Category: Online sissy training

Welcome to Online Sissy Training

online sissy trainingWhen you specialize in online sissy training, you get to talk to folks from all over the world and all walks of life. I have a new sissy in my ever growing posses of sissies, cucks and faggots. This sissy is unique in many ways. First, she is from West Virginia. Not a state any of us get many calls from. A sissy thrives in a metropolitan area. At least out sissies do. Why? If you are under my tutelage as a sissy, there are things you need to do. Steps to becoming a sissy. For example, one of my favorite tasks is to send a sissy to Victoria Secret’s to try on bra and panty sets. I demand my sissies be honest that the purchase is for them. In smaller rural areas, this is not as easy because lots of folks know each other and the sales ladies do not get men buying lingerie for themselves often. A guy will stand out. Another task I am fond of is sending sissies to glory holes to learn some cock sucking skills. Small towns either do not have a glory hole or a fruit loop, or it is just too risky to go to one. As a sissy trainer, I care about my sissies. I do not want any of them harmed for being who they are. This new sissy was different also in that she has a military background and is masculine on the outside. A lot of sissies, most sissies, have small dicks and not much testosterone. My newest sissy has a 7-inch dick and is in shape too. No worries though. I will stick a big dick or a sissy clit in sissy panties all the same. This sissy also has some self-discipline. She has long been caged to prevent her from jacking off too much. My guess is her military background has helped her be disciplined. I love my job. I love training sissies from the ones with no clue yet that they are sissies to the ones already dedicated to being the best sissy they can be. Sissy school is open no matter where you fall on the spectrum.

sissy panties

My Sissies Love To Suck Cock

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Today was a fun day. I set up a playdate with my sorry ass short dick husband and my favorite flaming sissy. I dressed them all pretty in princess dresses and tiaras and panties and little mary jane shoes. They looked gorgeous. Of course, I didn’t forget that shiny pink lip glass that always sets them apart and makes their little clitties leak. Then the guest of honor arrived, with a friend. The sissies were practically dancing at the outlines of those big cocks under their pants. Not to keep them waiting I let them pull down their sweatpants ad take a look at those beasts. On their knees they went and started to suck the big thick balls and long hard cocks like fiends. I just laughed as I watched the wet spots appear. They sucked and stroked until those cocks were full of veins and pre-cum was leaking from the heads. I got on the bed and waited for those sissies to guide those cocks inside me. One deep inside my juicy wet cunt and the other inside my tight little asshole. They watched as those massive dicks fucked me hard and filled me with their warm yummy cum. With their tongues practically wagging they licked their cocks clean and then sucked all the cum from my pussy and ass. Then I let them sit side by side and we watched as they jerked each other off. We laughed at those tiny cocks with those little loads leaving little more than droplets on their hands.

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 loves those big black cocks

best sissy trainerSissy is a little fairy faggot and she is just in love with giant black dicks. She had been being a good girl so I invited over several huge black guys to fuck sissy until she squealed like a pig.  She was getting fucked in every hole like a true whore and let me tell you, that sissy was in fucking heaven. She was loving those huge black dicks, she was even begging me for more can you believe that? What a whore! I said fuck it and got a few more guys to come over and make it a real gang bang she took cock after cock after cock and the whole time she just wanted more. It went on for hours before that little faggot cum dumpster was finally all worn out. But I know that tomorrow morning she will be right back at it again, ready for more like the shameless slut she is.

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.  

Big Black Bull Cock Trainer

You are my BBC sissy slut and I am you BBC Sissy Trainer. There is a term that is circulating in the sissy slut community. It’s Alpha dick, that is that big bull cock of a strong masculine alpha male.  The leading cock for that completely unworthy beta bitches. Laughing at your beta ass as you finally show you Mistress your click stick. Look at it. It’s tiny and there is already a glazing drizzle on the tip. Hurry up faggot and lick it up. Good girls swallow and now you will learn to suck on a real fleshy man cock. Your dripping right now aren’t you? You smell the pheromones’ of those Bull dicks don’t you? Their testosterone is strong and so are they. Your little petite whimpy ass is nothing but a fuck hole for that big manly cock. You will suck it and not touch that clit stick. Stop trying to grind it and make it feel good. Your pleasuring that BBC not yourself. If you don’t stop trying to cum from touching yourself I will have to cage you. You are for that bull cocks pleasure and you need to focus on pleasing that cock first.

