Lucy
Soon he hardened again and deflowered her causing them both to howl in pleasure and pain as the blood of her shattered hymen ran down his leg, wasting no time to near totally withdraw and reinsert himself into her pulsing canid pussy.
Flowers of the Lily Nymph 1
As a sort of poetic irony, they wish to deflower maidens, much like satyrs. yet, they only seek a certain kind of maiden for their exploits. beware their flowers, for they shall entice women to covet the petals rather than the stem.
Twinks Across America: Ch. 16 - Minnesota
I only deflower--" "just fuck me already, please!" finn cried out; his whimpering now turned into whines. he tried to push his hips onto my crotch, only for me to have my hips retreat for the femboy.
Twinks Across America: Ch. 14 - North Dakota
My neighbor deflowered me years ago. i'm no virgin." yet he felt like one when i got to my feet and slowly inched my shaft past his ring. thank god i remembered to at least bring a condom.
Tribal conflict
The girl's eyes filled with tears, and her screams deafened the young ferret, the female's hands clenched the bars tightly as the huge male deflowered her.
Payment
I would not be taking him like that yet, i knew, and instead began a long slow deflowering, letting him feel the caress of flesh on flesh, all the while kissing while our eyes remained staring into each other's souls.
Gortoz 'A Ran - Ch 20 - To get in touch...
I told her everything about the night that sarah deflowered me and how i felt that night... pretty much everything sam ever wanted to know. but at some point, we had to go. we made our way back to the gym to get our bikes.
Unnatural Selection
Even with the girth in his muzzle, he could look down to see watch the others as they moved through his tail's slit and steadily deflower his rump.
Private Property
And he knew he would with one more virgin to deflower back at home. he unlocked the door and pushed it open to be greeted by the scent of rabbit stew.
Sir Wolfie. A Tale of two Kingdoms. Preview.
There was no second performance though, despite the deflowered maid's best efforts, and he was unable to bring her to orgasm.
[SotO] Chapter 7: Little Princess
He had long planned that sanura would be his queen in the future but he also decided that he would deflower her at her first heat.
Pathfinding: An Adult Choose Your Own Adventure, Eighty-third Entry
Flit's cry of penetration was high-pitched, almost girlish, as rufus thrust forward, deflowering the boy thoroughly.