Tag Archive: sissy maid training

Sissy Boy Mommy Slut For Roxanne

My youngest step brat is a good sissy boy mommy slut. I use him as my sissy maid and fluffer slut. Whenever I have a john, I do not feel like even putting my mouth on.

Sissy boy phone sex

I use my sissy boy to suck his cock and get it hard for me. After I get fucked since I’m a mommy whore I get full creampies in my cunt hole. Even if I’m being a breeding whore, I want my cunt cleaned. My sissy boy will lick me until I don’t have any more semen in me. He will scoop any nut out of me with his tongue and make sure my lips are all clean. We have done enough sissy maid training that my sissy boy knows if I need to empty my bladder, I will squat over him and let my mommy piss stream spray drench him. Mommy loves how he is such a good sissy boy that I treat him my jerking off his dick and let him cum all over my hands. He doesn’t mind cleaning up his cummy mess like he has been trained to do.  

Sissy Maid Son

Sissy maid training

 

I’m really proud of my son’s sissy maid training, she’s really stepped up her sissification almost all on her own.  Sure, I gave him a bit of guidance to point him in the right direction, but I never broke him down mentally like I did with all of my other femboys.  She’s either advanced this far all on her own or she has another sissy mistress helping her along.  It doesn’t matter to me either way because she’s really happy with herself and her sexy little clitty, plus my house has never been cleaner!

My book club meeting was at my place last week and the girls couldn’t stop commenting on how spotless my house was.  I told them all about my new maid and called her in so I could introduce her to the gang.  They all marveled at my sissy son’s marvelous pink hair and sexy maid outfit.  Even Miss know-it-all Janice asked where we found hot heels his size because she has problems finding shoes big enough to fit her giant hobbit feet!  

The gals had a great time bossing my girly boy around and making him wait on them hand and foot.  Their drinks were always fresh and the dishes were always cleared with a quickness.  The club organizer, Yolanda, liked bossing my maid around so much that her fat pussy got really wet and soaked the cushion of her chair.  Of course that had to be cleaned too, but she stayed seated and made my horny helper polish her puss with his mouth as he scrubbed her spot.

I love my girly son, even if he didn’t clean my entire house.  The fact that he does, though, makes me appreciate her even more.  It’s great for me because someone has to clean up all the cum.

 

Sissy Maid Training

sissy maid trainingAs a Lifestyle Dominatrix, I really enjoy the experience of breaking someone down through humiliation and shame. I discovered this amazing lifestyle through seeking something in my life that would bring pleasure. If you could believe it, I used to be the Church Secretary and waiting hand and foot on the priest. I have finally embraced the real woman that I am. Breaking free for me through the humiliation and shame was one of best choices of my life.

I do currently have two sissies’ currently under my domination. I like to have two at a time, so I see how they play off each other. Sometimes they share great friendship and other times they are sworn enemies vying for my attention. My longer serving sissy came to me a few years ago. He was the priest that I had waited on hand and foot. The power exchange was phenomenal, and he will always be special to me because he was my first. He is moving back to his hometown to take care of his aging parents. He will be greatly missed.

With that said, I am in search of another Sissy that I can break down to serve me and only serve me for my total pleasure. I require those who I dominated that they be seen and not heard. They are not allowed to speak to me until I specifically ask them a direct question. There are lots of erotic times as you are learning your role as a sissy maid, but you will be meeting my every need which includes everything that would be expected of a housewife like cooking and cleaning. My one sissy always begs to be the one who gets to clean the toilet. I can only imagine what he does with the toilet brush.

If this is something that you would enjoy and living in my home 24/7 beckoned by my call, then please respond as stated in the advertisement. There will be an initial 90-day probationary period where it will be determined if you have what it takes to be a sissy boy to me. All your needs including housing, food, and other essentials but you will be at my beckon 24/7 for however I please. Does this excite you? Please reach out and let’s see if you are worthy enough of this opportunity.

My Son, The Sissy

Sissy mom

 

I’m proud as fuck to be a sissy mom and of my ever blossoming soft little son.  She’s full of surprises, constantly kink hopping to help himself figure out exactly who she is sexually.  I think it’s a smart move for any pan sexual.  How do you know what you do and don’t like until you try it?  I think she’s really found his thing, though.  He’s fully embodied her silly little sissy side.

She absolutely has to get my opinion on all of his prissy outfits.  From frilly pink dresses and maid uniforms to leather corsets and fishnets, she loves to try on his wussy wear for me to see what I think.  She’s great at it, too.  My mama’s boy should get paid to model his effeminate ensembles, she makes them fucking work with legs that don’t quit and an ass I would kill for!  

Of course, being a true sissy boy mommy, I have to show her the ropes and teach her what being a girly guy is truly about.  It isn’t all fun and games for my pretty little pantywaist, she gets the same training as everyone else.  There’s no cutting corners, she has to follow all of the rules and listen to everything I say.  But, just like the others, when she’s been a good girl I’m sure to please her little clitty and let it dribble anywhere she wants.

 

Sissy Maid Training with Mommy

sissy maid training

It really makes me happy when I get calls for sissy maid training. It’s so much fun to help a sweet sissy like you who loves to be of service to others. I think that’s pretty common for sissies, but usually, it comes in the form of cock sucking or something sexual. But I’m told fairly often that transforming into a feminized maid is a huge dream of sissies everywhere. Their tiny little clitty cocks get so excited when they’re all dressed up in a proper maid outfit with hair, makeup, nails, and of course, a pair of sexy stilettos.

Can you imagine yourself prancing around in your heels with your feather duster? Imagine how cute you’re going to look and how sexy you’ll feel. You will probably even get more than money at the end of your cleaning session if you do a great enough job. Aren’t you excited about that? I wonder what your “bonus” will be? He might let you give him a blow job, but you could get really lucky, and he’ll fuck your pussy really deep and hard. Either way, I know you will be happy with the payment you receive for your cleaning services.

