Tag: sissy boy mommy

Jack Off with Mommy Christina and my barely legal mini-mes!

Jack Off with Mommy Jack Off with Mommy Christina and my barely legal mini-mes. Since I’ve realized the demand for their bald young slits I have decided to have them home-schooled. That’s right; Mommy gets to play the role of a naughty teacher during the day and a sleazy cum whore by night. My girls love it when they get to put their pencils down and spread their slender legs apart. I always make sure to put the phone on speaker so the girls can hear your perverted thoughts word for word. My 4ft sex doll gives the best Deepthroat blowjobs! I had her tonsils removed to help with her gag reflexes and boy has her cock worshiping skills improved. She stands the perfect height, you don’t even have to bring my Breeding whore to her knees, that is unless you want her to be.

Her bald firm pussy lips, I always prepare with my wet tongue before having her swallow up your big daddy cock, balls deep inside of her dime-sized flustered hole.

She may squeal a bit, but have no mercy! My girl knows that pain is a pleasure… Once you get to thrusting her tight little rigid walls will clench around your cock and self-lubricate. You will see for yourself that I am what my slutty mini-me aspires to be. Don’t worry babe, I will be right there beside her… I do prefer she ride your cock reverse cowgirl so that I can butter her naturally bald lips as you slip in and out of her. Oh honey, and if by chance you are into a rare entry I am a Sissy boy mommy… My boy has a point to prove after all, being the only boy in a house full of girls.

Sissy Boy Mommy Nicolette Enjoys Panty Boys and Sissies

sissy boy mommySissy boy mommy Nicolette loves panty boys. I kind of earned that nick name a few years ago when I caught my middle son’s best friend in my panty drawer. The boy grew up to be a panty wearing sissy boy. Although he is an adult now, he still enjoys visiting me for some special play time. And I never mind his visits.

To this day, Mark still claims that no mature woman has a closet like mine. I am an old school woman. I grew up in the 80s when women loved pantyhose, stockings, thigh highs and sexy little outfits. However, my oldest daughter puts on a thong and calls that lingerie. Nonsense. Lingerie should entice men, feel comfortable on a woman, and leave something to a man’s imagination. Men require a nice visual for erections. I consider it part of foreplay to dress pretty.

So, when Mark discovered my sexy closest, it awakened the sissy boy in him. And I never mind being a sissy mom. When I discovered his love for panties, bras and hosiery, I nurtured it. A good mommy recognizes when a boy needs special encouragement. However, Mark and I bonded when he was a teen boy. Now, our relationship has blossomed into something very special. He lacks a woman like me in his life. His own parents tried to beat the “gay” out of him.

I Love Sissy Boys

Mark appears to me less gay and all sissy. Although he does transform into a pretty sissy when he visits me, he does not demonstrate much interest in glory holes or cock sucking my lovers. He just likes the freedom to dress up and prance around in my sexy undergarments. When he comes over, I let him pick out any outfit he wants to wear, and I help feminize him with a wig and makeup.

Mark would make a lovely Maria. Naturally femme body. Soft curves and skin. High cheek bones. Beautiful features. Sissy training phone sex helped Mark get in touch and nurture his femme side. And I enjoyed being along for the ride. Perhaps you might enjoy my big sissy closest too?

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.

Only Good Little Boys Get Wet Mommy Pussy

Wet mommy pussy is a reward for good little boys. Naughty boys just get teased and tortured. Mommy caught you playing in her panties again. You’re a very bad sissy. Bad sissies aren’t allowed to slide balls deep into your mommy’s hot waiting cunt. Mommy won’t even touch you until you beg for it.  Instead, you are going to sit there and watch someone else do it.

One of your school friends won’t have a problem fucking your hot mommy. You can wear the panties you stole from Mommy’s drawer. But you’re going to sit on the floor while mommy unzips his pants and grabs at his huge cock. Unlike you, his cock will get to ram mommy in any hole that he wants. Starting with my mouth. And as punishment you are going to have to watch mommy sucking dick.

wet mommy pussy

I don’t care how hard your clitty gets in my panties. You are not allowed to touch it. You just have to watch when mommy bends over and lets your friend pound her mommy pussy. If you had a real cock, it would be you railing mommy. Making mommy moan and act like a horny little whore. His cock drives mommy wild and she has to scream for him.

Don’t you want to make mommy scream like that? Maybe you want to be the one doing the screaming. If that’s the case, I want to watch you lick mommy’s pussy juices off of his throbbing cock. Make me a proud sissy mom and make him cum down your throat.

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 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.

Cum dump whore feeds need in Breeding phone sex

Breeding phone sex

You ever had that feeling like everything was going well and then one day your appetite sharply increases and not even will Breeding phone sex fill that need. That is the scenario I felt this weekend when I happen to be out with my family and. needed to sneak away. It was nice the way everything was going with out adventures but mommy is such a whore she can’t help but follow up with cock when I see a nice one strolling through. He was young and hung and I was hungry. It only took a twenty to get my youngins to walk off and for me to make eye fucking contact and him to follow me to my den of sin. There was a tiny janitors closet where I was able to drop to my knees and worship that rod the way it deserves: full in my mouth. His rod was so stiff he had to grab me and keep me from sucking the jizz from his cock and I guess that was cuz I have a look that says creampie in dirty dark cunt hole. He quickly sat me on his cock and rocked his hips into mine depositing cum inside.

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