Once her slick heat had fully coated my shaft, I aligned the swollen, throbbing head of my cock with her tiny, dripping entrance.
Her outer lips quivered. They were still fluttering from the teasing moments ago.
Her body still trembled. A small innocent shiver ran through her despite trying to stay still.
Her big blue eyes locked onto mine. They were wide with pure bewildered confusion.
A deep crimson flush burned across her cheeks. Her chest rose and fell in quick shaky gasps.
"Chaa… chaa…"
What… what is Trainer going to do next…?
As if sensing that thought, Gil answered from above.
"Ready for the real check now, Charmander," I murmured. The hunger in my chest threatened to snap free. "This is where we see how deep your strength really goes…"
Chaa… char… real check…?
She had thought the earlier rubbing and teasing was the entire "check." Her big blue eyes widened with sudden startled realization as the thick blunt head of my cock began to push inside her.
Her soft folds slowly stretched wide around my invading girth. The tight ring of muscle at her entrance resisted for a single tense heartbeat. Then it yielded in a slick scorching slide that made my jaw clench.
"Fuckkk…" The word tore out of me. She was impossibly tight and hot inside. A living furnace gripping every inch of me so perfectly it stole the air from my lungs.
To her it felt as if the world itself was splitting open. Pleasure pressure and something overwhelming hit all at once.
"CHAAAAAARRRRR…~♡"
The moan ripped from her throat. It was long shaky and raw. A visible bulge began to rise on her smooth cream-colored belly as I sank deeper. Her inner walls fluttered and clenched around every thick vein.
She gasped sharply. Tiny claws scrabbled at the dirt. Her whole body tensed. Her tail flame flared high and bright.
I froze halfway in. My cock throbbed angrily inside her demanding more. But I held perfectly still. She was in pain.
I could feel it in the way she shuddered. I could see it in the fresh tears slipping down her flushed cheeks.
After all she wasn't a toy. She was my little Pokémon. Living breathing and trusting. I would never take my pleasure at the cost of her pain.
I took a deep breath forcing my body to calm.
"Easy… easy…" I breathed. My voice was strained by her tightness. My hand slid up her trembling thigh to her tear-streaked cheek. I brushed the wetness away with my thumb.
I stayed gentle even as every muscle screamed to drive home.
"Easy, Charmander... relax for me… just a little longer and it'll start feeling really nice. Trust me… alright?"
She shuddered. Her tiny body quivered. But the trust in her eyes never wavered. She breathed deep forcing herself to soften around the massive intrusion. Then she gave one small trembling nod.
I saw the mixture of trust pain and lingering confusion in those wide blue eyes. It only made the need to claim her burn hotter.
I leaned down and captured her mouth in a slow deep kiss. My lips were warm and firm against her smaller harder ones. At first she froze beneath me.
A tiny squeak of surprise vibrated into my tongue as I slipped past her teeth into the wide roomy heat of her mouth. She tasted faintly of berries and that spark of fire I knew so well.
She didn't know what to do with her oversized tongue. So I showed her lazy coaxing strokes until instinct took over. Timid licks turned bolder clumsy but eager.
Soon she was moaning softly into the kiss. Her tongue danced shyly with mine like she could never get enough.
Trainer's tongue is inside me… tingly and sweet… making my head feel all fuzzy and warm… It's making the pain fade away… I want more of him everywhere… chaaar~♡
The kiss deepened wet and hungry. I felt her body soften under me. A fresh flutter rippled through her core where I was already buried.
I drew back just enough for our lips to part with a soft glistening thread of saliva. Her big blue eyes blinked up at me hazy with nerves and something new and fluttery.
Orange cheeks burned brighter beneath her scales.
Before I could say a word her small claws reached up trembling but determined. She cupped the sides of my face with surprising gentleness and tugged me back down.
She pressed her mouth to mine again in a needy silent plea.
She… she's actually pulling me in…
Gil never expected his shy little Charmander would change this much after only a few hours with him.
Now here she was eagerly begging for more with those big blue eyes and tiny claws.
It made something warm and possessive bloom deep in his chest…
And while our mouths stayed locked I began to move my hips.
Very slowly at first.
I eased back until only the swollen head remained inside her fluttering entrance. Then I slid forward again in one long deliberate glide deeper this time.
The wet intimate sound of her slick folds stretching around me filled the sunlit clearing. A soft hesitant schlick.
She tensed hard beneath me. A tiny whimper vibrated into my mouth as the dull burn tugged inside her again.
It… it still stings a little… less… chaaar~
I kept every thrust gentle and measured, never rushing. With each careful slide I sank a little deeper and her face changing a little each time.
The ache lingered like a fading echo in the way her walls fluttered. But it slowly began to melt, replaced by a slicker warmer welcome.
Fresh slickness coated me easing the way as her inner walls fluttered less in protest and more in shy curiosity.
By the time I had worked myself completely inside her tight fluttering heat her small body had relaxed beneath me. The kiss had grown sloppier hungrier.
When our lips finally parted for air a real surprised moan spilled from her.
"Chaaar…~♡"
Trainer thing… doesn't hurt anymore… it feels… good. So good…♡
I kept the rhythm steady but a bit faster now still controlled. The wet sounds grew richer.
schlick… schlick… schlick… as her innocent little mind began to fracture into pure sweet sensation.
Her tiny hips gave the smallest experimental roll upward to meet me. I had to bite back a low groan as her velvet walls rippled and squeezed greedily around every thick inch.
Soft breathy moans poured from her with every stroke. Each one sweeter and more desperate.
Then on the 67th slide, it hit her.
On a deep smooth glide the pressure inside her snapped like a coiled flame bursting free.
Her whole little body seized beneath me. Big blue eyes rolled back. Tail flame flared bright blue at the edges.
A wild blissful cry tore from her throat.
"CHAAAAARRRRR!~♡♡♡"
Her inner walls clamped down hard around me in powerful milking pulses as her first real orgasm crashed through her. Hot juices gushed out around my cock soaking us both.
Her tiny frame convulsed hard while her claws dug into my back.
The sight and feel of my sweet innocent Charmander coming undone so completely pushed me over the edge right after her.
With one final deep thrust I clenched my teeth, buried myself to the hilt and groaned long and low. I flooded her womb with thick heavy ropes of cum.
Spurt after heavy spurt poured into her small chamber until her cream-colored belly rounded noticeably from the sheer volume.
Creamy white excess surged back out around the base of my shaft dripping in warm rivulets down her tail and pooling beneath her quivering hips.
She shuddered violently in my arms. Eyes glassy and dreamy. Voice wrecked and soft.
"Chaaar…~♡♡"
So much hot stuff inside me… everything is melting and full of Trainer… feels so good… so warm and safe… I never want this feeling to end~❥