Category Archive: Sissy boy mommy

Sexy Sissy Boy Mommy Regina


sissy boy mommy
The best part about being a sissy boy mommy is the spankings! My boy was being watched by his uncle Steve and I got an unexpected phone call while I was out with the girls! My son had called to tell me that Uncle Steve was very upset with him and to look at my Snapchat! My son was naked wearing my brand new expensive Nylons! Naughty, naughty boy. I made sure to let him know that uncle Steve was going to spank him when I got home to go to mommy’s things! Plus, he shouldn’t wear only nylons and no panties or bras! If your going to be a little sissy fag, you must go all in! I raced home thinking of the spanking that young tight boy ass was going to get. My mommy cunt was soaked and all this mommy slut could think of was how to punish my boy more. My sissy boy son didn’t expect me home so soon. He was in my make-up and wearing my heels just shaking his pink balled little cock like it was 1999! I pulled him by his little weenie right to his Uncle Steve, who looked pleased to spank my young sissy fag! I made my brother steve Strip to his Skivvies and I dropped my little black dress revealing little covering my hot milf body! I told my son as he got spanked that he would be pleasing my cunt and Uncle steve. I might be a sissy mom, but I have needs too. And my little faggot son made me miss a good dick, so i was going to masturbate while he was spanked red like an apple!
sissy mom

I love my sissys

Breeding whore

 

I love being a sissy mommy! dressing my little fags in pink frilly dresses and matching heels! if they are good little sluts they can sit and watch mommy whore get fucked relentlessly teaching them to be good obeying sluts and then after getting all my tight holes filled with cum I’ll let my little sissy eat all of the thick yummy loads out of me! but if the little cunts are bad I have to get my whips and toys out to punish bad sissys who do not like to listen to mommy this time I took my cock rings out and placed them around his tiny little sissy balls I dressed him in the pinkest little dress I could find and took a picture of him sucking a BBC and gagging on it I sent the pic out to everyone he works with and all of his family! my little whore sissy felt so embarrassed now that everyone knew his secret maybe next time he will obey better or I might just have to beat him.

Mommy Polly Makes Sissy Slaves

MILF Phone Sex

Mommy Polly rules the roost of milf phone sex. I’ve decided to delve into the world of training my sweet sons exactly how to serve and service women outside of my usual breeding, PMommy, and ABDL skillset. I know the exactly level of tender, loving care my pussy needs to stay in shape. She needs groomed, cleaned, and played with every single day. Don’t even get me started on when Mommy gets her period. That’s a very special time for my darling boys, as they get to experience what it really means to be a woman. Some of my sons as straight sissy faggots, and there’s nothing to be done about that. I’m making the best of it by training them into my own personal sissy hand maiden slaves.

My little boys start young licking my delicious mommy cunt and sucking on my clitty. They beg me now to play with their pathetic clits, but I only let them cum on their birthdays, if I can be bothered to remember that. My mind is always full of being bred by delicious thick cocks, not on making my sissy slave sons in chastity get off. I will make them cum if they can pay me enough.

My sons started buying me Amazon gift cards, determined to earn my favor. If you expect to cum, you’d best tribute Mommy and remind her how much you’re my favorite. Swallow my cum, slut. Watch Mommy fuck this zucchini. Pay attention on how I like to be fucked, and how a real man would fuck this pussy.

Sissy Training

Sissy Greggies Mommy Whore

mommy whoreLittle sissy bitch Greggie is quite a pathetic whore. Mommy Whore hates it when she has to remind him to do things twice, so when I called his name a second time, I grinned.

There had better be a good reason my pathetic diaper boy was playing hide and go seek. I had sent him off to get a fresh pamper, some powder, and his wipes. He had made quite a little messy in his last diaper. However, my little bitch had been gone for too long! I caught him in the hallway jacking his pathetic little clit. I slapped him hard on his bare bottom and dragged him by his ear back to the bedroom. Bending him over, I spanked him real fucking good! Then, I called his BBC Daddy to come in, and force that thick chocolate monster down his throat! I’m going to change you now, baby. I hope you enjoy a fresh, clean pamper while you suck on your cum filled ba-ba!

If you’re a good boy you can have these heavy milky tits to suck on while I stroke that tiny clitty! Come her baby, all you need is a sissy boy mommy to make you all better!sissy boy mom

Father/Son Phone Sex Whore

phone sex whore

Make no bones about it – I am a loud and proud phone sex whore. I can’t even tell you the number of times prudish women have tried to shame me for my love of sex. It doesn’t upset me at all. In fact, I always end up feeling sorry for them because I know they’re very unhappy in their sex lives if they have to judge others for theirs. Oh well. I’ll take all of that dick that they don’t want. While they’re judging me for enjoying sex, I’m fucking their sons, brothers, fathers, and even their husbands. If they’re not gonna fuck the men they married, I surely will.

Speaking of – last weekend, I fucked a father and son TOGETHER. God, it was so hot. His son was a virgin and he said that he wanted his first time to be really awesome. What a great dad! I got down on all fours and gave the boy his first blow job while his dad fucked my pussy from behind. After he came in my mouth, his daddy traded him places and then he got to slide his cock into a perfect pussy for the first time. If you wanna hear more about what we did, call me! I’d be more than happy to tell you everything.

Milf phone sex: Babysitter wanted

milf phone sex

I needed a baby sister for my youngest tot. I did what any good Milf phone sex woman would do. I put a cute picture of me and my daughter on a flyer close to home. Her wee little picture was so adorable on her little rug with her ass turned up in the air! My tits were on display. I figured I would get a babysitter of the male persuasion or a cute little teen to help me out. I’m a sucker for girls, that girl pussy that is! 

