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She'll Get Hers

The sensation wasn't...well, it was painful. anal penetration was a very infrequent indulgence of hers, and every time she had it, there was a heady amount of preparation to it, at least. this was pretty sudden.

Anal, Anthro, Dog, Lion, M/F, Orgasm Denial, Pseudo-Rape/NC, Teasing

HPBS: The Eeveelution Trio

This is a commission for someone over on ib, with lots of spanking and painful anal. hope you like it!

Anal, Boarding school, Cub, Dildo, Eevee, Flareon, Foreskin, Jolteon, M/M, Male, Pain, Painal, Pokemon, School, Sore, Spanking, Student, Vaporeon, bruised, crying, headmaster, large insertion, professor, tears

Shadow Sanction

He removed the anal hook, only to replace it with his member. the motion was swift but not painful.

Anal, BDSM, Bondage, Bovine, Bull, Canine, Dislyte, Djoser, Dog, Domination, E orgasm-denial, Exhibitionism, Forced-Orgasm, Gay, Handjob, Male, Masochism, Mm, Punishment, Sander, Tortur, Vulpine, Wolf, freddy, frot, mmm, sadism

Rich Bitch - Prequel - First Night - Part 2

The taste was sickening, her neck ached, and her crotch burned, but the threat of more painful anal fucking was worse than all that combined. she'd been punished enough for one day.

Abuse, Baby_slave, Basset Hound, Bondage, Clydesdale, Diaper, Diapers, Domination, Female, Force feeding, Humiliation, IcyHot, Lesbian, Mouth_soaping, Poodle, Pube_tweezing, Slavery, Spanking, Torture, molestation, slapping, straightjacket, timeout, torment

Bitch of Beasts (OLD)

Suel found that he had an uncanny ability to enjoy painful anal sex after a certain point; a time came when he simply ceased to feel pain, and all he knew was blissful pleasure.

Abduction, Adult, Anal, Anthro, Anthropomorphic, Ass, Ass Worship, Ball Fondling, Balls, Bareback, Bear, Bestiality, Bisexual, Blowjob, Bondage, Bound, Bovine, Canine, Cave, Ceeb, Chubby, Cock, Cock Worship, Commission, Condom, Creampie, Cum, Deep Penetration, Deep Throat, Deep Thrust, Dick, Dinosaur, Doggystyle, Ejaculation, Erection, Explicit, Facesitting, Feline, Fellatio, Female, Feral, Fondling, Forced Sex, Forest, Fox, Fucking, Gangbang, Gay, Hard-On, Humping, Kidnapping, Kinky, Knot, Leash, Lust, Male, Messy, Molesting, Mythological Creature, Non-Anthro, Nude, Nudity, Oral, Orgasm, Orgy, Penis, Pheromones, Plump, Pre, Quadruped, Raccoon/Fox, Raptor, Reptile, Riding, Rimjob, Rimming, Rough, Rough Sex, Rule 34, Seed, Serpent, Sex, Sexy, Sheath, Short Story, Size Difference, Spooge, Story Series, Straight, Stretching, Suel, Tailhole, Tauren, Tie, Tied, Tiger, Vagina, Vaginal, Warcraft, Wolf, Wolfess, Wolvar, World of Warcraft, Zoophilia

Dirty Inflation

It may not have been the worst pain but it was an old pain, anal penetration never being his favourite thing, legs trying to kick out to no avail.

Anal, Anal Sex, BDSM, Balls, Bareback, Belly growth, Belly swelling, Big Cock, Canterlot, Castle dungeon, Celestia, Cock, Commission, Cunnilingus, Daybreaker, Deep Penetration, Dirty inflation, Domination, Domination/Submission, Dubcon, Dubious consent, Dungeon, Erotic, Exhibitionism, Femdom, Feral, Forced, Gross inflation, Group, Group Sex, Growth, Horse, Hyper, Hyper Cock, Hyper balls, Hyperphallic, Inflation, Inflation Fetish, Lactation, Large Cock, Latex, Lust, M/F, MLP, Male/Female, Mare, Messy, Milk drinking, Mistress/slave, My Little Pony, Nightmare Moon, Non-Anthro, OC, Oral, Oral Sex, Original Character, Pegasus, Piss, Piss inflation, Pony, Public, Rough, Rough Sex, Rule 34, Rule34, Scat, Scat eating, Scat inflation, Scat play, Short Story, Slave, Stallion, Story, Straight, Straight Sex, Stretching, Submission, Submissive, Urine, Urine drinking, Vaginal, Vaginal Sex, Very dirty, Voyeurism, alicorn, arctic, belly expansion, bloating, castle, colt, dirty, dominant, erotica, exhibitionist, expansion, fetish, filling, force, kink, latex suit, luna, mistress, public sex, sewage, swelling, voyeur

Third Earth - Book Five

rectum, ever joint and muscle in an don his body felt stiff and heavy.

Anthro, Anthropomorphic, Archive, Human, Story

Breaking Freya

She was grateful when something bumped her muzzle to take her attention away from that painful anal rape. until she saw it was the blue chocobo, again offering his foot to her. he had his head lowered and tilted to look at her, both curious and hopeful.

Abuse, Amarant, Bestiality, Chocobo, Cub, Dirt, Dragon, FF9, FFIX, Feet, Female, Filth, Final Fantasy, Freya Crescent, Gay, Lesbian, Licking, M/M, Magic, Male, NC, Oral, Piss, Rape, Scent, Straight, Torture, Watersports, Zidane, black mage, fratley, puck, smelly, vivi