Helena Macneil: a Femdom Story - Cover

Helena Macneil: a Femdom Story

Copyright© 2025 by JohnMurray4173

Chapter 13: Present Day 7

Erotica Sex Story: Chapter 13: Present Day 7 - The story of FemDom Mistress Helena MacNeil, who first came to our attention in my story Slut Babysitter: MILF Hunter, and her sissy husband Brian Parker. It details how a young Helena learned her roll as a FemDom and how she chose Brian to be her husband and then broke, subjugated, and sissified him to make him what she needed him to be. It tells of Brian's resistance to Helena's demands and how he broke and learned to enjoy being Helena's cocksucking sissy boy.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   mt/ft   Ma/ft   mt/Fa   Fa/Fa   Fa/ft   Ma/Ma   Teenagers   Coercion   Consensual   Reluctant   Slavery   Gay   Lesbian   BiSexual   Heterosexual   CrossDressing   Fiction   Cheating   Cuckold   Wife Watching   Wimp Husband   Incest   Mother   Son   Brother   Sister   Father   Daughter   Niece   Aunt   Nephew   BDSM   DomSub   Humiliation   Light Bond   Sadistic   Spanking   Torture   Group Sex   Orgy   Anal Sex   Analingus   Cream Pie   Facial   Fisting   Oral Sex   Pegging   Sex Toys   Squirting  

Helena arrived home about an hour later than usual. There was a tall, slender male student named Mark Strong who had stared at her avariciously whenever he’d come in for his performance review and to discuss his courses for the following semester. His height and leanness reminded Helena of Brian when she’d first met him. The student was much younger than Brian was when she’d first hooked up with him, and Helena thought Mark was ripe for re-educating and feminising. She’d asked him for coffee after his classes had finished, and she felt her assumption he’d willingly become a sissy was correct.

On her drive home, Helena grinned as she planned his downfall. She’d invite Mark over to take her as a bull, and then reverse the roles on him and make him her bitch. Her tight little pussy foamed with anticipation as she pictured what she’d do to him before sending him home in panties and a bra, his spirit crushed and understanding he was a FemDom’s sissy bitch forevermore. During the drive, Helena considered how to relieve her itch when her sissy was at her sister’s. There were several bulls she could invite for a session, which would give Kennedy a chance to take the role of bull-fluffing sissy and further his training. She knew just the man. Using the hands-free app in her car, Helena instructed Google to call her bull.

“Adam Spicer,” a warm, rich voice said a few seconds later.

“Good evening, Adam,” Helena said smokily.

“Helena? How pleasant to hear from you. What can I do for you this fine Monday evening?”

“Come over and fuck me senseless,” Helena replied.

“Name the time, and I’m there,” Adam said hungrily.

“Eight o’clock?”

“See you then!”

“I’m training a new sissy,” Helena said. “Do you mind helping me?”

“Have you finally tossed Brian out?”

Helena chuckled. “No, and I doubt if I ever will. No, this one is my son.”

“How old is he?”

“He’s legal, so no problems there.”

“Why, Helena,” Adam teased. “I thought you’d be too young to have a sixteen-year-old son.”

“It’s not like I’m applying to be your wife,” Helena retorted.

“Ahh, being married to you wouldn’t be so bad, all the way up to when you decided to try to feminise me.”

“I wouldn’t try; I’d succeed!”

“Of that, I have no doubt. See you at eight? I’m happy to help train your sissy.”

“Do you want dinner when you get there?” Helena asked.

“I’m eating as we speak.”

“Cool. See you at eight.”

“Bye!” Adam said cheerily.

Helena disconnected the call, and a self-satisfied smile played on her lips. She straightened in her seat and called home.

Looking at the caller ID, Haley answered, “Hi, Helena. You’re late!”

“I am. Put Kennedy on, please.”

“Kennedy!” Haley shouted. “Mistress Helena wants you!”

“Good evening, Mistress,” Kennedy said a few moments later.

“I have a bull coming. Ensure you’re clean-shaven from the eyebrows down and prepare your ass. You’re the fluffer tonight because your father’s out.”

“Yes, Mistress. Thank you, Mistress,” Kennedy said, unable to hide his excitement.

