Category: Sissy phone sex

Happy Mothers Day to me.

mommy phone sex

Happy Mothers Day to me. I should get Mom of the Year for giving my boys the best care ever. I have 5 sons that I raised with love and pussy. By the time each of them hit puberty. I had broken them in and taught them to be the best little lovers. Eating pussy and pounding mommy’s ass and cunt is what they loved most. Most boys are forced to fantasize about Mommy’s tits and ass. Oh, I still teased mine, letting them get peeks of me in the shower and leaving panties shrewn about the house for their jerking pleasure. Teasing boys is half the fun!!! Every girl loves to see a man beg!!! Mine even fought over whose turn it was to sleep in mom’s bed. I remember the feel of their young lips on my tits, nursing as they pressed those boys cocks against me. My pussy got so wet. It still gets wet now just thinking about them. How many nights have you been awake, dreaming about me?

Maybe you’re looking for a Mama like me to share those fantasies with. Let’s get off together as we enjoy a hot roleplay where I’m your horny mommy who takes your virginity. Or maybe you’re my bad boy with rape phone sex fantasies of taking Mommy against her will. I love finding new boys to play with. Mommy is always here for you with milky tits and a wet pussy. I love horny young men who appreciate older women.

Sissy Loving Mommy

kinky phone sex darla1Being a sissy loving mommy is what I was born to be. I can’t resist a sweet sissy. The need to please me and be my little girl. The desire to be pretty all dressed up in frilly clothes. The way they wiggle when they walk and the soft lilt in their voices. I love shopping for silky panties and pretty wigs. I love doing their nails and toes in matching nail polish and fixing their make up to perfection. Transforming a sissy and bringing out the girl that they long to be brings me a satisfaction that I can’t explain. I understand their need to stop living as a fake boy and to blossom into the beautiful girl that they are deep down. Mommy Darla is here for you. To hold you tenderly and love your true self. It makes my pussy so wet to see the change as it happens and to watch your eyes go from a dull stare to bright and twinkly. I hope to see you soon my sweet sissy. Mommy is always here for you.

Kinky Phone Sex Family Games

kinky phone sexMy daughter Morgan and I love kinky phone sex games. We are always experimenting. I lean towards the dominant side; she leans towards the submissive. However, when it comes to daddy, we are both dominant. Daddy was on some sort of pity bender this weekend. He drank himself silly Friday night, which made him all needy and shit. I heard Morgan yelling in the middle of the night, so I hauled ass down the hallway like a mama bear. I discovered my husband standing over her with his shrimp dick out begging his daughter to fuck him. He even tried to say he was the man of the house so she needed to listen to him. That cracked me up. He isn’t a man, let alone in charge of this house. I busted out the strap on to give daddy a lesson on who is the man of this house.  Morgan sucked it for me to lube it up a tad. She knew what I had in mind. She grabbed daddy and tossed him on her bed so I could fuck his worthless ass. Putting him in his place was so much fun. Morgan taunted him; made fun of his clit stick while I ravaged his back door pussy. He cried as I said, “Whose the real man of this house?” He eventually admitted that I was in charge. Morgan kissed me as I fucked some sense in her daddy. He knows the rules by now. You must be over 7 inches to ride Morgan. I tended to my daughter’s sweet pussy after teaching her worthless daddy a lesson. She was dripping wet watching me fuck her daddy’s sissy ass. She loves it when I go all bat shit crazy on him. As my tongue dove in and out of her sweet muff, she squirted all over my face. A daughter’s girl juice on her sexy mommy’s face is a beautiful sight to see. Even more beautiful to taste. Daddies need to be afraid of us if they have clit sticks.

Mommy sex for diaper boys

mommy sex

My pussy tingles as your lips touch my breast. What a good boy you are today. I can feel you hungrily suck my milk from my udders. I rock my boy back and forth, planning out the  mommy sex activities for the day. Next is bath time and Mama can’t wait to wash those boy-parts. Soapy little balls and oh my, what a big cock. Let’s get you all rinsed off and dry you all over. Then it’s playtime with Mommy.

