“I… I couldn’t do that to Connor.” Olivia muttered, shaking her head, her voice barely loud enough to be heard beneath the sound of the rain battering the window. It was coming down in sheets, those few plants visible through the downpour whipped hard to one side by the winds. The storm seemed to have come from nowhere, interrupting the first moment of relaxation she’d had since she’d arrived and trapping her in the house with Alex for shelter from the storm.
“Connor never has to know.” Alex replied. Olivia had made the mistake of passing the storm by telling stories of the old days, and after a few dozen stories of college sex friends, Alex had told her the tale of the one that got away. A redhead, with the cutest freckles he’d ever seen, and a tight little athletic body. He’d competed with Connor for her back in the day, and lost. But unlike other losses, he’d never been able to really give her up. She was beautiful, and smart, and funny, and he’d never been able to forgive himself for losing out on her. Even after she and Connor had gotten engaged, he’d always wanted to be with her at least once.
“I don’t want him to know any more than you do.” Alex elaborated. “The man has been my best friend for years. If I could give this up, I would. But I can’t. I can’t just let you go off to the altar without being with you, even if only for a moment. And this is my last chance.” he continued, looking deep into Olivia’s eyes. “I know you’re curious. I know you saw me with Claudia, and I can see the way you’ve looked at me ever since. Like a wild animal that’s come a little too close. You’re curious, you want to get closer, and yet, you’re afraid of what might happen if you reached out and touched it.”
Olivia wanted to deny it, but the lie was heavy on her tongue. She swallowed as Alex slid closer to her on the couch. “It’s just the two of us here. Nobody else ever has to know. If you don’t like it, it ends. Whatever happens, as soon as we leave this island, everything goes back to normal.” he promised, his hand coming to rest on hers. It was so warm, so strong…
Olivia barely noticed whispering “Yes”.
Moments later, the two were on the bed, stripped of their clothes, Olivia’s slender, supple form a stark contrast to Alex’s looming, muscular body. Her pale, freckled hand rose up to touch the muscular bulwark of his bronze-skinned chest, fingertips testing the rock-hard muscle subconsciously. Her graze cascaded down his body like water flowing through the valley between his pecs and over his rippling abs, before stopping as her eyes took in the weapon between his legs for the first time in years. It was every bit as big as the image burned into her mind from years ago, easily a foot long and thick as her wrist, throbbing menacingly, the angry red tip aimed at her womanly core.
As Alex’s hips began to descend, Olivia’s hand braced his chest. “W-wait!” She gasped, eyes wide as she groped blindly at the bedside table, fishing out a small cardboard box. “You… you have to use a condom.” She insisted, holding the box up like a shield. She had come off birth control for the wedding night. She couldn’t have an accident now.
Alex grinned subtly. “Of course.” He replied, rolling off Olivia to lay back on the bed. “Put it on.” He directed, his massive shaft thrusting proudly from his hips.
Olivia’s hand trembled as she fished out and unwrapped the little latex sheathe, her eyes barely leaving the mighty weapon it was supposed to hold back. It hardly seemed like it would be up to the task. She struggled for a moment to plant the disk on the tip of his throbbing weapon, but it lurched with his pulse like a living creature, making it difficult. Finally, she reached forward, gripping the shaft in her free hand, gasping at the heat and hardness on her palm. Her fingers barely met around the thickness, and it looked so long she could have fit three hands on it with cock to spare. She knew she shouldn’t compare. But it was just… so much bigger. Almost twice as thick, and half again as long. How would it compare inside her?
Olivia shook her head, and without a word, rolled the condom down over Alex’s thickness. It clung to every contour, threatening to burst with the sheer volume of cock stuffed into its thin latex sheath. She stared for a moment, before Alex’s touch stirred her from her stupor. He took her by the hand and guided her atop him, her knees straddling his hips, that barely-contained cock pulsing just inches away from her womanly depths. He hadn’t even touched her down there yet, and her slit was already flushed and glistening with arousal. His hands left hers and slide down, caressing the contours of her slender waistline before settling on her hips, squeezing firmly. She looked into his handsome, rugged face, the desire and tenderness there, and nodded, letting her body sink down.
The head of Alex’s mighty cock met Olivia’s glistening lips and she shivered. This was it. It was going to happen. She was going to have sex with a man other than Connor for the first time. She felt her pussy opening before the flared, latex-wrapped tip, the thick shaft opening her wider than Connor ever had. Her hole stretched wide, it hurt, but the pain was nothing compared to the thrill it gave her as his thick cock pushed into her. She bit her lip to hold back a whimper of pleasure. How could it feel this good?
Alex’s grip on Olivia’s hips tightened, fingertips digging into her tender flesh. This was a fuck years overdue, and he couldn’t stand to wait another moment. He grit his teeth and let out a low, rumbling growl of lust that made her eyes snap open. His arms flexed, his abs ripped, and before Olivia could muster a word to object, he slammed his cock into her like a freight train. Twelve inches of thick, burly cock slammed into her in a single, unstoppable thrust, filling her pussy to the limits, the head kissing the entrance to her womb. Her eyes and mouth went wide her voice going silent as her mouth and eyes went wide in a silent scream. She knew she shouldn’t compare, but she just couldn’t stop herself. Unbidden, the thoughts flooded her mind. He was so much thicker, so much deeper, Connor had never been able to do what he’d done in a single stroke.
There was an edge of pain as he invaded her untouched depths, but it only made the sudden surge of pleasure filling the core of her being all the more intense. It was like nothing she’d ever experienced before. But then she realized. There was something familiar to it. The pleasure in her core swelled and swelled until it suddenly collapsed in on itself in an implosion of undeniable ecstasy. Every sensation was sucked in until it focused on her womb, her entire body spasming as she was overcome by the sudden surge. ‘I’m cumming from just one thrust’ was very last thought that crossed her mind before her thoughts were sucked away entirely, leaving only an endless white void of thoughtless pleasure.
As the pleasure subsided, she panted for breath, trying to get her bearings. Which wasn’t helped by the fact Alex had rolled the two of them over to lay on top of her once again, his muscular frame eclipsing hers. The steady rumble of the storm against the glass filled the silence. He grinned down at her as her eyes focused once again, but said nothing, only dragged his hips back slowly, making her incredibly sensitive slit pussy spasm around his girthy shaft as he withdrew inch by inch. She shivered with sensation, then suddenly, her eyes went wide and her lips parted, unable to stifle the moan that forced itself from her throat as he suddenly slammed the entire foot of cock back into her depth. She looked into his eyes, and saw a wordless promise of hours of pleasure, and many, many more orgasms. She offered the only response she could, wrapping her limbs around his muscular frame, bracing herself for the long ride to come.
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