Category: Sissy maid training

Sissy boy mommy trained that hole to take lots of Daddy cock

Sissy boy mommySissy boy mommy is just so proud of my little angel. He’s become quite the she!

I remember the day I first caught him playing with my heels and tiara, concocting a little wifey pose – I knew right then he was meant for more than just boy things.

Mommy began his training proper, introducing him to daddy’s thick cock ASAP!

At first, he cried and screamed, but I knew my sweet angel would start to enjoy it eventually. I have a lot of different Daddys around, and they all wanted a piece of that young bussy hole.

It didn’t take long for my little sissy to ask if he could gag on daddy’s cock. As soon as those little lips wrapped around that mushroom head, that was it. He was in his sissy element, or should I say she, lol!

Now this sissy slut can’t get enough, often begging me for it in that high-pitched voice mommy just loves. She’s even only wearing girly outfits that are extra slutty. A Sissy mom is so proud!

I think it’s time Mommy steps up the training, though. My sweet sissy angel has been begging for more and more cum, so I think it’s Daddy gangbang time, and they are all going to cum in that bussy!

Sissy Mom Lays Down The Panty Rules For Good Girls

sissy mom

 

Now that we’ve established that cotton is banned, let’s talk about how you’re actually going to wear your lace. A proper sissy knows that panties aren’t for protection—they’re for provocation. I want you in something so tight it makes you gasp, something that cuts deep into your waist and keeps your cock pressed flat and useless against your belly.

 

I love watching you squirm when I walk past you. I can see the outline of your desperate little nub straining against the silk, trying to find a way out. But here is the rule: you do not touch. Not a finger, not a graze, not even a subconscious rub against the fabric. Every time you feel that itch, every time your cock throbs because I’m standing over you in my heels, you remember that your pleasure belongs to me.

 

I’ll spend an hour just teasing you, sliding my hand over the lace, squeezing your balls through the fabric just hard enough to make you whimper. I’ll whisper all the filthy things I’m going to do to you, describing exactly how I’ll make you beg, only to pull away the moment you start to leak. I want you dripping, I want you aching, and I want you absolutely miserable with need. Watching you vibrate with arousal while I forbid you from touching yourself is the highlight of my day. You’re just a leaking little faucet, and I’m the only one who decides when the valve opens

 

Wet Mommy Pussy Drips When Sissy Maid Training Gets Dirty

wet mommy pussy

 

Now for the part that gives me such a wet mommy pussy…the labor. I dressed them in tiny, sheer maid uniforms—white aprons barely covering their rounded asses and lace headbands perched on their wigs. They spent their days scrubbing floors on their hands and knees, their fake tits bouncing under the thin fabric.

 

When they weren’t cleaning, they were my slaves. I tethered them to the bedposts with leather cuffs, leaving them naked and exposed. I spent the afternoon playing with them, using a ribbed dildo to stretch their tight assholes. I shoved the toy deep inside one, making him moan as I pumped it in and out, while I used my fingers to stretch the other’s hole wide. I forced them to lick my toes and worship my feet, treating them like the filth they were. They learned that their only purpose was to serve my whims and keep their holes open and ready for whatever I decided to shove inside them.

Sissy Mom Sets ‘Em Straight?

sissy mom

My little guys were far too masculine for my liking. It was time to strip that arrogance away. I started by shaving every inch of their bodies, leaving their skin smooth and sensitive. I forced them into frilly pink panties and tight corsets that pinched their waists, molding them into the sissies I desired.

“Kneel,” I commanded, my voice cold. They dropped instantly. I made them dress in lace stockings and high heels, forcing them to walk in circles until their calves burned. I spent hours drilling them on their new identities, making them repeat, “I am Mother’s little sissy slut,” while I slapped their reddened cheeks. To ensure they understood their place, I used a heavy strap on their asses, leaving deep red welts across their soft skin. By the end of the first week, the rambunctious puppies were gone; only my obedient, trembling sissies remained.

