Helena Macneil: a Femdom Story
Copyright© 2025 by JohnMurray4173
Chapter 10: Brian Becomes a Sissy, Part 3
Erotica Sex Story: Chapter 10: Brian Becomes a Sissy, Part 3 - 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
Brian woke up the night after he’d finally consummated his affair with the beguiling, slender university student he’d fallen head over heels for still in his bed. His surprised grunt woke Helena, who smiled at him.
“So, it seems you can learn how to fuck like a pro. Are you okay?” She asked teasingly. “Being bossed around by a skinny young woman didn’t bruise your man-ego too much?”
“You’re the best fuck I’ve ever had,” Brian responded, wanting to get under Helena’s skin. If the truth were told, his ego did feel a little bruised. Brian’s typical way was to take what he wanted, with any pleasure experienced by the woman purely coincidental. Helena’s stubborn insistence that he made it as good for her as it was for him went against his innate selfishness. Brian was tall, good-looking, and rich. He expected women to throw themselves at him, and he was rarely disappointed.
“That’s nice, but you’re not even in my top ten,” Helena replied disparagingly, annoyed by his attitude.
Rage boiled through Brian. He was no longer horny, and his typical boorish behaviour towards women threatened to appear. The only thing that prevented him from lashing out was that Helena was such a good fuck and filled his thoughts daily. However, he did instinctively raise his right hand as if to backhand her across the face.
“If you lay a hand on me in anger, you’d better never sleep in my presence again,” Helena said coldly. “Because if you do, I’ll clock you over the head with a frying pan while you’re asleep, and then cut your dick and balls off!”
“I wasn’t going to!” Brian said protestingly.
“Sure, because nobody ever raises their hand in anger when they’re not planning to whack someone,” Helena said sarcastically.
“I was angered by what you said,” Brian begrudgingly admitted. “That was an uncalled for, low blow.”
Helena grabbed his flaccid shaft, which started to inflate. “You have potential, and if you’re willing to learn, you might make it into my top five.”
Helena teased him purposefully because if he was violent, she needed to know now. She’d decided he was husband material, but not if he would beat her. The problem was that she suspected, as so many women do, that she had chosen a man to marry who was too much like her father.
“Fuck you!” Brian yelled, despite enjoying Helena’s hand on his cock.
“You already did!” Helena retorted. “Several times!”
“Why are you being such a bitch?”
“Why have you returned to being a self-centred, egotistical asshole?”
“I was like this when you first met me!”
“And I was like this! It’s why I stormed out on you twice! Now, am I storming out? Or are we fucking again?”
Brian was stunned. “Umm, well, we’re fucking, of course. Would you like to be on top?”
“Let me wash my pussy so you can eat me out as I suck your dick. Then I’ll ride you like I stole you!”
“Let’s shower together.”
“Will you wash me?”
“Yes.”
“Deal!”
Brian showed her to bathroom. He turned the water on and stood nervously, wondering what to do or say. Helena hadn’t released his cock, and he was intensely aware of her hand gently tugging his throbbing shaft. Helena grinned at his discomfort and reached out her hand. The water was warm enough, so she stepped into the water, pulling Brian after her. Helena washed Brian’s turgid shaft and his tight balls before kneeling and taking his dick into her mouth. Her hand cupped his balls as her finger probed along Brian’s perineum and onto his chocolate starfish.
Brian was quite homophobic, not knowing that being so quite often came from being a closeted, latent homosexual. He regularly masturbated to tranny porn, but thought that was a normal thing for straight guys to do. However, Helena had rimmed him the previous night, and to his surprise, he found it darkly erotic and extremely arousing. Brian spread his legs to give Helena better access to his little dark star. He wanted to grab her head and ram his throbbing cock into her throat, but he’d started to understand that if he let Helena control the process, his orgasms were much more intense.
Sure enough, only a few minutes later, Brian felt his balls tightening against his shaft, ready to erupt their load into his dick. He suspected Helena would try to feed it back to him via a kiss and wanted to head that thought off. “About to cum!” He said, panting.
It made no difference. Helena waited until the first spurt hit her mouth and then squeezed his balls tightly. The sudden pain added a piquant spice to Brian’s climax, and he roared as his entire body shuddered with his release. Helena stood, and Brian surrendered to the inevitable. He remained stoic and returned Helena’s kiss with passion even though she used her tongue to push his semen into his mouth. Brian didn’t want to swallow, so he accepted it and then pushed it back into Helena’s. Her almost feral growl told him he’d excited her, and he wasn’t surprised when she bent over and placed her hands against the shower glass.
“Fuck me!” She demanded. Helena was tall enough that Brian didn’t have to bend his knees to penetrate her from behind. His rampantly erect dick surged up her soaking passage, and his muscular abdomen slammed against her taut ass with a whip-crack-like sound. “Harder!” Helena demanded.
Brian fucked her with a series of vicious thrusts, each of which sounded like pistol shots in a small room. However, no matter how hard he pounded her, Helena merely moaned and begged for more. He counted back from a hundred by sevens, and when he reached two with Helena still begging for more, he returned to a hundred and counted down by nines. Three times during his second countdown, Helena stopped demanding to be fucked harder and squealed as an orgasm ratcheted through her slender, shapely body.
Helena’s third squeal came when Brian reached one, and Brian couldn’t take anymore. He pushed Helena against the glass firmly as he thrust into her for the last time and bellowed as his cock almost literally exploded inside her, showering the inside of her vulva with his thick seed. His orgasm was more intense than any he could recall having, and he realised there was something to Helena’s demand that he learn to control his climax. It seemed the longer he waited, the more intense his orgasm was.
Brian staggered back, his dick slipping from Helena’s quim. His legs failed him, and he sat before he fell. He panted with his head hanging for several seconds before he sensed Helena moving close to him. Brian looked up through the cascading water and saw Helena’s cum-leaking pussy descending towards him. He knew what she wanted, and although he was reluctant, Brian knew if he didn’t do what she wanted, they’d be back in the argumentative cycle again. So he closed his eyes and pretended it was only water that he could taste as he stabbed his tongue into her pussy and swirled it over Helena’s clit.
Several minutes later, Helena groaned as a soft, but profoundly intense orgasm washed through her body. “You’re improving,” she said, looking at Brian happily.
“What was with squeezing my balls when I started cumming?” Brian asked as he got to his feet.
“Pain delivered at that point intensifies the pleasure. Didn’t you find that?”
“Best orgasm I’ve ever had,” Brian admitted, taking a washer and beginning to clean Helena.
Helena held her arms out and enjoyed Brian cleaning her. She smiled and said, “You’re welcome.” She looked at him teasingly and said, “Of course, orgasm denial will increase the intensity of your climax even more.”
“How does that work?” Brian asked. “You mean like making me count back from a hundred?”
“That’s the end part,” Helena said. “But I mean not masturbating to relieve your horniness for a few days before we meet.”
“I toss off several times a day,” Brian pointed out.
“That’s also part of the problem,” Helena pointed out, turning and holding her ass cheeks apart so Brian could wash her dark star and pussy. “You try to cum as quickly as possible. If you’re going to have a wank, you should practice edging so you improve your control and how long you last before you climax.”
“Why?”
Helena looked at him exasperatedly. “Because you men can go from go to blow in less than five minutes. It takes us women more than twice that before we even start to feel aroused.”
To read the complete story you need to be logged in:
Log In or
Register for a Free account
(Why register?)
* Allows you 3 stories to read in 24 hours.