Helena Macneil: a Femdom Story - Cover

Helena Macneil: a Femdom Story

Copyright© 2025 by JohnMurray4173

Chapter 3: Present Day 2

Erotica Sex Story: Chapter 3: Present Day 2 - 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  

Manon returned after dressing, and then she followed Helena back to her bedroom when she giggled and said, “Shit! I’d better get changed, too!”

The two tall, slender women exchanged several kisses as Helena dressed and brushed her hair. By the time she was done, Brian was in the kitchen, looking forlorn. He looked at Helena and Manon despairingly, and Manon couldn’t suppress a laugh. Brian was dressed in pink ballet shoes and pink stay-up stockings that had little pink bows at their tops. Above that, he wore a frilly, puffy, layered miniskirt that was pinned up on its left side and exposed that he had a pair of frilly white granny knickers which barely disguised his caged cock. The outfit had a pink singlet-top that had unicorns facing forwards. On his head, Brian had a cute ‘Shirley Temple-style’ wig with golden-blonde ringlets. Brian’s makeup was garish, think Mimi Bobeck in The Drew Carey Show.

As well as the over-the-top outfit, Brian had a thick leather collar around his neck, the chain of which disappeared inside his top and wrapped around Brian’s waist. Another chain travelled from an O-ring on the waist belt down to the base of his cock cage where it wrapped around his shaft and balls behind his cock cage, then returned through the O-ring and hung down his skirt’s front. When Helena tugged on the lead, it hauled on the cock cage and stretched Brian’s cock and balls.

The two women led Brian outside where, after telling him to kneel on the backseat, Helena attached a harness around Brian’s chest and buckled him in like you would a pet dog. There wasn’t enough length in the leash for Brian to do anything but remain kneeling across the seat. Helena and Manon got in the front seats, and they drove to her favourite café for a late breakfast.

Helena released her husband from the harness and let him exit the car. Then, holding the lead to his balls firmly, she led him across the car park to the café. Brian tried to hide behind her and Manon, but Helena insisted he walk by her side but a half-step behind to show his submission to her. Manon found the whole thing amusing, but if pushed, she’d admit it would be exciting to have total control of someone like Helena had over Brian.

The threesome got a few stares as they entered the café and sat down, but no one said anything. However, some of the male patrons looked disgusted, and many of the female ones speculative. More than one husband growled something similar to, “In your dreams” or “Don’t even think about it”.

After a leisurely meal, Helena took Manon back to QUT, where she got in her car and went home. Helena took Brian with her to do their shopping before going home and allowing him to change into his typical around-home attire. As it usually did, making her husband dress in something embarrassing and humiliating him further by taking him out, had Helena hotter than a blast furnace. She waited until Brian returned before standing and instructing him to remove her clothing, fold them neatly and put them away.

“Bring the whip and the key to your cage, worm,” Helena commanded once she was naked. While Brian did that, Helena moved to their playroom where she opened a drawer and took out her horse-cock strap-on. This was an 18-inch monstrosity that even her husband’s experienced ass found difficult to take and even then, he could only accept half of its extreme length and girth in his severely distended colon.

Brian entered the playroom with the two items Helena requested. He suppressed a groaned protest when he saw what Helena had dangling between her athletically slender thighs. Handing the items to Helena, Brian climbed into the sling, tying his own ankles and left wrist into the restraints when he had. Helena completed his bonding by securely cuffing Brian’s right wrist. Then she used the crank to ratchet the swing apart and tight until Brian hovered around three-foot off the floor with his arms and legs widely splayed.

Once he was stretched, and in position, Helena removed Brian’s cage, took the whip in her right hand, stood to the side, and rained strikes from his collarbones, across his chest and stomach, and down to his groin, where she whipped his cock and balls until his shaft was rigidly erect. Once he was, Helena placed the whip aside and changed to a riding crop. Brian panted heavily in dreadful anticipation as he awaited his fate. It came quickly, with Helena cropping his balls, shaft, and perineum mercilessly for several minutes. After one particularly vicious strike to his balls, Brian grunted, his ass clenched, and his dick spewed cum onto his chest.

That infuriated Helena. “I did not give you permission to cum,” she bellowed. “Worthless worm! How dare you cum without permission?” She grabbed Brian’s balls and roughly forced them away from his shaft before twisting them viciously. She coupled that action with shoving three unlubed fingers into Brian’s ass and twisting them back and forth.

“Argh!” Brian protested noisily.

“Accept your punishment, worm!”

