Category Archive: Sissy mom

Domme Mommy Phone sex Vacation W/Stepson

mommy phone sex

Your mommy phone sex lover had a  marvelous mini vacation with my step son! It was supposed to be me and my husband but he got called to work. Oh, No! That meant I got to use, I mean … invite my step son to go with me to a couples retreat. I sure did want to see what my new step sons cock looked like. He was so shy as we hit the nudist beach, a nice normal dick, one that made me want to jump the incest train already! Had me thinking my girls would love to break him in as well. But first the massage tables as I reached for his hand. Everyone assumed he was my much younger lover. No idea how much younger and that made me hump the massage bed as I was getting my muscles limbered up. The hot tub was next and I made my move, jumping in my step lads lap and french kissing him as I jerked him fully hard! I needed pussy attention, so I climbed out of the hot tub and spread my legs and demanded him to eat my cougar pussy. Such a shy Lad! He went to work slurping and eating as best he could. By the time we got to the room I was throwing him on the bed and straddling his cock. “Make mommy Cum, I ordered, I pumped my wet mommy pussy up and down and milked that boy cock deep in my cunt! But I had other plans, plans he had no idea his daddy liked certain things. My pegger 3000 was long and hard as I swatted that ass and made me get on all fours for me. It was time to ride my boys ass as I jerked him hard and fast. This milf is always in control! The sperm puddle on the pillow shows that! This Domme mommy always gets what she wants! 

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!

PMomma Polly’s Menagerie

Breeding Phone Sex

Momma will do anything to make a dollar. You see, I’m still in my breeding prime, and this juicy milf pussy could be yours for the taking. I can always make more brats, which is why for the right price, I’ll gift you one for a hefty donation. As you can see, I have sixteen lovelies to choose from. Yes, you heard me right. Momma Polly is prone to triplets, and those little redhead girls are my twins. The blonde boys, with the thicc teen girl are the quadruplets. I have a harem of innocents for you to choose from, so step up and tell me what you like.
If you prefer submissive house slaves, I might recommend my young Brynn, or perhaps her brothers, Blair and Synner. Those are some vivacious young cocks with attention to detail, and her sweet, flowering pussy is prime for breeding. No, you don’t want submissive sweetlings? You’d prefer a brat with some bite?
Momma Polly might suggest one of the twins, Arizona or Arya. Perhaps you’d like both? These young ginger goddesses are at the perfect age for picking. They’re little firecrackers, but have proved to be passionate little lovers beneath the sheets. Either or will please you, but together is better. Are you a nasty PDaddy who would love a visit to my little angelic harem? I have someone for you Daddy, I can guarantee it. If the twins aren’t your style, or you’d like a mild cockslave boy to ride you, Momma Polly can provide your desires; for a price.

Jack Off With Mommy

Wet Mommy Pussy For A Sissy

Wet mommy pussy is an exciting thing for the naughty Sissy girls. Girly Sissy boys love to wear panties and lick a mommy twat. The best is a creampie mess in the honey pot of their mommy owner. I love my sissy son and get excited having her lap up the seed from a big hard bull cock. You know the first time she got the taste of another mans seed in my mommy cunt was when she was a sweet young thing, I trained her early on to enjoy my mommy pussy. My son was always loving to wear lipstick and dress up in mommy’s pretty things. I have managed to really cultivate this lad into such a good sissy slut and am so proud of my sissy son.

Wet mommy pussy

Whenever I am at home with a nice big alpha male cock fucking my mommy hole, my son is listening and trying to watch. He loves the sloppy sloshing sound of my mommy pussy getting penetrated and fucked into a wet frenzy of a mess. My son knows better than to disturb us. He knows that alpha bull dick is not going to want anything to do with his cucky ass. Not unless he comes in the room dressed like a sissy slut and ready to be a little bottom beta whore for that alpha daddy dick.

ABDL Mommy Phone Sex Regina

mommy phone sex

Are you an adult diaper lover who needs some sweet mommy phone sex? See I have a few favorite diaper boys, {you know who you are} who need mommy to feed them with her big milky tits and change some stinky diapers. I don’t mind stunky boy butts because mommy gets to pay with little peters and have some fun as I change their pampers.

Stroking a small dick on a diaper lover makes mommy so wet! I just know that small pee-pee men all should be in panties or diapers 100% of the time. As a mommy who adores pink bald cocks you should be hair free when you come (Cum) to me in a pamper or pair of panties. I don’t mind wanking a short itty bitty peter but you have to appeal to my P-mommy side at least a little. Or you could write me something like this in my email, and I will go gaga for a sissy slut! 

 

“ I’m working from home today, shaved balls, shaved boy pussy, bubble bath, cotton bikini panties with little blue and white flowers. Working at my desk, my big black suction cup dildo is stuck on my desk top and I am dreaming of you, having me, get up on my desk, slide my panties down around my ankles to suck it and fuck it then cum all over that big black dick and suck it clean for you. Pretty please.”