Oh, don’t you wish those days were still here. Playtime with Mommy was so much fun, but now you’re too old. Still, when you were a teen you lusted over Mom, hoping to catch a glimpse of bare flesh, a boob, or God forbid, a look at that hairy pussy. jacking your cock in the shower, you imagined her coming in to dry you off like when you were a boy. The feel of her soft hands on your flesh is enough to make you hard all over again. Watching Mom sleep, you imagined pining her down and forcing her to take your large teen cock, magnificent in its glory. She would never touch Daddy again if she ever got a taste of your young meat. Only you could satisfy her. You’d be moaning, “Mommy, oh Mommy, please.” as you poured load after load into her sweet slit.

Mommy bends over in front of you again and you almost blow your load. Does she have panties on? She smiles at you and you wonder if she can read your mind. Does she think of your cock in bed at night when you spasm and moan out loud in your sleep. In your mind, she comes to comfort you, holding your face to her breast again and finally, she gives you what you need. That hot milf pussy.

sissy phone sex

Sissy Training my Son

sissy training

My son came to me last night with a strange request. He had been having some homosexual urges and he wanted me to help him explore them and give him some sissy training. We’ve always been very open minded and a sharing family, so I agreed to help. I sent to the store with a list. Panties, lube, and an enema. I bet the cashier was thinking wicked thoughts when she rang him up!!!

We started with the enema. No one wants to mine for poop so you gotta be clean. Once his colon and rectum were cleansed, I brought out my vibrator and the lube. Starting with a small one, I worked him up to an extra large black cock. Still, he wanted more. I began to think he was a greedy little faggot when I brought out my jumbo strap-on. I just rammed it in, making him squeal like a little bitch. Mama is a good sissy trainer but my boy was insatiable. He begged for more and bigger meat. His tight round ass up in the air really got me turned on. I knew exactly what he needed. A good old-fashioned fisting. I closed my fist, looking at it, wondering how much he could take. We were about to find out.

A squirt of lube and I was ready. My hand slid in to my wrist and he didn’t even wince. “More, Mom. More.” he moaned. I pushed farther and farther, halfway up my forearm and it still wasn’t enough. A milky juice began to flow from his asshole with each plunge of my hand. A little more and I was buried to the elbow. His ass was rocking now as he greedily took it all. I slipped my other hand in my panties to diddle my pussy. I was creaming now watching my greedy faggot son get what he needed. My arm was suddenly gripped by his sphincter muscles as his prostate began to twitch. I knew his cock was gonna blow and I had to get out of there. As I pulled my dripping arm from his ass, my horny boy blew a huge load all over himself.

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Here Cums Sissy Cottontail

kinky phone sex darlaLet me share Harley’s favorite bed time story with you.

Once upon a time there was a boy. He always knew he was different, not like the other boys. He would sneak into his mommy’s room and admire all her pretty things. He longed to wear the pretty jewelry and have beautiful dresses just like hers to wear. He would daydream about being able to dress up and go out into the world as a pretty girl. Time passed and he grew up, got married, had girls of his own and worked as big time lawyer. But he couldn’t deny the inner sissy fighting to get out. Yearning for a Mistress he started calling phone sex lines and soon found Princess Levi, the Mistress of his dreams. Finally he became the Sissy he had always dreamed of. Mistress Levi gave Sissy permission to dress in frilly dresses and to wear jingly jangly bracelets and pretty gold hoop earrings. She sent Sissy out once a month for a special day of prancing around in public. A day of humiliation and shame just as she deserved. Sissy grew to love her Mistress so much that she became a piggy pet and the Tinkerbell Transvestite mascot for all Mistress’s girlies at Fuckalicious, Finally Sissy had a home and lived happily ever after being outed as the Fairy Faggot she had always been.

