RotH – Chapter 8: Protection
Jack felt her maidenhead with his tongue and realized, that the woman was a virgin.
From Bitter Beginnings... [Commission]
She was no stranger to pain, but she'd never felt anything quite like the burning sensation deep inside her as her maidenhead was torn and her body forced to accept the canine shaft.
A Dragon's Love - Meeting
It was almost enough to completely erase the pain she felt both at her maidenhead being torn away and being stretched so fully! she arched her back and gasped loudly. as she exhaled, she gave a deep moan and slowly eased herself lower.
It's O-Kay
Some folks call it a "cherry" as you bleed when it's broken, or call it a "maidenhead" or your "virginity", as it's broken when you first put something inside of you that's bigger like a penis..." i gently wriggled my fingertip at her opening.
Chapter 2
She felt her maidenhead straining against his gentle massaging. but he curled his fingers in a come hither gesture, and she melted in the sheets.
Kiara's Defloration
Kiara yelped in pain as her maidenhead gave way to simba's lionhood. she wasn't prepared for her first cock to be so massive.
Tony and Liz: The Night They Met
He puts some pressure on liz's maidenhead, causing her to gasp in pain with tears forming in the corners of her eyes. looking into the shining blue eyes above her face, liz bites her bottom lip and nods very slowly.
Morph Class: part 5
Dustin seemed to want to respect his teacher's claim to her maidenhead, or didn't want to hurt her. for her part, li-mei was stroking the canomorph's leaking erection, the slick sound adding to the cacophony of others.
MaidenS, Vol. 1, Ch. 1 -- All was Quiet Except for a Mouse
With no warning, three of the lioness's finger pushed into nezumi's hole and deflowered her maidenhead. blood immediately began to pour and stain her chaste panties. she winced in pain for a few seconds while her hole was being softly pumped into...
Champion's Path
"i-it's fine," karina resolved; shifting around as she tried to recover from the pain of her burst maidenhead. "i know you were just doing it to e-egg me on and convince me to go through with the wager."
RotH – Chapter 6: Protector
She screamed from her maidenhead being ripped under his powerful thrust, and he glided up to her cervix, before her tunnel contracted in the sudden pain.
Skin Deep (excert from the novel)
With gentle force, i drove my member into her maidenhead. it was taut and unyielding, but only for a moment. she pulled me tightly and finished the job.