Category: Sissy phone sex

Harley’s Magical Fantasy

kinky phone sex darla1He was an odd looking little boy wondering in the forest. He was an out cast because he wasn’t like the rest of the boys and he was trying to figure out where he belonged. How he fit in.
Suddenly the heavens opened and it began to storm. He was drenched and cold when he saw the castle in the distance. Running for it in search of shelter he knocked on the heavy wooden door.
The door was opened by a handsome Prince. When he saw the awkward boy he laughed at his awkward appearance and refused to offer him safe haven.
The boy smiled and told him not to judge a book by it’s cover. There is always more to a person then meets the eye.
Just as the Prince was about to close the door a sorceress appeared behind him and pushed him inside. Placing a glass cover on the table she waved her magic wand and an enchanted rose appeared under it.
The glass was sealed by magic and the Prince’s appearance began to change into a hideous beast.
The sorceress told them that they must remain in the castle together for ten years. Each year a pedal from the enchanted rose would drop. At the end of the ten years the last pedal would drop and the rose would wilt. If the Prince could open his cold heart and love for what was on the inside and not on the outside they would both be saved, if not they would both be doomed.
As time passed the Prince learned that the boy had a heart of gold and was kind and loving.
Just before the last pedal dropped the Prince opened his heart.
Something magical happened. The Prince transformed back into his old handsome self, the boy transformed into the beautiful Princess that had been locked within and his hideous penis appeared under the glass sealed away for all eternity.
Sissy Harley became Princess Hailey and she and her Prince lived happily ever after.

Summer Time Voyeur on the Beach

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It’s bikini time. Time to fire up the summer and get this party started. Guys, you know this rocks that cock. Short skirts and titties everywhere, sexy tanned flesh with a cold beer and a bon fire. For the less lucky, there’s that voyeuristic thrill of watching the others fuck on the beach right in front of you. HAHA, I know you love watching me as I ride my boyfriend right in front of you, my shaved pussy moving up and down that shaft, throwing you a smile as you stroke that cock pretending to be all discreet. You’re old enough to be my daddy so that gives me a thrill to tease you and imagine the rape phone sex fantasies going through your mind.  You’re thinking of your own little girl. Pretty girls get off on knowing that you’ll never stick that tiny cock in her pussy but teasing you all the same. If I time it just right, I can make you cum too, just as my BF shoots a wicked sperm bullet right up inside my cunt. Oh, how I’d love to see you lick it all clean, poor homely boy. But you are doomed to jerk your load right there on the sand, watching it sink into the muck. Maybe, some day you’ll get to see what I feel like…..maybe not.

Sissy Fun

kinky phone sex darla1The transformation is so beautiful. He walks in wearing his man clothes and his discomfort is viable. Poor dear hates the way he has to pretend all day every day. My heart goes out to him. I have his pretty little pink girlie clothes ready for him. The lacy little baby doll number with matching bonnet make his eyes light up with delight. I undress him and coo sweet words of encouragement as the transformation begins. As I dress him up he becomes a new person. My sweet little sissy. Timid and shy yet so comfortable in her new skin. The role she was born to live. She knows with me she is safe and accepted and my sissy is finally home. I lay her on the bed and pull her little clitty out of her pretty pink plastic panties and begin to rub it. I tell her how beautiful she is and how much I love her. Responding to my touch and my gentle words of encouragement it won’t be long before she squirts for me. My pussy is wet as I hold the spoon to her clitty waiting for her to fill it up so I can feed her the gooey goodness. incest phone sex darla

Happy Mothers Day to me.

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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

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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.

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Sissy Training my Son

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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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