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To reach the top 1: Prologue

You know, popping the cherry by accident hurts."

Anal, Anal penetration, Bound, Butt, Female, Gaping, Genitals, Mienshao, Penetration, Pokemon, Presenting Hindquarters, Price Listing, Prostitution, Pussy, Sex toy, Solo, Speculum, Vaginal, Vaginal Penetration, Vibrator, gaped, gaping pussy

Parasitic Co-dependency (Pokemon M/F/Herm) Chapter 2: In which Lillie show's how fucked up in the head she is.

_ it was one thing to have sex, he never had it until now-unless one counted fellatio as popping the cherry, and he didn't- but to be in a _relationship?!_ "s-so is this like a friends with benefits thing, or is this serious?"

Big Boobs, Boobs, Breasts, Chemical Use, Cock Growth, Cum, Cum Bath, Cum Digestion, Cumming, Cumshot, Domination/Submission, Ejaculation, Erection, Exhibitionism, Explicit, Fanfiction, Femboi, Femboy, Femdom, Forest, Frottage, Futanari, Gender Shifting, Hermaphrodite, Heterosexual, Horror, Hyper, Hyperphallic, Hypnosis, Lesbian, Master/Slave, Mind Control, Non-Consensual, Orgasm, Pokemon, Seductive, Supernatural, Tongue, Vagina, Vaporeon, infection, parasite

Dary - Training

Turning to retrieve his flashlight, gloves, dust mask and a can of paint to mark his path from his car; he was savoring popping the cherry of what appeared to be an as yet unexplored and looted underground building.

Cadigan Welsh Corgi, Gender Shifting, Human, Impregnation, M/F, Mind Control, Transformation

Shortstack Panda

Jeremy didn't want to admit that she didn't actually 'pop the cherry' so to speak in this new form. she knew it was only a matter of time until that changed, especially if she was taking sex as a form of currency.

Anal, Anthro, Male to female, MtF, Panda, Sex, Shortstack, Transformation, Transgender, aftermath

G,G&G Part III

You know, popping the cherry?" "not for me," colt said then looked down at the fox. "why, is there for you?" "i'd ... like to keep it." colt scoffed and scooped it back off the table.

Action, Fallout, Fanfiction, Fox, M/M, Male, Oral, Violence (Not In Yiff), Wolf

Breaking Through Trust

"i suppose this is what you humans refer to as popping the cherry."  he leaned down and began his thrusts. "oh...you're so tight!" calia felt the spines of deathwing's penis latch tightly to the sensitive, delicate walls of her vagina. 

Deep Penetration, Dragon, Fanfiction, Feral, First Time, Human, Impregnation, M/F, Oral, Rape, Vaginal, black

Raw or Remastered

It wasn't a first time for the bear, but it definitely was time to pop the cherry for the camcorder. andy the bear smirked at the wolf's cheeky comment and made a few final adjustments to the camera's settings. he wanted this to be just right.

Bear, Cheetah, College, Facial, Gay Relationships, Kissing, M/M, Mild Romance, Musk, Oral, Snowballing, Spooge, Wolf

Mind Over

I wanted this to last as long as possible, it's not everyday that you pop the cherry of your nemesis's son. i wasn't even his biggest nemesis, i was d team roster at best. i managed to do this before mega ram, hydron, or chiller koala.

Brain washing, Fox, Highschool, M/M, Medical_abuse_when_younger, Mind Control, Murder_off_screen, Muscles, Student, Super Villains, Teacher, Telepathy, Wolf, Younger, older

Guarded - Episode 10

Tracey popped the cherry in her mouth and spit the pit back into the glass. "give me the hooch lecture later. take me down to the beach." leo grinned and downed the last of his gin. "alright, hun."

Drama, Eroticromance, Heterosexual, Idol, Kemonomimi, Popstar, Ram, Ramboy, Romance, Serial, Wolf, Wolfgirl, bodyguard, erotica

Be Careful What You Look for...And Where.

All it means is that you  get to pop the cherry of an inexperienced girl. big deal!" he leveled a look at her that she couldn't quite discern. "my little miss, i'll have you know two things. first, i didn't do it on purpose.

Arctic Fox, Chapter 5, Emu, Honey badger, Human, Lemur, M/F, Okapi, Pangolin, Red Panda