Tag: sissy training phone sex

Mommy son phone sex because Colleen is a naughty mommy

Mommy son phone sex

My son loves having some Mommy son phone sex. But he gets so jealous when mommy is busy talking to other little naughty boys about their cocks. So, I ended up getting him a lovely dolly to play with. She has hips like mommy, but to be honest, it still doesn’t make up for his desire to play with mommy. When I am available, he is generally right at the door. He says he likes to smell and lick mommy to see if I have been playing with myself. I usually have been, so he starts licking my fingers. Having my son lick on my fingers is one of the most arousing and memorable things ever; it reminds me of all the times he did in the past. I make his head straight to my cunt afterward, and he always insists on licking my tight asshole and putting a finger inside. But once he has a finger in my ass, I always desire his tongue deep in my cunt. This leads to some aggression on my part. I have to grab his head and grind my pussy into his face. Watching those sweet eyes look up at me like they did the first time makes my cunt cream even more. I don’t think we would stop if it weren’t for the next caller. It’s only at the end of the day that he is allowed to take out his peewee and stick it inside mommy’s sweet fuck hole and fuck me until he lays some nut butter inside of mommy.

 

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. 

Breeding whore gets her bald pussy filled at Summer Camp

Breeding whoreMy Horny milf pictures somehow made their rounds at summer camp… All the younger boys have been taunting my girls for having a slut for a mom. Somebody managed to film Mommy sucking one of the staff members off. I was giving him his monthly blowjob in exchange. We had a mutual agreement; I suck his cock once a month and my girls get to attend summer camp free of charge.

I decided to volunteer so I can set those horny young cocks in place. I didn’t want to get tagged for being a p mommy that’s why I had my girls do the damage. Those fuckers came so fast just from the sight of my Breeding whore standing before them completely naked. One of the studs wound up tattling to their daddy which wasn’t too hard to handle.

When I was approached, I grabbed his daddy by his cock and whispered that I could tell he was feeling deprived. Instantly his cock started pulsing in my hand… Good thing for my soccer mom van we fit right in the back. I was down on all fours getting his cock reeled in and out of my pussy while his single-digit son was getting his first blowjob from my Hot teen slut.

 

Now, his daddy reaches me regularly on my Phone sex milf hotline. 

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

Milf phone sex humiliations given

Milf phone sex

Some men need Milf phone sex to humiliate them for those extremely perverse fetishes. Take my man E, he has a need for some black boy cock and to be a sissy p-man who gets his ass blasted while he is pumping one of my offsprings boy butts. Sissy P-daddies have to be one of my most enjoyed sessions. Getting to tell the dude how vile he is and what a pretty sissy he will make while doing my sons is so fucking hot. Plus this old whore does have some fashion gear especially for a slutty sissy bitch with a. Millimeter Peter that needs some time on the street.  “Time on the Street??? ” You ask. Yes, that’s how I started many years ago as a runaway from a strict and needy grandfather who expected me to only service his old floppy cock. So never doubt how mean this momma is. I’ll take your abuse when you deserve cock worship! But if I sense any weakness in your aura, I will make you my sissy son whore! Momma always knows best when it comes to SPH and sissy training phone sex. 

 

My Wet mommy pussy gets so sloppy when I am aroused

Wet mommy pussyMy boy loves to Jack Off With Mommy especially when I guide him through masturbation. I drag his hand up and down his cock for him while my tits rest on his thighs.. He is such a good boy his hormones have just been running haywire and he doesn’t know how to approach the pretty girls at school.. Lucky for him  he has got himself a mom with plenty of experience. I take great care of my young ones. I love when his balls swell up against my chin while I have his dick balls deep down my throat.. I suck him off so good his toes curl. My Wet mommy pussy gets so sloppy when I am aroused which is where his older brother comes in..

He fucks me doggystyle and teaches my youngest how to fuck.. When he is old enough I am going to have him bend me over and fuck me just like his older brother.. They are only 3 years apart so it won’t be long before I am getting gangbanged by the two of them.. I masturbate all the time to the fantasy of having their dicks rubbing up against each other stretching my cunt out. My oldest boy has gotten one of his friends to tag team mommies ass but there is still nothing like having two brothers fuck me passionately. all the love we share will make the experience so sensational.. My oldest has bent his brother over and fuck him up the ass but no way will I be a Sissy mom he is going to learn to love pussy just as much as he loves ass play.  

Sissy Boy mommy Dominatrix

Sissy boy mommy

Sissy Boy’s mommy Dominatrix Regina knows how to handle unruly men and boys alike. 

This particular story comes from a man who pays for my mommy’s services. Besides the fact that my offspring enjoys my milk, I have men who pay for play for a mommy experience much like you do over the phone. And I would love to have you recreate the mommy dominatrix scene that happened just the other day. 

Now this client has a wonderful backstory about his aunt who made him a baby for her. Humiliated and regressed from when he was just a little boy all the way until he was in his teenage years. And Mr. Sissy’s baby really enjoyed it. He longed for a mean woman to put him in his little boy place. He had put it out of his mind, until some years later when he was able to afford an escort with lactating tits. That would be this Mommy! But by now his obsession with a dominating woman had evolved into him becoming a completely utter slave boy. After some months of just using my mommy titties and being put in diapers and bondage.

I decided that this man needed something just a little more. The fact that he had a nice decent dick did not elude me. I knew I would have to put all my sissy training phone sex skills to use on this one. I decided that my sissy slave would need to completely pleasure me and humiliate himself before he ever got another taste of breast milk or milf cunt. Cumming on my boots and licking my pussy was just part of our naughty playtime. But in the end, my big sissy baby little boy did what he was told so he can get some mommy milk. And I sure hope you do what you are told, so you can be my good baby boy.


Sissy training phone sex