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Princess' Plaything

Without a pesky maidenhead and long as i made him cum outside me, i could let him fuck my brains out until my father found me a suitable match, or my legs fell off, whichever happened first."

Anal, Cub, F/solo, Femdom, First Time, Gazelle, Humiliation, Lion, M/M, Masturbation, Non-Consensual, Reluctant, Slave, Virgin, Voyeurism, Young, Zebra

Demonic Whispers, Sinful Breedings [Commission]

Vera cried out, cutting off the leering demoness as her daddy pulled her hips down even as he bucked up, tearing through her maidenhead and pushing half his cock into the girl's freshly deflowered pussy.

Cub, Daughter, Demon, Father, Impregnation, Incest, Knotting, M/F, Maned Wolf, Pseudo-Rape/NC, Reluctant, Size Difference, Wolf

Pathfinding: An Adult Choose Your Own Adventure, Ninteenth Entry

"if she didn't have her maidenhead still, we'd all take turns shafting her soundly until she couldn't worship anything except cock.

Anal, Catgirl, Choose Your Own Adventure, Elf, Fantasy, Feline, Fox, Human, Hyena, M/F, M/M, NC, Oral, Panther, Pregnancy, Rabbit, Rape, Slave, Slavery, Teen, Teenagers, Wolf

That Afternoon

Kiara yelped in pain as her maidenhead gave way to simba's lionhood. she wasn't prepared for her first cock to be so massive.

Cub, Female, Heat, Kiara, Lion, Lion King, Lioness, M/F, Male, Oral, Rape, Semi NC, Sex, Simba, Vaginal

That Afternoon [In the Clearing]

Kiara yelped in pain as her maidenhead gave way to simba's lionhood. she wasn't prepared for her first cock to be so massive.

Heat, Incest, Kiara, Lion King, M/F, Simba, tlk

Punishment in the Stocks

Drawing a squeak of pain from her throat, he gripped her hips and jammed himself inside, until something felt like it had burst, and the crying, sobbing, cock-sucking girl felt her heart break along with her maidenhead, as blood dribbled down her thigh

Anal, Bondage, Cum, Dark, Facial, First Time, Humiliation, Knot, M/F, Medieval, Oral, Rape, Tie, Vaginal, Violence, combat, internal cumshot

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.

Digimon, Heat, Human, M/F, Vaginal

Skyworld Act 3

_ of startled orgasm, her smooth, snug inner channel squeezing down firmly on the single finger cika managed to squeeze past the membrane of her friend's maidenhead.

Anal, Avian, BDSM, Canine, Cobra, Deer, Doe, Dog, Elk, F/F, Fantasy, Fox, Goat, Hippo, Hippopotamus, M/F, M/M, Magic, Mink, Mustelid, NC, Oral, Otter, Pig, Raccoon, Reptile, Rhino, Romance, Scalie, Skunk, Snake, Stag, Steampunk, Tiger, Vaginal, Virgin, Vixen, Wolf, albatross, pirates

Chapter the First: Wheels

You'll find none with adrian, for i've better prospects that don't include the feeble minded prattling of broken maids pining for their maidenhead." he glanced back to see if any of it had sank in.

Bad Language, Canine, Character Development, Feline, Harsh, Plot Development, Realistic

Virgin and the Horns

She could feel his cock pushing against her maidenhead for a second before he broke through. part of her had been expecting the pain that so many of the women she knew talked about.

Bisexual, Facial, Impregnation, Link, M/F/F, Mule, Oral, Unicorn, Vaginal, Virgin

Tina's Story-Chapter 92 Wedding Bell Blues IV A Gray Muzzle Story-The revised edition

He felt her maidenhead give way. he felt the warmth, and the bleeding. but mostly he felt alive, with lust and desire in a way that he had never known. she winced, and bit her lip. but, she began to mate him. warmly. lovingly.

Age Play, Anal, Cat, Dog, F/F, Incest, M/F, Nudity, Oral, Yiff, wedding

Festival Dance

"someone likes diddling herself," silver-rain chuckled gleefully in a sing song voice, the lack of any maidenhead and the firm knowledge that the leopard had never been with a male giving her a kick of amusement.

F/F, Friendship, Kissing, Oral