Happy Easter Sissy Cottontail!sissy training sissy

Humiliation Style Spring Cleaning

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Mommy woke me up Sunday with one goal in mind for the day and I was so not having it. Spring Cleaning? What the fuck is that? Why should I have to clean…?! I immediately thought of a solution…Why not make someone below Mommy and I to clean it? That’s right! Daddy! I laughed and told Mommy my idea, and she was pleased as we went to tell him. We wanted to dress Daddy up Good. We really wanted him to be all cute while doing the spring cleaning…meanwhile Mommy and I planned to sit out by the pool in our bikinis. Just waiting for our friends to come over. These are some of our favorite friends, they all have 12 + inch cocks and they’re so big and magnificent that no one could refuse them. Mommy and I know it’s hard for Daddy to keep cleaning when he can see his wife and daughter getting gangbanged by the thickest dicks you’ve ever seen. Daddy will just know that his is too small and worthless and all he can do is clean like a little pathetic tiny cocked loser. Meanwhile Mommy’s putting her time with some real men to good use and I am following suit, being whores together is our favorite pastime – that and tormenting and humiliating Daddy!

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Family Fucking with a Sissy Daddy

family fuckingFamily fucking is hot, don’t you think? Nothing more taboo than family fun. Morgan and I love playing together. Often, it is just us alone in my bedroom with a wide array of sex toys, but frequently we bring in a playmate. Today we let daddy into our bedroom. Yes our bedroom. Daddy sleeps in his own bed. Morgan and I share a bed in the master suite. Morgan told me she caught daddy wearing her panties. He is such a sissy daddy. He knows the closest thing to his sweet daughter’s pussy he will ever get is wearing her dirty soiled panties. I called him into the bedroom for a sit down. Really it was tease and denial punishment for being a dirty daddy. Morgan handcuffed him to the chair and put his little willy in a cage. She is going to be the key holder. Daddy whimpered and begged for forgiveness. None was given. Morgan joined me on the bed. I pulled her sweet tender pussy apart so I could taunt daddy about what he could never have. I don’t care who you are. If you don’t have at least 6 inches, you cock doesn’t go anywhere near my daughter’s baby girl pussy. Daddy was moaning as I slipped my tongue in her soft, wet cunnie. With her sweet nectar on my lips, I went over and kissed daddy square on the lips just to make his little dick get hard in its cage. If you are a real man you have never been caged, but an erection, even on a tiny dick, causes a lot of pain under lock and key. Morgan giggled at her daddy’s pain. I smiled, called him a sissy, then returned to my daughter’s pink pussy mound that needed mommy’s attention. I licked the alphabet on her clit, while my fingers found that G-spot that makes her kitty squirt. We played in the bed for hours while daddy was in agonizing discomfort. Be a bad boy in our house and you get punished accordingly. Be a real man and join the fun.

Spring Is Sissy Time

kinky phone sex SissySpring is upon us and we need our Sissy Bunny to bring us brightly colored eggs and lots of Easter candy. It’s time for Sissy to put on her pretty, tight fitting, pink Easter Bunny custom with it’s pretty white and fluffy cotton tail and big pink bunny ears,

“Here comes Sissy Cotton Tail, Hoppin down the fairy trail, Hippity Hoppity Sissy’s on her way”

Oh how my heart skips a beat as I wait to see all the pictures of Sissy Bunny out and about for the holiday making it special for all that feast their eyes upon her. How awesome it is going to be for her to watch people point and laugh and take pictures of the Sissy Bunny!

Sissy Bunny is my favorite thing about Spring!mommy phone sex darla1

Sissy Training With Mommy


2 girl phone sexMommy and I have a ton of experience with loser wannabe men. I mean, my Daddy is a cucky loser with a tiny thing that he likes to call a cock! He is always begging to watch me and Mommy and to play too but we would never allow that…so I’d say we have a little bit of humiliation department. A bit of humiliation for this sissy faggot we all like to laugh about. Mommy and I do best as a team, laughing at her and making her jump through hoops for us. We enjoy doing sissy training every other day…Sissy never gets a break from us but we know she loves it. How could she resist us? We’re hot and sexy and we’re pushing her around making her into our little bitch – our personal entertainment, maid and money source all in one! It almost sounds like Daddy all over again because this shameful sissy has a tiny itty bitty cock too! I mean, I personally wouldn’t call it a cock it’s so small…but it’s definitely funny to laugh at! Mommy makes him dress up like a little bunny and serve us while we giggle and laugh and humiliate this sissy. She needs her sissy training and we are going to give it to her!  sissy phone sex