 

Nothing gets a sissy boy mommy off like An ABDL boi or a sissy writing her poetry such as this!

Huge Tits Phone Sex Mommy

huge tits phone sexYou like huge tits phone sex? This mommy has boobs. No milk anymore, but we can pretend. My oldest son likes to fantasize about knocking me up. That ship sailed a few years ago, but it is still fun to role play. My son was missing mommy last night. He called me up and asked if he could pay me a late night visit. He ended up spending the night. I was not home alone, but his half siblings did not compete for my attention. My oldest son has lots of fetishes and one is being an adult baby. He is not a lifestyle adult baby. But he likes to wear diapers and nurse on my big mommy jugs. I will admit, I struggled at first with his fetish. I mean he has a big cock. He has a great job. He is a handsome man. I thought maybe I was not a good mom and fucked him up somehow. He told me that because I was such a good mom, because I was so nurturing that he wants to pretend to need me to care for him again. How sweet is that? As he was in my arms nursing, I masturbated. I thought about all the what ifs. What if he had knocked me up and we had a girl to raise in the incest way. I massaged his cock like a good mommy whore. It was a tender mommy son moment. Sure, I love a hardcore fucking from any of my boys, but I love the sweet moments just as much.

Sissy Training Phone sex With Mommy Regina

sissy training phone sexYou know what time it is! Sissy Training phone sex Mommy sessions! Now what I like about being a sissy mommy is that I can educate you on all things necessary to be a good sissy boi! That’s right, mommy has a few things up her sleeve and is a Jane of all trades. I adore sissy men. Especially those who know what they are. Your bald pink cock is so adorable and I want to make sure you know just how to be a sissy slut for me. Your sweet little dick tucked in satin panties and hidden under a cute little dress. I will make sure you go through all things female. I am your educator and confident. I will teach you how to have your period, how to take a nice big dick and be the prettiest little sissy ever. My goal in being a sissy boy mommy is to make sure that you are submissive and on your best behavior. My pussy is ready for your mouth and My boyfriends are ready for your sweet girly ass. It’s not your fault you have a small dickie, but we can make you into a perfect play toy! Step into mommie regina’s classroom and learn how to please me. Maybe later we can do a sissy show and tell!Sissy Boy Mommy

Preggo Phone sex Pussy Gets Sloppy

preggo phone sex

Get on top of my heavy heaving brat filled belly as mommy tells you too. My preggo phone sex body was made for boys like you who need an extra dirty hand to make that penis cum! Mommy knows about the brat gangbang sessions you and your little sisters and brothers have been engaging in. Now it’s my turn. Hold on tight and push your hard boy penis in mommies sloppy wet cunt. Don’t worry about the little mouths at your ass hole. They are curious and want to taste their big brother’s asshole. There go hungry mouths at your balls too. Pump, pump in mommy now! 

“But Mommy! I feel something pushing on my butt! It’s my brother’s little peeny! What do I do?”

You keep pumping mommy as you become a sex sandwich between that cute pink bald peeny and mommies squishy wet cunt, that’s what you do! Fuck mommy baby, hold on to your sister as she kicks from the inside of my stomach. She already loves how you are rocking her as you pump, pump mommy! Harder, faster. Get boy cum in your ass as you release your ejaculation inside of mommy!

From Son To Sofia A Sissy Boy Phone Sex Transformation

sissy boy phone sex

My son asked to become Sophia recently and this is his sissy phone sex story.

“Don’t forget what mommy shows you. You’re going to have to impress daddy if you want to be a female.” I grinned at my boy who was transforming into a princess. It had been a week since he asked to become mommys girl. I had quite the feat finding clothes and panties and even cute high heels for him. We had trained in the ways a girl walks and all the other fine femme things.  I know you’re dying to know how else I trained him! I started slow with my handy dandy Jesse Jane strap-on. A little slobbering on the end and a few gagging sessions had me convinced he was ready. I had him taste his daddies cum from my mommy cunt every morning. I would 69 him, (excuse me her) and suck that clitty so pleasure would be associated with the taste of daddy cum! 

And now it was time for this sissy by mommy to Introduce Sophia to daddy for her final test at being female! Oh, Daddy was pensive, after all he was going to have another beautiful female to fuck. I purposefully left out the part where Sophia’s ass would become her pretty pink pussy. 

After a good cocksucking session I was impressed but as daddy looked at me I knew it was time. I brought Sophia across the bed and pulled her red panties down. She tried to buck away as I spread ass cheeks so daddys big cock could force fuck her brand new tight pussy! Watching My Sissy girl moan and beg daddy not too had me so wet. I spit on sissy sophia’s ass and helped guide that cock deep in her tight ass pussy. It wasn’t long before she was giving us spurts of cum from her clit.

 If you need that first jump into sissydom this phone sex mommy can help you.

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