Pirate: Crew of Desire and Bonds

Chapter 27: Chapter 27: Testing (5)

’You idiot! You should have realized that your huge thing wouldn’t be easy for any woman, let alone someone as petite as Grace.’

Jake looked down at her with clear worry and asked gently,

”Grace, are you okay? Should we stop?”

But Grace shook her head fiercely, gritting her teeth as she endured the pain.

”N-No... Don’t stop... Please continue!”

Hearing this, Jake hesitated as his heart twisting.

He could see the beads of sweat on her forehead and the unnatural paleness of her face.

He could see that she was clearly in pain.

As much as his body screamed to keep going, he didn’t want to hurt his first woman.

’Is there anything I can do...?’

Just as the thought crossed his mind, Jake suddenly remembered something.

’That’s right! The status window!’

He quickly opened Grace’s status.

[Name: Grace Lightborn]

[Bond: 1 Star]

[Class: Fail Gunner (Trash)] +

[Strength: Pathetic] +

[Intelligence: Average] +

[Vitality: Below Average] +

[Agility: Pathetic] +

[Endurance: Average] +

[Luck: Pathetic]+

Jake ignored everything else and focused solely on her Vitality.

And without hesitation, he tapped the + button.

[Ding!]

[-100 Upgrade Points!]

[Grace’s Vitality has been upgraded to Average!]

But for some reason he was still not satisfied so he tapped it again.

[Ding!]

[-200 Upgrade Points!]

[Grace’s Vitality has been upgraded to Above Average!]

Below him, Grace suddenly blinked in surprise.

A strange, soothing warmth spread throughout her body, as if fresh energy and vitality were flowing into her limbs and core.

”What...?”

”I upgraded your Vitality through my class.” Jake said softly, his voice full of concern. ”Do you feel better now?”

Hearing this, Grace looked up at him.

Her golden eyes slowly turned teary, glistening with deep emotion.

For a moment, she couldn’t speak.

Part of it was because she was becoming stronger... but the main reason was that there someone actually cared about her this much.

He was willing to spend those valuable points which was clearly something so precious... just to ease her pain.

’He’s done so much for me...’

Her eyes grew wetter.

Seeing her tears, Jake panicked and started to pull back.

But before he could, a pair of slender legs suddenly wrapped tightly around his waist, locking him firmly in place.

”No... I’m fine now,” Grace whispered, her voice still shaky but filled with quiet determination.

Her bright, teary golden eyes gazed up at him with pure, heartfelt emotion.

”Please... don’t stop. I want this... I want all of you.”

Jake stared down at her, his heart clenching tightly at the sight of those glistening tears.

But he could see the lingering paleness on her cheeks slowly fading as the upgraded Vitality took effect.

The sharp pain that had twisted her delicate features gradually eased, and her breathing became steadier and deeper.

The death-grip her inner flesh had on his thick cock slowly relaxed into a warm, wet, fluttering embrace.

He kept one hand gently stroking her golden hair in that slow, soothing rhythm she loved so much, while his other hand tenderly cupped her flushed cheek, his thumb brushing away her tear.

”You’re crying...” he murmured worriedly, his voice low and rough with concern. ”Grace, if it still hurts—”

”It doesn’t hurt as much anymore.” she interrupted softly, nuzzling into his palm with a tiny, watery smile. ”Your class... it made me feel so warm inside. These are tears of happiness.”

To prove her words, she gave a small, graceful roll of her hips.

”Mhmm~” A soft gasp escaped her lips as his thick cock shifted deeper inside her slick, blood-smeared entrance.

Instead of pain, a spark of unexpected pleasure bloomed low in her belly, spreading outward like warm sunlight.

”Ah... see?” she breathed, her cheeks flushing a deeper shade of pink. ”It feel better now... because of you.”

Jake swallowed hard, fighting the overwhelming urge to thrust.

The sensation of her tight, virgin pussy wrapped around him was heavenly... hot, wet, and still impossibly snug.

He could feel every delicate flutter, every tiny pulse of her walls as they slowly adjusted to his size.

After a sigh of pleasure, Jake leaned down and pressed a slow, tender kiss to her forehead, then to her tear-dampened eyelids.

”You’re so brave for me...” he praised gently, never stopping the affectionate strokes through her golden hair.

”Alright... but if it gets too much again, you tell me immediately, okay? I’ll stop the second you say the word.”

Grace nodded shyly, her slender legs still firmly wrapped around his waist, refusing to let him go.

”Mhm... I promise.” Her voice was soft and filled with longing.

”But right now... I want you to move. Please, Jake... I want to make you feel good too.”

That soft, heartfelt plea finally snapped the last thread of his hesitation.

Jake growled low in his throat and began to move... excruciatingly slow at first.

He pulled back just an inch or two, then slid back in with a long, careful thrust, letting her feel every thick inch stretching her open again.

Soon, the wet rhythmic lewd sound of his cock moving through her slick, slightly blood-tinged entrance filled the quiet room.

Plap...

Plap...

Plap...

”Ahhn~...Haa~...Hahh~” Grace’s back arched slightly as a sweet, trembling moan spilled from her lips.

The pain had almost completely vanished, replaced by a deep, throbbing fullness that sent sparks of pleasure radiating through her core with every slow stroke.

Without realizing it, she had relaxed fully onto her back, spreading her legs wider and high in the air in invitation.

Her petite body surrendered to the feeling of his huge, hot cock moving inside her.

