Helena Macneil: a Femdom Story - Cover

Helena Macneil: a Femdom Story

Copyright© 2025 by JohnMurray4173

Chapter 30: Reconciliation Part 2 and Final

Erotica Sex Story: Chapter 30: Reconciliation Part 2 and Final - 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  

The cab made the one-way loop around the McWhirters building in The Valley and stopped outside The Beat Nightclub. The Sportsman Hotel and The Beat are Brisbane’s only specifically gay bars, although neither bans straight people from entering. The Beat spread over two levels. The upper level was where the trans people and cross-dressers and their admirers congregated, with the gays and lesbians keeping to the lower, although there was plenty of mixing and matching between the levels.

Brian looked at the queue to get in, paid the driver, took a deep breath and got out. He joined the end of the line, thinking he’d have to stand there, exposed to people walking by, for ages. Instead, he was surprised by how quickly the staff processed the patrons and got them inside. Brian hadn’t been to the venue before, so he followed two other cross-dressers to the upstairs area.

Being quite naïve about the trans and cross-dressing scene, Brian was pleased when the two older ‘girls’ turned, saw him, and welcomed him to the venue. Brian knew little about the various subcultures within the trans and cross-dresser communities, and therefore didn’t know there were trans people and cross-dressers who were still wholly heterosexual, but their interpretation of ‘straight’ varied widely. A transwoman often considered herself ‘straight’ because she was female and slept solely with men. Others thought they were straight because they had sex only with other women, including transwomen.

The majority of cross-dressed males are straight and only make love to women. Others are bisexual, but only have sex with feminine-presenting people, whether those people are trans, cross-dressers, or biologically female. Still others exclusively fucked men or masculine-presenting people, including trans-men.

The two older cross-dressers were Michelle and Missy. They were lovers who shared a house near where Brian lived. Michelle and Missy had voracious sexual appetites, and they regularly picked up from The Beat and had long nights of debaucherous sex with whomever was prepared to come home with them. It wasn’t long before they’d introduced Brian, who used the name Helena had given him (Brianna), to several other trans-girls and cross-dressers, plus quite a few men they disparagingly called ‘chasers’. A term Brian hadn’t heard before.

With an exaggerated lisp that reminded Brian of when Tim overacted, Missy said, “Chasers, dahlink. They won’t ever be seen outside of a gay bar with you, nor will they ever invite you to their place because they’re probably married. But they’re good for a quick, raunchy fuck, and you don’t have to worry about them falling in love with you and their becoming stalkers. Watch them, honey. They’ll go from girl to girl until they find one willing to take them home. Then they’ll spend the night fucking them and afterwards, it’s rare that they’ll talk to them again.”

‘Someone like that seems to be precisely what I’m looking for,’ Brian thought. ‘I’m not looking for a boyfriend, that’s for fucking sure!’ He examined the men milling around the, what Michelle had called ‘gurls’, spelling it for him so he understood. He said, “So, if all I want is someone to fuck me with absolutely no commitment, I should choose one of them?”

Missy laughed. “If all you want is a visit from the dick doctor, then a chaser is definitely the way to go.”

Perplexed, Brian asked, “Dick doctor?”

Michelle explained, “Often, a gurl gets all antsy, and the only way she can settle down is by having a nice thick dick up her ass and a load of cum down her throat. She feels better afterwards because she’s been visited by the ‘dick doctor’.”

Brian couldn’t imagine ever needing the dick doctor to visit, but he accepted others did. He wasn’t here tonight because he needed cock. Instead, he knew that to be what Helena needed him to be, he had to get over his aversion to same-sex intercourse. Forcing him to suck a cock or have sex with another man turned Helena on. He liked it when she was sexually excited, and if his doing those things made her so, then by Jove, he would do it!

