Category: Sissy mom

Let Meredith be your Phone sex mommy

Phone sex mommy

I love being a phone sex mommy. Mommy is here and ready to take full advantage of her little sissy boy. She’s going to dress you up like a good little boy, in high heels, a thong, and matching bralette. Do your make up, and make you look super sexy! Once you’re all dolled up, Mommy is going to do a little photo shoot with you. Do lots of poses in various positions, ass up, showing you bussy to the camera.

I want you to tease the camera, do what Mommy tells you to do like a good little sissy slut. 

Now Mommy is going to put the camera right up here on the table. Now we’re going to put you on live stream. Let all the other sissy boys out there see what a good boy you are for me. Dance and prance around in your sexy lingerie. I want you to feel nice and sexy letting everyone on the live stream see you all dolled up.

It’s okay, no one will recognize you, we did your make up so good you don’t even look like yourself anymore. Specially with that nice red curly wig that Mommy put on you, you look so cute in it!

Now I want you to sit on the bed in front of the camera, and bend over, grab some lube, and I want you to lube up your sweet little busy for Mommy. I want to show everyone on the live stream just how far open we can stretch your tight little bussy. Get it all nice and lubed up for Mommy’s big black strap on, this huge 10″ dildo will fit nicely right into your lubed up bussy.

Fuck yes you good little sissy boy, it’s sliding in nice and deep, take it all. Mommy is going to pull this out of your little bussy. I want you to get on your knees in front of mommy and the camera. Good boy, now I want you to lick your sweet bussy juices off mommy’s big strap on dildo. deepthroat it like a good boy, do what mommy says. 

I enjoy sissy training phone sex too. Now pick up your phone and call Mommy Meredith and tell her all the nasty little things you want her to do to you. Be a good boy, call me now. 

Sissy mom will punish and abuse just to soothe you.

            Sissy mom will punish and abuse just to sooth you. In fact, going to start with getting you all dressed up. Make up and all. You sit over there. Mom is going to break out her make-up. Not the good stuff. At least not yet. As soon as I know you can be a good sissy for your mom then we will discuss getting you your own stuff. Like blush, should be with the color of your skin. The first thing to realize is that as a mommy boy you will be subjectable to my whims. Pleasing me first and foremost.

            Next thing you know you’ll be Sissy boy mommy little bitch in your maid’s costume. Dusting the house. Wiping it all down. At the same time Mommy is going to be watching, filming, and even ordering you to show your little pussy ass. Quickly teaching you how to kiss, how to French kiss the pussy.  Going to have to find you a daddy or just a mommy strap on and introduce you to the ways fucking. Needs to enjoy the dick.

            Holding the dick in my hand. Squeeze you from the base on up. Suck on my tits. All for mommy for otherwise you need to be punished. Paddle the butt. Just to fuck the pussy. Beauty knows no pain no boundaries. To be the best you need to embrace the pain. Be good for mommy for after the punishment and abuse, to be sure going to soothe you. Making you cum with a combination of them all. Just wait and see. I will turn you into a Sissy who cums to pain.  Sissy mom

Phone Sex With Mommy: A Kinky Roleplay Journey

Mommy phone sex

 

Let’s dive into some phone sex mommy fantasies, baby. I’m your horny as hell mommy, and I’ve got some kinky secrets to share with you.

Remember that mind-blowing morning wood incident? Yeah, that’s a moment you’ll never forget. There you were, all teenager-like, with your little hard cock in your hand, about to jerk off. But mom walks in, catching you off guard, and there’s no way you can hide your excitement. You’re frozen, and so am I, until that big O moment hits you, and you start spraying your creamy load everywhere. Oh yeah, I’ve heard about these moments, and they’re fucking hot, making you boys so eager to spill your seed on your mommies.

Well, my little jerk-off buddy, I’ve got a proposal for you. How about we roleplay a scenario where I’m your dirty mommy? I’ll guide you, my precious little man, into the art of masturbation. I’ll tell you what to do with that juicy cock, and believe me, it’ll be a ride you won’t forget. I’m here to unlock your wildest fantasies.

So, get ready to crawl into bed with Mommy. We’re going on a journey of kinky discoveries, and you’ll be my good boy the whole time. Your job? Obey Mommy, and we can make those naughty dreams come true.

