Tag: sissy boy mommy

Sissy Mom Spoils Her Sissy Slut

Sissy mom I picked out the perfect black thong and fishnets. Your tiny little sissy cock would look perfect in these. I can’t believe my young sissy slut is growing up so fast. You were such a good sissy in training I knew this day would come. Tonight, mommy’s going to paint your nails that bright and pretty Barbie pink color you picked out. We’re going to shave off all your body hair, do your makeup, lashes, and wig, and then we’re going to dress you in this seductive black thong and nightie. Those red bottom heels are going to make those sexy sissy legs and that round sissy ass poke out perfectly. Under my sissy cum whore training, you have become the beautiful, irresistible woman you’ve always wanted to be. Now that you’re all dressed up I have a big, huge surprise for my sexy sissy slut. I’m going to teach you how to take every inch of a massive cock. My big dick friends can’t wait to stretch your tight boy pussy, and I can’t wait to watch my hot little sissy get fucked and filled up with all their hot, dick juices. 

 

ABDL mommy whore

mommy whoreBeing an ABDL Mommy whore came in handy with this pandemic! Mommy Regina could still cater to her little diaper boys, and continues to teach them the sweetest, meanest of lessons. I love those little adult nappy boys who crave the humiliation of being caught with a full diaper. “Did you have an accident, baby?” I asked him in my sing-song sweet Mommy voice! He blushed so hard and tried to hide, but nothing was going to hide that smell! “No Mommy.” He whimpered as he started to cry. Well those crocodile tears just made my pussy so wet. “Come on baby, we have to go upstairs and change you.” I said, taking him by the hand but that little adult baby didn’t want to go! So, I picked him up and carried him upstairs before spanking his nasty, poopy bare bottom! My milky momma tits would soothe the little ABDL mommy phone sex loving man-boy. Drink up baby, so you can fill that di-di up for mommy again!

Sissy Boy Mommy Slut

sissy boy mommy

Halloween is the best time in the world to be a sissy boy mommy. I love dressing my babies in the cutest little outfits. This year, I am making one of my sissies go as sexy baby yoda. Can you even imagine how fucking adorable that will be? But it’s not just cutesty outfits that my little ones are going to be wearing. You know that there are going to be some sissy boys who are all dressed up like nasty little whores. One of them is going as a sexy nun and she’ll be blessing every fucking cock she comes across.

If you walked into a party and a nun is down on her knees sucking dick while her asshole is getting pounded by a big black cock, you’d probably get really excited, wouldn’t you? I think you’d be hard pressed to not want to walk over to her and tell her that you want to sin. But if you can think of another sexy little outfit you’d want your cock sucker to be wearing, call me and tell me all about it. I’ll make sure to get one of my sissy babies down on her knees faster than you can even imagine!

He eats Wet Mommy Pussy

wet mommy pussy“You know mommy loves you right?” I told my little son as he was eating my wet mommy pussy. He moaned and whispered he loved me too. “You taste so good mommy, I never want to stop!”
I squeezed my legs tight and trapped his little head as I began to orgasm on his face! He squirmed and wiggled and tried to get away, I couldn’t help myself, it was involuntary and as I finally released he was mad at me!
“Oh pookie bear momma is sorry, it just felt so good! Come here and let momma nurse you and play with your weewee.” My big boy jumped up in my lap and began sucking and that just made me horny all over again! I knew I would have to get my big vibrator out and fuck myself as I nursed. I switched it on and began playing with my already tender clit. My son popped a nipple out of his mouth and asked if my toy felt good. “You want to see?” I said as I began teasing his little weewee. He giggled and squealed as mommy had a devilish idea! I teased that little booty hole until I popped the head in and he cried out, “Ohhhh Mommy! Don’t stop! I love you mom, It feels so good!”
This sissy boy mommy loves you too, sugar ass!

Periods and a sissy boy mommy

sissy boy mommy

Baby boy woke up to this sissy boy mommy having her period. As we all know when I have my period my baby boy has his too! I had a special surprise planned for him on this monthly though! I had saved my period blood up and mixed in some theatrical blood so it would go farther. As I rubbed my boys shoulders to wake him and told him that he needed to help mommy because she got her period. Oh he was so eager to clean up my early morning menstruations too! 

My boy went and got my Tampon and used his mouth to lovingly clean up mommy and even got a drink of piss for his efforts! He made mommy cum so much that I rode his face until I screamed!  I think the best thing is always when he tears open that tampax with his teeth and uses his mouth to push it up inside of my bloody mommy pussy! Then it was time for my boy to have his “period”. I loaded up a nice tampon with mommies menstrual blood and shoved it up that boy pussy! I made sure he had a few extras and a maxi pad for his panties before he went to school! Do you know why my boy gets a period? He is mommies sissy boy and I have a nice big fat dick waiting on him for when he cums home to help mommy with her period some more! Mommy had the biggest cock on teh block for some mommy son phone sex!

BBC Breeding Whore and Daddy!

breeding whoreOh no! This breeding whore has been caught by daddy! I have been fucking Big black cock and now I’m preggers again! I was so ashamed, daddy woke up from his nap to my moans from fucking that monster meat. Daddy called his little slut to his room and confronted her. I was crying when he said my black boyfriend was still here. I told him yes, and he said he wanted to lick my fat little pussy and then go watch me fuck that anaconda! I nodded and laid back on my parents bed and spread my legs for him! “Here daddy have all my juicy wet little mommy pussy you want!” I moaned before he took me to my room to see me bounce on that big BBC! It felt so good that I squirted so hard And as I promised not to tell mommy, My daddy squirted himself! He came all over my tits as I was fucking a big black cock. It was so hot, that I rubbed his hot cum shot all over my tits and came again!

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! 

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!

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!