Wylie's Stepdad

Wylie was a total brat because he had always been overindulged by his mother. At the age of sixteen, however, the wheels that would change his life were set in motion, when Ryden entered his life.

Two years before, Wylie’s parents got divorced after a long and loveless marriage. The only benefit emanating from their union was that with two good-looking parents, genetics had been very kind to Wylie and he was undeniably a pretty boy.

Although Arlene, Wylie’s mother, did date after her divorce, it was not until she met Ryden that romance finally blossomed in her life. Ryden was the complete antithesis of Wylie’s dad. Ryden was large, hairy, and very masculine. He wasn’t conventionally handsome but had the bad-boy appeal that many women found irresistible.

Shortly after Wylie had turned sixteen, Arlene and Ryden were married, and Wylie and his mom moved in with Ryden.

Although Wylie was intrigued by his mom’s butch husband, he was, nevertheless, very wary of Ryden’s no-nonsense demeanour and was somewhat concerned about what lay ahead for him, with his new stepdad.

A positive aspect of this new marriage was that Wylie got to meet Thomas, the son of Ryden’s neighbours. Thomas was a year older than Wylie and very shortly took to making Wylie his bitch. After school almost daily, Thomas would visit their home and fuck Wylie comprehensively. It had started out innocently enough, with mutual masturbation, but soon Thomas was fucking the living shit out of Wylie, much to their mutual gratification.

Ryden knew that Wylie and Thomas were having a scene of some sort because when he had arrived home unexpectedly earlier than normal a one day, the two boys had sheepish looks on their faces as they hurriedly exited Wylie’s bedroom. Ryden wasn’t sure about the full extent of their ‘relationship,’ but he fairly sure that Wylie and Thomas had been ‘fooling around.’

Interestingly, Wylie was not the only one in the house with a secret. Ryden had always been bisexual. He meticulously hid this secret and was exceptionally careful not to make it known. As the old adage goes; ‘one should never shit on your own doorstep.’

In Ryden’s mind, the rules relating to this predilection were very simple. Firstly, he never brought any guys to his home. Secondly, he only ever indulged in man-love when he was away from home on one of his bi-monthly business trips. Ryden never visited gay establishments and only ever made use of escort agencies in the cities he stayed in. His always made his preference very clear to the agencies. The guys he requested had to be lithe, pretty, and totally submissive.

Ryden always played it safe on these occasions. He never kissed the young men and was always used condoms. He was a very accomplished fucker, and all the guys who called on him knew that they had been comprehensively nailed by a stud. The boys he really liked often made future visits to his hotel room.

Ryden was totally comfortable with his bisexuality and accepted the fact that he would mostly fuck women. He was not hung up on gender issues, however, and the occasional male indulgence was a pleasant distraction in his life. What he really enjoyed with men was that they were less sensitive to a bit of rough treatment.

Truth be told, much as Ryden was attracted to Arlene, Wylie had been the deal clincher when he had proposed to her. Ryden was absolutely sure that Wylie was gay and the thought of having two bitches under his control was mesmerizing. Added to that, without doubt, Wylie was one of the prettiest boys he had ever seen. The idea of taming the little brat inflamed Ryden’s lust, and the challenge of eventually subjugating the little shit totally intrigued him.

From the time Arlene and Wylie had moved in with him, Ryden had commenced manipulating Arlene’s mind with regard to the fact that Wylie needed to be disciplined. When Ryden mentioned that her boy needed a good spanking, Arlen had initially balked at the idea. Being the persuasive individual that Ryden was, however, he went to great lengths to inform her that spanking Wylie should not be viewed as abuse but merely as a simple cause and effect solution, rather than the modern and tedious ‘grounding’ repertoire. Arlene slowly began to warm to the idea, being in no doubt that something had to be done. Arlene was at wit’s end with her petulant son and decided to allow Ryden to take the ‘law’ into his own hands.

As luck would have it, for Ryden in any case, a few days later matters came to a head when Wylie was particularly rude to Arlene at dinner one evening. Ryden immediately stepped in and ordered Wylie to his bedroom.

Much as Arlene had given Ryden the go-ahead, having now been put on the spot she was having second thoughts. Ryden calmed her down once they had cleared the table and packed the dishwasher, he then told her to have a nice warm bath while he attended to Wylie. Once Arlene was luxuriating in the bathtub, Ryden closed the bathroom and bedroom doors, before heading off to Wylie’s bedroom.