Now came the labor. I dressed them in tiny, sheer maid uniforms—white aprons barely covering their rounded asses and lace headbands perched on their wigs. They spent their days scrubbing floors on their hands and knees, their tits bouncing under the thin fabric.

When they weren’t cleaning, they were my slaves. I tethered them to the bedposts with leather cuffs, leaving them naked and exposed. I spent the afternoon playing with them, using a ribbed dildo to stretch their tight assholes. I shoved the toy deep inside Leo, making him moan as I pumped it in and out, while I used my fingers to stretch Marcus’s hole wide. I forced them to lick my toes and worship my feet, treating them like the filth they were. They learned that their only purpose was to serve my whims and keep their holes open and ready for whatever I decided to shove inside them.

Sissy boy mommy shares with a lot of horny Daddys

Sissy boy mommySissy boy mommy began transforming you into the perfect submissive slut.

From day one, it was all about feminizing you. You look so cute with bows in your hair and dressed in a pink onesie.

Now that you are a big sissy, it’s time you went through your puberty.

Your little clitty has been constantly dripping.

That means you’re ready for Daddy to fuck you. Now, as puberty hits and your little dicklet constantly drips with precum, it’s time for you to graduate to the next level. Daddy’s hungry for that untouched bussy, and Mommy’s here to guide you through it.

I’ve done this countless times before, taking hard, throbbing cock and being an obedient whore. When you follow orders and suck and fuck right, you’ll really make me proud.

It will be amazing watching you come to life as a sissy slut is like a high dose of adrenaline straight to my pussy.

Seeing you blush and tremble as Daddy’s meaty cock approaches your virgin hole is pure ecstasy. Your innocence is a delicious treat, and I savor each moment as I hold your hand, reassuring you that it’s okay, you’re safe with Sissy mom.

 

 

Sissy Boy Mommy Daphne will turn you into a sissy WHORE!

Sissy Boy Mommy

 

Being a sissy boy mommy is so fun because I can treat you like the little girl I never had! 

You are far too weak and faggy to be a real man, so you might as well just lean into being Mommy’s good little slutty girl. 

 

Try on my panties and thigh-high tights and tell me how perfectly that small little clitty of yours fits. Stuff my bra so you know what it’s like to have huge tits bouncing in your face. 

Don’t be shy now, you pathetic excuse of a man. You look like a beautiful whore, just like me.

I can’t wait to tell all my friends how I get to dress my son up to be my perfect little whore for Mommy’s friends with huge cocks get to play with. 

That’s right, I dressed you up real nice for some BBC to come tear up your hole and fuck you like a little ragdoll.

 

Mommy Whore

 

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Jack off with mommy come on be a good boy

Jack off with mommy

 

Jack off with mommy, come on, be a good boy for mommy. You know, I just want to see how big a mess that swollen cock is going to make. Don’t worry, Mommy can definitely help you feel all better. I couldn’t help but notice you had been really wanking it. 

Luckily, mommy is a dick sucking and stroking expert. Let me help you out of those boxers, and wow, look at that, your dick is hanging so low. Then I just grabbed his throbbing hard c, he never knew mommy was such a dirty whore. 

Stroking and giving it a load of my spit all up and down the tip and shaft. My horny fucking cunt is dripping all over in my panties. All I want is daddy’s cum still dripping out of me. I get onto my knees and start licking his dick like it’s ice cream. Licking and slurping away. 

Letting spit and drool all drizzle down my face. Mommy loves eating up hard dick. Well since my tongue is so warm and knows how to tingle. My sweet, naughty boy nutted all over in mommy’s mouth. 

