E'land
Probably not the first maidenhead he's taken either.
The Order of Future: Chapter 3 - In the Silence before the Storm
The tongue brushed over her intact maidenhead and pressed points around it. the tip even went a bit further through the small gap under the maidenhead.
The Moon's Daughter
He gripped her knees, his tongue snaked past her maidenhead as his shoulders moved amongst the flowers and grass.
Simone A Gray Muzzle story
Simone clenched her jaw, as tanaka pierced her maidenhead. there was a little blood, but there was great relief. simone began to rock to his thrusts, purring, and caressing his backside.
Reinvention - Reinvented Chapter 3: Resolved
Her muscle, inside and out, clamped down, instinctively her legs wrapped around stitch's backside and pulled him tight, ramming him through her own maidenhead, the pain obstructed by the first real orgasm of her life.
Dark Orc
The glassy eyes at the trauma, the blood from their ripped maidenhead contrasting with their skin, bodies shuddering and whining with terror.
The Journey Begins part 3
Sliding down until the head of my dick was pressed against her maidenhead. while there was not much room for motion, she got into a rhythm where i was fucking her but had still not broken her barrier of love.
The Last Shemale Queen Cut Scene chp21
It didn't seem fair to ask tala to take her maidenhead but to give her no pleasure in return. she looked at aayan and slowly nodded. "but not her sex," pati protested. "just let her suck . . ." "hush, pati," yanaba said.
Chapter 34: Til Dawn
Tala made careful love to her and felt her maidenhead crumbling away. she felt the blood too. hot. pouring in little tendrils down their thighs. yanaba's thighs were trembling.
The Order of Future: SPECIAL 1 - Christmas at Lion’s Arch
He could feel the maidenhead and the shape of it reminded him of nana's maidenhead. he massaged the maidenhead with his tongue driving out more of jukki's love juices.
Slime Study: Sis's Story 2
The priestess fell upon the altar of her god as he ravished her insides, bursting through her maidenhead with no regard for her safety.
To breed a dragon
In the eternity of her mind, less than a second passed before the dragon had slid himself forward, and in a mighty thrust, he ripped past her maidenhead, and caused her to bite her lip, stifling a scream.