Upon entering, Wylie was lying on his bed only wearing his boxer shorts. In an act of defiance, Wylie immediately folded his arms.

“You were very rude to your mother and now I’m going to teach you a lesson,” Ryden stated, with authority.

“So… am I grounded?” Wylie insolently asked.

“No. I’m going to spank you,” Ryden exclaimed, matter-of-factly.

“What?” Wylie asked in disbelief.

“You heard me, boy. I’m going to spank you,” Ryden confirmed.

“I won’t let you,” Wylie countered.

With a laugh, Ryden then said, “Physics is obviously not your strong suit. Given my size, how do you think you are going to be able to resist me?”

“I’ll report you if you do,” Wylie anxiously countered.

“Cool… then after I’m finished, I’ll help you look up the number for the authorities you can call in regard to this matter,” Ryden informed him, nonchalantly.

In a heartbeat, Ryden then spun Wylie’s body onto his stomach and after securing Wylie’s wrists behind his back, commenced spanking the boy. It took every fibre of Ryden’s being as he did so, not to pull the boxers shorts down and look at the beautiful little brat’s arse.

As the fourth slap struck, a flood of pleasure began surging through Wylie’s body after the initial shock. He naturally put on a show, whining and wriggling in protest of the discipline, but Wylie felt his cock becoming stiffer with excitement as his backside tingled, and by the eighth slap Wylie was rubbing his hard dick against the bedding. To Ryden’s total elation he could sense the boy’s gratification, as his own rock-hard knob pulsated in his underpants.

After twenty strikes Ryden ended the spanking. “So, do you want to make your phone call now?” Ryden asked facetiously, as Wylie remained motionless on his stomach.

“No, sir,” Wylie answered.

“Have you learned your lesson, boy?” Ryden barked.

“Yes, sir,” Wylie softly answered.

Ryden now had to get out of Wylie’s room as soon as possible, because his cock was leaking precum like a faucet. As he exited the room, Wylie spun onto his back and started tugging his knob furiously.

Wylie had to keep reminding himself that Ryden was his straight stepdad; nevertheless, he had never experienced an enjoyment even close to what he had just been through. As Wylie shot his load, he knew that he would definitely be eliciting some more of this same treatment in future.

That night, Arlene got the best fucking of her life.

Arlene was totally gobsmacked the following day when Wylie apologized to her. What astonished her, even more, was when Wylie admitted that he had got exactly what he deserved.

That evening Arlene related the incident to Ryden, before telling him that she was totally satisfied with Ryden taking over all matters relating to Wylie’s discipline, thereafter. Ryden smiled inwardly at this news, delighted that his plans were coming together so successfully.

One week later, Wylie ‘forgot’ to perform a task that Ryden had assigned to him. After putting on a very convincing performance of contrition, after dinner, Wylie headed off to his bedroom to await his ‘fate.’ Arlene was very happy that Ryden had taken over the role of disciplinarian in the household, because that week she had seen an unbelievable improvement in Wylie’s behaviour.

After clearing the table and packing the dishes into the dishwasher, she happily ensconced herself in the warmth of her bathtub as Ryden made his way to Wylie’s room.

Upon entering Wylie’s room, Ryden astonished when Wylie instantly turned onto his stomach. The second surprise followed, when Wylie asked if he should push his boxer shorts down.

“Yeah, great idea,” Ryden answered, trying hard to disguise the lust in his voice.

This time Ryden did not have to constrict Wylie’s wrists in his hand, because Wylie extended his arms above his head in an act of submission. As Ryden looked at the beautiful white bubble-butt before him, he had to do everything in his power not to jump on and simply fuck the boy. Ryden knew that he would eventually fuck this arse, but now was not the time. What Wylie didn’t know, however, was that Ryden had already begun to orchestrate that eventuality.

As Ryden commenced striking Wylie’s backside, he watched in total awe as the boy’s butt turned from pink to bright red. It was the most magnificent sight he could’ve imagined. The sounds from Wylie were also less distressed than on the previous occasion, and there was definitely a lustful tone to his whimpers. The harder Ryden struck him, the more the boy writhed with horny convulsions.

‘Jesus,’ Ryden thought after twenty-five smacks, ‘I had better get the fuck out of here before I fuck him.’

Ryden left without uttering a word because his throat was constricted with lust.