Sissy Boy Mommy Loves Letting Her Sweet Sissy Boy Get Fucked By Strangers

Sissy Boy Mommy

Being a sissy boy mommy is so much fun! I taught my little one how to be the perfect sissy boy since he was very little. He loves stroking his small hairless cock as he blows men with big fat cock while I rub my wet sissy boy mommy pussy. I tell him to be a good sissy and take that fat cock all the way down his throat like a good little slut. I love inviting all the P daddies in the neighborhood over to see him dressed up as a sweet little sissy bitch and suck their cocks. The best part about being a sissy boy mommy is when I get to watch him take cock up his sweet pink boy pussy. He moans so loudly and tells me how good it feels. It makes my pussy so wet and after they are done gaping his tight little hole I give them a boobie job with my huge DDD tits and tell them how sexy it was watching them fuck my faggot sissy boys asshole. When they cum all over my big tits I have my little sissy boy lick all that sticky sweet cum off my fat titties. Just like the sissy whore he is.

Sissy Boy Phone Sex Got Gunner Speed Strapped By Momma

Sissy Boy Phone Sex

My Hands Rushed all over Gunners Silky panties. His Cock so hard the imprint was prominent in those sissy boy panties. I led him to my bedroom, my finger tangled in his panties, leading him. This reminded me of a sexy Sissy Boy Phone Sex call. ( Don’t forget to read part 1 first click Here)

Pushing him back on my bed, I licked my way down his hard body. Nipping and Licking his abs. I ran my fat wet tongue over his cock inside those panties. Licking the silk, saturating, the fabric getting it soaked with saliva.

I reached into my nightstand, grabbing my strap-on. He watched with wide eyes, never stopping his stare. I Fastened it around my waist, and interlocked the 6 inch Rubber Dick. ” You want to know what it feels like to get fucked?” I shook the cock at him.

” Im Nervous” He said trembling.

A wicked smile came over me as I slid his panties down. ” Don’t worry baby, Momma is gonna take care of you… Trust me”  Rubbing my hands against his garters and stockings. I stood between his legs, looking down at him. Taking that fat stiff dick in my hand, I Jerked him slow and put my head down between his ass cheeks. Giving him a nice little slick rim job, and spitting on his little brown eye.

I tapped the head of that rubber dick against him, pushing against him trying to break that little ass open. Spitting on his cock so I could stroke him while I fucked his little ass. “Open up for me, deep breaths” Once his breathing stopped rushing, he opened just enough for me to slide in deep. I slid hard, steady rhythm. My hand massaged his prick, and he moaned so pretty.

I humped and bucked my hips. My Pussy Lips pressed against that harness as I fucked Gunner. Jacking that young cock off. Sinker deeper and deeper, inch by fucking rubber inch. His chest became so tense as I encouraged him to cum Hard For me. Never Ceasing my beat. i Slung my long rubber cock to that beautiful Sissy boy, and he made the most beautiful noise when he came. Blasting off his rocket rod and shooting his spunk all over my tits. I was covered in his white candy rain. Yum, turning out that cute little bitch boy was sexy as fuck.

Mommy Loves Her Sweet Cross Dressing Sissy Boy

Sissy Boy Mommy

I love playing with my young teen sissy boy. I love eating out his sexy little puckered ass hole. Oh it tastes so sweet and i love sliding my finger in and out of his tight hole as he moans for me. I usually keep him dressed in a sexy red thong and white stockings. I invited a sexy P daddy over and let him fuck my sweet sissy boy and he moaned and begged for more like a good little femboy slut. I Rubbed my horny wet mommy pussy and loved being a sissy boy mommy as I made my pussy squirt.

Sissy Training Phone Sex

I started telling my sweet boy to eat out my sexy creamy mommy pussy while his gaping shit hole was being fucked by that big daddy cock. I started jacking of his small hairlet cock and told him to eat my pussy like it would save his life and came all over his face. his lips and face were covered in my creamy pussy juices. That sexy P daddy started pumping hot creamy cum in his tight sissy boy fuck hole. My sweet sissy boy came in my hand and I told him to lick my hand clean like a good whore. He licked all the cum off my soaking hand and smiled at me.