Sissy Maid Training Mommy

Sissy Maid Training

I’m a slutty, slutty mommy who believes in sissy maid training for my sons to be disciplined for me. It makes me so happy when I have the opportunity to transform my sweet sons into little  sissies who cater to their mother’s every whim. My baby boy’s clitty is absolutely darling, and dressing him up in adorable frilly dresses with matching stockings, panties, and training bras is just too much fun! To make me happy, he said he wanted to do anything, so today he is my little maid and I can play with him however I please.

It’s the most adorable little French maid ensemble I’ve ever seen. He looked exquisite in his short skirt and thigh-high white stockings. I had ordered him to draw me a nice warm bubble bath, and since he was such a good boy, I let him wash my huge milky tits as well. Next, he proceeded to take care of Mommy’s hair. It felt really nice to be pampered by my son in his sissy outfit. Now that he did such a good job of taking care of me, I allowed him to enjoy himself after I had finished drying off. Until he came right in his panties, I rubbed his little peter through his sissy slut panties. Now for step two of Sissy boy phone sex with mommy Regina, Finding a cock to train him on, Mommy does have a nice big strap on to help open up that ass.

Domme Mommy Whore Cuck Queen

Recently I had this little bitch in need of some training. He was going through some hard shit with women. I hear all kinds of stories from my callers, friends, son and my lovers. Honestly I have heard it all. However every time I say that another strange constellation is thrown my way. This young man had quite the story. Sometimes I feel these are made up and they can be quite imaginative. Then, I remember that Jerry Springer show and that should really give me the precursor to expect the extreme.

As I preluded here this little bitch has been put in quite the predicament. He had a a small fucking cock and that damned little thing couldn’t get hard for women. In fact he found himself craving to wear silky underwear. He felt the men’s satin underpants had bulged too much for his clit lump. He came to me in dismay and confusion.

Obviously, the first thing was to get him in some woman’s panties. Oh why not sissy panties. Yes this was the beginning of a transformation of this pathetic lost little man. He was such a big man in the eye’s of his clients and accounts he controlled. But when t came to pleasing women, himself or any kind of pleasure, well he was a bitch. We started sessions and soon got him to become a full fledged sissy.

Mommy whore

Mommy Polly Makes Sissy Slaves

MILF Phone Sex

Mommy Polly rules the roost of milf phone sex. I’ve decided to delve into the world of training my sweet sons exactly how to serve and service women outside of my usual breeding, PMommy, and ABDL skillset. I know the exactly level of tender, loving care my pussy needs to stay in shape. She needs groomed, cleaned, and played with every single day. Don’t even get me started on when Mommy gets her period. That’s a very special time for my darling boys, as they get to experience what it really means to be a woman. Some of my sons as straight sissy faggots, and there’s nothing to be done about that. I’m making the best of it by training them into my own personal sissy hand maiden slaves.

My little boys start young licking my delicious mommy cunt and sucking on my clitty. They beg me now to play with their pathetic clits, but I only let them cum on their birthdays, if I can be bothered to remember that. My mind is always full of being bred by delicious thick cocks, not on making my sissy slave sons in chastity get off. I will make them cum if they can pay me enough.

My sons started buying me Amazon gift cards, determined to earn my favor. If you expect to cum, you’d best tribute Mommy and remind her how much you’re my favorite. Swallow my cum, slut. Watch Mommy fuck this zucchini. Pay attention on how I like to be fucked, and how a real man would fuck this pussy.

Sissy Training

Wet Mommy Pussy For A Sissy

Wet mommy pussy is an exciting thing for the naughty Sissy girls. Girly Sissy boys love to wear panties and lick a mommy twat. The best is a creampie mess in the honey pot of their mommy owner. I love my sissy son and get excited having her lap up the seed from a big hard bull cock. You know the first time she got the taste of another mans seed in my mommy cunt was when she was a sweet young thing, I trained her early on to enjoy my mommy pussy. My son was always loving to wear lipstick and dress up in mommy’s pretty things. I have managed to really cultivate this lad into such a good sissy slut and am so proud of my sissy son.

Wet mommy pussy

Whenever I am at home with a nice big alpha male cock fucking my mommy hole, my son is listening and trying to watch. He loves the sloppy sloshing sound of my mommy pussy getting penetrated and fucked into a wet frenzy of a mess. My son knows better than to disturb us. He knows that alpha bull dick is not going to want anything to do with his cucky ass. Not unless he comes in the room dressed like a sissy slut and ready to be a little bottom beta whore for that alpha daddy dick.

Pregnant Mom Giving Sissy Maid Training

Sissy Maid Training

 

 

Sometimes a pretty little fag like you needs a mom who can give you the sissy maid training you deserve! A very pregnant mommy who has huge titties filled with milk as a reward for doing so well. I can barely move with this brat inside me. I require the tightest panties and littlest cock cage on underneath as you are washing dishes. I want you to only have a little frilly apron on and come and rub your cage covered clitty on my hand whenever you need to ask a question of mommy. I will give you a drink after the full set of silver utensils is polished to a mirror shine. You can gulp mommy tit juice and rub my belly full of your little sister as you try to hump mommies leg. Then I want you scrubbing the tub and having your pretty ass up in the air as I move your panties to the side and stick your horse tail butt plug deep in you. Pulling and pushing until your tiny cock is bulging and hurting against your chastity. Satisfied I inspect the toilet and discover my sissy maid fag has left some dirt inside. I pull out the switch and demand that you lick the toilet clean with your tongue now! NO more milk until you learn to be a good sissy maid. You are my bitch and mommy Gabby controls you!

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