Wylie again turned over immediately and ferociously attacked his knob once Ryden had closed the door. Wylie’s mind was in a total spin as he did so. Ryden, after all, was his straight stepdad and married to his mom.

‘What am I thinking?’ Wylie mentally chastised himself.

During the following week, Ryden informed Wylie about a plan he had made for Wylie’s upcoming spring break. Ryden had arranged to take Wylie on a ‘father and son’ bonding holiday for a week, to a secluded cabin that an old buddy of his owned. He had already run the plan by Arlene and she thought it was a wonderful idea.

Wylie was not exactly brimming with enthusiasm because country life wasn’t his thing. He did, however, wonder if a few spankings would be in the offing. Much as he had begun to find his stepdad more and more irresistible, Wylie, nevertheless, felt sure that Ryden was inaccessible.

When they arrived at their holiday destination Wylie was astounded by the cabin. It was a lot more modern and comfortable than he had imagined. A further surprise for him was when Ryden informed him that he would be allowed two beers a day.

“I don’t think my mother would approve of that,” he informed Ryden.

“There’s nothing your mom needs to know about our holiday,” Ryden retorted, in a conspiratorial manner.

After they enjoyed their dinner and washed the dishes, the two of them sat in the lounge enjoying the convivial atmosphere of the fire that Ryden had made earlier. As Wylie sipped on his second beer, Ryden looked at him and said, “Do you mind if I’m totally honest with you about something very personal?”

“No,” Wylie replied.

“Well… I think you like being spanked,” Ryden stated.

Nervous that he was being led into a trap, Wylie swiftly countered, “No, I don’t.”

“You’re lying,” Ryden instantly retorted.

Wylie quickly offered an explanation about how he realized that he needed to be disciplined and fully understood that living in Ryden’s home, he needed to toe the line.

After hearing him out, Ryden simply sniggered and said, “Bullshit, boy, you like being smacked.” Before Wylie could respond, Ryden continued, “Tell you what, why don’t we put my theory to the test later on?”

“How…?” Wylie nervously asked.

Again sniggering, Ryden answered, “You’ll see.”

At nine-thirty Ryden announced that it was bedtime, explaining that they had to be up early to enjoy the sunrise. As they made their way to the rooms, however, Wylie was ushered into the main bedroom.

“Take off all your clothes and get onto the bed on your stomach, it’s time to test my theory,” Ryden instructed.

Wylie was both confused but incredibly excited. He wasn’t sure where this would lead but the prospect of another spanking thrilled him enormously. Gingerly, Wylie did as instructed. As he lay there is mind was in a delirious turmoil.

Upon removing his own tracksuit top, Ryden knelt on the bed on Wylie’s left side. The smacks followed instantly and as before, Wylie immediately felt a surge of horniness flooding through him. After twelve strikes Wylie got a shock when his body was unceremoniously turned over by Ryden’s strong hands.

“Whoa, boy, looks like I got this right,” Ryden announced as he stared at Wylie’s stiff knob.

“I… I… “Wylie began to stammer, as Ryden started laughing.

“Relax, boy,” Ryden uttered, before he pushed the front of his tracksuit pants down, revealing an erect and really large uncut cock.

“As you can see, I also get excited when I spank you,” Ryden informed him.

“But… you’re married to my mother… I thought you were straight?” Wylie babbled in bewilderment.

“Actually, I’m bisexual, Wylie. Don’t get me wrong, I love your mother very much and I’m extremely happy to be married her. Every now and then, however, a bit of man-love is a pleasant distraction,” Ryden informed him.

It was beginning to dawn on Wylie that perhaps a lot more than just an enjoyable week of spanking awaited him. It was like he had been invited to a friend for a small snack, only to discover that a full three-course meal was in the offing.

In a state of total confusion, Wylie now asked, “When do you have sex with guys?”

Next, Ryden made a confession about his business trip escapades with rent boys, stressing clearly that he always played safe. There was a rather anxious look on Wylie’s face following this revelation, and Ryden became somewhat concerned that he might have blown the prospect that he had worked so hard for. He knew that he couldn’t force Wylie into having sex with him, but had always hoped that the boy would be malleable, if and when the time came. Ryden was obsessed about fucking Wylie.

In an attempt to coerce Wylie and put him at ease, Ryden asked, “So what’s the deal with you and Thomas?”

Ryden could see that Wylie was being reticent and decided to persevere, “I know that you are gay, Wylie, and that you and Thomas are having a scene... So, do you guys only wank together, or is sucking and fucking also involved?”