Before Brian could ask Michelle and Missy which chaser they’d recommend, the DJ came on and cued up a series of dance songs. Michelle and Missy squealed delightedly, and asked if Brian danced. By their looks, Brian knew they expected him to say no, but instead, he let them drag him onto the dance floor. Brian closed his eyes and let the strident beat wash over him. His body began moving to the music, and his arms and feet followed suit. Letting his body guide him, Brian shucked and jived in the small space available around him. But the other patrons soon realised they had a dancer amongst them, and they gave him room.

A drag queen who was performing in that section that night came into the area and saw Brian dancing. She watched avidly for several seconds before handing her bag to a friend and joining him. Brian became peripherally aware that someone was dancing opposite him, and smiling, he increased the complexity of his moves. He hadn’t known before Helena had introduced him to cross-dressing how easy it was to dance in high-heels. The stiletto under his heel and the way the heels made it easy to shift his weight to the balls of his feet made transitioning through his movements smooth and easy.

The drag queen grinned widely as she followed Brian through the movements of his dance. Her fellow queens could dance, but it was rare to find a patron who could. She wondered if he performed in drag somewhere.

After several songs, the DJ brought the music to a stop to remind the crowd the first show was about to start and they should get drinks and find a place to watch from. Hearing the music stop, Brian opened his eyes and grinned at the drag queen before him. “Felicia Foxx, dahlink,” the queen lisped, holding out her hand.

Brian took it, and feeling daring, dragged her into a couples’ dance position and moved to an imagined beat. Then, picking a random second name, replied, “Brianna Buckley. Pleased to meet you, honey.”

“Do you perform as a queen somewhere?” Felicia asked.

Brian laughed heartily. “Hardly. I’m just a rare straight boy who can dance.”

Felicia’s laugh surrounded his. “Dahlink, dressed as you are, and dancing nuts to nuts with a drag queen means you are not ‘straight’!”

Brian laughed harder. “True. But I could dance before I started dressing in drag.”

“Are you gay?”

Brian grinned. “Are you?”

“Cheeky!” Felicia exclaimed. “Yes, I’m about as big a queen as they get.”

“Good, I take it you’re performing tonight?”

“I am.”

“What time do you finish?”

“I work tomorrow, so I do the first show, which I need to get ready for now, and then go home. That’ll be around eleven o’clock.”

“Do you prefer fucking as Felicia or in your male persona?”

“Why?” Felicia asked.

Remembering what Michelle had said, Brian answered, “Because I need a visit from the dick doctor, but I don’t want it from a drag queen.”

Felicia thought that was hilarious. When she stopped laughing, she said, “I don’t fuck in drag. Felicia is a character that I created for the drag shows. My real name is Alex, and I adore fucking cross-dressed men.”

“One more question, if I may?”

“Sure.”

“Did you come to The Beat in character or do you dress when you get here?”

“I change in the performer rooms downstairs. Why?”

“When you’re in ... shit! Cross-dressers call it something ... Umm ... I remember! When you’re back in drab, find me and then you can take me home and fuck me.”

“It’ll have to be at my place because I need to be up by five to get to work.”

“Sure.”

Felicia shrugged. “Okay.” Her dick throbbed in its gaff, and she knew she wanted Brianna badly! She patted Brian’s ass and hurried to take her place in the spotlight for the first show.

About twenty minutes after Felicia had ended her performance, Brian sat at a table chatting with Michelle and Missy. A tall, staunchly built man approached him. The man said, “Hey babe. Do you still want to come to my place?”

Brian looked at him intently. His brow furrowed, and he asked, “Felicia?”

Alex nodded. “Guilty as charged. So, do you?”

“Yes,” Brian said firmly.

Alex took control immediately by grabbing Brian’s hand and dragging him after him to the cab rank on Ann Street across from the club. Alex gave the driver his address and had to give him directions when the cabbie said he wasn’t sure of the best way to get there from here. Unfortunately for Brian, Alex lived even further east of Brisbane than he lived west of it. However, that was a problem for later. The immediate problem was Alex’s insistent pressure on the back of his head, encouraging him to bend over and suck his dick.

