Category: Sissy boy mommy

MILF Sissy Trainer

I have a sissy boy I have been training and she has grown to be quite the little good slut.  She calls me every single night and we work on her training.  I insist that she dress up for me very sexy and trashy. She has to email me a picture to make sure her outfit is acceptable to me. I love red lipstick on a sissy and blue eyeshadow. She is such a good girl and always does what I tell her. I also have her stretch her little sissy ass pussy for me with dildos of all sizes. I love it when a sissy is willing to take cock for me. I love getting BBC for them. I dress my little sissy up and take her to a bar to pick up some nice cock. I take the guys home and they run a train on my little sissy. I love watching her get fucked, used, and abused. It is so mother fuking hot to see every hole of hers filled to the max.  I have one guy fucking her little ass pussy while another guy has his cock in her mouth.

milf phone chat

She is getting spit roasted and I sit there and watch. Most times I can’t help it. I have to play with my pussy. It just turns me the fuck on so much. Now on nights when my sissy is lucky I will let her get a taste of my pussy.  I make her lick my pussy until I come then she has to swallow every drop. My sissy is under my total control. I also punish my sissy harshly when she fucks up. It normally involves icy hot for her ass and a nice big paddle. My sissy is careful to be a fucking good one. She knows what will happen if she defies me.

 

Mommie Dearest: Milf fantasy stories

Milf fantasy stories

 

This is my little secret, a story I can’t share with just anyone. It’s too filthy, too taboo. But hey, that’s what makes it exciting.

Two of my sons, bigger and stronger than ever, had me in their sights. Little did they know, I’d been craving this very moment. Their father was away, and the cats were out of the bag.I walked into the den, their eyes bulging, lustful and eager. My heart raced, and my pussy dripped at the thought of what was to come.

They pounced, tearing at my clothes, hungrily kissing me. No pretense, no gentle foreplay. I was their whore, and they knew it.One son held me down, his meaty cock thrusting into my willing mouth. The other worked his fingers into my soaking cunt, sending shivers down my spine.I was their plaything, moaning and writhing. Choked on my own son’s dick, while the other pumped my cunt like a madman. The taboos, the sheer wrongness of it all, only added to the rush.

My body was on fire, their youthful energy consuming me. I came, screaming, as they kept up their relentless attack. My sons were my masters, and I was their willing slave.Then, the grand finale. One after the other, they thrust deeply, shooting their load into my yearning depths. Their hot cum filled me up, a sacred offering.I drained them dry, every last drop, savoring the essence of my sons. Their youthful sperm was my nectar, a sweet reward for this twisted game.

Our little secret, a story that’ll never leave this room. Me, their cum-hungry mom, satisfied and ready for round two.

Sissy boy mommy transforms her little son into a princess of cock! 

Sissy boy mommySissy boy mommy is here to make you into a pretty cum loving princess. As I get older, the more I need to turn fem boys into little sluts that can strut. My own love for expensive clothes, heels and lingerie including hose translates into princess cross-dressing. And that’s just the start of what I do to my little boys, who have a need to be sexed up sissy girls. As a mother, I have very good nurturing skills. When my youngest came to me meekly asking if he was ever going to look like the big, beefed up men in a nudie magazine, I held back laughter. 

Sissy boy mommy transforms her little son into a princess of cock! 

“M.m. Mommy, I want to look like him, he’s got lots of muscles and a b. B. b.big  Cock!”  He stutters. My sweet boy with the beautiful long blonde curls and thin body just wants to be a big man. I let him down slowly. “Honey, I think you might look better like one of these girls.” I mewed as I showed him a collection of pretty sissy girls. I then pinched his little boy clitty and asked him if he thought , “would this get any bigger naturally?” My boy lowered his head and looked back up real fast! I c, could, could, look like you mommy?”  

“Well? Do you think you can handle that big mans cock one day, at least in your mouth?” he blushed and said test what he was really looking at in my Vintage nudie magazine, was cock! Well, baby boy we have a lot of training to do, but by the end of the day, I will be on my way to being your sissy mom!” I cooed. 

And I can do the same for you my sweet boy reading this! 

Sissy boy mommy gives you the hole you need

You looked for a Sissy boy mommy because you have been needing a sissy boycunt for you to fuck. After you paid your fee and was over you wanted to watch mommy feed her big guy her mommy tits. “Come suckle on mom” I said as I pulled my big mom jugs out. Once he was suscking on my nipples you got up close and pulled your cock out. I watch as you stroke your dick to my son sucking on my boobs. Your cock is stiff, and you push it right up to my lips.

“Suck my cock and show your boy how to use your mouth” you demand. I got paid already so I was fine sucking your cock. It was sloppy and wet. Some of my spit and your precum dripped on my son’s face. Now you suck on my cock like your mommy showed you” is what came out your mouth as you grabbed his head. Then you pushed his face on your cock. “Open up son and suck him like you did mommies nipples” I instructed as your big cock pushed inside my son’s mouth. After a while of you moaning as my son sucked your dick, you were ready to fuck him.