In his state of confusion, Wylie kept glancing at Ryden’s impressive cock, which pleased and bolstered Ryden’s confidence. Perplexed as Wylie was, he could now rapidly begin to feel that his horniness was eclipsing his conscience.

With the cat no fully out of the bag, Wylie decided to go with the flow and after a pause, answered, “All three.”

As Ryden let out a laugh, he took hold of his knob and suggestively toyed with it before asking, “So, how do I measure up to Thomas?”

“You’re a lot bigger,” Wylie shyly whispered.

Ryden now decided to go for broke and asked, “Are you prepared to test the upgrade?”

Wylie simply nodded his approval.

Satisfied that he was home and dry, Ryden decided to prolong the courtship a little longer and said, “Of course, you do realize that you are indebted to me for all the shit you gave me when you and your mom initially moved in with me. I still owe you many more spankings.”

These words were like music to Wylie’s ears and he again enthusiastically nodded his approval.

Ryden then climb off the bed and dispensed with the tracksuit pants. After climbing back onto the bed, Ryden told Wylie to turn back onto his stomach. The next six smacks then followed and were far harder than any Wylie had received before. Much as Wylie’s backside now really began to sting a thrill surged through his body.

Ryden was practically salivating as he looked at the bright red cheeks, which now looked like they were glowing. Placing his head above Wylie’s backside, Ryden spat a few blobs of saliva on Wylie’s crack.

Next, Ryden commenced fondling Wylie’s butt before he slipped his middle finger between the mounds. Once Ryden had located Wylie’s manhole, his finger began to push into Wylie’s pucker. As he started working his finger into Wylie’s manhole solidly, Wylie’s pleasure just kept escalating.

By now, after the six hefty slaps and with the current incursion into his arse, Wylie was rubbing his cock frantically against the bedding. When Ryden extracted his finger and once more commenced spanking Wylie even harder, it all became too much for Wylie and he could feel his balls begin to churn.

Ryden could sense Wylie’s impending release from the grunts, gasps, and frantic butt wriggling that was taking place. He knew that they had both become discipline addicts, feeding off one another like two spank junkies. Ryden had only ever administered the odd slap during sex before this, but he couldn’t believe how much more pleasure this intensified hitting was turning him on.

When Wylie began to unload, Ryden strikes reached fever pitch, encouraged Wylie’s vocal pleas and gratified physical submission.

As Wylie lay trembling in the afterglow, Ryden moved between his legs and told Wylie to lift up his backside. Once Ryden had scooped Wylie’s cum off the bedding, he commenced smearing the spunk on his knob. The moment that Ryden had long dreamed about had finally arrived. Ryden did not dally, and shortly he was solidly pushing his large dick into Wylie’s arse. With his backside already on fire, Wylie was astounded that Ryden’s entry was not as uncomfortable as he had feared. The pleasure of his sphincter being ‘tormented’ only added to Wylie’s bliss.

With Wylie in the doggy position, Ryden commenced thumping his knob into Wylie harder and harder. Once Ryden had established a solid momentum, he began spanking Wylie’s hips with alternating hands. Wylie started howling with delight as this new tactic elevated him to a euphoric state of arousal.

After several minutes, Ryden pushed Wylie’s body downward and flat on his stomach, as he continued humping Wylie’s backside. With Ryden’s torso anchored on his left outstretched arm, Ryden started alternating between spearing the middle three fingers of his right hand in and out of Wylie’s mouth, and also slapping Wylie’s face. Wylie thought that he died and gone to heaven with this new approach.

Ryden soon sensed that Wylie was once more nearing his next orgasm. Changing course, Ryden now lowered his torso onto Wylie as he intensified his pounding, before placing his hand firmly around Wylie’s throat. As Ryden began to squeeze, Wylie experienced a release like no other or even known was possible. Wylie wheezed ecstatically as his balls once more erupted.

Having satisfied Wylie, Ryden now lifted his torso onto his extended arms once more, before his hips went into full throttle. For the next two minutes, Ryden hammered Wylie’s butt vigorously before he finally unloaded, roaring like a lion that had just vanquished its quarry.

Afterward, they lay there sated. They were like two junkies who had just mainlined.

Ten restful minutes later, Ryden leaned over and sensually began to kiss Wylie. As their mouths tussled Wylie thought about the next few days, knowing full well that he was about to embark on the greatest week of his life.