Category: Sissy boy mommy

Mommy sucking dick led to my baby boy getting his ass fucked

Mommy sucking dick is what my son walked in on… That didn’t stop me from giving the sloppiest Deepthroat blowjob, either. I continued gagging and slurping all over his stepdaddy’s cock while he stood there in disbelief. I figured he was fairly young and probably wouldn’t remember… He watched as his Stepdad’s cum shot into my mouth and saw the cum drip off of my tongue onto my Big tits. I felt like a total Cumwhore but with my son standing there, but my lover got more aggressive… It was almost as if it weren’t just the fact that I am a Mom with big tits but the sight of my young one stimulated him ever more.

After he shot the Biggest cum shot in my mouth, he continued stroking his dick while looking at my little boy…

He then told me not to be selfish and to share thick cream with my son. I was in utter shock and disbelief, but in the same sense, I was turned on. My lover doesn’t like a feisty chick he prefers a Submissive slut that does as she is told… So, without hesitation, I called my boy over and spit some cum in his mouth.

He then told me to snowball it between his tight ass cheeks so of course I did as I was told. He popped his cherry with his big daddy cock and didn’t stop jerking his body until he creampied his puckered pink asshole… I never thought I would be a Sissy mom but here I am using my son as a sleeve daily to please my man. 

Milf fantasy stories: My BBC Taboo Family Affair

Milf fantasy stories

For years, I’ve been living a delicious, x-rated fantasy. A fantasy that’s so wrong, yet feels so right. My secret phone calls with Dad have unlocked a world of pleasure I never knew existed. He’s been my guide in this erotic journey.

That fateful afternoon, I invited Dad over for a ‘chat’. But little did he know, I had a different kind of ‘big’ surprise in store. As I bent over, my curvy, white ass beckoning him, I could see his eyes darken with desire. I knew then that I had him right where I wanted.

My fingers trailed along my ass, teasing and tempting him. I licked them, savoring the taste, and whispered dirty words that would make most blush. “I’ve been craving some big black cock, Daddy. You’re the only one who can help me.” Oh, the power that statement held.

When mom found out about our steamy sessions, instead of outrage, a smirk played on her lips. She saw the lust between us and decided to join our little game. And boy, oh boy, did this MILF have a few tricks up her sleeve.

She initiated me into the world of BBC, teaching me how to worship and cherish every inch. From that day on, our family dynamic shifted. I was in the center of a delicious BBC sandwich, and I loved every minute of it.

Dad and Mom became my personal paving slaves, ensuring I got my fill of that sweet, sweet ebony flesh. The things they did to accommodate my new craving were nothing short of extraordinary.

This taboo tale is one for the books. And the thought of our next rendezvous keeps me up at night, dripping wet and yearning for more.

Sissy training phone sex mom Valentine trains by affection.

            Sissy training phone sex mom Valentine trains by affection. Now you know that sooner or later I am going to be playing with my sissy son. If for no other reason than to make sure that you have learned all there is to learn from me. Going to whip you into shape. Stretch that pussy out. Give you all you got and then make you go a little further. At the same time going to be giving so much attention.

            To begin with I will come home and find you in my bathroom. All dressed in my lace panties and bra. Well now if I had known that you wanted to be a girl I would have chosen a much more suitable name for you such as Brandy. It is a fine vintage to be sure. Next going to show you how to apply the makeup. The first thing to remember when applying makeup is the coverup goes on first. Then you do the eyeliner. Now this can be any color, but a lot of people use a brown or a black. Give it an exotic look across seas with the tilt of the eyeliner. A little gold glitter and you look sexy.

            With attention to detail, you are going to need to wear clothing that fits you. Going to go to your sisters’ room where she is closer to your size and pick out some pink panties and bra for you.

          Sissy mom likes to play and teach her sissy son for his training. Sissy training phone sex

            Going to show you how to wear the garter belt. As can be seen I like to teach you and your training is really coming along. You need to stop interrupting me all the time and actually listen to mom or the affection is going to be less, and the whip is going to be harder. Pay attention when mom is speaking.

            As soon as we have you in the right bra and panties that are pink lace then I am going to put on my strap on at least as soon as I have stripped down to my bra and panties. Then you are going to be taught how a sissy bitch whore sucks on my dick. Afterall, you do want to please me now don’t you. That is what I thought. Once you have sucked on my cock and listened to the directions, I give you then we will take a break and you can clean my house while you are still dressed up as a little sissy bitch whore.

