Category: Sissy maid training

Wet mommy pussy for my little sissy slut boys

Wet mommy pussy

Wet Mommy Pussy for my little dicked sissy boys always happens. Something about an age-regressing little dicked man that has me flustered every time. The way those soft voices squeak in my ear asking if 3 inches is too small for me. Stuttering that they really need to fuck mommy. They all know better. This cunt is reserved for some fat dick meat. That does not mean that they can’t have fun, though!

Well, That I can’t have fun finger fucking young boy behinds that is. Yes, I suck an awkward young cock and give him all of my mommy love. My boobies are swollen with milk and I give drinks to bad boys.

Wet Mommy Pussy for sissy boys with shrimp dicks

Next, My cunt is what they are drinking from! Mommy Piss and cum is on the menu for a wittle bitty boy with a whittle dickie! And of course, I give Sissy training phone sex always! Clean mommy up and the the whole house! I need all the free time I have to fuck a real man! I might feel generous and let them fuck me while a nice big man’s cock is fucking them. I’m sure Mommy does have some ageplay boys with micro dicks who would love to be inside of a Mommy-daddy sandwich. Mommy Regina trains her age regression boy sluts well. 

Adult phone lines, just know you’re not alone play with me.

             Adult phone lines, just know you’re not alone, play with me. Won’t you play with me? I want you to fuck me from behind. Will you do that for me? You need to go further than you ever imagined with me.

            Making you cum harder than you ever have in your life. I will fuck you from behind, while reaching around you to stroke your hard length. Pounding up into your ass. Feeling you squirm under my touch.

            Wherever you are, I wAdult phone lines ill play with you. Just a phone a call away. After all you need and want someone to help you with your cock.

Need to be humiliated?

Allow me. After all, the most compelling evidence is looking down on a cock as small as yours, I am sure it is not even a cock. Looking down at you I come to the conclusion that you have a fucking clit. That is a fucking clit isn’t it.

Wow! What a joke of a cock. To be sure you will be confused as a sissy little bitch. By all means get some tweezers for you tiny little thing. I am going to sit down here and find a magnifying glass.

To point out that you have such a tiny little thing is fun for more. Allow me to continue laughing at you.

Want to breed?

Now the fact remains that some want to breed and see the fruits of their labor. You are more than welcome to come and breed me. Get your cock and cum deep up inside of me.

Before you know it, I will be getting bigger, and you will see that you have succeeded in planting your seed in this reproducing uterus of mine. Mount me from behind when I get too large in the front.

Given all these points it is fun to have fantasies and this mommy will fulfill them all for you.

Lenora catches her sissy slut son.

Sissy boy mommy

Lenora Catches Her Son 

Lenora had been a single mom for as long as she could remember. Raising her son, James, had never been an easy task. So, when she stumbled into the living room one night and saw James doing something she’d never expected, she could hardly believe it. There in the half-light of the living room was her son, locked in a passionate embrace with another boy, their mouths closed around each other. She was a Sissy boy mom. 

Mommy Lenora stood there quietly, letting the moment unfold, until she decided that it was time to talk. She walked over and knelt down in front of them, and explained that it was okay, that she had been there once too. James looked sheepish and admitted that he had been exploring his sexuality, that he had just been curious, and it wasn’t anything serious.

But Lenora wasn’t one to leave things at that, she wasn’t content with leaving her son’s sexuality unchecked. So, she began to explain the basics of proper cuck sucking: the pleasures of using one’s hands and tongue. She was determined to make sure that her son could experience the fullest pleasure from his activities.

For the rest of the night, she instructed James as he sucked and fucked his little friend. She helped them apply lube and showed them how to explore each other’s bodies. They both knew that despite their awkward beginning it was the right thing to do.

Mommy Lenora Transforms you into a Sissy Maid!

Sissy maid training

Mommy Lenora Punishes You

You are fucking pathetic. What kind of son are you? You act much more like a whiny little bitch than the boy you are. Mommy has the perfect punishment for you though Sissy maid training. You want to act like a girl. I am going to treat you like one. 

Put on that little French maid uniform, and a pair of heels. Yes, that is right there are no panties with the uniform. Do not worry your little asshole will not be exposed. I have a pink plug to fill it with. Good little sissy boy slid that right in there for me. Tell me how does that feel? Good and heavy in that sissy pussy of yours huh? Now time to get down on those hands and knees and scrub the floor. I want to see that pink little plug twerk as you clean Mommy’s floor. If you miss a spot, I will make you lick it clean. 

Mommy and Sissy Son Suck off Client and Become Paid Whores

Mommy sucking dickYou’ve just walked in on your Mommy giving her client a blowjob. You do know Mommy loves being a whore, right? I know that I can do other jobs but I’d rather pay our bills by getting on my knees and sucking as many cocks as possible. How do you think that Mommy is such an expert at making your cock feel good? I have had lots of practice. My client says that he’ll pay extra if you come over here and pleasure his cock as well. You want to be a good slut for Mommy, don’t you? I’ve been on your computer and watched all the sissy porn you like. Wonderful! Come over here and lick that cock up and down. then, take it all in your mouth. You are a natural cock sucker. Why don’t I push that cock between my tits while you suck on the head. He can tittyfuck me while he’s shoving his cock deeper into your throat.