BBC Sissy Trainer

BBC Sissy Trainer thoughts On Hardcore vs erotic Training

BBC Sissy TrainerYou need to be ass fucked by ten giant BBC? As a BBC sissy trainer I understand your big black cock lust, but damn! I love being fucked by that extra large and in charge cock just like anyone else. I see your comment, but do you know that will leave you on the ground crying and bloody. That is such a big feat for a man just starting out in the sissy world! Sounds very painful. You must be an experienced sissy whore! I don’t think you would ever be able to hold your shit in again! We must be missing each other like ships in the night, or you just needed the world to know you are one dirty sissy! You say you need a hammer to your balls? That would be new to me indeed, but as long as you’re stroking that sissy clit, Maybe I could make the exception. I am a brat not a sadist, But I do enjoy toilet play as you so eloquently wrote on my wall. I would love to piss down your throat while you were getting fucked by big dick. And my ass is always available for cleaning and a nice tongue fuck! That comment on my main page has me intrigued, are there any other sissy men who need a hardcore sissy phone trainer like that? I know sissy bois and cock sluts come in all kinds of packages, so bring me what you have and see if I can make your penis squirt for me! 

Or are you happy with being owned by the biggest brat? I am more the dress you up, drain your wallet and make you suck a cock and clean my pussy out kind of girl. 
I might not be hardcore, but I understand a sissy who needs to let the word know she is a slave for BBC!

Love, your open minded sissy lover, 

ZOEY

Yummy Balls all Dressed in Lace

Sissy phone sexI don’t know what it is about a nice chubby cock all wrapped up in lacy panties that makes my clit starts to twitch!

There is nothing hotter than a femboy all dressed up in my sissy panties!

When I see silk stockings climbing up those strong hairy legs and satin ribbons dressing up that happy trail, I get so slippery and wet!

I love dressing men up in sexy little panties and stockings!

I know they like it because their cock starts to get hard!

(mmmm a hard cock!)

But they have to learn to control that!

Not that there is anything wrong with feeling that soft sexy silk against your hard manly meat.

Not at all! If I had a nice package all dressed up and pretty, you would probably get a rise out of me to!

It is just that a man that is strong enough and secure enough to dress in sexy thigh highs and slutty thongs is way hotter than a cock with something to prove!

Trust me, once I get those yummy balls all tucked away in that frill and lace, the first thing I am going to want to do is grind my wet pussy against you!

But don’t cum!

Not yet!

Not until I say!

Sissy’s R Us

I am a newer BBC sissy trainer who is seeking some new blood. I am seeking those who are looking for a new mistress to serve on their knees. A new mistress to keep clean both front and back. A new mistress to keep happy by being tortured at her command. To wear a new cock cage and enjoy the lack of touching on your cock. Be reminded daily that the only place that you belong is on the floor under your mistresses feet. This mistress is fair but will quickly become angry if her rules are not followed. You will do what I say, when I say it. I will reward when deserved and PUNISH when needed. If this is what you are looking for then here I am. I will be awaiting your call

Kayla’s New Butt Plug

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I must update you on Kayla. She is doing marvelous, a certain slutty hunger inside her is coming out. She truly can’t get enough. Her butt plug has become too small so during her lunch we went and got another one. A bigger, thicker one. One that would fill her man pussy up nicely. We went into the bathroom and as she bent over and pulled down her sissy panties, I removed the old one and rammed this new one in. She gasp in delight at how wonderful it felt. She modeled it for me, bending over and spreading her ass cheeks wide, showing me that pretty jewel. I was so proud and enjoying the show, but she had to get back to work. We pulled her pretty panties up and marveled at the way it made her ass stick up. I watched as she walked down the hall, thoroughly enjoying the way it made her feel. I imagine there was plenty of leaking on those panties as she entered her room. Then my sweet sissy Kayla turned on the zoom meeting and began teaching those little cuties on the other side of the computer. I know you want to be just like Kayla, so pick up the phone, give me a call and I will take good care of you.