Tag: sissy mom

Sissy boy mommy has to give her baby lotsa spankings

Your Sissy boy mommy is very disappointed in you slut. It’s time for some tough love and a good old-fashioned spanking. You arrived at my doorstep, I was disappointed to see you dressed in nothing but a pair of slutty panties. Where was the pink frilly school girl dress I had picked out for you? Sissy boy mommy

I immediately took charge, making you go to my room to put on the proper attire. I want my sissy boys to look as pretty as possible. Once dressed to my satisfaction, you are bent over my knee for a good spanking. Gosh, I love it the way I make you squeal and beg. I was really getting into it, raining down hard smacks on your bare bottom until it was bright red and stinging.

But the spanking was just the beginning. As a good Sissy mom, I needed to see how sorry you were for your lack of effort. So, you followed my orders to get on your knees and pleasure me. I lay back on the couch, spread my legs wide, and you went to town. You really put in the effort of making Mommy happy. Eagerly licking my pussy like a good little slut.

But I wasn’t the only one who needed attention. I called over Daddy, who was more than happy to join in on the fun. He pulled out his massive twelve-inch cock and my sissy boy eagerly wrapped his lips around it, didn’t you? Sucking and slurping so good you could be a pro. I could tell you were desperate to cum, but I wasn’t going to let you off that easily. I made you wait, teasing you and denying you until I was good and ready.

Finally, after what felt like an eternity, I gave my sissy boy permission to cum. You let out such a loud moan as when exploded. Daddy followed suit, unloading his own massive load deep in your tight slut hole.

But the lesson wasn’t over yet. I made my sissy boy clean up every last drop of cum, licking and sucking until there was nothing left. Only then were you allowed to stand up and catch your breath. But I could tell you need to learn more. You know you do slut, so call for Sissy boy phone sex.

 

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.

 

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! 

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!  

Mommy’s Little Anal Adventure: A Taboo Tale

Anal sex mommy

Oh, you naughty little monkeys! You know how to keep things interesting, don’t you?

So, let me tell you about the time I had the most forbidden mommy-son anal experience. Prepare to blush!

It starts with a simple request—my curious young son wants to know what all the fuss about anal sex is. Mommy dear is more than happy to oblige, after all, it’s a lesson in adulting 101!

I bend over, not so subtly hinting at what’s to come. His eyes grow wide at the sight of my plump, round ass. I can almost hear his heart racing.

With a sly smile, I guide his eager hands, letting him explore my backside, inch by inch. The anticipation is killing us both, but we savor every second. Then, I guide his thickest finger into my backdoor, and he gasps.

I explain the art of slow and steady, lubing up his finger and demonstrating the delicate art of anal stimulation. He’s an eager pupil, and I, his devoted teacher.

After a few rounds of finger play, I can tell he’s ready for the main event. I guide his throbbing penis towards my eager asshole, and we both let out a sigh of relief—or is it pleasure?

We go slow, steady, enjoying each other’s company in this taboo dance. And when we both reach the climax, it’s a moment of pure, unadulterated joy. We’re bonded forever—mother and son, united by this juicy secret.

So, there you have it, a mommy-son anal adventure to remember! Haffy tasting, as they say!

You guys are in for a wild ride—keep those requests coming!

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!

 

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. 

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.

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