Sissy boy mommy

It is my job to make my son into the perfect sissy fuck toy for you. That is why I had him bend over and I helped him spread his pussy for you. “Fuck my sissy son” i say as I direct your pdick towards his boypussy. Once your cock felt his hole, you couldn’t help but push deep inside his ass. Your hard cock rammed him as you grunted like a wild animal. “Milk me sissy bitch” you moan and grunt. Finally, I saw your balls tighten up and you started spraying all your cum inside my son. After you gave him every drop, you thank me for providing the sissy hole you needed to milk your cock.

Mommy’s Anal Ecstasy: A Reticent Story

Anal sex mommy

Being a mommy doesn’t mean that I don’t crave some hard and rough anal sex. That’s right, I said it! Let me paint you a kinky picture of my wildest fantasy come true.

There I was, trapped in the embrace of a dominant force—a true power bottom. Their aim was to possess me, and my reluctant ass was the key to their pleasure. But oh, how that sentence was a delicious lie because I craved it badly.

Strong hands held me down while their expert lips descended on my eager butt. The wet, probing tongue worked its magic, and my resistance melted away. I wanted more, begging like a common whore.

Their fingers found my soaked pussy, and the anal invasion began. Each finger a delicious probe, stretching me wider, preparing me for the main event. I was addicted to the filthy feeling.

Then, with a mighty thrust, a thick cock split my ass open. The pain was a delicious sensation, driving me wild with desire. They pounded my butt mercilessly, each stroke a powerful wave of ecstasy.

But the ecstasy intensified when they added a surprise—a butt plug up my dripping snatch, making me feel full beyond belief. The dual stimulation made me buck and scream, my orgasm building involuntarily.

I was a mess, a blushing mess, and loved every second. My anal adventure left me spent, yet craving more.

Mommy’s ass was a willing vessel, and the anonymous partner left me satisfied yet yearning. Such is the life of a true anal enthusiast!

 

Phone sex whore loves face glaze confessions from bad boys.

Phone sex whorePhone sex whore loves face glaze confessions from bad boys. Micheal told me a nasty story about his jerking habits, and I thought it was the most perfect thing. So here he is in my chat just leaving me this tidbit and I thought My milf ass would share to see if any of my big dicked boys has ever done anything like this. 

Phone sex whore has boys who glaze themselves for her!

He was jerking off and decided when it got to that moment he didn’t want to cum! Of course he gripped that cock so fucking tight! He was desperate and even stood up from laying down to hold his cum in. He was thinking about Mommy’s big milky Tits, and he was so flustered and almost in tears from holding that cum avalanche back! No, that didn’t help, did it Milking Micheal? He stood up, that cum sensation was only building for his Phone sex Milf.

He gripped all the tighter, thinking he could act as a cock ring, but boom! Michael’s cum shot up in an arc and well… Blasted his own fucking dirty boy face. A powerful cock with a huge cum shot for Mommies tits went all over his face! Fat fucking cocks love squirting for a dirty mommy like me!  He couldn’t believe what had happened.

Phone sex Milf Regina’s Milky Tits can take your cum for you to lick it off!

He just stood there, covered in his own cum, while Mommy laughed and teased him. He was so embarrassed, but Mommy just wanted to make him feel good. Yep, I made that boy lick and eat his yummy cummy for mommy! If only I were there to wash his cum down with some hot breast milk! Cum eating isn’t all this Lactating Sissy boy mommy knows! Glaze your face and see what happens!

Breeding Whore: The Alpha Experience

You won’t believe the freaky night I just had. This guy, let’s call him Alpha, was a real dominant type. And guess what? I was more than happy to be his submissive little slut.

Alpha had a thing for breeding, and yeah, I’ve gotta admit, it’s one of my kinks too. He started off by ordering me around, telling me how he wanted to use my body for his pleasure. Dude, I was soaked just from his voice alone!

So, I did as I was told, getting on all fours and presenting my ass to him. He didn’t hold back, spanking me hard and calling me his little whore. Exactly what I needed to hear!

He then took out his big cock and began to fuck me rough. I loved the way he dominated me, throwing me around like a ragdoll. And the dirty talk! Alpha told me how he’d breed me like a bitch, and that did it for me.

My pussy was on fire, and I couldn’t wait to feel his hot cum inside me. He went balls deep, fucking me with no mercy. And when he came, it was like an explosion. I could feel his seed shooting deep into my womb. Oh yeah, baby!

That’s not even the best part. After he’d finished breeding me, he pulled me close and bit my neck, marking me like his property. OMG, it was so fucking hot!

I’m telling you, this alpha male thing is right up my street. I’m soaked just thinking about it. Time to call another lucky dude and offer them a piece of this breeding whore!

Chat later, dude!

Sissy Mom Meredith Enjoys Spanking

sissy mom

Being a Sissy mom is so much fun! I especially love it when I get to punish my little sissy fem boy when she doesn’t listen to me. I like to dress her up all cute and pretty. Face full of makeup, cute little mini skirt. A nice little pair of wedges on her pretty little feet.

