Ben Stoes’ Swinging Household

Ben Stokes Swinging Household Part 5: Barry and Gloria.

Author Note and Trigger Warnings.

This story contains vast amounts of cross-dressing, man-on-man sex, tranny sex, golden and cum showers, and other extreme acts, including needle insertion, fisting, and people being flogged until they bleed.

All sexual liaisons are consensual, no matter how extreme the activities, and there are no forced acts. All characters desire their pain, degradation, and humiliation.

All characters are a minimum of eighteen years old.

Reading Parts 1 - 4 would be better to understand this story fully. But it does well as a stand-alone work.

Chapter 1: The Wedding.

Gloria looked radiant in her virginal white wedding dress. It was her mother's, altered only slightly to accommodate Gloria's slightly more voluptuous ass. She waited in the church's annex, holding her father's arm.

She smiled because she could still taste Ben's cum on her tongue. Her white control briefs held a period pad because Neil's cum still drooled from her well-used pussy. She wanted to marry Barry with her tummy and cunt full of cum, so instead of driving around the block to be 'fashionably late', Gloria had arrived well before the ceremony was due to start. Then, hiding in the bride's waiting room, she hissed at Neil and Ben when they arrived and encouraged them to join her.

Ben had laughed delightedly and quickly ducked through the door. Neil had been more reluctant, but then he was the best man, so Gloria had expected that. With eyes twinkling, Gloria had pointed at Neil's groin and then her mouth before miming jacking a cock off into it. "Farrrk!" Neil groaned, recalling how good Gloria's blowjobs were. Neil looked around and saw that Barry was distracted, talking to his father, so Neil followed Gloria into the room. Seconds later, he was on his knees, with Gloria's knickers around her knees and her wedding dress over her back, fucking his best friend's soon-to-be wife. Simultaneously, Gloria was sucking Ben off.

They didn't have much time before Mark, Gloria's dad, would come to fetch his daughter and guide her to the annex, ready to take the bridal walk down the red carpet to the altar. But Gloria could cum whenever she decided she wanted to. And the boys? Well, boys were boys. They didn't take long to fill her mouth and cunt with their twin gifts. Gloria squealed around Ben's magnificent 7+ inch cock as she climaxed. Her orgasm allowed the men to fill her mouth and pussy, which they did gleefully. Gloria had just enough time to make herself decent and fix her hair and face before Mark opened the door and stepped inside.

Mark maintained his happy demeanour despite knowing his daughter had fucked the two men with her. He wasn't bothered because his wife, Gloria's mother, Beverley, had done something similar on their wedding day. Mark escorted his daughter into the annex before holding his elbow out. Gloria happily smiled at her handsome father and linked her arm with his before whispering, "Are you wearing your sexy French knickers, Daddy?"

"Yes," Mark replied without a skerrick of embarrassment. "I'm also wearing that pretty silk slip you and your mother bought for my birthday."

"Good," Gloria averred. "You know how hot that makes Mum."

"Indeed, I do," Mark replied, straightening as the bridal march started to play. "That's why I'm wearing it, though weddings make your mother hot, too." He guided his daughter down toward the altar, taking the traditional step, feet together, step gait.

"Perhaps Mum might entertain some men tonight for your viewing pleasure," Gloria whispered, trying not to smile too widely. Her fiancé stood beside Neil in his three-piece suit, looking more handsome than she could believe. Her man. Her lover, a cock sucking, cross-dressing, voyeuristic cuckold, just like her daddy.

"One can hope, pumpkin," Mark replied just as quietly. They reached the Pastor, and Mark handed his daughter off to her new husband. He suppressed a happy tear, fearing it wasn't manly to cry at his daughter's wedding and not wanting to embarrass her or her mother.

Barry watched Gloria's approach proudly. She was beautiful and looked simply stunning in her corset-waisted wedding dress. The corset's cups mounded his bride's enormous breasts so severely it seemed she would burst from it at any moment. Gloria was way more woman than he could handle. Barry knew that and had smiled indulgently when he saw first Ben and then Neil duck into the waiting room. He knew Gloria would take at least those two again during the reception and probably others as well. He welcomed her to his side with a proud smile and turned to face the Pastor.

The wedding vows were exchanged in the traditional way without fanfare. Neil made the obligatory 'Oh my God, I've lost the wedding ring' charade, the Pastor made the standard closing speech, they kissed, and Barry and Gloria were married.

