a sweet tease!