Category: Sissy boy mommy

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! 

Mommies Pee Pee Panty Boy!

preggo phone sex Johnny loves Preggo phone sex with a naughty dirty mommy!

He comes to me wearing his cute girly panties being mommy’s little dicked baby boy.

He wants to pee in my mouth and drink from my big milky momma tits. Johnny is just as nasty as Mommy Gabby! I drink his small pee pee’s golden nectar down like its soda.

Then he giggles and says “Mommy! I want to pee all over your big pregnant belly!” 

I tell him how absolutely filthy he is as he begins to spray me all over my tits and belly. He rubs it in like lotion and says he wants to ride my belly now. Dirty Johnny! Well that means he wants to get on top and pump , pump, pump mommies pregnant pussy!

So I let him slip and slide as I reached back as far as I possibly can and put a finger in his little boy butt! “Is it okay mommy if I give you my cummies!!??”  he squeals when he is almost there! Of course it is mommies little anty wearing pee boy! I am your preggo mommy whore after all!

Pump. Pump. Pump! 

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!

Training With Mommy

Phone Sex MommyMommy has been touching herself all day thinking about the dirty and naughty things to do with you! I think you need some extra training before I let you get fucked and before you can taste your sweet mommy pussy again. Start jacking off that pretty little cock you have! So small it could be a clit for my little sissy boy! Your mommy loves playing with you! I need to feel and see you get hard while you rub off and I’m sticking toy after to into your sissy boy ass hole. Come play with your unforgiving mommy and let’s see how much more naughty and dirty fun we can have while you become mommy’s little fuck toy baby!

Get wild

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It’s time to enjoy this phone sex whore. Let’s get wild together. I want to fulfill all those hot fantasies you have. Older women are hot still. If you find the right women that has the experiences and still looks like a smoke show and can fuck nonstop, you have to jump on to that opportunity.

There’s a range of things that turn me on, and I’m willing to explore any of my fantasies and most certainly yours. I love to seduce, but I also think about domination. There are times I have thought about fulfilling some darker desires like force play. You crave your hot aunt so much you can help yourself, and you begin to fuck her. That would be a hot roleplay. I love to do sissy roleplays too, let’s get wild and enjoy nasty fantasies.

Indulging Mom Fantasies with My Son

Mom fantasies Not one to ever deny a boy’s mom fantasies, I think it’s important to let you in on my dirty life! As a Stepmom with a son whose birthday falls close to mine, I decided to take him out for a treat. A vacation away from daily life and a cheating husband. I decided why not spend his money on a mom and son fuck than at a nice resort! I’m talking manicures, pedicures, facials and mud baths. My step son and I have been fucking for a while behind his fathers back, so a fancy dinner and a big California king bed soon called our name.


I hop in shower with my step son and he pees on my legs. That gets this mommy angry so I lay him back and tell him, Let me give you a real shower, a nice golden shower! Now we have to get clean all over again and we soap each other up and start French kissing. I’m too horny to deny him and his cock! I dry off and go back to the bed , “close your eyes, don’t open them until I’m ready.” (wearing a black garter belt and black fishnets and black stilettos cup less bras lifting my tits ) I grab hold of step son’s dick, and put us in a 69 position. Can you imagine my beautiful pussy in his face as Mommy sucks her step son off? He loves my pussy and I love being his cock sucking mommy. I love the way he sucks my clit grabbing it between his lips and pulling until I drench his young face!

Now I have a surprise for him! “Close your eyes ! Get up! Okay baby boy now open them!” I am holding a real doe work inside me, my cock standing straight up “mommies got a stiffy!” Do I make you a hard mommy?” He babbles at me as he is ready for mommies Big hard-on. I pull his legs up after he sucks it to get it all lubed and I fuck my step son with his legs up and fucking him on his back, my tits bouncing on his chest until he gives me those cummies I so desperately want form him as his sissy bot mommy!

Big Titted Cock sucking Mommy

cock sucking mommyThis much is true, I am a cock sucking mommy through and through. I enjoy sucking big fat dicks right in front of my sons and daughters. I call it sexual instruction 101. My tits make it so much more comfortable for my boys and girls to learn how to suck cock. I just lay those heads on my tits and whisper instructions on how to please mommies large dicked man. Suck that cock baby, make it leak out yummie pre cummies. I am so proud of my brats as they show off how much they want to please me. And of course mommy Regina can’t deny a pink bald dicklette or cunny as they go to work pleasing a cock for me. My face buried in my daughters sweet slit and licking as fast as I can I get an unexpected surprise. My older son comes to join us and starts fucking mommy. I am drippy wet from play time with the youngsters and he slides in nice and deep. He isn’t as big as my big boyfriends cock, but it’s my boy, and it always feels so good. If your sitting there looking at my horny milf pictures and wondering if I am the mommy for you, I hope a peek into my word lets you know that I am indeed your mommy for cock sucking lessons and P-play. 

Mommy Son Phone Sex in Pantyhose

mommy son phone sexMommy son phone sex is what I love most. I am a sweet nurturing mommy, but I have a mean mommy side too. Maybe not so much mean as dominate. One of my sons is bisexual. He is my middle son. He loves fucking his mother. But he also loves wearing my sexy lingerie and getting pegged in the ass. I know it is not for all men. I have two very straight boys. I love all my sons equally. And if one of my boys needs mommy to put on a strap-on, I will do that for him. A mother’s love knows no bounds. I am a mother who truly has no limits. My middle boy came for a visit last night. Sometimes he wants to fuck me. And sometimes, he wants me to fuck him. It was that kind of mood last night. I can be a mommy slut and a sissy mom to my son. I took him into my room to try on some of my pretty things. Now that the state is back open, I am making the best of shopping. I went to Victoria Secret this week and spent close to a grand on pretty underthings for me and my special son. I am an old school mommy. I still wear stockings and pantyhose. I like to have matching bras and panties. I adore corsets, garters and baby doll nightgowns too. My boy loves to wear my pantyhose. Do you like pantyhose? There is no shame in admitting that you do. They feel very silky against your package, tiny or big! My son has an 8-inch cock, but he still loves to put on my pretty panties. I dressed him up last night and pegged his ass for hours. He came all over my pantyhose. I can peg your ass too if you need a sissy boy mommy.

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.