Dire Wolf Territory
With his first thrust he tore through her maidenhead, robbing the leopard of her virginity. inya screamed out as her first time also stretched her to her limits.
Axel & Rena Part 2 By: Renatamer
Rena let out a cry of pain, her maidenhead had torn rather quickly but she wasn't prepared for his size.
The Order of Future: Special 3 – The Fahrar
She was tight and when he hit her maidenhead he pushed through it with small and slow movements. the third push made her groan in pain and him break through the barrier.
Chapter Six: Loss
Kiku's scream was heard throughout the prison as her maidenhead was obliterated. as the scream died off, anyone who heard knew she had passed out.
Pathfinding: An Adult Choose Your Own Adventure, Thirtieth Entry
Marlene realized with a start that windtooth must be licking kaia's cervix with the same eagerness that spark had been using on the captive elfgirl's cunny, and more than that, he must have pushed his tongue through kaia's maidenhead in his eagerness
Mateship Prologue: Consummation
He got halfway in when he felt her maidenhead. "okay, dove, i'm going to break your hymen now...are you _sure_ you're ready?" she smiled warmly at him. "i...i want this to happen, bailmont.
Chapter 4: The False Bride
He dipped his hips and slid home, and her maidenhead broke around him. he was surprised by the intense fire in her eyes as she looked at him.he was even more surprised when she kissed him tenderly on the mouth as they made love.
01 - Gardevoir
He wasn’t expecting your legs to buck pulling him in, the sharp sting of pain as he tore past your maidenhead was something you were expecting, but the warmth and pleasure of having him where no male had ever been was quickly wiping away anything negative.
A New Companion and Old Memories
She shook her head and pressed her hips forward on him, forcing his flare to break her maidenhead. she gave out a cry, her fingers clawing at his arms. it hurt more than she had expected, but felt just as good.
Tales of the Convenant, Part 2
So she finally stopped the aggression on her end and allowed him to penetrate deeper and deeper until at last he broke through the maidenhead and he exploded within her womb.
The Order of Future: Chapter 4 - Eye of the Storm
In her estrogen clouded mind she noticed that the maidenhead of wyan was as intact as the one of inia. just as this crossed her mind she heard a muffled huffing voice from her own rear.
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...