Category: Sissy boy mommy

Mommy Son phone sex for ABDL Play

mommy son phone sex

Mommy Son phone sex: becoming a little stinker in diapers!  

Oh, darling, I know these thoughts of having your dick squshed into a diaper make you feel naughty!  You need to be Mommy’s little boy or sexy baby boy even. Mommy Regina thinks might be one of those boys that still tinkles with his bed needing to be put in diapers every night. I wish you had a mother like me when you were growing up, Nurturing, Sweet, and sexual! I know now that it’s been way too long since you were in diapers 24/7! Adult baby boys have no self-control over what so ever and that’s why you cum crawling to me. Or could be my big mommy milkers that draw your ABDL ass in, wink wink! Let me just get out the baby wipes, the baby powder, and a few thick soft diapers. I am prepared to transform you into my sweet baby. Do not forget those plastic pants either, a naughty boy like you is sure to wet through! As an experienced ABDL Mommy, I know even the strongest and thickest diaper can not always hold your potty. Now, come and sit on my lap! Mommy needs to feed her breast milk and stroke your head. Be a good boy for this hot Mommy and drink up! 

Soon the feeling of a warm wet and full diaper will have you wiggling around. I will change you and pat your ass dry. If you are a super good boy, Mommy will give that wee little peter a kiss and make you explodies all in your diaper for me! I have the big tits full of mommy juice for your to suckle and all the ABDL accessories a naughty boy in diapers loves. You’re my adult baby in diapers and I’m your loving Mommy and Lactating phone sex whore for all ABDL’s even little girlie sissy ones.

Sissy boy phone sex is how you get inside mommy!

Sissy boy phone sexI had him dressed up in the prettiest dress I could find for sissy boy phone sex. It was a fresh and clean white that’d fail to hide cum because it was just that white. It had pink and black frills on the bottom which drew the eye to his hips and ass like nothing else. Its top had a lacey flower like bow that was made out of the perfect shimmery red material. The whole thing made my legs a little slippery and that was before I had him in it. Staring at him in a dress I’d have wanted to wear some years ago when I was less a dom mommy and more an innocent girl just trying to get a cock in my ass, it gave me lots of beautiful memories. Like the time a man pulled me into his car and reassured me he just wanted to get me home safe. I remember he said his cock came out accidentally and I totally believed him, even when it accidentally ended up in my mouth and filled my cheeks with slippery goodness. At the time I was just so happy someone was looking out for me that it didn’t click to me that maybe this wasn’t a good guy doing a good guy thing until my ass was leaking cum and he was trying to slip into my pussy for a fun round two and seeding of my soon to be wet mommy pussy.

Oh right, the boy I had dressed up. Yeah he was cute, he wanted to play mommy and sissy son. I like having sissy cum in my sissy mom mouth so I was all for it. There’s nothing like making someone’s dreams and desires come true while taking a little something amazing for the roud yourself. I’m a whore and I enjoy being a whore, so holy fuck was I ready to get him inside me. I didn’t let him leave without a creampie, I’ll tell you that. A rich and thick and creamy one that leaked down my legs just in time for me to go see my husband.

Mommy Fucks Sissy Maid Son in Ass

Sissy maid training

 

The most important parts of sissy training is learning to take orders and being able to take cock well. My son has been my sexy sissy maid for a week. I put her in the cutest French maid uniform and tied a bell to her tiny balls so I could always hear him coming.  I see my little one folding the laundry on the couch. I come up behind her and grab her hips. She asks me what I’m doing and I tell her she needs to shut up and take my cock. I push her panties to the side and ram my pre-lubed 9-inch dildo into her tiny ass. She could barely take being fucked like this, which means she needs more training. Her tiny little screams made my pussy wet, and I took some of my pussy juice on my fingers and used it to lube up the cock even more. I wanted to go deeper and shoved it harder until I was balls deep inside my little one’s ass. She squirts in her panties and I put them in her mouth, letting her taste her cum. 

Horny milf Pictures of Wet Cunt

Horny milf pictures

My son loves it when I take Horny milf pictures for him to share at school with his friends. Those little perverts run around barely old enough to wipe there asses with my pictures all day. Most of these guys aren’t old enough to make their own lunches but they find themselves every lunch with pictures of me in the bathroom stalls and their little dicks in tow jerking and cumming all over the place. It got so bad the principal called me with some. Fortunately it was from his son and they are very open. All it took was me sucking off that little one’s cock in front of his daddy and everything was fine. Some Daddies are so awesome about sex with brats and including any & all willing mommies. My brat says he has made close to 1000 this year of 2023 so far and he says he squirts everyday with his little buddies; sometimes on each other. I laugh so hard thinking about all their little hands touching each other and my dirty pictures getting covered in young sticky baby batter. How many young cocks have cum to Jack Off With Mommy this year so far? I’m hoping everyone in his class has pumped their loads and imagined my cum dump hole.

