Category Archive: Sissy training phone sex

Fuck a preggo belly button

pregnant phone sexYou would think my little boy who loves panties would want nothing more than some mommy cunt. wrong his little tiny penis is content to fuck mommies belly button. And you know that leaves that panty clad ass in a prime position for some ass fucking by his brother. I always tell him its okay baby, make some yummy cummies in my pregnant belly button, while mommy lets him fuck your little pink puckered poop shoot! I have to coo and tell baby boy Jon Jon that mommy likes it when he gets fucked in the ass and he makes a big pool of cum right in my very deep belly button hole! 

Of course my older son gets his rocks off in Jon Jon’s ass and I have my ass fucked little man sit on my face so I can clean it all out! I shove his little sisters panties in my wet cunt and tell him to go up inside me and fish them out with his mouth! I never said I wasn’t a filthy skank of a mommy. 

Sissy Boy Mommy And BBC

sissy boy mommyAs a sissy boy mommy I know all about the wants and desires of men who desire to transform into beautiful women. Women who were once classified as men who need a big black man to bring out the woman in them. I, as a Cis gendered female love BBC and am not shy about my experiences and often share dick with my own sissy sons. SO it cums as no surprise that I am a promoter of transgender rights and sexual experiences. I just had the most beautiful experience with Sissie TJ who is an older Trans woman who gave me some websites for those that are curious questioning and Queer oriented. We talked about my son’s transformation into a full time woman and the love of a big black cock. We talked about things like the Esprit conference and the first transgender surgeon who specializes in trans surgeries. So if your closeted or curious about a big black dick in your back door pussy. And anything in between just know that this mommy is very inclusive! And filthy! Let me help you be the sissy or trans female you were meant to be. Even if its just here with me so you can cum! 

My boy is a man

wet mommy pussy

It is my boy’s big 18th! Yes, he’s legal and ready to have some of this wet mommy pussy. I have counted down for this day for a while now. I can’t wait to show him what it means to be a man. My boy is handsome, and he has quite the big cock. Mommy is going to devour it and make it cream. My mouth on his cock makes me wet as can be, and It’s time you learn how to please mommy with your tongue and your cock. You are one lucky boy to be able to have such a hot mom that’s willing to treat you this way. All your friends have always wanted to fuck me. Now you can brag about the nasty incest mommy you have and indulge in all your dirty fantasies with me.

Panty Thief!

sissy boy mommyAs a sissy boy mommy I know all about panty thieves! My boys tell me about their first-time playing with mom’s or sister’s panties. Stealing from the laundry room, hampers and right out of drawers and closets! It all started with a deep inhale of that musty pussy and ass. Cocks hard as they stroked with dirty panties and then it happened! They tell mommy of their curiosity about the feeling of silk panties on their sissy cocks. So they would of course try them to realize that they felt soft and good. The moment the fabric caressed that cock it got hard. Family panties and Wife panties are the norm for my cross dressers. They even go so far as to sneak into a neighbor’s house to steal her dirty under things from her. Clean or dirty would do; just any random pair really. Sometimes they are even caught! That’s my favorite part! My dirty boys tell me when they began to wear undies, and how they cant stop now! My panty wearers put them under their nice suits, to the bar and even to Sunday school. I know of a couple of boys who wear panties constantly, and it’s getting worse each day: adding a bra, stockings, or pantyhose along with a garter belt. As an anal sex mommy; I know just what is coming next for these “men”. I tell them to buy a butt plug, bullet, or vibrating dildo! Get dressed in their slutty lingerie for me. Let me transform them into the town’s best cock-sucking sissy. Can you dress like the perfect slut? Let me get you all dolled up with a bright red lipstick for Mommy Regina!

Sissy Boy Mommy Wants to Play

sissy boy mommy

Oh, I just love being a sissy boy mommy. When my son was younger, I walked into my bedroom one day and caught him wearing my panties and jerking off. He was embarrassed for some reason, even though I’d been playing sexually with him and his siblings for a long time. I told him he had no reason to be shy and that if he wanted, I would help him get dressed up in more than just panties. He reluctantly agreed and we went into my closet to find some lingerie and a nice dress for him to put on.