“Argh! Ungh! Argh!”

“Take it, bitch!” Helena snarled, forcing a fourth finger into Brian’s colon. She rotated her hand until she could force her fingers in down to her third knuckle. Once Brian’s ass was loose enough to accept those fingers readily, Helena pulled her hand back and introduced the head of her ‘horse-cock’. Fortunately for Brian, she added lube to his ass and oiled her ‘cock’ before she did. Unfortunately for him, she showed no other consideration and remorselessly shoved her ‘dick’ into his ass until it reached a point where no further forward progress was possible.

Biting his bottom lip, Brian whimpered as his wife’s enormous ‘cock’ sundered his ass, but he remained stoic and didn’t cry out. However, despite his whimpered protestations, Brian’s body reacted by stiffening his cock, and he careered towards an extreme orgasm. Brian’s orgasm hit when Helena took his cage-atrophied cock in her hand and vigorously jerked it. Simultaneously, she twisted, squeezed and pulled on his balls. Helena grinned triumphantly as her husband roared and his cock spat huge globules of spunk into the air.

However, Brian’s reprieve was short-lived because Helena pushed his legs back and further apart and began driving her gigantic ‘horse-cock’ in and out of his massively distended ass. Gripping Brian’s thighs to hold him still, Helena mercilessly fucked her husband until his cock roared back to life and he began trying to hump back at her ‘cock’. Then, grabbing his balls again, Helena twisted them mercilessly as she angled her ‘cock’ and ensured her next inward thrust scraped it across her husband’s prostate, therefore stimulating his P-spot, the male equivalent of a female’s G-spot.

“Arrgggggghggghhhhhhhhhhhhhhhh!!!!!!!!!!!” Brian bellowed in a mixture of pain and pleasure as his cock exploded in Helena’s hand, covering her wrist and his chest and stomach with cum.

When Brian’s orgasm ended, Helena released his restraints and snarled, “Go clean yourself up, put your cage on, and then bring what we need for my bull to the bedroom.”

“Yes, Mistress,” Brian said reluctantly. Although he accepted his place in his Mistress’s home, Brian still wished he got to fuck her occasionally instead of being made to fluff her bulls and clean her up with his tongue afterward.

Helena watched him leave as she unbuckled her strap-on. She waited until he’d opened the door and exited before snarkily saying, “Don’t forget to take my cock and clean it. You will also accompany me to the shower where you will wash and prepare me for my bull.”

“Yes, Mistress,” Brian replied when he re-opened the door. He kept his reluctance out of his voice to prevent further punishment.

After he’d left for the second time, Helena picked up her phone and called Brandon. Brandon, who was an experienced Dominant with a stable of four girls, was Helena’s go-to guy when she had a specific itch to scratch. It helped that he was bisexual with feminised men, sissies, or trannies. Brandon immediately agreed to visit and said he’d be there in less than an hour. He asked if he could bring his latest girl, a newbie who was only twenty-one years old, but willing to learn and eager to explore opportunities. Helena agreed and then walked to her en suite, where she knew her sissy waited.

The shower was already running, with Brian checking the water to ensure it was at the temperature that Helena liked. It was, so she stepped in and stood with her arms outstretched to her sides. Holding the detachable showerhead in his hand, Brian carefully washed his Mistress, ensuring he wet her hair as little as possible. However, given Helena’s hair fell to her petite, tight, shapely ass, some wetting was unavoidable.

Brian knelt to clean Helena’s feet and toes, then he washed up her long, lean thighs and cleaned her pussy, being admonished not to make his cleaning an attempt to arouse her. Satisfied she was clean, Helena stepped out of the shower so her sissy could dry her, and then waited as he rubbed rose-scented moisturiser into every inch of her delectable body. The last thing he did before getting a gown for Helena to wear when her bull arrived was to give her an enema and then oil her back passage and insert a heft butt plug to ensure her ass was ready to be fucked.

Helena had just put her gown on when the front doorbell rang. Wearing only a pair of panties, Brian answered the door on his knees. It was Brandon, so Brian bowed before shifting backwards, still on his knees, to let him and his submissive in.

“Would Sir like a blowjob?” Brian enquired, causing Brandon’s girl to titter.

“Maybe before I fuck Helena’s ass,” Brandon replied.

“Mistress is in her bedroom,” Brian explained. “She’s ready and waiting for you.”

“Come along, Jenny,” Brandon said. “You will kneel beside Helena’s sissy and watch, saying nothing unless directly addressed by myself or Helena.”

 
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