Tag Archive: sissy maid training

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!

Sissy Maid Training BBC loving Preggo!

sissy maid training

I recently was told that sissy maid training would be my best profession as I love to humiliate my husband with chocolate cream-filled cock impregnation of my young tight body. I went to a sissy festival with my kind and generous and prissy husband. We all know why he took the role of my hero husband. Not because he felt bad for me but because he wanted kids and his dick craves BBC. It is a win-win situation. I get fucked the way I should be and have sweet mixed fuck tots that can be used however please and my sissy Lala hubby gets to be my new sissy maid and have all the inches of black nigger cock he could ever dream of. The first lesson was on frilly clothes and undergarments. My husband dropped two grand on new pretty clothes and panties and garters. You name it he bought it And today we are going through basic house rules. He will eat (sometimes BBC) as a girly priss pants, He will drink (sometimes Nigger cum) as a delicate feminine lady. He will clean my feet with his tongue and any other body part I wish. And the number one rule is to keep me supplied in BBC baby batter so I can be the cuckolding preggo sissy trainer I was always meant to be. Now excuse me while I milk my tits to make a cum and mommy milk smoothy for my bitch sissy hubby!

I have a sissy son so I’m a sissy mom

sissy momMy son said he was sick. I figured it was a Ferris Bueller type thing. He just wanted to skip school and have some fun. I get it. I didn’t take his temp or anything. I just trusted what he said. I stopped home at lunch to see if he was feeling okay. I half expected him to be gone. I got the surprise of my life when I found him sucking the neighbor boy in a pair of my panties. My son was a cock sucking fag? I knew he was not interested in my mommy pussy, at least not like his older brothers. I figured maybe he was just too young and one day he would be a mother fucker like his brothers. I knew the problem then. I didn’t bust him. I did watch him polish that neighbor boy’s knob well. I got to thinking that maybe what I had here was a sissy boy. What woman can’t use a sissy boy son? I left discreetly, but when I came home from work, I had a bag from Victoria Secret’s. I showed my son all the sexy things I bought and gauged his reactions. He clearly loved the sexy lingerie I bought. I asked him if he wanted to try the items on. He looked at me like he just won the lottery. He was a natural in lingerie.  I told my boy he was born to be a sissy. He has been my sissy ever since. So now I am a sissy mom but I love it.

Sissy training phone sex Expert

Sissy training phone sex

Sissy training phone sex is one of Hunter’s expertise. Ok, little dicks listen up! Are you searching on the internet, something about small penis humiliation, sissification or the like? Do you worry that your little cock isn’t good enough to please females because it’s pathetically small and no woman in her right mind would want to fuck you because of your ‘small’ issue?

You need to feel bad about being cursed with a little limp dick no woman really wants. The only thing your small clit dick is good for is absolutely nothing at all. No woman in the world wants a little pencil dick even if she doesn’t like big dicks. You are totally out of the picture when it comes to desirability. No one wants your penis for Live phone chat. However, this does not mean you wouldn’t be a perfect cum dumpster or ass licker. *giggles*

You could be trained to be the perfect submissive slut and lick the cum off men’s genitals when they are done squirting their juices everywhere. You are the clean-up sissy maid boy toy service every person could use when cum needs to be cleaned…I mean licked up. lol! I would dress you up in black nylon stockings and heels and you would be forced to wear a lacy apron. You need this since you are in sissy maid training to lick and suck the cum off bigger cocks during Hunter’s small penis humiliation.

Little dicks need to be talked into bi-sissification. I would tell you to bend down on all fours while blindfolded and order my bbc to peg you hard in your ass. Then I would send you home wearing your big girl panties.

 

Tranny Play

 

Sissy boy phone sex

Let me treat you like a babe in the woods. Let me have a little fun with you, don’t you think that’s a great idea? I want to dress you up just like a little fag, and you can be my boy-girl and get fucked in your ass. I know how to make you feel like a girl, a sweet and innocent little girl. I’ve got the gift the one that makes the guys like you go crazy, and you can have a little bit or a lot. You are sexy; I could see it all over you; I just need to give you a makeover. After I get done with you, all the guys I know will beg you for your boy pussy they will get on their knees and open your asshole for you. Do you want some sexy for play? Would you like to be treated just like a goddess? All you have to do is ask. You can have it how you want it you can have it your way and deed I’m always ready to go beyond the regular. I am so fucking horny right now I think about putting you in a red dress with some high heels and some black stockings, and it makes me go wild. Thinking about you as sexy fucking cunt bitch makes me go insane. You know that you want this, so let me get you all made up, and we can go to the adult bookstore. Oh, how you turn me on you have a really desirable look, and I want to tape you getting fucked. I want to take you to a gangbang party so you can get worn out so all the guys with the big fat 12-inch dicks can fuck you. I will make sure that the guys I get all have big thick cum filled cock meat. I will make sure that all those nasty horny guys are all insane for you. I want you to put on my favorite perfume so you can really stand out. You’ll be the belle of the ball you will have so much clout. I am going to make sure that you drive the party crazy stick with me if you want to be a prize-winning cross-dressing tranny.

Mommies Little Sexy Fag boy

 

Sissy boy phone sex

Your mommy is here. I know that I heard you crying for me last night. I’m here for you now I know that you miss being my cute little sissy boy. Well, now that I’m here I’m going to train you-you will be the best that you can be I’m going to show you how to be the best-looking sissy boy for Mommy. First I want you to take your clothes off. I’ve got an outfit for you to wear. I want you to put this pink dress on but don’t forget these panties and this breath first. I am going to make up your face put some blush on, and some eye makeup and I won’t forget that lipstick I want it fuchsia pink. Put on these high heels my cute little fag boy you’re the one that I want to take out tonight. I am going to take you to a unique bookstore where they have a particular room for me and you to go into. When we get into the special room, there will be holes inside where guys stick all of their fuck toys. These fuck toys will be made of massive cocks and balls, and I want you to play with them just like I instruct you to. If you are a good boy for Mommy, I will let you have a really really good time I am going to give you a special treat, but you’ve got to earn it. Are you ready on this beautiful sunny day to be a fuck toy for the guys at the bookstore? I really want you to do an excellent job because that will mean that I’m making me some money and I promise I will buy you some things that you’re really going to enjoy. You are a sexy Sissy you are Mommy’s little fag for sure I want you to act up for me and do the best job that you can. Mommy wants you to suck cocks I also want you to lick on balls and even I feel like you are ready to take it in the ass. You are my pretty little sissy you’re young precious and more than pretty I love you so come on let’s go.

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