Of course, I love seeing your little clitty locked up in a chastity. There’s really no reason for you to be playing with it since you’re here for my pleasure, not yours.  

Do Not Disobey Mommy, or you Will Be Disciplined 

I really do enjoy spanking my little sissy boy when she doesn’t want to follow directions. My wet mommy pussy gets nice and wet at the thought of spanking that nice tight jiggly ass.

Her body is mine to do with what I please to do. I enjoy bending her over, pulling up her tiny little mini skirt, and spanking her. I do that to remind her that she belongs to me. Leaving red marks all over ass cheeks. After every slap, I want my Sissy to thank me. You will be thankful to be in my presence. 

Thankful to be near me and used by me. I will use and abuse you like the good little breeding whore that you are. You will address me as Mommy, Goddess, or Mistress. Nothing more and nothing less. You’re only allowed to speak when spoken too. You do not ask questions. Every single time that you don’t follow my directions I will spank you.

Maybe if you are a good little breeder whore, I’ll let you have some BBC in that tight little ass of yours! Now be a good little sissy and pick up that phone and call Mommy so she can fulfil all your Mom Fantasies!  

Huge tits phone sex mommy is on her period

Huge tits phone sexHuge tits phone sex With mommy while she is on her period. But surprise, you’re going to have your period right along with me. And this time of month mommy’s tits are so achy and sore, I need your mouth soothing each painful nipple. And when I wake you up you should be like my boy Robbie who knows exactly what day of the month it is. I have been suffering all night with cramps, but I know my boy needs his sleep because he has to go to school on his period! Now wake up sweetie and come and bring mommies super plus Tampax and help me change my bloody tampon. 

I love you baby boy, now come and help mommy. Pull MY panties down and get down there with your mouth and give that string a nice Tug! Now suck on it a little as I spread my legs and give you a shot of mommies piss. What do you do next? DO you remember? Yes, you lick my pussy clean and be thankful your mom with big tits lets you be this intimate and help her during her sacred time of the month.  Now you give me a nice kiss as a reward for being so helpful. Now let’s get your period started. 

Huge tits phone sex mommy is on her period and now you are too! 

Yes, bend over the bathtub and give me that boy pussy. I take my own warmed blood I collected and some costume blood with a turkey baster and push it up into that anus turned pussy. I push the plunger as I grab your boy dick and jerk it a few times and push my mommy knockers into your back. Now go get my period panties and get ready for school.  

I want you to wear them for the rest of the day and I don’t want anyone to notice the blood. Now go and have fun at school. Because when you get back home, Mommy is going to fuck that bloody boy pussy to help us both with our cramps! My Sissy boy phone sex has you wearing tampons like mommy! Mom with big tits

Wet mommy pussy will take complete control of her Sissy boy

Wet mommy pussy

It’s your favorite sissy mommy mistress and my Wet mommy pussy will take complete control of you my little Sissy boy! The moment you hear my sexy voice, you know you’re in for a wild ride, and I’m more than ready to take you on the journey of a lifetime.

As a foul-mouthed, unapologetic dominatrix, I pride myself on being in control, especially when it comes to my sissy boys. These submissive little sluts crave my attention, my approval, and most importantly, fucking that tight sissy pussy. You will embrace the fact that you are nothing but a whore for Mommy. 

 I peruse through the desperate pleas for my attention from my adoring sissy fanbase. Their messages, filled with lewd requests and promises of servitude, fuel my insatiable desire to dominate and control. The biggest whore wins. I want to put you to work. You are going to hussle your slutty ass and make Mommy money. 

I know you are willing to serve your Mommy, I mean why else did you call me, right? You know you need me to show you how to open up your legs and serve as a cum whore. Oh, look at your clit just ooze with desperation. You will never deny your Mommy, and you will take every cock raw. 

I take great pride in molding my sissy boys into perfect, submissive pets, ready to please and serve at a moment’s notice. Thus, as the Sissy mom, I make sure to provide them with the proper training they so desperately need. The training You so desperately need!

You will learn whore, Whether it’s teaching you how to properly apply makeup, helping you pick out the perfect pair of panties, or simply offering advice on how to navigate their newfound femininity, I am here for my sissy boys every step of the way.

Mommy is going to stretch out your bussy wider than you can imagine. You will be on your hands and knees while Mommy’s huge cock rams into your hungry hole. I love it when I make you squeal while I am deep inside you.

Listen, sissy whore, I see you. I know you spend most of your days pretending to be a “Man”, but come on we both know that’s a lie. You don’t fit in because you haven’t let that hole play enough. Mommy will get you the connections you need to make me proud. Just imagine all the cock you are going to take for your Mommy.

If you’re feeling lost, confused, or simply curious about your own femininity, don’t hesitate to reach out. Mommy Ireland is always here, ready to take your call and lead you down a path of passion, power, and utter debauchery. Call so Mommy can train you with Sissy boy phone sex!