Tag: sissy boy mommy

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

 

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!

Piggy Mommy Whore

Mommy WhorePiggy Mommy whore needs all the cocks! I love big meaty fat cocks to fuck while my son watches. Most importantly I need those humongous black ebony God Cocks filling me up as he watches and jerks. This started long ago when my boy first accidentally saw me fucking his Coach. My son was a puny little fresh faced brat and needed to be on the baseball team. I thought he needed to build his strength and confidence. I wasn’t wrong but I really liked this Black man who ran little league. He was 6 foot 5 and had the most beautiful geek God body. I saw his bulge in the baseball uniform and I Invited this piece of black meat over for dinner. Well, you know My as was sucking his dick before dessert was served. My son was supposed to be in bed but he had snuck down and was watching me suck that BBC! Now, I saw my boy Jacking his cock but the coach didn’t. I was so wet and horny that I turned around and sat on that Anaconda and busted this wet mommy pussy down on his cock in two seconds flat. I kept eye contact with my son and I got that coach’s cream deep inside me!
How’s that for a piggy mommy?

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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

Period Slave To His Mommy Whore and Auntie Whore

Mommy whore

This Mommy whore has a period slave for a son. It was my pleasure to introduce my sister the very Hot Milf Eva, to his secret duties yesterday.  See whenever I have my period my son cleans his mommy up and does all the things a woman on her period needs done. He is a very dutiful and passionate slave!  What you may ask, read on..

Eva was over at my house as my son was getting out of soccer practice. She had started a very heavy menstrual cycle and was complaining of her symptoms. She needed an orgasm and stat! I knew just what would make Eva better and My son so happy and hard! 

I made mommies boy Robbie hurry to shower when he got home, making sure he only kept his towel on! He questioned but did as he was told, always good in a slave. I laid some old towels down on the couch Eva looked perplexed. When Robbie was right in front of us, I spilled the beans. My son was going to clean her pussy up! Eva took off her skirt and pulled down her black panties. Spread-eagled on the couch My period slave of a son went to work cleaning every last drop of her bloody heavy flow right up. He even removed her tampon with his teeth. And like most women, myself included Eva was trying not to pee as her tampon was removed. But I encouraged her to piss right in his mouth. Now Eva Pushed his head deep in her bloody wet mommy pussy and gushed all over that boy’s face.

I had never been so proud as he unwrapped a super-plus tampon and made sure the sting and angle was perfect. And yes he used his teeth to insert it! I was so proud that after he repeated with my own period cunt, I had to rush and get my Handy dandy strap-on! Eva Had taken full advantage of the situation and was in a hot 69 sucking his very hard cock and inserting a tampon in and out of his back door pussy. I forgot to mention when mommy is on her period so is he! It was so fucking hot with my tampon string hanging down and Eva Riding his face with her plugged pussy that we made his dick shoot straight up in the air! It was all over us! Cum to Eva and Me if you need any type of mommy phone sex period lessons!mommy phone sex

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.

Hot Sissy Boy Mommy

sissy boy mommy

I didn’t mean to become a sissy boy mom. It just happens when you enjoy molesting boys and girls in the same way. Tight holes meant to be filled. Filled with my fingers , a cock, a strap on and the best Cum loads! I enjoy older P-men using sissy boy ass. Girls are supposed to be soft and sweet little daddy’s playthings. But a boy turning into a faggy man slut because he was ass fucked. That shit is the hottest to this mommy. I have one sissy boy who will probably be the biggest cock sucker, taking hundreds of cocks by the time he is done with college. And  have one boy who enjoys being the top. The bottom feeding men need him and his donkey dick shoved up their little tight intestines. He loves fucking mommy pussy and making his brother his clean up bitch. I love squishing out a big load of hot man cum from my ass and pussy into his queer little face. Oh I coddle him after, I am not that mean, these milky momma breasts are full of love for my mommys boy! But at the end of the day I love a good P-man and young cock. If he has to pay for mommies fetishes that’s the way it needs to be. It doesn’t matter if you are a hot P-man, or a sissy boy, mommy will be here for you! Cum and jack off with mommy Regina.