Helena hung up, smiling because she knew she’d made her son’s night if not his month.

Kennedy was naked except for a tiny thong and his cock cage when Helena entered her home. She sat at the dining room table, and Kennedy brought a plate of lettuce cups filled with tuna and rice to her immediately. He filled her wineglass and then stood silently behind her left shoulder. Because Helena had a bull coming, she ate little and had only one glass of wine.

After eating, Helena stood and glided to her bathroom. Stopping in the middle of the room, she held her arms out. Kennedy undid her blouse buttons and peeled her blouse off. He carefully placed it in the hamper and then turned back to remove Helena’s skirt. It joined the blouse. Kennedy knelt and removed Helena’s heels before disconnecting her suspenders and easing her stockings down her leanly toned legs and off her dainty feet.

Kennedy stood momentarily to unclasp Helena’s bra and remove it before kneeling again and taking off her panties. “Would you like me to trim your pussy hair, Mistress?” Kennedy asked politely.

“Adam loves my hairy bush,” Helena replied. “So, no thank you.”

Kennedy got up to turn the shower on, and when the water was right, he helped his Mistress into the shower. “Do I have time to wash and blow-dry your hair, Mistress?” he asked.

“Yes,” Helena said, luxuriating under softly falling shower water that was just below a scalding heat.

Kennedy washed his mother’s body from her long, slender neck to her dainty toes. Then he carefully cleaned her pussy and ass before expertly working his fingers into her ass, preparing it to take her bull. Next, he douched her vulva and ass with scented water. Finally, Kennedy washed Helena’s long, luxuriant, greying black hair.

“All done, Mistress,” Kennedy stated.

“You did well, as usual, sissy,” Helena said.

A thrill shot through Kennedy at Helena’s words. It was the first time he’d acted as her sissy when she was taking a bull, so it was also the first time she’d addressed him as her sissy. Previously, sissy had only been used to remind him of his place in the house. Kennedy hoped his sister would bring a man home to be her sissy because then he would no longer be the low man on the totem pole. He knew when he became his wife’s sissy, he’d remain the low man unless they had male children or his Mistress took on another slave. All the more reason to want to experience being over someone for a change.

Helena stepped out of the shower, and let Kennedy dry her body. Once her hair was blow-dried, Helena strode elegantly to her bedroom, where she lay face down on her bed. Gulping, Kennedy removed lube and a fair-sized butt plug from his mother’s drawers. He smeared the lube over his fingers liberally and then eased his middle finger into Helena’s back passage. Once her sphincter relaxed, Kennedy eased a second and then a third finger in until Helena’s chocolate starfish gaped enough to accept the plug. Then he oiled the plug and slipped it into his mother’s bottom.

“Well done, sissy,” Helena said warmly as she rolled onto her back. “I barely felt the plug going in at all.”

Helena lifted and spread her knees, exposing her verdantly covered pussy, her slit and entrance. Kennedy added more lube to his fingers and then teased his mother’s pussy lips. Helena’s labia flowered open, and her juices began flowing under Kennedy’s practised ministrations. Kennedy eased a finger into his mother’s pussy and hooked it back to find her G-spot. Helena’s soft moan showed him he’d found it, and he twirled his finger over it until her juices flowed liberally. Kennedy introduced two more fingers to stretch Helena’s cunt enough so it could take her bull’s enormous cock without discomfort.

“Very good, sissy,” Helena said, as she trembled on the edge of an orgasm. She looked at the clock and saw it was only a few minutes before eight. “Adam will be here shortly. Take your place at the front door. Don’t forget to offer your ass and a blowjob when he enters.”

“Yes, Mistress,” Kennedy replied, gulping nervously.

Just for a moment, Helena’s serene FemDom persona broke, and the concerned mother came out. “You ready for this, Kennedy?” She asked. “It’s okay if you’re not. I can greet my bull as I do when your father isn’t available.”

“I’m ready, just a little scared,” Kennedy said, grateful for his mother’s concern.

“It’s okay to be scared as long as you don’t let the fear overwhelm you. If you’re sure, kneel at the door.”

“Yes, Mistress,” Kennedy replied.

