Chapter 26: Brian Becomes a Cuckold

Brian joined his Saturday group for golf. Despite his ass aching and being afraid to fart lest he shit himself, he came in several shots under his handicap and won the daily event. Under their betting rules, it meant each member of his group had to buy him a beer. He also had the lowest nett score in his group, and they had to shout him for that, too. The boys used to play skins, but with Brian being the best player in the group, he won the majority of the skins too often, so they changed to betting on their nett scores. The other boys all had leave passes from their significant others, so they stayed at the club, eating dinner and then drinking until it closed.

Brian woke up on Sunday morning a little hungover. He had nothing to do other than his weekly washing and housework. The lawns needed mowing, too. He’d done those tasks by midday, and by then, he’d sweated his headache away. Millie, his neighbour, came out while he was mowing. Brian could see she was talking to him, but he couldn’t hear her over the mower’s engine. Turning it off, he heard her yell, “You right? Or do you want a cold drink?” Realising the mower was off, Millie adjusted her volume and added, “You’re sweating like a pig!” She shook the Gatorade bottle she held.

Not really wanting it but afraid that refusing it would seem rude, Brian walked to the fence and accepted the bottle. He twisted the lid off and took a swig. Surprised, he said, “That’s good! I rarely drink sports drinks, but this hits the spot today!”

Millie studied her neighbour. Brian wore only rugby shorts, and his hairless body glistened with sweat in the sun. Millie’s pussy throbbed as its lips flowered open and it released its sweet nectar. He was by far the hottest man she’d ever seen in nothing but shorts and this close. She thought furiously, looking for an excuse to come over. The relationship between her and her husband of twelve years had cooled over the last year, and Ed, her husband, seemed disinterested in her charms. Millie needed a jolly good rogering, and she thought Brian was just the man to give it to her. Millie stared at Brian’s groin, not realising what she thought was a sizeable package was merely Brian’s chastity cage. Her tongue touched her lips as she imagined taking it out.

Brian noticed where Millie’s gaze lingered, and feeling uncomfortable, he finished the Gatorade quickly. Tossing the empty bottle towards his back door, he said. “I’d better get going. The sooner re-started, the sooner finished.”

Disappointed she hadn’t thought of an excuse to visit, Millie acknowledged Brian’s logic and reluctantly returned inside. Brian watched her plump ass go and thought, ‘I’d have banged that before I met Helena. Banged it and not given a fuck that she was married.’ He was glad he was better than that now.

Sunday afternoon dragged. He had woken up too late, and it had taken too long to do his chores to play in the Sunday competition. He didn’t enjoy playing socially on his own, and with all his friends in committed relationships, there was no one he could call and invite. Being in chastity had side benefits Brian hadn’t considered. Because he only went out on Fridays with Helena and her friends, he wasn’t spending five hundred to a thousand dollars a week trying to pick up tarts, and his wages had piled up in his bank.

A few times, when he was out with Helena, Janey, and Shelley, he’d tried to pick up the tab. However, their withering looks soon convinced him he was being misogynistic when he offered. Instead, they split the bill four ways, and each paid their share. Brian had already learned that concentrating on work instead of the figures of the women surrounding him improved his performance markedly and had him on the cusp of becoming a partner at his brokerage firm.

Months passed as Brian and Helena continued to explore their relationship and how it would work. Brian found himself deferring to Helena in most things. The exception being that he maintained his token resistance to Helena making him do ‘gay shit’. But he wondered if he needed to be firmer about that because, more and more, Helena encouraged him to flirt with men, and she was insisting more often that he let them feel him up and even kiss him. Brian could cope with being felt up because a hand on your ass or dick felt good regardless of whose it was, but being kissed by a man still made him feel vaguely ill.

The troubles in their relationship came to a head about a year after Helena had let him back into her life. The four of them were at The Wickham again, and Shelley had cottoned onto an enormous, muscular man. She was all over him like a fat girl on a fresh-cream donut, and when it was time to go home, Shelley insisted he join them. Brian wasn’t comfortable about sharing his bed with another man. But he figured while he played with Janey and Helena, Shelley and Mike, Shelley’s man, would get it on, and he could ignore them.

The group got to Brian’s place and went inside. As usual, things got hot and heavy immediately, with the girls naked within seconds of reaching Brian’s bedroom. Brian thought nothing of it when Janey and Helena tied him to the bed. He was surprised when Janey made him open his mouth and accept a ball gag. However, he saw no harm in that, either.

Things got weird when, instead of Mike and Shelley going for it, Janey and Shelley began undressing him as Helena sat on the bed’s edge, studying Brian’s reaction. Brian was a little nonplussed, but figured the girls double-teaming Mike was no different from them doing the same with him. But he objected when Helena joined them and knelt at Brian’s feet. Unfortunately, the ball gag prevented Brian from voicing his objection coherently. With dawning horror, he realised that was Helena’s intent—to stop him from hollering in anger.

Brian’s worst fears were realised when Mike turned to Helena, and she gleefully gobbled his dick. He thrashed, trying to escape his binds. If Helena wanted to fuck another man, there was little he could do, but it seemed unusually cruel for her to do it in front of him. He tried yelling again, but he could barely hear himself. He groaned in anguish when he heard Mike unloading into Helena’s mouth. His heart ached when Helena turned and shared Mike’s gift with Shelley and Janey.

Worse was to come.

Wondering what he’d done to upset Helena, which was the only explanation his battered mind could find to explain her actions, Brian laid his head back on the pillows and closed his eyes. Tears welled as he realised his relationship with Helena was over. His eyes sprang back open when he felt his cage being removed and a warm, wet mouth descended onto his rapidly inflating member. He looked to see who it was and tried not to be disappointed it wasn’t Helena. He moaned as Janey jacked his shaft and swirled her tongue over and around his glans.

His heart sang briefly as Helena got onto the bed and straddled his chest facing his feet. But she shattered his blossoming hope. Mike also straddled his bound body, and he cried out as Mike’s thick, rampantly erect cock ploughed into Helena’s tight, swelteringly hot pussy.

Helena grunted as Mike ripped her back onto his enormous dick, ploughing her furrow with long, powerful strokes. “So big,” Helena moaned. “So thick, so big and so, so very good. It’s so good having a thick cock inside me again.” Brian’s had atrophied to barely above five inches.