Now, are you a good boy, or do I need to punish you first?

Sissy Boy’s Mommy Journey: A Mother’s Love

Sissy boy mommy

 

As a proud sissy boy mommy, I embraced my son’s sexuality when he came out to me. I understood his addiction to self-pleasure and guided him towards a world of endless kinky toys. From wearing my heels to rocking my lingerie, his true self was evident.

The first time I saw him in my velvet g-string, I knew ‘forced feminization’ was the way forward. I wanted him to embrace his inner femboy, so I dressed him up, capturing his stunning transformation.

With my ample bosom, I provided him with a set of breast forms, completing his new look. I gently pushed the lubricated tip of a bottle into his virgin sissy hole, preparing him for my 9-inch dildo. His moans, so sexy, confirmed his enjoyment.

He begged for more, and I obliged, pegging him until he experienced his first anal climax. I initiated him into the art of cock sucking, and together, we embarked on sexual adventures, catering to his newly discovered desires.

My sissy boy found his niche, and his lust for warm, creamy fillips satisfied. Older men adored his tight ‘boy-pussy’, and he reveled in their attention.

A true mommy-son journey, a tale of acceptance and sexual exploration.

The Delicious Life of a Phone Sex Mommy

Milf Phone sex? Oh honey, that’s my bread and butter, and I could never tire of it. You see, I’ve crafted an art form from those steamy mommy calls. But let me clear something up: I’m not just a one-trick pony. My fetish closet is packed with goodies, from sissy training to cuckolding scenarios that’ll make your toes curl. Variety, they say, is the spice of life—and boy, do I lead a spicy existence!

My life’s journey has been a wild one. Academic success led to a fairytale marriage, but it was a mirage. Infidelity struck, and instead of cowering, I fought back. Divorce papers were served, and a battle ensued, but from the ruins of my old life, a new one emerged, more dazzling than ever.

Out of the ashes of my first marriage, I found a young, handsome prince charming. He swept me off my feet and adored my children as his own. My older daughter has a special bond with him, and my youngest considers him her one and only daddy. I’ve embraced my inner cougar, and they call me Mommy dearest—a title I wear with pride.

But the best was yet to come. A family vacation to the beach revealed my wild side. With my clan looking on, I became the ultimate milf seductress. Dirty poses, luscious blowjobs—the birthday boy got a real treat. And when the sun set, the real fun began. An orgy in our hotel room left us all breathless.

It’s a mommy’s world, and I’m loving every minute of it. From the ruins of my past emerged a powerful, independent woman, a force to be reckoned with. Life’s sweetest ironsies—my ex would be green with envy if he knew how blissful I’ve become. But hey, tough luck, buddy!

This phone sex mommy’s got more than a few tricks up her sleeve, and every call is a tantalizing adventure. Long may it continue!”

Does this capture the essence of your story? Let’s make it even more delectable if you want! There’s so much freedom in these words, it’s hard not to indulge.

Sissy maid training dust that sculpture, fluff the skirt.

            Sissy maid training dust that sculpture, fluff the skirt. Do exactly as you have been trained to do. Make me proud. Now I showed you how to dust a sculpture. After all you need to dust it before you clean. Make sure that it is all clean. Show me what you have learned. As soon as you have washed the sculpture remember to fluff the skirt.

            In fact, fluff it up. Show a little skin. Run a hand down the stockings. In the long run you need to forget the panties. May like them but when you are fluffing the skirt you will be exposing your pussy. You need to expose the pussy.

            All in all, you need your training in capturing not one but numerous different men. Those sculpted bodies. Lick the length of them. From the tips of their toes, up to those cocks, rock solid asses, all the way up to the top of their head.

            All of sudden it will all fall into place and before you know it, those men will be lining up around the block to see you clean their sculptures and fluff your skirt. Going to open you up. Make the finally cum and you in the end will cum out of your pussy too.

            Make your Sissy mom proud.Sissy maid training

Sissy boy mommy will do your make up.

  Sissy boy mommy          Sissy boy mommy will do your make up. Make you look like a beautiful little sissy and no one will ever be the wise. After all you mommy knows what is best for you. First we will pin all your hair back. Now the reason for this is so that you don’t smudge and smear the make-up when we do the hair. A point often overlooked is a wig should have the hair pinned back or a net cap put on.

