Category: 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?

Jack Off With Mommy while I prep her sweet holes for you

Jack Off With MommyMy Breeding whore had been begging mommy to get some company over. After all is The Weekend and she’s knows I don’t let not a Saturday go back without making my way downtown. She’s not old enough to get in so I always make sure to bring her home a treat. Tonight she is hoping I can lure in more than one… her hormones are raging and she is in desperate need of a load.

I fingered her this morning before shipping her off to a day at camp but that wasn’t enough. My whore fondled with one of the other boys on site but his cock just wasn’t big enough to beat back those young walls and set my hormonal slave in place. That’s okay, I told her for now she can join you and I while you wank to my Horny milf pictures… My girl is bent over right now as we speak taking my fuck machine that has a 12 inch dildo attached deep inside of her Baby girl pussy. I can’t wait to go to out tonight and find horny men with huge cocks that are into some mommy/daughter fun.

She may be young but my girl knows what she’s doing, I’ve taught her well.

I am going to prep her ass early on tonight while fulfilling your hot Milf fantasies… I am going to make sure I have her shitter gaping about a quarter size because momma is in the mood for black cock tonight. I can’t wait to drag my tongue up a nice meaty dick right after my sweet princess gets her pussy filled. She deserves it, she has finished all of her homework early so she can have the weekend to herself. Jack Off With Mommy while I prep her sweet holes for the men that’ll be joining us after a slutty night out on the town.

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.

Milf fantasy stories for ABDLS

Milf fantasy stories

Milf fantasy stories for ABDLS are what Mommy Regina Loves Giving. Whether it’s being an adult baby lover babysitter or Mommy who helps change the stinky little diapers I love each and one of my ABDLs. And even if you don’t wear diapers and nurturing sexy mother with big lactating titties is available for you.

But right now I want to talk about one of my yummiest little boys. So yummy in fact that’s one of his nicknames. He has a special fetish to go along with wearing diapers. Not only does he rarely get to get a little space and wear those diapers but he has another secret fetish that he thinks is weird. 

The first thing is him fantasizing about a mommy being right there in front of him as he poops in his Pampers. I’m a lucky Mommy who gets to encourage him with his overalls and sippy cup to go ahead and release a nice good poopies. That’s right along with a paci and cute little boy talk, I encourage him to shit out anything that he’s been saving for today. 

And since my yummy ABDL doesn’t get to get away much to be this little boy he fills up on high-fiber foods just so we can have the biggest squishiest warmest poops in that diaper. 

But yummy also gets weird dreams after he goes night nights and cummies in his alpaca diapy. 

And Then, He dreams about having a girlfriend wearing diapers and shrinking him. And after she shrinks him she lovingly swallows him whole. See yummy Wants to make his girlfriend feel good. And during my mommy phone sex, I encourage YUMMY to get swallowed and to give those warm cozy tingles to her. See, it is such a wonderful thing that Mommy has sweet and sexy ABDLs love to potty on themselves. Because I just want the best for those girlfriends and My ABDL needs them to feel a little snuggly cozy, and feeling super squishy just like my boy Yummy! 

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 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