Figuring ‘Why the fuck not?’ Brian obeyed Alex’s unspoken order and undid the large man’s fly. Reaching his hand in and suppressing his instinctive revulsion, Brian fished out Alex’s lengthy but slender pole. He jacked it slowly as precum oozed from its tip and it swelled in his hand until it was fully erect. Swallowing his nervousness, Brian lowered his head and took the tip into his mouth. Then, swirling his tongue over the head and around the glans, Brian jacked Alex’s lengthy cock as he slowly accepted more of it inside his mouth.

“So good, baby,” Alex crooned as he tried to push Brian further down.

Thinking, ‘I can do this, Tim showed me how.’ Brian moved his mouth down Alex’s shaft until he reached his fist. Then, taking one finger at a time off, Brian let his hand and mouth move lower. Some quick swallows as Alex’s cock slid over his gag reflex allowed Brian to fit the entire cock in his mouth.

“OMG!” Alex groaned as he held Brian’s head still and fucked his mouth. “Swallow it all, bitch!”

Brian felt Alex’s balls contract against his chin, and then his mouth was filled with spurt after spurt of Alex’s slimy, salty cum. Brian swallowed Alex’s gift despite needing to suppress the urge to vomit.

“Yeah, buddy,” the driver said drily. “Your poof mate gives great head. Now, which street do I need to turn onto to get to your place?”

“The one before the Alex Hills Hotel. Then first right, first right, and then drive to the end of the cul-de-sac.”

“Right you are,” the driver said. “Your cross-dressed slut seems pretty eager. Any chance that I can get a blowjob from her when we get there? I’ll give you the ride for free if she does.”

“None at all,” Brian growled as he straightened up and wiped the cum from his lips.

The cabbie shrugged as he stopped at the end of the cul-de-sac. “Can’t blame a guy for asking.” He accepted the two oranges ($20s) that Alex offered and drove away once they’d gotten out.

Alex showed Brian inside a modest three-bedroom house. He said, “I share this with two other queens, but they don’t have day jobs and are doing the two late shows. So they won’t bother us until around the time I have to get up to go to work.” Alex looked at Brian speculatively as he nervously stood just inside the door. “Do you want a beer or something to relax?” Brian shook his head. Alex added, “You’re nervous.”

“More like shit-scared,” Brian replied with a weak smile.

“You’re not a gay virgin, though. Are you?”

Brian shook his head again. “I’ve had one-on-one sex with one other guy. All the other times were when my girlfriend made me, and she was with me the entire time.”

“Your girlfriend enjoys watching you suck a cock, huh? Is that all she likes making you do?”

Brian shook his head for the third time. “No, she loves watching me take it up the ass, too.”

“You’re solely a taker? You don’t give?”

“I gave when I had sex with that guy I mentioned.”

“Did you enjoy it?”

Brian nodded this time. “Yes, I did. But I felt so guilty that I haven’t spoken to him since.” Thinking about how he’d acted, Brian felt ashamed. Tim was a good mate who had helped him immensely when he’d broken up with Helena after hitting her the first time. He grimaced before saying, “Tim deserved better than me cutting him cold like I did.”

Alex looked at Brian searchingly. “When I saw you at The Beat, I assumed you were a typically horny cross-dresser who just wanted to have some down and dirty sex. But I sense there’s more going on here. Do you want to talk about it?”

Brian shrugged. “The short story is I’m on the outs with my girlfriend, and part of that is because I’m still quite homophobic. I went out tonight to start fixing that.”

Alex laughed. “Buddy, you’re not overly homophobic if you’ll give a bloke a blowjob in a cab!” He thought for a moment. “Well, I’m still keen to fuck you and I’d like you to fuck me, so do you still want to go to bed?”

“No kissing,” Brian stated firmly.

Alex stared at him. “If you want to prove to your girlfriend that you’re willing to do whatever she wants if it makes her happy and to prove you’re not homophobic. There’s no better way than to kiss a man passionately.”

