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Chapter 7
by
masterfulmastus
What's next?
Let's see what Wiley gets up to while Liam is asleep...
Wiley's hands were shaking as he carried his phone back to the bedroom, tapping on the screen as he walked to edit it down a bit, struggling to calm himself at how well this was all going.
"She's going to do it. Play this right and I can get her to...I'm gonna finally get to see...oh god..." He muttered to himself. He arrived in the bedroom, an innocent smile on his face as he put on his best calm and relaxed demeanor. Sarah asked how it went, voice shaking a bit before Wiley proudly held out his phone, playing the small clip of permission that was granted.
"See Sarah Bear, he's fine with it! Honestly I think he secretly wants this but doesn't want to admit it. You know he puts on the tough guy act, but how could he not feel guilty about how awful he's been to me for all these years?" Wiley said, with Sarah not noticing how blatantly false that was.
"Yeah I know, but to let you see me na-"
Wiley held up a hand, stopping Sarah and doing all he could to chip away at her hesitation.
"Liam took a lot of things from me, I think this is just his little way of repaying part of it back. Letting me have this and letting me finally get what I want whenever I want it, the same as he always has."
Sarah was twiddling her fingers nervously, eyes on the floor as Wiley's words slowly wormed their way into her head.
"It's such a big deal though, he's the only guy I've ever let see me...I just can't believe he'd be fine with it."
Wiley had a slight grimace on his face as he scrambled to think of how he could push Sarah over the edge and get her to agree. As an idea popped into his mind he flashed a villainous grin, then shifted immediately back to innocent before Sarah even noticed.
"How about this, why don't we leave the door open? Liam can hear us and would stop us if he had a problem with it right? I just told him what we were gonna do and you can hear him out there happily watching TV. He's fine with it, and this will only make things better between us all. I think Liam knows that and wants it to happen, he just wants to pretend to be all mad and not have it rubbed in his face."
His words hung in the air as Sarah was slowly opening up to the idea of it. Little by little she was weakening as Wiley stood and nearly had a heart attack over the possibility in front of him.
"Yeah I guess you're right. And it is you. There isn't anyone else I'd trust to see me like that other than you and Liam..."
Wiley was practically panting at this point as he saw Sarah nearing the point of agreeing. Just one more little nudge.
"Exactly! So are you gonna stop being such a shy little prude and listen to the man of the house?"
Sarah's gaze was still fixed on the floor, but after taking a quick breath she nodded her head just a bit.
"Right. Liam is fine with this and you're the man of the house. And Liam is fine with that. Yeah I can do it. What's the harm in you seeing me naked, right?" Sarah said, her hesitation fading away as she came around to Wiley's twisted logic. Wiley gulped, a tiny part of him still baffled at how this was unfolding but trying to suppress that as he acted as if this was perfectly normal.
"Good good. You're supposed to be treating me like big bully Liam you know, being more, what's the word...submissive to me, right?" Wiley said, pretending to think for a second before continuing. "Just think of it just like a playful game of Simon says, with me always in control. It's a fun game to make up for Liam ruining our last game."
Wiley's final little reminder was all Sarah needed. She gave another nod, this time more enthusiastic and smiling up at Wiley, her amazing best friend, the sweetest and most innocent man she'd ever known.
"Sir yes sir!" Sarah said, giving a mock salute and trying to feel more playful about it. She jumped to her feet and Wiley gawked at her for a second, in slight disbelief that she actually agreed. His slack jawed staring only grew more blatant as Sarah reached down and grabbed the hem of her shirt, lifting it over her head and tossing it to the floor. Fingers hooked into the waistband of her sweats lowered them down with a quick tug, and suddenly Sarah was in nothing but her matching red panties and bra, a sight that no one had ever seen except for me.
"Wow. Sarah. Wow. Bigger...than I..." Wiley managed to mutter, eyes locked on her chest. Sarah gave a giggle, rolling her eyes a bit at his reaction.
"Well it's not like I flaunt my girls around all the time, but c'mon Wiley, they're just boobs," she said, "so what if they're big?"
With practiced skill her hands moved behind her back, unhooking the bra and lowering down the straps. She gave a slight tug and it was gone, dropped onto the floor with her other clothes, pink nipples and large pale breasts on full display for someone that was very much not the man she planned to eventually marry and have kids with. She gave a tiny huff before she yanked her panties to the floor, stepping out of them and staggering slightly, still a bit nervous even as she tried not to show it. She was hairless, something that was meant to be a special treat for her boyfriend before the big first night together, and instead it was Wiley who was getting the first view of every bit of her.
"There! Sleeping naked as requested big bully Wiley!" Sarah said, trying to focus on the more playful side of things. She bounced on her feet, her body jiggling and nearly giving Wiley a heart attack. She turned around, Wiley getting his first view of her rather large backside as she got into bed, situating herself on her side and waiting for Wiley. He stared, frozen and staring off as he struggled to even comprehend the sight he just had.
"Well aren't you gonna get into bed?" Sarah asked. It shook Wiley out of his stupor and he stepped forward, still wearing his shirt and boxers as he slid into bed behind Sarah. As soon as he did Sarah let out a yelp as she felt something hard press against her ass.
"Wiley! You...your thing is..." Sarah said, as if the idea of Wiley becoming aroused never even occurred to her.
"Well yes Sarah Bear, I can't help it. Any man would get an erection around you, it's normal! Doesn't Liam get hard when you two cuddle?" Wiley said, trying to act as if it was nothing out of the ordinary.
"I mean yeah but it's not quite as-" Sarah began to say, stopping herself.
"Not quite as what Sarah Bear?" Wiley asked, his cock hardening and still growing. He pressed against her more, every thick inch still throbbing and swelling, bigger and harder.
"N-nothing. Just feels different is all," she said.
Wiley had a wicked smirk as he knew exactly what Sarah held back from saying. His confidence increased as his cock still hadn't reached it's hardest, and Wiley knew he now had a very big advantage over Liam.
"Well here, maybe it's just how you're positioned?" Wiley said, using his usual inflection to try and sound as innocent as possible. Just being helpful, he moved a hand up to her leg, running along the smooth length of her thigh until his fingers reached her ass. He firmly squeezed down and shifted her slightly, with Sarah letting out another tiny yelp.
"Try letting it rest between your legs, like here," he said, moving so the length of his cock straining against his boxers was now rubbing against her pussy lips, nestled as close as he could be. The only thing separating his cock from being the first inside her was the thin fabric of his boxers, and as he moved her Sarah made a new noise. Different from her previous yelps of surprise.
A whimper.
"There, is that more comfortable? It's fun to cuddle again like this right?" Wiley said, struggling to maintain his innocent facade as he moved his hand to Sarah's waist, helping to keep her from moving away.
"Ummm yeah. Fun," Sarah said, a slight bit of panting in her voice now. She shifted slightly, almost on instinct, only serving to make it worse as she stifled another whimper.
"Just think, this is only the first night of me being the man of the house! Tomorrow is gonna be even more fun," Wiley said, with a childish excitement in his voice. Sarah told him goodnight and focused on taking slow deep breaths, trying to calm herself and relax as best she could and not think of what could unfold tomorrow.
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What's next?
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Can't we let him stay?
It'll only be for a day or two, right?
Finally moving in with his long time girlfriend, their first night together is interrupted by a familiar face who needs a place to stay...
Updated on Jun 1, 2026
by Decadent Empire
Created on May 29, 2023
by triangletoast
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