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Chapter 22 - [R18] Popping Cherry

Summer hit his chest lightly. "You impatient pervert!" she complained, then hesitated before continuing, her face burning red.

"But… fine. You can do it. Just be gentle. I want to feel good like before." She pouted, clearly nervous and excited at the same time.

Gideon laughed. "You're doubting my skills after you came before even finishing a blowjob?" He raised an eyebrow teasingly.

"It's not like that," she muttered. "I heard it hurts the first time, so…"

He gently pushed her back onto the bed, hovering over her once again. "Of course it hurts," he said honestly. "Mine is big, your hole is small. That's why lube exists."

Gideon opened the system interface and bought a bottle of lubricant. It appeared in his hand instantly. Cheap, simple, and no need to use PayLater.

He twisted the cap open and poured a generous amount onto his fingers, coating his right hand thoroughly.

"What are you doing?"

Summer asked, curiosity flickering through her embarrassment.

"Getting you ready."

His wet fingers pressed against her entrance, sliding inside. Summer gasped at the sudden cold sensation and grimaced instinctively.

But as he moved, slowly and carefully, her discomfort faded. His fingers worked deeper, smoother, stretching her little by little.

Her expression softened, then slowly shifted into something heated. Moans slipped from her lips without her realizing it.

"Hngg… Gideon…"

He smirked and began spreading two fingers inside her, making sure she was relaxed and slick enough. Her body responded eagerly, tightening and clenching around him.

"Aaaah!" Summer jolted when his fingers brushed a sensitive spot.

Her hips lifted on their own, her breath turning uneven. Her pussy twitched repeatedly around his fingers, her nipples hardening as her moans grew louder.

"You're ready," Gideon murmured.

He pulled his fingers out, earning a soft whine from her lips.

"Why did you stop?" she asked, clearly frustrated.

She got her answer immediately. Gideon grabbed her thighs and spread them wider.

His hard cock, already coated in lube, pressed against her pussy and ground slowly upward. The friction rolled against her clit, sending a shiver through her entire body.

"Gideon…" she whispered. "Can it really fit?" Her hesitation returned when she saw how big he was.

"Of course, you liked my fingers, didn't you? You'll like my cock even more. Just take a deep breath, Summer."

She nodded and gripped the bedsheets tightly. Gideon began to push in slowly. Even just the head made her cry out sharply, her body tensing as the pressure stretched her open.

"Ah! Gi-Gideon! Wait… stop for a second!"

Her eyes turned glassy, tears threatening to spill.

"If I stop now, it'll hurt even more," he groaned. Not even half of his shaft was inside yet.

She was incredibly tight. Even with plenty of lube, it took effort to push forward.

Summer bit her lip, then nodded firmly. "One… one thrust."

Gideon exhaled. "Yeah. One thrust, and it'll go in properly."

Gideon took a deep breath and pushed the rest of his cock inside her in one steady thrust.

A sharp gasp tore from Summer's lips as a thin streak of blood appeared at her entrance. It was not much, but it was enough to make her body tremble.

"Mmmpphhh!" Her arms wrapped tightly around his back, her nails digging into his skin. "It hurts…"

"Not that bad, right?" he teased with a grin, earning a small sulk from her.

Gideon groaned low in his throat. Her pussy was incredibly tight, warm, and slick, gripping him so firmly it made him want to slam into her without restraint.

But he forced himself to stay still. Her body was tense, her breathing uneven.

He leaned down and kissed her gently, slow and deep, letting her adjust. Only when he felt her lower body relax beneath him did he begin to move again, inch by careful inch.

"Mmmhhh… hahhh~" Summer moaned almost immediately.

Her legs wrapped around his waist, pulling him closer, giving him better access. Gideon felt her walls flutter around him, testing and responding.

"Does it still hurt?" he murmured. "Or do you like it now?"

She nodded faintly. Her eyes were hazy, unfocused, her face flushed like she was drunk on sensation.

Her inner walls twitched softly, massaging him without her control. Sweat rolled down from Gideon's hair as his breath grew rough.

"Fuck… your inside feels so good," he groaned. "I'm going to move faster."

The gentle Gideon disappeared.

He started thrusting into her harder and faster, until the tip of his penis out and drove it inside with a force that made her roll her eyes.

The bed creaked loudly with every movement. Summer's eyes flew open as he repeatedly slammed into her sweet spot, the sensation overwhelming.

"AHHH! HHHNNGG~ GIDEON! DEEPER!"

Pleasure bloomed violently from her pussy, spreading through her stomach, her chest, her limbs. Her thoughts dissolved, her body responding on instinct alone.

"Yeah, don't regret this, Summer."

He pulled her upright and dragged her onto his lap, his cock sinking even deeper inside her. She whimpered as her body trembled uncontrollably.

"Hnn… hahh… so deeep…"

He began lifting her up and down while thrusting upward with his hips. She convulsed around him, juices spilling freely onto the bed.

Summer's cries turned broken and desperate as her body struggled to keep up with the pleasure.

Gideon squeezed and played with her breasts, pinching and tugging her nipples. Her scream rang through the room as her inner walls clamped down on him even harder.

"AAAAHHHNNGGG~ SOMETHING'S COMING!"

Her entire body tensed. She cried out as her orgasm crashed over her, her pussy gushing while it milked his cock. Gideon bit down on his lower lip, the way she was squeezing him pushing him dangerously close.

"Shit… I'm not stopping yet," he groaned. "Just a little more."

He kept moving, ignoring her weak protests as her core turned overly sensitive after the climax.

"Gideon, no… ahhh! I-I'm still cumming!"

Her face was burning red, her body shaking. One final, brutal thrust pushed him over the edge as he leaned down and whispered into her ear,

"I'm going to cum inside and impregnate you."

Summer's eyes widened, but instead of resisting, she kissed him deeply and desperately.

Gideon groaned loudly as he came hard, pouring his load deep inside her until she was completely filled, the excess spilling from her entrance.

Summer let out a soft, breathless moan, thinking it was finally over.

Then she saw Gideon smirk.

"You think I'm done with just that?" he said. "We're doing it again."

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