Ash looked at her dripping pussy and wet anus, a satisfied smile forming on his lips. "You enjoyed that, didn't you?" he murmured, making Misty blush with shame.
She wanted to scream, No... it's just sweat and your saliva…, but the words were trapped in her throat.
"Now, let's try a finger in your ass," he said in a comforting, gentle tone. "It might hurt at first, but it'll feel good soon."
He pressed a fingertip against her anal. The hole gave way easier than before, but still gripped like a hot rubber band.
The finger slowly slid in. Her inner passage clenched hard around it.
A sharp gasp caught in Misty's throat,
"ahhhh~ it hurts… take it out…" As compared to the soft, warm tongue, the finger felt hard and rigid, like a stick pushing in.
Her body trembled, a futile attempt to pull away from the burning stretch. Tears welled in her eyes as her muscles fluttered helplessly around the base of his finger.
"Still tight," Ash said softly.
He didn't stop.
He pushed slow but steady.
First knuckle.
Second knuckle.
The entire finger slid inside.
Her inner passage squeezed the entire length of his finger.
When he reached the wider space beyond the tight anal canal, he paused. He could feel her rectum muscles clenching and pulsing around him.
"Still so tight and warm," he murmured. He gave a gentle twist, waiting until he felt her tension ease slightly before he began to move.
Misty shook her head hard, fresh tears streaming down her face as she screamed, Ahhhhhhhhhh~
The tentacles pushed deeper, one even reaching the back of her throat and making her suffocate.
Saliva dripped from the gag as her eyes rolled back, her juices dripping more freely onto the bed.
Ash began moving his finger inside her, sliding it slowly in and out while gently twisting it from side to side.
For a full minute, Misty felt the hard finger moving within her, the relentless motion sending waves of sharp sensation through her body.
"Better," he said. "One more check."
He slowly pulled his finger out, then coated two fingers with saliva and pushed them inside.
Her muscles stretched to accommodate the two fingers.
Misty's body went rigid. "Mmm~~~~"she cried into the gag as a sharp pain spread through her.
Ash stopped, feeling her tighten around him. "Easy and relax, Misty," he said softly, putting a warm hand on her butt and stroking gently.
He waited about twenty seconds. Misty's breathing steadied and the muscle gradually loosened.
He slid both fingers in fully, moving from the anal canal into the rectum. It was warm, soft and slick inside.
For the next minute, he repeated the same motion:
Twist left.
Twist right.
In and out.
Slow and steady.
Finally, he withdrew his fingers. Her back entrance quivered and tightened. "Good girl," he said. "It should be ready now."
Misty breathed heavily, her face flushing at his words.
Ash shifted behind her, his hard cock pressing against her.
He placed the tip at her opening and pushed gently.
Misty's body jerked. "mmmmmm~" A sharp pain burned through her. Tears streamed down her face.
The tentacles pushed deeper into her throat blocking her voice.
He pushed slowly past the anal canal into the rectum. The tightness eased a bit as Inside felt wider and smoother.
Misty continues to cry as pain increases.
He continued pushing. "Ahhh... so tight," he groaned.
Ash could feel that despite all his efforts, Misty's anus was still very tight, perhaps because she was still developing.
Then he pulled back an inch and pushed in again. Slow thrusts followed, in... out… His lower belly brushed her butt cheeks with soft thumps while his balls swung lightly, tapping her wet pussy lips.
After some time, Misty's sobs slowed and her hips twitched, soon her pussy squirted fresh juice that dripped down her thighs soaking the bed.
Feeling her arousal, He thrust faster and deeper with smooth slides into her.
Misty's body slowly gave in. She could now feel his warm cock moving inside her, rubbing against her anal walls. Her mind started to accept this new weird sensation, "ahhhh~ mmmm~"
For five more minutes, the rhythm continued. Below, her pussy clenched in a series of involuntary spasms, releasing another wave of arousal wetting his balls.
But the more sign came from her other entrance, her anus pulsed around him in quick, distinct squeezes before finally relaxing its grip.
A low groan escaped from Ash's chest.
"Misty... you feel that?" he murmured, his voice strained. "Your body is trying to milk me dry."
Feeling her tight squeezes, Ash knew he was getting close.
Misty's tired mind could barely process his words. Before she could even form a thought, Ash began moving faster.
He picked up the pace. The sound of his hips meeting her skin sharpened into a steady rhythm... "slap... slap…" as his movements grew more urgent.
Misty moaned into the gag as the tentacles slowed their dance. Her body rocked with each thrust while pleasure built low in her belly.
Ash was getting close. He grabbed her short ponytail, pulling her head back to arch her body.
A sharp pain shot through Misty's scalp as her neck strained uncomfortably. Her vision blurred from the forced position.
"I'm close, Misty," he whispered.
He drove into her five more times, each thrust growing more forceful, more penetrating than the last. The final push, the head of his cock hitting against the deep, inner wall of her anal.
Misty's body shook uncontrollably. A deep, cramping pain spread through her womb.
Her passage clenched tightly around him in a final, reflexive spasm. The overwhelming mix of pain and pleasure made her feel like she was about to collapse.
But Ash held her firmly, his cock still buried deep inside as he reached his climax.
A hot release filled her, wave after wave. Her body continued to squeeze him, warmth flowed into her. A deep heat pooled in her lower belly.
The feeling of being so completely filled was overwhelming. Her inner muscles fluttered around him on their own, squeezing and releasing as the last of his warmth emptied into her.
Misty felt a deep warmth spread low in her belly, full and wet.
Ash breathed heavily as he pulled out. "Misty… you were really tight," he said with a smile.
Her anus gaped slightly before white thick fluid began to leak slowly onto the bed.
He rested for a moment, giving her time to relax while his cock remained half-hard. "One more round," he said. "You'll love this."
Soon he slid back in, her anal passage now slick and welcoming.
Ash was now enjoying himself, no longer feeling the initial tightness. His cock moved smoothly.
Misty, in her half-conscious state, began to find this round strangely enjoyable. Her body started to move on its own, her hips shaking slightly to take his cock deeper.
Seeing her reaction, Ash smiled. He raised his hand and delivered a sharp smack to her soft butt cheek, turning the pale white skin red.
Misty jolted at the stinging pain, "Mmm~" her body clenching tightly around him in response.
The sudden squeeze drew a low groan from Ash, who began moving with more power.
The sharp "slap... slap..." of his hand against her skin mixed with the wet sounds of their bodies. Each impact sent a strange mix of sting and pleasure through her, pushing her muffled cries louder. "Mmm~ ahhh~"
After a while, Misty climaxed once more, and feeling her peak, Ash reached his own limit.
"I'm coming… haaa" Ash groaned as he held her hips and pushed deep inside.
A final, drawn-out moan escaped her "Ahhh~" as another wave of her release gushed out, soaking his thighs and the bed beneath them.
As he finished, a soft chime echoed in his mind, a system notification.
A bright red mark briefly glowed on Misty's skin, just below her navel, before fading to a black as he withdrew.
***
I did a lot of research to write this anal sex. Please tell me if it was hard to understand as I did tried to avoid clinical terms and only used words like rectum, anal canal, and anus, but if you still found it hard, please let me know.