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

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.

Sissy boy mommy for all adult diaper lovers!

Sissy boy mommySissy boy mommy for all adult diaper lovers! If you act like a helpless ABDL Bitch, don’t be surprised when I lose my patience with you. Some of you crave to be babied and pampered, but the good bois understand that you deserve to be humiliated for your Diaper fill-ups! And if you’re a humiliation junkie, then calling a Domme ABDL Lover like Mommy Regina is just what my itty bitty baby bois need!

I have just the thing to make your diaper feel full and tight. I have no qualms about pointing out your wee dinkies! Mommys Humiliation and diaper changes are exactly what you need to get your pathetic little pee-pee going, isn’t it? Mommy Regina is here to make your Diaper fantasies come true. Let me take care of all your ABDL needs!

Sissy boy mommy for all Small dicked adult diaper lovers! 

Now I force you to fill your diaper up for me.  You are going to feel the humiliation and pleasure of being fucked by your mommy, and I want you to cum for me. I want you to thank me for humiliating you and making you my little diaper boy.

I want you to imagine that you are on all fours, your padded ass exposed to me, your diaper bulging with your piss and shit! Mommy is ging to cut a hole in your diaper and fuck you with her strap on! My tits are leaking as this Domme Mom Takes Lactating phone sex to extremes for ABDL Bitches like you! I love a nice mess and fucking a full dirty diaper of an baby boi ass slut like you is going to make a hell of a mess.

Drink from my big dripping mommy milkers and stay in a constant Age regression space mixed with ass fucking and Small penis humiliation!  Cum, now wee one, Let me take control and make you my bitch! I will make you my little cum whore and you will become addicted to me. Obey Mommy and give in to your ABDL desires.

Mommy Regina is here to make your Sissy boy phone sex Diaper fantasies come true. Let me take care of all your ABDL needs!

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

Mommy’s Anal Addiction: A Tale of Taboo Pleasure

 

Let me paint you a picture of pure debauchery, a mother’s deepest desires realized. I am Polly, a woman whose appetite for anal sex knows no limits. My journey into motherhood was motivated by a deeper, more carnal desire—the lust for unending cockteasing. And trust me, I succeeded gloriously!

My son, a ample-membered god sent from above, became the vessel for my most forbidden fantasies. His cock, forever at the ready, was my constant companion in this delectable dance of taboo. Whenever the craving struck, I’d saunter into his bedroom, my eyes afire with lust, and my ass provocatively beckoning. The sight of my hungry, moist holes would send his cock into a frenzy, and I, the undisputed mistress of this erotic symphony, conducted the affair with expert precision.

The slow, tormented penetration into my ass was a ritual in and of itself. The sheer thrill of having your cock—my dear son’s formidable weapon—gliding into my awaiting depths, was enough to send me spinning into a pleasure-induced daze. And then, the main event. I’d urge you, plead with you, to unleash the full force of your youthful vigor upon my willing backside.

The vision of my ass, stretched to the limits of decency, bouncing frenziedly with each forceful thrust, was a sight to behold. It was as if my very essence craved the invasive pleasure, longing to devour every inch of your being. But on this fateful occasion, I yearned for more. I craved a journey into the uncharted—the untamed territories of my hungry pussy.

With a simple withdrawal, the adventure began. Your cock, obedient to my every desire, found its way into my dripping cunt. The wet, squelching noises that accompanied each relentless thrust seemed to drown out any feeble protests I might have voiced. My mommy parts seemed possessed, hungry for your invasion, longing for the ecstasy only you could bring.

As the shockwaves of pleasure rippled through my body, I pleaded for the impossible—to halt the inevitable. But you, my dear son, had a mind of your own, and the warm, creamy release was soon spilled within my depths.

Does this story leave you yearning for more, my dear friend?

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I love to train sissy boys. I like to take complete control. I will make you get all pretty then make you my slave.  I will make you put on a nice lacy pair of panties, silky stockings, a corset, a bra, and high heels. Then I will do your make-up. I will make sure to use lots of blue eye shadow and red lipstick to make you look like the bitch that you are. When you are all dolled up I will parade you around the neighborhood.

sissy boy mommy

Mommy Daphne will show off her little sissy boy all dressed up. Then I am going to take you home and fuck your ass with a strap-on like the little whore that you are.  The strap on is just the beginning. I have invited some friends over who have huge cocks and I am going to make you take every single one in your ass and your mouth. Got it sissy boy?