Wet mommy pussy makes for Good Baby Boy

Wet mommy pussy

I was so young when my Wet mommy pussy started having sweet baby boys. I just loved knowing they had been in my pussy and now out in the world all walking with Cocks hard and everything. They say if you love something let it go and see if it will come back to you or not. Well I’ve never questioned their love. Since they first started playing with themselves I loved to let them play with me as well. Sometimes it would be a simple fondling, other times a golden shower with clit stimulation. We’ve just always been playful. However recently my boys have started to get rough. They know they can have access to Mommy anytime they want but now they are wanting to be inside mommy and come inside mommy. I don’t know if we should take it all the way but I do so enjoy all the things we do I guess I just didn’t think we’d be taking it to this level. I thought it was enough for me to finish them off but not put myself in danger of being a Breeding whore. Now that they are older they come home and are like pets, always hungry and always horny. Mommy can’t hardly get her shoes off before these boys are trying to take my pantyhose off and slid my panties off and stick something inside their mother. I don’t know if I raised them right or just for pleasure.

You’ll Be Lucky If You Deserve Mommy Phone Sex Humiliation

Humiliation phone sexThere aren’t a lot of men that deserve to place their hands upon the perfection of my hot impregnable teen body, that’s where mommy phone sex humiliation comes into play. The list of real studs that I am willing to allow to penetrate the perfection that is my cunt is even smaller. Babes like me deserve the best of the best and little wimps don’t even make the cut. Useless beta males are the bane of my existence. Just thinking about the shockingly small wee wee that have between their pathetic legs makes vomit rise to the top of my throat. Truly there had been a bitch or two that has been blessed this the taste of my last meal. Some losers are lucky enough to get this brutal punishment in person. The laughing and pointing at the little nubbin that they pretend is a cock. However, the two of us know you have anything but. You would be completely lucky if you got the opportunity to have humiliation phone sex with the flawless human that I am. Just thinking about you dribbling in your panties while you pant on the other side of your device makes me giggle. What a loser are.

Sissy Teen Son Learns to Ride Cock

Sissy boy mommy

 

I never had a daughter and always wanted my oldest to be a girl. My oldest son is completely masculinized but my younger son still has a very feminine body. He is light, skinny and very pretty. I got him some cute little clothes that I thought would look good on him, but he showed me an outfit that hentai women wear in something called anime. It was a cute little maid costume, so I bought it for him, and he looked incredibly sexy. I then got a bit sad that I would never be able to teach my daughter how to ride a cock. My son then told me that I could teach him how to ride a cock. I got out my dildo with a suction cup at the bottom of it so he could ride that cock with his tight asshole. I lubed it all up for him and slowly lowered his ass onto the dildo. I held the bottom so he could have some control and told him to ride it faster and take it deeper. With a bit more training, he will be an amazing sissy cock rider.

Sissy boy mommy Shenanigans

sissy boy mommy

Sissy boy mom Shenanigans for my youngest son. I get such an ego trip when it comes to my sissy son. He worships me in every way one can. Now, my son has always been soft and effeminate with a skinny dick that never quite grew much hair. He was the hardest for me to wean off my tits and still carries the moniker of mommies titty baby. He is so different from his brother. SPeaking of, I caught my sissy boy sucking off his big brother’s dick yesterday.

At first I was more than a little shocked. Judging by the way he was deep throating and my oldest moans he was doing a great job. I was quite proud that I had taught my son to suck his ass juice off of mommies handy dandy strap-on dildo! I continued to put the laundry away and he never missed a beat sucking his brother’s dick. My oldest has a smug smile on his face. I winked at him and held my finger up, to say I’ll be right back. My cunt was dripping as I ran to get properly dressed and grab my ass fucking ass-essories!

Barging into that bedroom mommy had her strap hanging in her hand and a paddle in the other. It was a sight to behold as I was Mommy mistress dressed in black and ready to make my sissy son into a big brother and mommy sandwich! Caught between his brother’s cock cumming in his mouth and my dick, we made that little boy whore squeal like a pig!

Trust that this mommy takes Sissy boy phone sex to the next level with big brother and you! 

Sissy boy mommy lover gets fucked

My youngest step son is a big Sissy boy mommy lover. He worships mommy and wants to be just like me. My boyfriend was over and my sissy boy got caught wearing my panties. To our surprise, his round ass looked good with a thong on. I bent him over my knee and spanked and told him he can’t wear my panties without permission.  As I spanked him my boyfriend came over and laughed as he shoved his cock in his mouth calling him a sissy mama’s boy. I just kept spanking him as he sucked my boyfriend’s dick. I moved the thong to the side and told my boyfriend to fuck my sissy boy and show him watch bitches who wear sexy panties. He got behind him and mommy aimed the hard cock to my sissy boy’s pussy and let him get fucked right on my lap.

Sissy boy mommy

My sissy boy took it like a champ because he loves mommy. When he got filled up mommy told him to keep his panties on and get dressed for bed. That made my wet mommy pussy excited and it was my turn to get fucked.

Sissy Son Dressed Up and Shown Off

Sissy boy mommy

Mommy loves taking care of her beautiful sissy son. I love to dress you up like a little doll and parade you around our family and friends. I remember the first time that I dressed him up. He looked like a dream. I got him a nice, cute blonde wig braided into pigtails. Then, I put on some doll makeup on him to emphasize his features. After that, I got him a school girl outfit to put on. Now my young one looks like the sissy that I have always wanted. She looked perfect and I brought her to the family gathering. Everyone told me about how cute she is and how they wish they had a daughter like her. You are so cute and girly. You even acted like a cute girl, giggling and having fun the whole time. You are the perfect little sissy and I’m going to dress you up everyday so that I can show how feminine you are.