1,508 results for sissy training

I love my little fem boys!

best sissy trainer

I love it when sweet little innocent boys come up to me wanting to take my training class. First I’ll give them an enema and then once they are cleared out I will bath them and make them smell like a cute little princess! Then comes the fun part I  cage their little cocks and dress them up in lacey panties I love pink for my little sissy slaves and they have to wear stockings like proper whores. I go to my closet and pick out the most adorable dress and matching teddy bear and make them pose for pictures to send to their family and coworkers so everyone can make fun of them! if my little sissy whore doesnt obey me I either tighten their cock cage or I beat them until they submit! After they get laughed at by the whole city I take them do to the basement which is filled with big huge cocks to stetch his little sissy pussy open. It’s going to be a sticky long night for this little slave. how long can you last?

Kayla Was Bad

mistress phone sexI got a call from Kayla the other day. You remember Kayla, right? My sweet sissy that had just increased the size of her butt plug and had sent me pictures of it, along with pictures of her in panties and a dress. She was doing so great, and I was so proud. And then nothing. It was as if she had vanished, but I knew what had happened. She had slipped. She called knowing I was not going to be pleased. Knowing she would need to be punished. She apologized over and over again, and I do have a soft spot for her, but I couldn’t let this go without repercussions. So, we talked, and I told her she was to push her butt plug inside her pussy, put on a pair of panties and a dress and then go run errands. She was to go through drive thru’s so that people could see her dressed as a little sissy girl. She complied and did just that, even calling me and letting me know how good the butt plug felt and how people were looking at her in her car. I secretly thing she might have liked it. So now we are back on track with our training I let her push her big thick dildo onto the wall and fuck it so I can hear her. I bet you need some training too, don’t you?

Cum Worship Daddy

BBC Sissy Trainer

I’ve brought you home a new Daddy, sweetheart. Run upstairs, quickly now! Wash that soggy bottom you have and get dressed! Little pink clit cage, your hottest crotchless panties, slide in that butterfly butt plug too! Fishnet stockings with butterfly garters, four inch Mary Jane pumps with cute little buckles, and your tipple tassels too!

We have to do your make up nice and cute, sweet girl, if you want to impress your new Daddy for real. Light lip gloss and baby blue eye shadow to match the sweet bow in you hair. Now come and present yourself for Daddy, that’s right darling. Show him all your little sissy girly parts. Your sweet clitty, that fudgey pussy you have for Daddy’s big cock.

Open wide and let him slide inside! Yes, say “Ah!” Oh good girl! I need to see you choke down Daddy’s massive meat like you’ve never wanted anything more in your life than to be our sissy girl fuck slave. Mommy picked this Daddy out just for you because I know how much you love huge, drooling black cocks.

This one is a monster, and his balls swing heavy full of that sweet nutty nectar I need all over my tits. If you’re a good girl, Mommy will let you lick it up, but you’d better not waste a single drop!
Sissy Slave Training

Addicted To These BBCs

BBC Sissy Trainer
There were two huge BBC Alpha cocks pumping in and out of me. One was throat fucking me with reckless abandon, the other was buried ten inches deep into my tight little asshole. I didn’t know what to do, or how to act. All I knew was the rhythm and the thickness of both of those massive black monsters.

I love a hot, steaming chocolate dick, but these two were fucking too much to handle! I couldn’t even think, all I knew was that I was getting my fuck holes filled up like a good little slut. I love being a Sissy Trainer, but nothing beats getting used like a fucking rag doll by men who are two times your size. I swear his cocks was as thick as my wrist, if not bigger. How he had managed to grease that black piston up and slide it so deep inside of me was a miracle in itself.

i The one in my throat was so close to busting all I could taste was the salty sweat dripping from his balls, and the delicious sweet sticky pre cum he was rolling down my throat. I knew it wouldn’t be long until I had a full belly, and I knew my fudgesicle cream pie wasn’t likely to be far behind. My sissy sluts just sat there, watching how a real man fucks a Queen, and the proper way to be a cum receptacle just like their Mistress.
Femboy Training

Nylon BBC Fag

sissy pantiesI love my Nylon wearing BBC fags! Pretty panty hose and sweet sets of sissy panties and lingerie get me all excited! I’m destined to marry a BBC faggot one day! I want to be able to fuck right beside a big black cock lover like my callers! That big meat pole sliding in and out of your sweet ass pussy makes me even more eager to fuck right in front of you! Sweet limp small leaky clittys are the best! Now I have a pay pig who loves me to humiliate him and while I am a big nigga dick lover I do see the good in all big cocks. But this special pay pig turns his women into snow bunnies for BBC so he can get his/her own dose of BBC fucking. Women in my BBC faggots life love to be so mean to him and make him pay to fuck their black cock lovers! I find it so arousing to humiliate sissy men during femboy training. Give me an allowance for humiliating you and turning you out! I love big fat black dicks and I hope you do too!