Helena smiled proudly as her son hurried out. She gathered her FemDom persona around her and waited to receive her bull.

Kennedy had just gotten onto his knees when there was a knock on the door. He swallowed before opening the door. “Good evening, Master. Welcome to Mistress Helena’s home. Would you like a blowjob or to use my ass to relieve your tension before meeting Mistress Helena?”

Adam smiled at the youngster. He could see Kennedy was nervous and was impressed the young man was disguising it so well. He considered his options and realised if Helena was training him, then the young sissy hoped to be used because that would further his training. “Both, I think, sissy,” Adam said confidently. “Use your mouth to ensure you’ve adequately lubricated my tool and then present your sissy hole for me to use.”

Kennedy smiled happily before unzipping Adam’s fly and easing the dominant’s dick and balls out.

“Undress me, sissy.”

“Sorry, Sir. I should have asked your preference.”

“Everyone makes mistakes, sissy,” Adam said kindly. “It’s only a problem if you repeatedly make the same ones. Repeating errors means you’re too stubborn or stupid to learn.”

Kennedy nodded thoughtfully. It was a lesson he’d never been taught in school where it seemed even minor transgressions were blown up into full-blown offences. Kennedy’s thoughts didn’t prevent him from undressing Adam. Although he’d never undressed a man before, it wasn’t anything different from undressing himself. He began at Adam’s feet, seeing as he was kneeling anyway. He untied Adam’s shoelaces and removed his shoes and socks, then he continued what he’d started and unbuttoned his trousers. Adam balanced on Kennedy’s shoulders as he lifted one foot and then the other so Kennedy could pull his trousers off.

Kennedy licked his lips as he examined Adam’s enormous throbbing tool, which was barely covered by his briefs. Adam looked almost painfully erect, and Kennedy wanted to relieve the pressure for him. However, Adam’s instruction was to undress him first, so Kennedy temporarily stood so he could help Adam out of his polo shirt. Kennedy admired Adam’s hairy, muscly chest, which differed from his hairless one, although swimming had probably given Kennedy better muscle definition.

Kennedy knelt again and put his thumbs in Adama’s briefs. He pulled them down and gulped as Adam’s thick 8+-inch cock bounced into view. He cupped the older man’s balls and massaged them lightly as he opened his mouth and slid it down Adam’s extensive shaft.

Adam watched interestedly to see if the young man could swallow his entire shaft. It didn’t particularly surprise him when, with only a little effort, Kennedy engulfed his cock in one steady movement. After all, Helena had trained the kid, and Adam would expect no less.

“Good sissy,” Adam crooned. He decided to test Kennedy’s skill, so he held Kennedy’s head still, and throat-fucked the young man. Kennedy accepted the punishment without protest, and the gluck, gluck, gluck sounds his throat made as Adam ravaged it excited them both. Adam, an experienced cocksucker himself, knew that Kennedy probably longed to taste him, so he ensured he pulled his cock far enough out that his precum poured onto the youngster’s tongue.

Panting, Adam said, “I need your sissy cunt now,” as he pushed Kennedy off of his dick.

Kennedy obediently turned and presented his ass by lowering shoulders to the floor and reaching behind himself. He held his ass cheeks apart, displaying the butt plug in his sphincter. Adam eased the plug out and placed it to the side. Then, he pulled Kennedy’s thong aside and lined up his throbbing, thick pole with Kennedy’s boy pussy and remorselessly drilled into it until his hairy abdomen pressed against the young man’s ass cheeks. Adam waited momentarily to give Kennedy time to adjust. He felt the youngster shift forwards and then back, challenging him to fuck him. So fuck him, Adam did!

“Your mother has taught you well,” Adam said between pants. He gripped Kennedy’s muscly ass in both hands and ripped him back as he pounded his dick into the young man’s tight hole. “You’re so tight!” Adam said, gasping.

“You’re my first,” Kennedy admitted.

Adam stopped, shocked. “You were an anal virgin until I fucked you?”

Kennedy shrugged. “Kind of. Mistress Haley and Mistress Helena have fucked me many times with their strap-ons, but yours is the first flesh cock I’ve had in my ass.”

 
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