Pathfinding: An Adult Choose Your Own Adventure, Thirty-fourth Entry
"unless i've got a good reason to go rough on somebody their first time, like dominance, i like to make a defloration...special."
Looks like Snow
Brent, ever the avid camera man, shuffled around behind snow to capture the beginnings of his defloration, zooming in to get a clear view of the thick white fingers pumping in and out of snow's stretched little pink asshole.
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What was almost worse was that jakob was leaning over and watching intently, making sure every moment of her anal defloration was caught on camera from two different angles.
Gladiators
"i want you to use me, as if i were your female ... deflorate me and i'll get you out of that filthy place" proposed the boy while removing his tunic, letting his chest swell and relax by the excitement.
Pathfinding: An Adult Choose Your Own Adventure, Sixty-eighth Entry
Not only was the oil a magical catalyst, helping to make the transfer of power go more smoothly, it was also made to make a female's first time go smoothly as well, minimizing the pain of defloration.
Carnival Demon's Harem - Chapter 6
Not even leaving out anything regarding sylver's actual defloration, or her first time sucking his cock. not only could she see the truth in his aura, but she felt and heard it in his words.
[SotO] Chapter 1: A new home
He tasted the blood from her defloration and the sore tunnel, his own semen and very faint her innocent taste. cum kept tickling out of her snatch and so he bathed her cunny with his tongue. soon he noticed that she even let out very silent moans.
RotH – Chapter 1: The leader of the herd
He did not notice when his member shrunk and slipped out of the overfilled girl, that even had a small bulge at her stomach which now emptied, and how his spunk trickled out of her wet and hot vagina with a bit of blood from her defloration.
Trespass
He pulled out slowly, the cunt resisting him on the way out nearly as much as it had on the way in, and popped out with a spurt of pre; his cock was stained with the red blood of her defloration, but otherwise she seemed uninjured.
The BlackBlood Alliance Fanfiction: Cricket's first time.
He even caught some remaining blood from her defloration, and when he tasted it, his eyes saw red, his dick becoming harder than it ever been. he decided to quit foreplay and get to the point faster than he previously planned.
Predator becomes Prey - Foreign Affairs
Whomever was behind her satisfied that she was accepting of the attention eventually guided his cock under her tail, all while the rabbit fem handed her phone to someone to record the moment of her anal defloration as whomever was behind her slowly and patiently
Pathfinding: An Adult Choose Your Own Adventure, Thirty-second Entry
Do be aware that the defloration of phan and zane will take place in the next entry, though it is hinted at in this one.