Small Clitty, soft Clitty, Lil’ Worthless Clitty

Domination phone sex

Some sissy bois have little soft clittys that hang limp as they get ass pussy fucked! Oh, where are my manners? Why do I always skip to the pussy fucking in Domination phone sex? It’s my insane desire to watch a man get fucked. Not to say that I don’t adore playing dress up in some soft femme or even slutty outfits. Men who go ultra femme and even whorish are my biggest love when it comes to dominating and seducing to the pegging and cock taking side of sexual pleasures! I just tend to get fixated on that ass fuck. Now, that is a close second to some hot sissy cock sucking. Okay that may be my absolute favorite. Seeing a man choke on a big ass dick just does something to me. Many men tend to think a 20 something, or even teen sissy trainers don’t have what it takes to be in control of a good sissy whore! Being in control of my pleasure is something I come by naturally. And the fact that I love big cock and dominating sweet soft clitty having femme boys. Stop by and see a sassy bratty sissy owner who loves femboy training! What can you do for my sweet and bratty self today? 

Can I own you!? 

I Paddled His Clitty

 

After picking out a nice pair of red panties and trying them on at home, we did a little training. I invited some of my favorite cocks over to play. I had sissy stay in his panties and suck their dicks until they were nice and hard but did not allow him to let them cum. I made him watch each one of them fuck me and squirt their nice, warm, salty cum in my juicy, bald pussy. He was told not to let that little clitty get hard as he watched. Unfortunately, while sucking a big black cock and watching me take that big black cock hard in my pussy his little clitty got hard. He knew he was going to be punished. I sat my cum dumpster twat on the side of the bed and motioned him over. I had him bend over my knee and I spanked his red panty ass. I made him ask for each spank and thank me after. He did well BUT we must nip this behavior, so I made him stand in front of me and I swatted that little clitty a few times to remind him that he is not to get hard unless Mistress Francis tells him it is ok. He took those spankings so well that I let him clean all of that cum out of my pussy. He lapped every drop of that cum from my pussy hole, even sticking his finger in my pussy to make sure he got every drop of that salty goodness he so loves. I then bent over and had him clean my sweet little asshole of any cum that had drained down there. My sweet little sissy is progressing nicely.

Mistress phone sex whore Remi

 

I remember the first time I took control and trained a sissy slut. It was way before I became a trainer, back when I would sit in the room with my mama and listen to her hot and erotic mistress phone sex calls. Listening to the way she commanded those sissy men to jerk their tiny, sad cocks and worship her, excited me. I wanted to be just as sexy, powerful and dominant as her. I went upstairs and forced my brother to dress up in one of my silky tank tops and a pretty pair of ruffled panties. I put him on his knees and stepped in front of him with mommy’s strap-on cock tightly fastened to my tiny waist. I made my bratty little brother suck that cock just like we had seen in the movies that our step daddy made us watch with him! He told him what a good cock sucker he was and told him to gag on it, just like mommy tells her sissy sluts to do. Mommy walked in right as I was about to force fuck his shit hole. She wasn’t mad, she was impressed. That’s when my official training began as a naughty mistress and sissy whore trainer.

Nude Pantyhose and Heels Forced Feminization

My newest sissy slut came to me in Nude pantyhose and red leather heels. He wasn’t 100% ready to be a sissy but loved the Nude pantyhose and the look of the red leather heels with them. He needed the forced feminization from his new Mistress. I have known many men that enjoyed wearing sheer pantyhose.

They claimed it kept them warm under their man suits. I once had a lover that slept in nude pantyhose. He said they felt nice and warm. He shaved everything, had long gorgeous hair and was buff. He was a swimmer and also was on the wrestling team in school. These sports helped him into this role. 

So I was not very surprised that this man came to me wearing jeans, red heels and pantyhose. He wore a masculine button up shirt. The jeans and shirt were immediately removed. I dressed him in a nude bra with inserts, and a sexy black dress. I added on some red lipstick, rouge and did his eyes. Some clip on earrings and she was good to go.  

If you ever had a curiosity in being feminized I am the perfect woman to assist you. My sissy was reluctant in the feminization. I introduced a cock cage to keep her from fondling the very thing she needs to lose. I won’t have my sissy getting erections or cumming like a man. If you are restrained enough from ejaculating and getting erections you start to lose the testosterone. That is part of our training for now. 

Forced Feminization

Fierce Phone Dominatrix

phone dominatrix

Sometimes a sissy needs a phone dominatrix like me to keep her in her place. I mean, they do get a little sassy sometimes, just like all women do, but there are times when it’s not the good kind. Like just recently I had a sissy try to tell me that she could take a 10-inch black cock in her virgin pussy after only ever having had a finger in it before. Oh, what a sweet summer. I informed her that if she tried to take on that BBC without training her pussy a little bit first, she was in for a really rude awakening.

But I told her not to worry about it because I was going to help her out. I have a bunch of different vibrators and dildos in varying sizes and I started with the smallest one and then worked her up to the biggest one that was just shy of the size of the first real cock that she’d be enjoying. It was my strap-on and I fucked her to get her ready for what was to come. Do you want to hear more about it? All you have to do is give me a call and I’ll tell you everything.