            Giving you charcoal eyes. This is thick eyeliner around the entire eye. Smudge it ever so little. As can be seen it draws attention to how high your cheek bones are, how wide your eyes. Next is the lipstick. Ruby reds, magenta, bright colors will draw attention to the full mouth.

            Smack your lips together and say ahh. Another key point when you are out to eat be sure to get dick shaped objects to slowly put into your mouth. Be a good sissy boy and eat it slowly. Dab your lips. Hence keeping the lipstick.

            Most notably in your handbag you need to carry some lipstick (same shade), some extra eyes shadow, and of course the lip liner. Wherever you go these are essentials. Now before I let you go out. Your Mommy wants to have Sissy boy phone sex and peg you after you suck on my strap.

            All in all, I want to make sure that you are ready to go out on your date. Make me proud.

Sissy boy mommy Ireland will make your little clitty bust!

Sissy boy mommySissy boy mommy Ireland will make your little clitty bust! I’ve been around the block a few times and I know a thing or two about how to satisfy your insatiable hunger for cock and cum. I’ll make you moan and beg for more, my sweet boy.

I know what you really want, deep down inside. You want to be sissified, don’t you? You want to be my pretty little princess, all dolled up in frilly dresses and high heels, with your tight little bussy just begging to be abused. I am more than happy to make that fantasy a reality for you.

I’ll take you under my wing and teach you everything you need to know to be a good little whore. I’ll show you how to suck a cock like a pro, how to take it deep in that sweet little throat of yours until you’re gagging and crying for Mommy’s approval. And when it’s time for that bussy to be filled, I’ll make sure your hole is stretched out to take thick hard cock. 

I have a lot of friends who would love to play with that hole. You will make Mommy a lot of money by whoring out your slutty holes. I’ll make you crave cock and cum, and beg for it like a good little slut. And get ready baby because you are going to take cock after cock, because let’s face it, Mommy has bills to pay, don’t I?

So what are you waiting for, my little bitches? Pick up that phone and call me for some hot Sissy maid training. Mommy will make your tongue numb by the loads of cum you will clean out of my juicy pussy and ass. I will mold you into the sluttiest, most obedient whore you can be. And trust me, once we’re done, you’ll be begging for more. So come on, my sissy darlings, let’s get down and dirty together.

 

Cock sucking mommy Polly Wants to play!

 Cock sucking mommy

 

Cock sucking mommy Polly needs her little brat boy’s cock. I saw you watching me as I was in the shower. Eyes wide drooling with that massive cock rock hard in your hand stroking it imaging all the things you want to do to me. Well how about you bring that dick to me baby! I want every inch of that cock to stretch my tight little holes out. Im a cock obsessed cum hungry whore and nothing makes my pussy gush with excitement more than a young man with a long massive cock jerking off to the thought of me.

Since I’ve noticed you watching me every time I put on a little show for you. Ill bend over right in front of you in my tiny little skirt with no panties while your on the couch watching tv. To give you a peek of my sweet pearl dripping. Watching me on all fours swallowing the cocks of my new breeders seeing me slobber and drool all over their cocks while they fill each of my holes up.

I cant help but gush just thinking about it. Can you make mommy cream? I want you to breed me baby boy!

Mother in law phone sex

Mother in law phone sex

I know your type. I see the way you look at me. You married my daughter, but what you really want is mother in law phone sex, isn’t it? My daughter is gorgeous, and you know it’s true, but I did teach her everything she knows. So maybe you want to give me a try? You know I’ve been around the block a few times.

                I know you guys are visiting for dinner tonight. Ask your wife, my daughter, to run an errand. Maybe we forgot to buy something important for dinner. Then we can sneak upstairs and do a few things. It wont take long. What is something that my daughter can’t do in the bedroom? Can she put her legs behind her head like this?

                I want you to fuck me with that monster cock, deep within my pussy. Balls deep really. I can do all sorts of positions, but I really want to feel you in my womb. You make me cum like no other man has. My daughter is a lucky girl, but I guess I’m the lucky one at this moment.