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Chapter 367 by sexybjgal69 sexybjgal69

How does Nathan lose his virginity?

Jan. Week 3: Thursday-Nathan fucks Leah Missionary (Suspicion: +5, Silence: +25)

She swept her hair over her shoulder and took a steadying breath. “Do you know how to put this on?” she asked, voice flat and businesslike, gesturing to the condom Nathan still held aloft like a nervous altar boy with the communion host. He nodded once, then shook his head, then shrugged, his Adam’s apple bobbing in his throat like he had swallowed a live fish.

“I—I’ve practiced. With a banana. For Health Class,” he said, his voice tripping and almost falling. He looked at her as if expecting ridicule, and for a moment, Leah nearly laughed. But what came out was a soft sigh instead.

“I’ll help,” she said, halfway surprised by her own tenderness. She took the condom from his trembling hand and rolled it between her fingers. “This isn’t a banana, just so you know.”

“I know,” he mumbled. “It’s a lot bigger than a banana.”

“Let’s not get ahead of ourselves,” Leah deadpanned, biting back a smile at his earnestness. It was almost endearing. She slid her hands over his waistband, hesitating a split second before undoing his jeans. He shuddered as she brushed against him, his breath hitching as she deftly maneuvered his pants and boxers to the floor. He was, predictably, achingly stiff, and his nervousness made him seem even larger somehow, as if his body was trying to compensate for his lack of bravado.

She paused, absorbing the strange power dynamic—not teacher and student now, but some other, more fucked-up hierarchy where she was both instructor and subject of desire, a curriculum of sin. Her fingers were cool and sure as she tore the wrapper, pinched the tip, and fitted the condom over his length with a slow, deliberate motion. Nathan whimpered at the sensation, and the sound sent a jolt right through her. She met his eyes.

"Are you okay?"

"Yeah, just—I—yes..Yes, I am." He nodded, but his words came out in a rush.

She almost asked what he meant, but decided not to. The less conversation, the better. She stepped out of her heels—practical, not too sexy, but still a part of her professional armor—and hiked her skirt up past her thighs. Her panties were modest, not the lacy kind she wore for Jonathan, but she peeled them down and took them off, dropping them to the linoleum floor. She perched on her desk, clearing a stack of ungraded essays with a sweep of her hand and gestured him closer.

Nathan stepped between her knees, his hands hovering uncertainly at her hips.

“Like this?” he asked. She almost laughed again, but kept her composure.

“Exactly like that,” she answered, wrapping her legs around his waist. She guided him with one hand, positioning him at her entrance, where the condom’s chemical slickness met her own warmth. The first moment of penetration was always a little awkward, but Nathan’s inexperience made it almost comical. He pushed too hard, then not at all, his entire body trembling as she coaxed him inside.

It was, she realized, surprisingly intimate—more than she’d expected. He was wholly focused on her, every nerve ending firing, and when he finally slid in, he made a noise like he’d been holding his breath since birth. She arched her back, feeling him fill her, and for a second, all her guilt and shame was replaced by the simple, primal pleasure of it.

He didn’t last long. She knew he wouldn’t. The first time was always ridiculous, a frantic, almost **** thing.

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Nathan’s face went slack, his jaw dropping as he gasped and panted, his hands digging into her hips. She could feel him lose control, his body jerking as he came, and she almost pitied him for how quickly it was over.

Nathan’s face went slack, his jaw dropping as he gasped and panted, his hands digging into her hips. She could feel him lose control, his body jerking as he came, and she almost pitied him for how quickly it was over.

But then he just stood there, buried in her, breathing hard and looking at her like he’d just witnessed a miracle.

"Sorry…that was so fast…" he said, blushing.

She shook her head, touched in spite of herself.

"It’s okay Nate, it was your first time. It is always quick.” She reached her hand down and ensured the condom was still on then slowly guided him out of her so there wasn’t a mess or slipping condom. She stood up and pulled her skirt down and stroked his hair and felt a weird tenderness for the boy. He smiled gratefully before finally fumbling for his pants.

"Thank you," he whispered. She almost said, For what? But the look in his eyes stopped her. He really meant it. She couldn’t decide if that made things better or worse.

They straightened their clothes, and Nathan slipped out of the door with a furtive glance back, as if he’d wake up at any second and find himself in another, less fucked up reality.

Leah slumped into her desk chair, skirt still wrinkled, and stared at the clock. She could hardly wait for the day to end.

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