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Nobuyuki's Renamon Encounter

He pulled back a bit, then eased forward, repeating the motion but never breaking through her hymen, simply stretching her body slowly to adjust to his size.

Beezlemon, Digimon, First Time, M/F, Renamon, Virgin, Young Love

Sakura and the Blob Pt 1

She whimpered and panted, chest heaving in the slop as it filled her virgin little pussy up to capacity, before it reached her hymen and brushed against it lightly.

Bizarre, Bondage, Deep Penetration, Encasement, First Time, Growth, Inflation, Lactation, Other/Herm

Birthday Surprise - Chapter 1

Her gaping hole winked at him for a split second, and then he saw her slit close again on the inside, her hymen re-growing.

Anal, Anthro, Bear, Blood, Bull, Cock Transformation, Death, Horse, Human, Incest, Knot, M/F, M/M/F, Oral, Rape, Snuff, Stallion, Tiger, Vaginal, Virgin, Virgin Blood, Wolf, Young, barbed cock, drug use, spitroast

Kandi the Kitten

He softly pet her head, cooing and calming her from her hymen breaking. "shhhh it's okay little sis, it'll pass soon"??"b-but it hurts" she complained, but he cooed and calmed her.

Barbs, Brother, Cat, Cock, Cub, Female, Incest, Kitten, M/F, Male, Sex, Siblings, Sister, Story, Vagina, Vaginal, Young, kandi

A deadly recovery chapter 2

Time pushed in slowly until he hit her hymen. she nodded to him and he pushed deeper into her as hard as he could. her hymen ripped and she screamed in both pain and pleasure. he slowly thrust in and out of her trying not to hurt her the best he could.

Catgirl, Doggystyle, Female, Impregnation, M/F, Male, Shower, Transformation, Vaginal

Cumming of Age

She gave him a weak nod and he thrust hard, breaking her hymen and making her cry out. like with tali, he slowly thrust into her, making the pain go away and letting her feel pleasure.

Kitsune, M/F/F, Master/Pet, Tanuki, Virgin

Shimmer and Rose's Wedding

He's keeps pushing before he hits her hymen, holding. rose; brace yourself, it's gonna hurt a bit. shimmer; i'm ready.... rose pulls back and thrusts in, shimmer screaming in pain as her hymen was ripped through.

M/F, Oral, Pokemon, Vaginal, lopunny, zorua

[SotO] Chapter 12: Two less…

The cry of kabisa when chuma pierced through her hymen had kafil on his paws instantly but the other females prevented him from running over to his sister.

Adolescent, Adult, Anal, Anatomically Correct, Cheetah, Cub, Feral, First Time, Heat, Impregnation, Leopardess, Lion, Lioness, M/F, M/M, Panthress, Sex, Story Series, Vaginal

The Oracle Part 2 The Amazon

Then i eased myself in until the head of my cock was blocked by her hymen. it was finally the moment of truth. i pressed gently but firmly against her hymen.

Ancient Greece, Balls, Barbs, Breeding, Cock, Doggystyle, Domination/Submission, Heat, Impregnation, Lion, Lioness, Lust, M/F, Mating, Missionary, Oral, Pheromones, Queen, Rape, Slave, Tits, Vaginal, War, amazon, king, taming, warriors

[SotO] Chapter 2: The moonlight

Slowly he pushed further inside parting her lips with his tapered dick until he softly hit her hymen. her growl grew stronger but he did not stop.

Adolescent, Adult, Anatomically Correct, Blowjob, Cheetah, Cub, Feral, First Time, Lion, Lioness, M/F, Oral, Rape, Sex, Story Series, Vaginal

Schoolyard Play

Cani pressed against her vagina, and could feel her hymen. "relax, sweetie..." she felt his tip pressing against her hymen, and whined a little. "it hurts.." "only for a little..."

Bathroom, Cub, Diapers, Feline, M/F, School, Wolf

Pathfinding: An Adult Choose Your Own Adventure, Forty-fourth Entry

Imogen tensed or winced in discomfort, then thrusting his cock almost straight downward, letting the top of his shaft rub against the length of her pearlescent slit, keeping her nice and wet for him before he went back to working his tip against imogen's hymen

Anal, Chipmunk, Choose Your Own Adventure, Creampie, F/F, Fantasy, Gnoll, Heat, Hippogryph, Hyena, Impregnation, M/F, M/M, Magic, Minotaur, Oral, Orca, Sixty-Nine, Teen, Teenagers, Tentacles, Unicorn, Vaginal, Voyeurism, Wolf