Category: Sissy boy mommy

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

phone sex whore

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.

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.