A small apartment in a big city.

Oliver and Isabella had just finished dinner on their couch while watching a movie. As usual, they talked about their day. Isabella poured herself another glass of wine and started to recount the intriguing chat she’d had with Maya, a conversation that, like always, had ventured into intimate and daring territories. Oliver knew from the start that this meant trouble. Maya had a very bad influence on Isabella, at least according to him. He thought of her as quite slutty under the pretext of sexual freedom and mind liberation, or other shit like that. And Isabella, against all reason, valued her opinion like gospel. That scared him in a way he hated to admit.

Sometimes, he conceded to himself, Maya’s wild ideas shook things up in the bedroom in a good way. But mostly, Oliver found himself sinking into discomfort with the things she planted in Isabella’s mind.

He smirked knowingly, leaning back with confidence. “Maya always has that way, doesn’t she? Making everything feel cultured, even the dirty stuff.”

Isabella laughed nervously, her fingers playing with the glass. “Yeah, but she is right, you know! Sometimes I wonder, have we really scratched below the surface of what we want? Have you ever considered trying something different? Something a little out of the ordinary?”

Oliver had heard that before. Maybe not the exact words, but the idea still rang in his head when, almost out of the blue, Isabella proposed they try a threesome, evidently with a man, a man they would choose together. The idea wasn’t terrible, but it opened up a strange unease he couldn’t ignore. He worried it might change something between them in a way they couldn’t undo. Another thought crossed his mind: if it were a woman instead, he’d be more open to it. The image of Isabella with a woman, the three of them together, seemed less threatening, more like an adventure they could share. But he held back from saying it. He didn’t want to sound like he was pushing his own agenda or maybe because he was afraid of her reaction.

Now he pretended to be interested. “Different how? You’ve got me genuinely curious now.”

“Well... you know, even if you’ve never directly suggested it, I’m pretty sure you’ve been wanting to fuck my ass for a while now.”

“Oh, really?”

“I’m sure of it! Sometimes, when you’ve got me on all fours, I can feel your thumb testing the idea, like you’re wondering if I can take it.”

It was true that he had thought about it, and now he even started to appreciate Maya’s influence. He imagined her cute round ass, pushing himself deep inside it, and her beautiful moaning sounds. He was getting hard in his pants already.

Isabella leaned in closer, her expression turning playfully conspiratorial. “I’ve tried anal before,” she admitted softly, watching his reaction.

With a teasing raise of one eyebrow, Oliver shot back, “Let me guess… with Mark?”

She shrugged, a soft chuckle escaping her lips. “Doesn’t really matter, does it?”

Oliver’s mind flickered to an uncomfortable thought, Mark, sure, but what if it was more than one guy? He quickly shoved it aside, not wanting to dwell on her past and excused himself, sensing the shift in mood.

“Fair enough. Sorry, couldn’t help it.”

“Listen, I want to try it again, with you, but…”

“I knew there was a ‘but’, there always is a ‘but’,” he interrupted.

“Please, just listen to me,” she urged. “I would like to... how should I say... to peg you.”

The words hung between them, bold and charged. Oliver was quite shocked by the turn of events. “Peg me? You mean... fuck me with a strap-on?”

“I’ve been thinking about it a lot. It could be incredible for both of us, sharing control and surrender in ways we haven’t before. I want to feel you in me, but I also want to experience being the one in control as you trust me. It could take us to places neither of us has been.”

Oliver listened to her without interrupting, even though he wanted to. Her words felt fake, rehearsed. Clearly, she had heard Maya say that.

“Does Maya know you’ve been thinking about pegging me?”

“Oh no, she doesn’t. We never got that specific. Don’t worry!”

He laughed, incredulous. “So, you’re saying you’d have anal with me if I let you fuck me back?”

“Don’t be like that, is not a condition,” she pressed with intense voice. “No pressure. Just think about it. You’d love it if you dropped all the bullshit stigma”.

Oliver was speechless. Slowly, a dangerous thrill began to rise in his mind. This wasn’t just new territory, it was a whole other world. Maybe he could like it. Or not. Maybe this was the excuse he’d been waiting for; now he could ask for more from Isabella... or even dare himself to want more.

“What the hell! OK” he murmured, surrendering.

Isabella beamed like a woman reborn, throwing her arms around him, lips crashing against his in a fierce, urgent kiss.

“I’d better start shopping for lube and other toys, right?” she teased breathlessly, wicked grin in place.

Oliver raised an eyebrow, amused and strangely eager.

“I guess you should.”

Her eyes gleamed with mischief. “Oh, and don’t worry, I’m getting the biggest dildo they’ve got.”

Not more than a week had passed when Isabella eagerly tore open the package she had been waiting for. That evening, she orchestrated everything with breathtaking precision that caught Oliver off guard. The living room was bathed in the soft glow of candlelight, a slow melody drifting through the air. She wore a sexy dress paired with flawless makeup and a decadent dessert waiting silently on the table. The wine was his favorite, perfect fuel for what was to come.

After dinner, with a slow, deliberate smile, she leaned in close and whispered against Oliver’s ear, “Why don’t you take a hot shower, then come back and wait for me naked in bed?”

Oliver felt a familiar heat rise through his chest, his pulse quickening at the command in her voice. He didn’t need another invitation. As the steam fogged the bathroom mirror, his mind filled with anticipation.

When he returned, naked and already aching with want, Isabella appeared like a goddess in a silk dressing gown. The fabric fluttered around her, but did little to hide the bold promise pressed beneath, the dildo tucked provocatively against her hip.

Lying on his back, Oliver felt the weight of the moment settle deep inside him as she positioned herself above, gently grabbing his legs to gain better access. The blunt head nudged his entrance. She pushed with a slow relentless move until the tip breached him. His breath hitched, caught between nervousness and curiosity. She pushed forward and to his surprise, his body welcomed her more easily than he had expected.

She inched forward slow and deliberate, letting him feel every bit of it. Then, with a steady, teasing rhythm, she started thrusting, pushing deeper little by little. She got off on watching the dildo slide in, his ass opening up for her. She pulled it out slow, just to dive back in, loving his reactions. Maya’s words echoed in her head: “Make him your bitch. Humiliate him a little; they secretly love it.” But that wasn’t her thing. Still, she smirked, driving the dildo in with a relentless, filthy rhythm, pounding harder each time. Oliver’s gaze fixed on her, admiring her long hair cascading over the shoulders and brushing his chest with every thrust, her perfect tits bouncing hypnotically, nipples hard and begging to be touched. She was powerful, she was a goddess. He’s body clenched instinctively, but the raw, dirty rush of pleasure finally broke him.

“See, you love it,” she said while her fingers teased his erection.

Her hands remained on him, tender and loving, grounding him in trust. Encouraged by the tenderness in her touch and the low, reassuring sounds she made, Oliver found his voice. He whispered, almost breathless, “Deeper, please.”

He closed his eyes, surrendering fully to the sensations crashing over him, letting the pleasure take hold and wash away every doubt. The world narrowed until there was only the rhythm of her moving over him and the fire burning between them.

Isabella bent forward, her lips capturing his in a slow, hungry kiss. She adjusted her position, pressing closer to find a better angle, drawing them even deeper into this shared exploration. The balance of control shifted seamlessly between them: her commanding touch met his willing surrender.

There was no need for words. Her soft hand gripped his dick, a few firm strokes driving him wild. The dildo buried deep in him sent shocks of pleasure as he came harder than ever, hands clawing the sheets, consumed by it.

Only two days later, he would come again, perhaps even more intensely, deep in her ass as he claimed her as his.