Tag: sissy boy phone sex

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!

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

Mommy Whore BBC Bar-b-que for her sissy boys.

Mommy whore

Mommy whore BBC Bar-b-que for her sissy boys. You know I always celebrate July 4th in Grand style. And I love me a couple of grand black cocks to fill my mommy cunt up. Just so happens this year my sons are old enough to know that Mommy is a black cock whore. They have been spying on me and watching me get pumped by that African American long dong. No, I’m too busy sucking and fucking all these BBC’s even notice them. But once I do and they try to blackmail me to tell their daddy all bets are fucking off. So I set up a barbecue I invited five of my biggest black guys over and my husband made some hamburgers and hot dogs and we drink a lot of beer. My sons had never seen so many black men cuz we live in a white neighborhood. You know they were already kind of scared. But I told him it was okay They were the best friends of mine and daddies. But it wasn’t long until I started sleeping some fucking big brown dick. And I guess they might have been a little surprised that Daddy took off his barbecue apron instead of sucking cock right with me. And I know when he looked up to find the other three black guys standing behind them with their cocks out that they knew what they would have to do. 

Sissy boy mommy fathers day

Sissy boy mommy
Sissy boy mommy turns daddies into pimped princesses. Father’s day for my husband went very well, at least for me! My husband has a thing for my strap game, and turning my daughters into little lollidoms during our family playtime. He especially loves how mommies big pegging dildos fuck my little boy’s mouth and ass. We took a little road trip to the cabin upstate. I packed my pegger and harness and a few sexy girlie outfits for my girls and my sissy son.

The day did not go as any of us expected with our SUV breaking down on the dirt road up the mountain. But my sissy son and my oldest girl got some roadside strap-on action. Daddy enjoyed stroking off while he watched!  What a wonderful start to fathers Day. I have nothing to say for myself other than I enjoy being an Anal sex mommy that likes to fuck assholes when she is stressed! We got the car running and finished the pegging holiday for daddy Cum-fucking-pletly eradicating sissy and girl asses are what mommies like me lust after sometimes!

Lenora Catches Her Son In Drag

Sissy boy phone sex

Lenora Catches Her Son In Drag 

I had spent the weekend away from the house and decided to surprise the kids to see what they were up to. When I showed up however I was the surprised one. My house was completely silent and for a while I figured no one was home. Heading to my bedroom I opened the door to find myself right in the middle of a Sissy by phone sex fantasy. 

There was my son dressed up in my pink lace teddy, matching lace thong and a pair of my thigh high stockings. He even had the boobs stuffed. What the fuck!!!!! I started to yell what are you doing right now are you fucking kidding me. He turned around, but that just made it so much worse. He had my fucking 9 inch pink dildo shoved deep into his little boy pussy. How dare he violate my shit. Boy do I have a plan for him. 

Sissy boy mommy Christina transformed another sissy

Sissy boy mommyI love being a Sissy boy mommy; being able to train young men and teach them how to be perfect dolls! A Drag Queen that struts like Beyonce with lips like Angelina Jolie. I love watching sexy feminine boys perform live at drag shows in custom fits that they made at home. Its such an adventure to see these things; such creative minds like theirs can create. Especially, because momma manages to make a few friends.. A sexy milf and a young tranny whore tag team is everything an older man dreams of..

He gets the best of all worlds. A Sissy mom trains their sluts to be prim and proper! Nylons, garters and any sorts of pantyhose is a must.. its how you create a mysterious look that gets men wondering.. The more attention you have of theirs, the more fun we will have.. Draining those deprived cocks of the unforgettable sex they have never experienced; until today. A nice facial contour and 24hr outlast lipstick, we don’t want your lips to smudge when you are deepthroating.. Lets make sure you look like a Total: Hot slut. At all times! I am a sexy Mom with big tits and curvaceous well kept body; the definition of a MILF. I will teach you all my tricks, Sissy boy.

Anal Sex Mommy an Ass eating paradise.

Anal Sex Mommy
Anal Sex Mommy is always prepared to bring you around the world to my ass-eating paradise. Of all the places to visit in the world mommis ass is the place where you will learn the most about life. I love a hot wet tongue caressing the folds of my pussy and then darting in and out of my pink puckered ass. I know you love thinking about getting your face buried right between my big ass cheeks and worshiping my asshole. You will worship every inch of me including my back door fuck hole. It’s alright baby, Mommy will take control and sit in your face and let you have your ass eating buffet all night long. Even better if mommy brings an ass full of her boyfriend’s cum inside of it for you, right baby? You love making mommy a moaning mess as you clean her cream-pied ass out. I will spin on your tongue my big bouncy mommy tits heaving as I feed you from my shit pipe! You know just how to please your mommy Reginas ass with that naughty tongue of yours. Are you ready for some ass munching baby boy?