The attendees stood to congratulate the couple, and Barry couldn't help but shake his head at the sudden trajectory his life had taken. His guests at his wedding included KC (King's Counsel) Samuel Brooks, AFL star John Murray, and his radio host/television presenter wife, Courtney, plus several other sports and business luminaries. Barry had rocketed through the ranks at his job and now managed teams of almost a hundred pickers and packers across several warehouses in Brisbane's south and east. Also, he had a share and stock portfolio already worth more than one hundred thousand dollars.

Plus, instead of the pudgy thirty-five-year-old body he had when he met Gloria, Barry was now leanly muscular and incredibly fit. He worked out with Ben regularly and with John Murray whenever the Murrays were in town.

The wedding party moved to the church's steps, and Gloria turned her back to throw her bouquet. Emily and Sarah vied the hardest to catch it, hoping their men would ask them to marry them after they'd caught the bouquet. However, Ben was still blissfully unaware of Emily's plans. Sarah won the 'battle', causing Leroy to theatrically moan, "I guess I'm fucked now!"

He planned on waiting until the excitement from this wedding died down before proposing to Sarah. Sarah spent more time at his place than at her home with Ben, anyway. Leroy wanted to marry the gorgeous blonde only hours after they'd met, and now that they'd dated for more than a year, he thought it was past time to make Sarah Mrs Leroy Loggins.

Ben watched Gloria and Barry get in the limo and Leroy and Sarah cuddling and talking somewhat sadly. Gloria would join Barry in his flat above Barry's father's garage. Sarah rarely returned to her room, and Ben knew she'd permanently join Leroy in his apartment as soon as Leroy proposed. Which meant he'd need to find two more housemates.

His financial situation had recovered significantly since his disastrous divorce from Melanie, but the repayments on a two-million-dollar house loan are not insubstantial. He needed the board money to help with those repayments. But how would he find two boarders as ready and willing to fit in with the house's shenanigans as Sarah and Gloria were? He feared boarding a prude, male or female, more than anything else. But, of course, you could not ask a potential boarder about the sexual peccadillos, so how to tell if they'd fit in?

He sighed and went to get his car. Emily, Nigel and Gin had travelled with him to the wedding, and the reception was at his home, so they needed to be there to greet the other attendees.

Leroy and Sarah beat Ben and the crew home. Sarah had swung into action, putting the various party pies and rolls into the oven, placing cocktail wieners in pots and boiling them, and bringing out the various mini-club sandwiches Ben had gotten from the caterers. Leroy helped to take the sandwiches out to the trestles set up around the pool and was taking steaks and sausages to the grill, ready to barbeque them. Ben got himself a beer and took over behind the BBQ. He deftly spread onions and mushrooms on the hot plate as well as sausages and steaks across the grill.

Emily opened the packages of fresh bread and spread butter across them, ready to receive the onions, mushrooms, and sausages. Nigel and Gin removed the various salads and condiments from the fridge and added them to the swiftly filling trestle tables before grabbing beers and joining Ben at the grill. Gin had gone full glam. His dress was modest but clung to his every sweet curve, outlining his svelte figure delightfully. Gin's face was a vision of gorgeous Asian perfection with high cheekbones, arched eyebrows, and full, painted lips. He was more beautiful than most of the women at the wedding and didn't he and Nigel know it!

Ben had finally figured out that Gin was John and Courtney Murray's male exchange student but still found Gin exceptionally attractive. He fantasised about fucking the young Asian crossdresser but understood Gin was a package deal with Nigel. And, although Ben was willing to fuck attractive crossdressers, he was unsure he could allow a man to suck him off, let alone fuck one or allow one to fuck him. Ben was a receiving anal virgin and planned to stay one forever.

Samuel Brooks, John and Courtney Murray were the first to arrive from the wedding service. Ben greeted them enthusiastically, awed by Courtney's already tight and taut body. Despite giving birth only nine months before, Courtney's figure was back to being slender and tautly toned. Her impressive 34C breasts stood proudly from her svelte chest, and her ass was so toned you could bounce a coin off it.

The Murrays had suffered from several years of bad publicity and court cases that seemed destined to destroy them. Through it all, they'd remained committed to each other, and somehow, their individual careers had blossomed. After spending a year in the NEAFL, John was redrafted by The Lions and became a bonafide AFL star.