Sissy training phone sex Mommy loves chastity

Sissy training phone sex

Sissy training phone sex Mommy loves chastity.

 There is nothing like keeping my own boy locked up 24/7. 

 I want you thinking about your own mother controlling and denying your right to orgasm. 

It brings me unthinkable happiness to tease my son’s dick with my feet. I love being a Domme mommy to a pathetic and useless boy. I get my pleasures from fucking big dick to men on a rotating basis. I make my son watch as he is so tightly bound he just might cry. And of course, why would I care if he cried? I like rubbing in his face all the men who get to fuck this wet cunt of his mother’s.

I want him to cry in begging for Mommy to release him! Torturing him with my beautiful feet just inches from Mommy’s pussy. Oh, now how my little boy the thrust up and down, humping the air. I laugh and tell him that he isn’t cumming anytime soon! 

Sissy training phone sex Mommy loves chastity.

Let Mommy Regina take control of your Sissy clitty during hot Mommy son phone sex. Mommy will always have your best interest in mind actually gets her own cut off over big fat fucking dick!

Sissy Boy Mommy Has Some Explaining to Do

Sissy Boy Mommy life is pretty much just like having a girl.  We love going to Victoria’s Secret and trying on sissy boy mommypanties together. I use to be upset that all my panties were always missing.  That is until I walked in my room on day and discovered that my little man had gone through all mommy’s dirty undies and was inhaling them. Like a drug going up his nose only it was just the aroma of my dirty, smelly, sex ridden, cum filled panties that my son was inhaling for the smell alone.  My heart was so filled after that day.  I knew what I had to do.

What is that you ask? I had to put him through sissy training.  I wasn’t really sure how to not go all in with it since I do so much different things through my work here on the phones.  So we went on a shopping spree, bought some pretty little dresses to dress him all in.  Pink and purple with some white pretty lace.  Knee high stockings for his little boy legs.  Mary Jane shiny black shoes with a small heel to prance around and twirl around in.   I make him do his makeup to look his absolute best.

Then he has his practice time where he takes orders from mommy.  Being the pathetic cocksucking bitch that he is, he isn’t treated like a girl here because here is where things get dirty, he’s a sissy bitch with a little boy pussy cunt that will get used and abused from this point on.  He’s learned on my dildo’s about sucking cock and I have some of my biggest black cocked friends on the schedule to come by to get their cocks sucked in a few days.  They think it’s by me but I can’t wait until they

From Sissy Slut To Breeding Phone Sex Slut In Minutes!

Breeding phone sex

Why don’t you sit right there and be a good breeding whore for Mommy. All dressed up in your pretty pink ruffles, just waiting to be praised and played with like the good little slut you try so hard to be. Such a good little slut, your make up done just like I’ve instructed, sitting there on your knees. Just wondering what the day has in store for you.

Such a good little sissy ready to do as I wish. Your little clit making you whimper like a dirty little slut with each spoken word. My favorite little slut to tease and torment, to turn into the cutest sweetest little hole for all the big massive cocks to fill.

Turned into a little breeding whore by yours truly.

Your hole continuously filled with that white creamy goodness. Making you whimper and beg for more like the dirty little bitch you can’t help but being.

Come be bred with me, show me what a good little slut you are.

Sissy Maid Training is a prerogative of mine.

Sissy Maid Training is a prerogative of mine.  You need to learn how to be a good sissy for your Mommy and man. Sissy maids are awesome! You are a sissy boy and I have been training you to become a good sissy boy. You have progressed as you know how to dress and how to get a man to fuck you in your sissy boy pussy.

You now get to train on how to be a good sissy maid. That is right. You need to see to your man and Mommy’s needs around the house too. You need the right little maid costume, short. Want to see that little sissy pussy of yours when you bend over to do the dusting, scrubbing the floors, that pussy should be readily assessable.

Your man comes home and seeing you cleaning. Little maid outfit looking so cute. Lifting the skirt up just a little, you feel cock rubbing along your pussy. Don’t stop cleaning as he presses deeper into you. That’s it. Take all of him into you. He buries himself in you. Pounding you, tighten that pussy around that cock. Beg him to fill your pussy up. You want and need him to fill you up. Just like that. Cum with him.

Sissy maid training

Phone sex blogs make me want to squirt

phone sex blogs

I love providing content on phone sex blogs because I have many stories to tell. Many times, people tell me they’ve never been with a girl that can squirt. In one of my blogs, I talked about how much of a squirter I am.  There’s no denying that I love to play with myself, but I do enjoy some good dildos and vibrators. Fingering my twats is always ideal, but when I want to spurt out some squirting juices, I have to use a very good dildo to hit my G-spot so I can squirt. There’s no denying my love for a good orgasm. One afternoon I felt encouraged to play and cum well so I decided to record myself and send it to my stepson. I know he’s going to love seeing his hot stepmom squirt!