"Kenzou-san… be gentle…"
Ayaka's voice was fragile, trembling with nerves and need.
She lay face down on his futon, ass raised, pillow clutched between her arms.
Her body glowed with sweat, thighs already soaked from her first creampie of the morning.
But this…
This was new.
Her asshole twitched, tight and untouched, glistening with oil from his careful fingers.
Kenzou sat behind her, stroking his cock slowly. It was slick, throbbing, greedy.
"I've fucked this pussy enough to turn it into a cum sleeve," he growled.
"Time to stretch out your last hole."
Ayaka whimpered, burying her face in the pillow.
"I'm scared…"
He leaned over, kissing her back softly.
"Relax. I'll make you love it."
---
He started with his thumb.
Slow circles. Light pressure.
Her hole flexed, resisting at first, but her body was already trained to obey.
Her moans were soft. Nervous. But getting wetter.
When he pushed it in—just the tip—Ayaka gasped.
"F-Fuck—it feels weird…"
"That's because it's new."
He kissed her again, now rubbing her clit with his other hand.
Her hips bucked.
"God—why does that make it feel better?!"
"Because you're my little anal slut in training."
---
After a few minutes of careful stretching, he pulled his thumb free.
Her hole winked, slick and ready.
He spat in his hand, rubbed his cock, and pressed the head right against her asshole.
"Ready?"
Ayaka trembled.
"…Do it."
---
He pushed.
Tight. Hot. Relentless.
Her eyes rolled back as the head popped in.
"OH MY GOD—Kenzou-san—!!"
"Breathe. Just breathe."
He paused there, letting her walls adjust.
Her asshole clenched and fluttered, fighting his cock, then slowly loosening.
"F-Fuck… it's so thick…"
"You're taking it like a good girl," he whispered, inching in deeper.
Ayaka's back arched. She moaned, full of shame and twisted pleasure.
"I-I feel so full…"
"You are."
---
He didn't slam into her.
Not this time.
He eased in, slow and steady, giving her time to stretch, time to feel every veiny inch splitting her open.
By the time his hips touched her ass, her whole body was shaking.
"You're… all the way in…?"
"All the way," he grunted, palming her thick cheeks.
Ayaka sobbed into the pillow—but not from pain.
"I… I love it…"
---
Then he moved.
Slow thrusts. Deep strokes.
Her ass clapped with every motion, the sounds wet and filthy.
"You're getting tighter every time I pull back," he growled.
"Your asshole's sucking my cock in."
Ayaka moaned, muffled.
"D-Don't say that—!"
"Why not? Your body's loving it."
Her fingers reached between her legs.
"I'm cumming—just from anal—!"
---
She did.
Her legs twitched. Her pussy squirted. Her hole clenched so hard around him it nearly milked his cock.
That was all he needed.
Kenzou groaned, slammed in deep, and came inside her ass.
Hot, thick cum flooding her guts, leaking out around his cock as her body collapsed into the futon.
---
When he pulled out, her hole was gaping—oozing.
Ayaka whimpered, dazed and drooling.
"I feel so full…"
"You are," he said, kissing her back.
"You took your first anal like a good, obedient little widow."
---
She turned her head, eyes soft and glossy.
"Will you… do it again next time?"
He smirked.
"I'm gonna plug all three holes before breakfast."