Courtney, who had been the undisputed queen of the AFL WAGs until her husband's fall, was now a TV and radio star. Her voice on the radio was the highest rated of any station nationwide. Ben had steadfastly supported them throughout their many crises and was, beyond Samuel Brooks, their closest and dearest friend.

Garry (Barry's father), Mark and Beverly arrived next. After their arrival, the floodgates opened, and the fifty-odd other guests invited streamed through the gates into Ben's backyard. It was toward the end of spring, so many of the guests donned bathing suits and jumped into Ben's solar-heated pool.

The reception swirled through Ben's house until close to ten O'clock. However, there were none of the shenanigans evident at Ben's fiftieth the previous year. Gloria and Barry had made their obligatory appearance but left a couple of hours later to catch their flight to Tahiti--a wedding gift from Ben.

The housemates, including Ben, tidied up before retreating to their rooms. Ben had barely laid on his bed when his door opened, and Emily swept in. "Weddings make me horny," she stated, dropping her clothes to the floor and mounting Ben. "Fuck me until I scream your name."

Ben chuckled, grabbed Emily's voluptuous ass, and rolled on top of her. He positioned his throbbingly erect cock at her blazing entrance before powering into her dripping cunt.

"Harder!" Emily immediately demanded. "Faster!" She added.

Ben chuckled again before slinging his arms over Emily's shoulders and gripping her rounded bottom. Holding her squeezed against him, Ben whispered, "You are mine, my delectably tubby tart. Cum on my cock, and I'll fill your slutty cunt with cum."

"I love you, Ben," Emily unawarely announced as her orgasm struck. "I'm yours forever if you want me."

Ben chose to believe it was Emily's desire talking, and not her conscious mind, so he mumbled, "I love you, too, Ems. Now cum for me again."

Emily complied, squealing as she came again. Emily climaxed three more times before Ben unloaded into her gripping cunt, spraying his seed against the young woman's cervix. Emily crested again before collapsing. Ben slid out of and off her before rolling onto his back. Emily climbed onto his broad chest before smiling happily and falling into a peaceful sleep. 'Does it get any better than this?' Ben wondered before he dozed off.

Life around the house drifted into its typical pattern after the wedding. Sarah spent more time at Leroy's apartment than at home. Gin stayed with Nigel more nights than he didn't, and Emily's slow pursuit of Ben continued. She felt it was a lot like trying to get a photo of a rare bird or animal--any sudden movement, and the creature would disappear into the wilderness, perhaps never to be seen again.

On the nights Emily's wants peaked, she'd sneak into Ben's bed and seduce him. Not that Ben needed much seducing. Emily was aware that she had to be careful because Ben wouldn't want to buy the cow when he was getting the cream for free, so she limited her visits and occasionally demanded that Ben take her on dates and to dinner. Ben obliged, blithely unaware he was being hunted.

Chapter 2: On the way to Tahiti 1.

Barry took his seat in the first-class section of the QANTAS jet that would take him and his new wife to Tahiti's Fa'a'ā International Airport. He looked around him, amazed that Ben, who until Ben had set him up with Gloria, Barry barely knew, and then only as his father's friend, would buy them such a lavish gift--an all-expenses paid fourteen-day sojourn at Sofitel Kia Ora Moorea Beach Resort. Barry knew the gift was more about Ben's ongoing long-term relationship with Gloria and her parents, but he also knew Ben liked him enough to do this for them.

Ben had been helping Barry and Gloria to invest, taking a little seed money from their superannuation funds and investing in several companies. The companies were a mixture of blue chip, medium and high-risk stocks, but Ben seemed to have an uncanny knack for knowing just when to dump the shares to achieve the maximum profit. Barry slowly understood what Ben had invested in and why, and now, he controls most of his own portfolio.

Barry smiled as Gloria settled beside him. He admired her deliciously full figure and wondered why he'd ever lusted after the skinny bitches he'd unsuccessfully tried to date before meeting her. Courtney Murray had taken Gloria under her wing. But instead of trying to make her aerobically fitter and slim her down as Gloria feared, Courtney had shown Gloria how to dress to accentuate her lush figure with its hourglass shape and enormous breasts and hips.

