Category Archive: Sissy mom

Bath Time With Mommy!

Preggo Phone SexI love my life as the perfect trailer trash breeding whore! Every day I wake up and spend time with my little ones, we make a yummy breakfast and then spend the first part of our day in the bath tub together. I undress my baby girl who is still learning to talk, I show her my mommy pussy and how we have the same parts. My son who is still breast feeding is the love of my life, I get into the bath with him and clean him while he sucks on my tits. I worship his little cock until it stands straight up in the air for me. I begin to suckle his tiny cock and balls while my daughter watches in awe at her mommy, she knows that one day she will be expected to treat her brother with the same care and adoration!

What Are Your Mom Fantasies?

mom fantasiesWhat are your mom fantasies? I know you have them. Most men do. I am the sexy mommy you can share your fantasies with and feel safe from judgement. Every man fantasizes about mommy in a different way. I love being a a dirty mommy. My youngest son had a friend staying with us this weekend. I was trying to be good because I do not know the boy or his parents. Most boys are cool with a pervert milf like me, but you can never be 100% certain a boy will not rat you out. When I thought the boys were out in the pool, I took a shower. I came out of the shower and discovered the boy jacking off with my panties. He was embarrassed. He thought he was in trouble. Boys like mommy’s panties for many reasons. Some are panty boys who like wearing the panties. Some just like to smell a mature pussy. I can be a sissy mom for any boy. I did not get a sissy vibe form this lad, however. I think his hormones were raging and his curiosity got the better of him. I was not at all upset. I sat him on the edge of my bed and jacked his young cock off with my panties. He grabbed one of my boobs and started nursing. No milk in my titties anymore, but I did enjoy the sensation. Sucking on my boobs makes my pussy wet. The boy was moaning and leaking pre-cum profusely. I asked him if he was a virgin. He said, “Does my hand count?” I just giggled and told him no. I gave him head. His first blowjob. He came in my mouth. He was drenched in sweat. He could barely talk afterwards. He has been here all weekend. You better believe this mommy whore took full advantage of that horny boy while he was here too.

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!

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.

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.

No competition

milf chat

My mind races with all the milf chat fantasies you possibly might have. I like to think about young boys and seduce them and make them have the best cumulative ever. I’m a young hot mom, and when I move into the suburbs, I don’t mesh well with the other moms. Especially the moms that have boys that are older and completely legal. When they hit 18, it is my kryptonite. My pussy begins to squirt at the thought of showing a little boy how real women can rock your world.

Get ready to enjoy the premium pussy of your dreams. It is about to get wild with me. I’m going to rock your world and your cock.

Don’t ever for a moment think you will have a better experience with those barely legal chicks. You need a hot young milf like me to show you I’m hotter than the girls 10 years younger and the ones 10 years older. I’m at that sweet spot where I’m young enough to pass for an older coed and old enough to be your English teacher.

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