After he was all dressed up, he asked me if I would get my strap-on cock and fuck him. I was SO happy because I’d been hoping that one of my sons would be into that! I told him to bend over and I squirted some lube on his pussy and started to slide inside him. I got so excited that I reached down to touch my pussy and came almost instantly. Do you want to hear more about the things I did with my sissy son? Call me and I’ll tell you how I pimped him out to all of my male friends with enormous cocks.

Sissy Maid Training Mommy

Sissy Maid Training

I’m a slutty, slutty mommy who believes in sissy maid training for my sons to be disciplined for me. It makes me so happy when I have the opportunity to transform my sweet sons into little  sissies who cater to their mother’s every whim. My baby boy’s clitty is absolutely darling, and dressing him up in adorable frilly dresses with matching stockings, panties, and training bras is just too much fun! To make me happy, he said he wanted to do anything, so today he is my little maid and I can play with him however I please.

It’s the most adorable little French maid ensemble I’ve ever seen. He looked exquisite in his short skirt and thigh-high white stockings. I had ordered him to draw me a nice warm bubble bath, and since he was such a good boy, I let him wash my huge milky tits as well. Next, he proceeded to take care of Mommy’s hair. It felt really nice to be pampered by my son in his sissy outfit. Now that he did such a good job of taking care of me, I allowed him to enjoy himself after I had finished drying off. Until he came right in his panties, I rubbed his little peter through his sissy slut panties. Now for step two of Sissy boy phone sex with mommy Regina, Finding a cock to train him on, Mommy does have a nice big strap on to help open up that ass.

BBC sissy boy mommy Strikes again!

sissy boy mom He is the reason I am a sissy boy mom. A BBC loving pipe whore who cant get enough of stealing mommies big black fuck rods! This sissy boy even has a queen of spades tattoo like this piggy slut cougar!  I make him roll that bowl every few minutes because I know his deepest secrets are mine. In a few minutes. My BBC pipe whore has done so much nasty shit while he is high!  He calls me asking if mommy can please share her black Adonis cock with him. He still gets his mommy fuck, but only after he has seen her bounce on a few cock s and get filled to the brim with huge hanging hard black dick cum. He says he is the best cock sucker this side of the Mississippi. I beg his pardon, nobody out sucks this milf, well not a sissy fag , although I am beginning to wonder!  I challenge him and he tells me he is sucking on a 13 inch black dildo because he is too high to go to the glory hole. In reality he is just scared because of what happened the last time I sent him there. See, men know a pipe whore who loves that glass dick. And black men know they can toss him around and double stuff him like an Oreo cookie, with lots of black cock cum in between his ass cheeks and down his whore throat. Some men need a filthy mom, some men need a nurturing mom. See, last night I went straight from this hour long Black cock freak right into a long slow sensual session of feminine dress up play. I held back for this second sissy, and just let him explore clothing like panties and dresses in beautiful soft colors. My second sissy called me back begging for more. I know what sissy men need, and I know that the majority of you love that I am a piggy slut mommy whore for BBC just like you! 

My Phone Sex Blogs Reveal I am a Dirty Mom

phone sex blogsIf you read my phone sex blogs, you will see I am a fan of incest. You will also discover that I love younger men. I married a man only a couple years older than my oldest son. They went to high school together. My husband is in his 30s and I am in my 40s, but we have a great marriage and a son and daughter. My husband never asks me for favors, so when he did, I jumped at the chance to help him. He hates to ask me for things because I put him through law school. I never look at it like he owes me though. I mean he knocked me up in my 40s, so I owe him. Anyway, his nephew needed a place to stay.  The boy came out as bisexual to his parents, one of which is my husband’s sister, and her asshole husband kicked the boy out. Of course, I would let him stay with us. He is older than our son and daughter, but still in high school. As of now, I have an extra boy in the house. One who likes cock and pussy. That is like music to my ears. I think men should relax more and take cock in the ass sometimes. It always leads to a good ball draining. I caught my nephew by marriage in my lingerie drawer last night. He thought I was going to kick him out. Hell, no. I assured him he was welcome to be himself around us and free to play with any of my sexy things. I can be a sissy mom now with him in the house. I dressed him up in some stockings and a garter belt with matching bra and underwear. Then, I pegged his ass.  A bisexual sissy boy in my house will be a wonderful addition.

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

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