For the flight, Gloria wore a bodycon, slit midi T-shirt dress. The dress clung to Gloria's every divine curve and accented her luscious figure. Barry knew many men and women had openly ogled her as they made their way through customs, envious of Barry's luck. Courtney had even insisted that Gloria needed thong and G-string knickers to ensure they didn't show against her clingy dresses. Push-up half-cup bras were also a must, Courtney asserted. They ensured Gloria's dresses' and tops' Vees revealed her mounded breasts deliciously. Courtney slightly changed how Gloria did her makeup and insisted on better quality products to bring out her inner beauty. Gloria had never felt more attractive in her entire life.

Chapter 3: Before Their Wedding 1.

Once the plane was in the air, Barry and Gloria ordered drinks and were soon lost in their individual reveries. Thinking about how Courtney Murray had taken Gloria under her wing caused Barry to remember his first tentative steps into the world of cross-dressing. He was embarrassingly bad in the beginning. Barry knew that now but wasn't aware at the time. Using various online tutorials, Barry thought he'd done a respectable job of turning himself into a tubby, middle-aged woman. He invited Neil over, hoping Neil would want to help him explore man-on-man sex some more. So far, Neil and Barry only got it on together when they fucked Gloria, and she insisted.

Neil turned up and immediately broke into laughter. "Baz, what the fuck?" He chuckled. "You look like my uncle trying to look like my aunt and failing abysmally."

Barry was mortified and vowed never to cross-dress again. He sent Neil home. However, when Gloria came over later that day, she spotted his lingerie dumped in the outside bin. Discovering the rest of his outfit, she brought it inside and forced Barry to put it on. When he was dressed, Gloria shook her head and insisted he shave all his body hair off. Barry resisted, but Gloria overrode his objections, pointing out he worked in a freezer and wore long trousers and long-sleeved shirts so no one would know he was hairless. And even if they did know? So what? She certainly knew he wasn't gay!

Barry returned to the lounge after reluctantly shaving his entire body. But his complaints died when Gloria moaned lustfully and pounced on him. His cock disappeared inside Gloria's mouth, and his cum spat down her throat shortly after. Then, his fiancée bent over his kitchen table, and Barry stood on the phonebooks, urgently driving his meagre five-inch cock into her dripping cunt. Gloria and Barry spent the night going 'around the world'. He fucked her mouth, cunt, and arse in rotation until he could go no more. Then he used his tongue and fingers until Gloria was finally satiated, and they slept.

The following night, Gloria did Barry's makeup and helped him to dress. She'd bought breast forms (C-cups), a blonde page-cut wig, and tucking tape to ensure Barry looked as feminine as possible. Gloria also purchased a much shorter, tighter dress for Barry to wear along with stay-up black stockings. She hadn't bought shoes because she didn't know his size, but she intended to take him shopping for those and more dresses later.

Gloria knew what she wanted that night and had come prepared. Once she had Barry feeling comfortable about being dressed as a woman, with his cock and balls tucked and taped away, she dropped her skirt, revealing her six-inch strap-on cock. She bent Barry over the kitchen table, lubed his fuck hole, and gently pegged him until his ass was well stretched.

Then, giggling happily, Gloria phoned Neil and insisted he come over. When he arrived this time, Neil gaped at his friend and felt his cock throb as he imagined fucking him. Neil was perhaps a little more bisexual than he cared to admit because he'd gone from freaking out after fucking his best friend to enjoying doing it regularly. It helped that Gloria's rampant sexuality overcame any squeamishness he initially felt. Looking at Barry kneeling before him on all fours, dressed like a wanton slut, had Neil eagerly anticipating what Gloria had planned for them.

"What are you waiting for, Neil?" Gloria asked with pretend exasperation. "That slut won't fuck itself."

Neil gulped and dropped his shorts. Grabbing his solid six-inch cock, Neil knelt and lifted Barry's tight dress above his pudgy ass. Then, seeing Baz's hole was already oiled and gaped, Neil forced his rampant cock through Barry's knot and deeply into his colon.

"A good slut reaches between her legs and fondles her lover's balls," Gloria pointed out. Barry groaningly complied, not realising there was an ulterior motive for Gloria's demand. The change of angle meant the next time Neil drove into Barry's ass, his cock rubbed over Barry's prostate.

"Oh, fuck!" Barry grunted in pleasurable surprise, his fingers frozen on Neil's balls. Neil pulled back and thrust in again. "Oh, Gawd!" Barry moaned, his tiny cock trying to stiffen despite being taped back.

Neil was uncertain of what was happening, but he knew his friend was enjoying being fucked more than he ever had before. So, gripping Barry's plump hips firmly, Neil fucked him hard.