What came knocking was a Man-boy. So awkward and talking about how he wanted to give my wee one a bath with him all naked. He wouldn’t stop staring at my tits or my little girls pictures. I just love having cute naked pictures of her hung up. She is my youngest and my own infatuation with her body and cunny just gets the best of me! 

I was a bit stunned, but a little wet when My new guy friend began jacking off in his pants. He asked me if I wanted to see it? Well, I hadn’t even been properly introduced yet! “Uh, yeah my name is Jay and I have a small weenie, it never grew from a little boy! And your Regina, now look at my weenie, your little girl makes me so hard!”

A sweet ink bald two inch nub appeared as Jay dropped his basketball shorts. Harmless , dorky and I wouldn’t mind if he got off to my sweet Angel at all. I promptly ran them a bath so they could get naked together and have some fun for this P-mommy Naughty whore! 

I guess I have a new one to be a sissy boy mommy too!

Mommy whore

Mommy whore

No! you’re doing it all wrong Mommy whore knows best,  I grabbed my little munchkins dick  placing it softly in my mouth , this is exactly how you deep throat Minnie. I have to

show my little Minnie whore how to suck a dick, I caught my Minnie today giving the neighborhood boy a blow drop and she was doing it all wrong from what I seen.

I was so upset, I know I showed her how to

suck a fat hard cock, she must deep throat that cock and let it hit the back of her throat until her eyes water then spit on it. You have to caress the dick Minnie make it hard

moving your hand up and down over the dick sucking on the tip on the head. Don’t forget to look up at him Minnie, that lets them know you love sucking dick, your mommy

taught you well, I know I did. Matter a fact Minnie it’s your turn give your brother the best fucken blow job ever. He has been bad letting you suck on his pee pee without telling

mommy first. I would suck your dick right on if you need me to baby mama is always here to help you. Lay back and let sissy put all your cum in her walls. Then you can fuck

mommy for beating sissy’s raw pussy up so good. Good thing I caught you too. I was fucking horny, Daddy has been at work all day, I just need to be fucked already. Come on

let’s fuck more until daddy gets home or he will be upset he wasn’t included in this fuck fest.  

Cum To Your Sissy Boy Mommy!

sissy boy mommyIt’s a special time of year for this sissy boy mommy! See, I have men who have lost their panty wearing ways and they are coming back to their sissy life! Such and exhilarating and pussy dripping time for me. I love men in panties, and just because you haven’t worn them in a long time does not mean it’s never too late to put them back on baby boy.
Take my Sissy Greggie, he called mommy up to tell her he likes panties but hasn’t worn then in so long. I made him march right over to that panty drawer, I knew he had a stash! He picked out the softest pretty yellow pair and my shy sissy went from demure to dancing around the living room in those perfect panties. I tell you a pair of panties can change your whole day! ❤


Mommy was so excited as Greggie thanked her and asked if that sweet little clitty could make a wet spot in those yellow undies! I said yes baby, and we went on about how Greggie the sissy would wear frilly pantaloons and give her squirties yo me all the time. We even talked about diapers and cum eating too! I enjoy all mommy son phone sex sessions but Greggie made mommy cum so hard as this sissy boi begged to have mommy cum filled and eat her sweet mommy cream pie one day! 🍑

Sissy Boy Mommy For The Holidays

sissy boy mommy

I love having you as my sweet sissy and being your sissy boy mommy. Especially around the holidays it’s fun, because I get to dress you up in pretty Mrs. Santa and elf outfits. You look so cute, on your knees by the tree sucking the cocks of mommy’s boyfriends. they love coming over and having your mouth on their big dick. And you know my one friend loves when you bend over and spread your ass cheeks all the way apart so he can slide his massive cock in your pretty lil sissy pussy. It always makes him feel so good. Mommy is so proud of you for being a good slut. That means you’re going to get a really good present this year. I can’t tell you what it is, but let’s just say you’ll be really excited for it. I’ll tell you when you call mommy, but here’s a hint – it’s long, chocolatey, and it’s probably going to leave a big, juicy mess all over your face. If you’re interested in finding out what I got you, then just give mommy a call right now.  You are totally gonna make a mess in your panties and I’m going to have the best time watching you!

Sissy Boy Mommy For Jayla

 

 

sissy boy mommyI adore being a sissy boy mommy to Jayla. One Of my newest and cutest little sissy boys! I really get wet when she squeals in delight and gets so excited in her sissy panties for me! Those pouty full lips get to me! Jayla quickly sheds her icky mans clothes for me. Putting on her pink thong and white thigh high stockings and a red velvet Christmas dress.  And some red lipstick. Jayla just loves her lippy stick! My baby gets ready and is so magnificent as she twirls around and allows me to see up that dress! She is white and has the cutest little clitty for me. I think all sissy boys are Caucasian men to begin with!

Lifting her dress up so I can see that tiny two inch clitty stick tucked neatly in that pink thong! I clap my hands as Jayla does another spin for me! So, so very pretty baby! A perfect little bald nut sack too! Mommy crawls under her Christmas dress and kisses her clitty and balls. But  I have a gift, my big black boyfriend John. My boyfriend has a 13 inch BBC that Jayla will gulp and slurp like a properly trained sissy whore. Blushing with excitement she drops to her knees and sucks off her Christmas Present like a sissy slut should! Meanwhile mommy gets her big black pegging strap and insert all seven inches in Jayla’s tight ass pussy so I can make my sissy girl the meat to my sandwich as she eats my black boyfriends Big meat! I enjoy porking Jayla as he clitty cums in a big squirt! I am the luckiest phone sex mommy to have perfect sissy boys like my sweet Jayla!!! phone sex mommy

 

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