”Fuck... this feels so good,” Jake groaned deeply, his voice thick with pleasure.

The amazing sensation of Grace’s tight, wet, and wriggling inner walls squeezing and massaging his cock was driving him crazy.

Her pussy clung to him greedily with every thrust, hot and incredibly snug.

He grunted in pleasure as his breathing grew rougher, yet he still kept the rhythm gentle and sensual as he only rolling his hips in deep, grinding circles rather than frantic thrusts.

”Mmmh... Jake... it feels... so full... haah~... but so good...” Grace moaned breathlessly. ”Deeper... please...”

Encouraged by her sweet plea, Jake gradually increased both depth and pace.

Plap!

Plap!

Plap!

The slick sounds grew wetter and more obscene as Grace’s body produced more arousal, coating his thick cock and easing every thrust.

The last traces of blood were completely washed away by her own flowing juices.

Meanwhile,

Grace’s large bare breasts began to jiggle and bounce softly with every thrust, her pretty pink nipples stiff and begging for attention.

Seeing this, Jake leaned down and captured one swollen nipple in his mouth, sucking on it gently while groaning from the heavenly sensation of her tight pussy enveloping him.

He was practically drooling with pleasure as he suck deliciously at her sensitive peak.

Grace’s head tilted back against the pillow, her golden hair fanning out messily.

Her mouth stayed slightly open as soft melodic moans spilling freely from her lips with every deep thrust.

Plap!

Plap!

Plap!

”Ahhn~... Jake... mmmh... it’s so deep... haah~...”

She had completely relaxed now, her legs spread wide and trembling beneath him as she no longer tense with pain, but open and inviting.

Her petite body rocked gently on the bed in perfect rhythm with his thrusts, her large breasts bouncing hypnotically, pink nipples glistening wetly from his earlier attention.

Jake released her nipple with a wet pop and looked down at her with dark, lust-filled eyes.

One hand continued gently stroking her golden hair, while the other braced beside her head for support.

”You’re so beautiful like this, Grace...” he murmured hoarsely, never pausing the movement of his hips. ”Taking my cock so well... Your tight little pussy is sucking me in every time I push deep... Such a good girl.”

”Mhmm~...”

The praise made Grace whimper sweetly.

Her hazy golden eyes fluttered open, locking onto his with pure adoration and rising ecstasy.

Slowly, Jake’s movements grew faster and deeper.

Plap..!

Plap..!

Plap..!

The wet colliding sounds grew louder and more urgent as his thick cock drove into her slick, welcoming pussy with increasing hunger.

”Ahh~... Jake...! Yes... just like that... haah~!” Grace moaned sweetly, her voice also breaking with pleasure.

Her legs stayed locked tightly around his waist, pulling him deeper with every thrust.

Jake’s breathing grew rough and ragged as a powerful tingling sensation shot up his spine.

He knew he was about to cum.

He leaned down and captured Grace’s lips in a deep, messy, passionate kiss.

Slurp...

Slurp...

Their tongues intertwined frantically as his hips snapped faster and faster, driving his thick cock into her slick pussy with increasing urgency.

”I’m cumming, Grace...!” he groaned into her mouth, voice hoarse with pleasure. ”Take it all...!”

With a deep, guttural groan, Jake buried himself to the hilt one final time.

Then his thick cock pulsed hard inside her, swelling even larger as he released everything.

SPURT!

SPURT!

SPURT!

Hot, thick cum erupted deep into her pussy, flooding her tight baby making area with it first ever man seed.

He kept grinding through his orgasm, pressing himself as deep as possible while filling her completely.

”Ahhn~...! Jake... I feel it... so hot... inside me... haaaah~!”

Grace cried out as her own climax crashed over her at the same moment.

Her smooth pussy clamped down rhythmically around his throbbing cock, milking every last drop from him as her body shook and trembled violently beneath him.

Fresh waves of her slick warmth mixed with his cum, leaking out around where they were joined and dripping down her thighs.

They stayed locked together for a long moment as Jake buried deep inside her, still pulsing weakly, while Grace’s legs remained wrapped tightly around him as her body quivering with aftershocks.

”Haa... Haa...”

Jake’s forehead rested against hers, both of them panting heavily.

Instead of relief, a fresh and far more intense wave of desire surged through his chest as he could feel her soft and tight walls continued to gently wriggle and contract around his cock, milking him with slow, hungry spasms as if her body was still craving more of his seed.

”Mhmm~”

Grace gasped softly as she felt his cock that still buried deep to the hilt inside her... twitch and steadily harden once again, stretching her cum-filled pussy.

A strange, warm happiness bloomed in her chest at this.

’Hehe... Jake really seems to love my body~’

There had been a small seed of doubt in her heart... that maybe he wouldn’t enjoy being with someone as petite and inexperienced as her.

But that doubt was melting away fast as he clearly loved and he wanted more of her.

Slowly,

Grace looked up at him with a cute, shy yet undeniably eager smile.

Her golden eyes sparkled with affection and budding desire as she gently clenched her inner walls around his thickening length.

”...Do you want to do it again?”

”...!”

Something inside Jake snapped.

The tender restraint he had been holding onto completely shattered.

In that moment, he became a beast once more.

...Soon, the dimly lit shelter echoed with the lewd, rhythmic sounds of flesh slapping against flesh along with Grace’s sweet and increasingly desperate moans of pleasure, and Jake’s deep groans of raw satisfaction.