‘Could he?’ Brian wondered. A passionate kiss seemed somehow way more intimate than sucking a dick or even taking one up his ass. That was just sex. It was only him putting on a show for Helena. And fucking another man? The last time he did that was with Tim, and that had freaked him out so badly that he’d cut off all communication with the staunch drag queen. Helena’s bruised face and her broken expression after he’d backhanded her flashed through Brian’s mind. He said, “Let’s start fucking and see what happens.” If Alex tried to kiss him, Brian would try to let him and return the kiss.

“Then get on your knees, sweetie. Felicia needs her dick sucked again.”

Brian laughed at Alex’s exaggerated lisp and outrageous gestures. “Better yet. Why don’t you show me to your bedroom and get naked? That way I can blow you and then ride your cock.”

“You don’t need to ask me twice, dahlink,” Alex said, winking.

Brian followed Alex down the short hall to his bedroom and then waited until the staunchly built man had stripped and gotten onto the bed. Then he got on too, and straddled Alex’s ankles. He took Alex’s already erect dick in his mouth and wrapped his fist around the shaft. Doing what he did when he masturbated himself, Brian jacked the shaft firmly. When he had Alex reacting, he bobbed his head up and down quickly, lashing Alex’s glans with his tongue as he did so.

Alex’s groans and his pumping hips told Brian he was close. But Brian wasn’t ready to receive yet, and he knew Alex would want to reciprocate after he’d cum. He asked, “Lube?”

“In the drawer beside the bed.”

Brian straightened so he could reach the drawer and removed a bottle of flavoured oil. He poured a little into his palm and then massaged it into Alex’s shaft. Brian added a little more and reached between his legs to oil his sphincter. Brian got off the bed briefly to remove his panties and gaff, and to his surprise, his dick inflated to full-mast as soon as it was free.

It was a sign, Brian thought. He got back on his knees, straddling Alex’s hips, and reached behind his back to grab Alex’s shaft. Holding it upright, Brian eased down until its glans rested against his rosebud. Then, relaxing his sphincter and breathing out, Brian slowly sank onto Alex’s cock and let it glide into his ass.

“Ouch!” Brian muttered as his knot unwillingly gave way. He held still until his sphincter relaxed, and when it did, sank until his ass rested on Alex’s hips.

“Someone’s been holding out on me,” Alex said teasingly. “No way does an inexperienced bum bandit accept a cock as long as mine in his ass that easily.”

“My girlfriend and her friends love fucking me with their strap-ons,” Brian replied absently as he rocked his hips, trying to find the angle that brought Alex’s cock’s head in contact with his P-spot. “They like fisting me, too.” He grunted as he found the correct motion.

Alex grinned up at him and slapped his hand away when Brian tried to grip his cock. “Let me do that for you.”

“Sure,” Brian agreed. Instead of holding his dick, Brian put his hands on his thighs above his knees and used them to help him rock back and forth on Alex’s cock.

The two men moaned in unison as Alex stroked Brian’s cock and Brian tightened his sphincter rhythmically, squeezing Alex’s long tool. Every downward thrust slid Alex’s cock’s head over Brian’s prostate, and with that delicious sensation mixing with the delight of having his shaft masturbated, Brian rocketed towards a climax in near record time. Almost incoherent with lust, Brian mumbled, “Good, fuck, so good. Oh, fuck, in my ass, so good, must be gay. Fuck! Don’t care. Cum. Have to cum. So fucking good!”

His climax hit, and with an enormous roar, Brian came, his dick exploding in Alex’s hand and showering them both with cum. Unable to resist a moment longer. Alex slammed his hips up, ramming his cock as deeply into Brian’s ass as possible. Alex grunted as his prostate cramped, spewing its load into his urethra, mixing it with the cum from Brian’s balls and then sending it hosing into Brian’s colon. The sensation of Alex’s cum coating his prostate extended Brian’s orgasm, and his cock continued spasming long after it was firing dry.

 
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