Helena Macneil: a Femdom Story
Copyright© 2025 by JohnMurray4173
Chapter 9 Present Day 5
Erotica Sex Story: Chapter 9 Present Day 5 - 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
It was early evening, and Brian, returning from golf, broke Helena from her reveries. She smiled at her husband as he strode confidently into the house. He was smiling, so she knew he must have played well. Her gaze turned questioning when John Patrick followed Brian into the kitchen.
“John wanted to meet you,” Brian said neutrally.
“Hello, Mistress Helena,” John said respectfully as he knelt before her.
Helena let John take her hand and kiss it before replying, “Hello, John. What brings you here?”
“I convinced Brian to let me ask you personally to feminise me and make me your slut.”
Helena turned her heated gaze on her husband. “Did he not explain that I wasn’t interested?”
“He did, Mistress. He also said that if I shaved all of my body hair off and lost twenty kilos, you’d consider it. I shaved all the hair off, and I beg you to give me a few months to lose the weight. I was hoping you’d start before then, though.”
“Brian, follow me to my bedroom!” Helena stormed from the room.
Brian shrugged at John before following Helena to her room. Reaching it, and before Helena could explode, Brian pleaded, “Mistress, he wouldn’t take no for an answer. I told him you weren’t interested, and he wouldn’t accept that. In the end, I realised the only way he’d get the message was when you told him to rack off.”
Helena stared at Brian. Although what he said was probably true, something was going on that didn’t quite add up. Brian’s guilty look, his shuffling feet, and his tented trousers told a different story. Helena suspected she knew. She put her hand out. “Give me your phone.”
Knowing he was busted, Brian dug his mobile out of his pocket and gave it to her. As Helena suspected, there were many text exchanges between John and her husband. Many of them were explicit about what they wanted to do with each other and the fantasies they wished to explore. What it basically came down to was this: Brian was attracted to John when John was cross-dressed. He hadn’t seen his friend dressed up yet, but he’d seen the many photos John had had taken when he visited Arpi at her House of Transformations on The Gold Coast. Arpi had dressed John in a full body-stocking to hide that he was hirsute.
Helena scrolled through the pictures and admitted that John looked spectacular as a woman. However, she didn’t find him sexually attractive. Yes, she adored feminising unwilling or reluctant men. But it was the fact that they were feminised men and not transwomen that excited her. It was a power trip to force-femme them, and that was her motivation for doing it. Her obsession could be traced back to her overbearing father and mousy, doormat mother. Her mother had surrendered all her power to Helena’s father, and that was not something that Helena would ever do. Nor would Janey.
“Do you want to fuck him or be fucked by him?” Brian hesitated. “No more bullshit, worm,” Helena said insistently. “Do you want to fuck or be fucked?”
Brian sighed and screwed up his courage. “We’re both too chickenshit to do either on our own, Mistress. We want you to do a session with us both and make us do things to each other. But unlike normal, I want to remain being the man.”
“Have you become gay?”
Brian shook his head vehemently. “No, Mistress! But I’ve never been with a cross-dresser as a man, and I’d like to experience that. Of course, it’s one thing to fantasise about it, and another to do it without your permission. I would never do it without you permitting it.”
Helena considered Brian’s request. Although she had some fear that he’d come flamboyantly waltzing out of the closet, she suspected his fantasies were more of a natural extension of his sissification. The problem remained that she simply felt no attraction to John. However, as Brian’s Mistress, she was obligated to ensure his needs were met. Perhaps this could be another way to humiliate him and to demean him further. Let Brian remain dressed as a man but force him to let a cross-dressed John fuck him like the little bitch he was. Helena’s pussy heated as she imagined doing that to her sissy.
“Send John home, but tell him I’ll think about it. It certainly won’t be soon, though. Also, tell him I expect a weekly email detailing his weight loss and including date-marked photos showing he’s keeping himself clean-shaven all over.”
“Yes, Mistress,” Brian agreed, knowing that was the best he’d get tonight. He suspected Helena would make him pay for his impertinence in bringing a stranger home without permission.
Helena confirmed his thoughts when he returned to the room after sending his friend home. Helena stared at him coldly before saying icily, “Full fetish nurse’s outfit including the nine-inch heels. Do not make me wait.”
“Yes, Mistress.” Brian showered and shaved down before going to his room and applying his makeup. It was over the top, with eyebrows, lips, and eyeliner done to the extreme. Exaggerated false eyelashes adorned Brian’s eyes. White fishnet stockings held up by matching suspenders followed. A tiny G-string panty was next, followed by Brian pulling on his chest plate and then putting on a half-cup Double-D bra that left vast expanses of his natural-looking cleavage exposed. A white micro-dress that barely covered his ass was next. The last piece was a bouffant-haired blonde wig complete with a little white cap. He returned to his Mistress’s room once he was done.
“Get in the car,” Helena commanded. She’d put on her typical wardrobe—black pencil skirt, button-up blouse and heels — while waiting for her sissy.
Knowing that when his Mistress was in this mood that resistance was futile (to quote The Borg), Brian obeyed. Helena drove to the CBD, parked and got out. Brian unwillingly did the same and gulped when Helena cuffed him by the elbows behind his back and padlocked a thick, pink leather dog collar around his neck. Once she’d connected a lead to the collar, Helena held it as you do when taking your dog for a walk. The loop was over her wrist, and she held the leash in her other hand. “To my left and a half-step behind, worm. Head up and shoulders back. Eyes looking forward. Hopefully, someone will ask me how much, and you’ll earn twenty bucks giving a blowjob in the public toilets.”
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