grimdark best from all time -animated

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grimdark

anal anal_insertion anal_sex avian body_writing canine condom diamond_dog_(mlp) equine female friendship_is_magic grimdark gryphon humiliation insertion male mammal mindbreak my_little_pony peeing penetration rarity_(mlp) shaved_mane straight_hair urine watersports zebra
anal anal_insertion anal_sex avian body_writing canine condom diamond_dog_(mlp) equine female friendship_is_magic grimdark gryphon humiliation insertion male mammal mindbreak my_little_pony peeing penetration rarity_(mlp) shaved_mane straight_hair urine watersports zebra
absurd_res anthro blood bodily_fluids catd domestic_cat felid feline felis female gore grimdark hell hi_res looking_up mammal margaret_never_(catd) nosebleed solo wounded
absurd_res anthro blood bodily_fluids catd domestic_cat felid feline felis female gore grimdark hell hi_res looking_up mammal margaret_never_(catd) nosebleed solo wounded
2016 abs absurd_res amazin-arts animal_genitalia animal_penis anthro balls blonde_hair blood blood_drip blue_eyes bullet_holes chair cut_throat dark english_text equine equine_penis evil_grin eyebrows fan_character flaccid fur gore grey_background grimdark grin hair hi_res hooves horse horsecock looking_at_viewer looking_down male mammal muscular my_little_pony nude orange_fur orange_skin pegasus penis penis_tip pony sheath sheathed simple_background sitting smile snuff solo text wings wounded
2016 abs absurd_res amazin-arts animal_genitalia animal_penis anthro balls blonde_hair blood blood_drip blue_eyes bullet_holes chair cut_throat dark english_text equine equine_penis evil_grin eyebrows fan_character flaccid fur gore grey_background grimdark grin hair hi_res hooves horse horsecock looking_at_viewer looking_down male mammal muscular my_little_pony nude orange_fur orange_skin pegasus penis penis_tip pony sheath sheathed simple_background sitting smile snuff solo text wings wounded
alpha_channel armor asylum barcode barcode_on_head bookshelf boots breathable_gag candy cassie_(xander) chocolate chocolate_bar clipboard clothing collar dessert diploma drone dronesuit food footwear furniture gag glistening glistening_latex gloves greenhouse grimdark handwear hard_hat harness headgear helmet hi_res hose hose_in_mouth hose_in_penis hydroponics implied_permanent ky_(kysqueaks) latex latex_boots latex_clothing latex_footwear latex_gloves latex_handwear latex_skinsuit latex_suit libra_(character) mask neck_bulge orefact_(setting) padded_room plant plant_pot psychiatric_hospital psychiatrist restraints rubber_clothing sallet_(starfoth) shoes skinsuit slave star_art_hd straitjacket tablet tablet_computer tight_clothing torture train tube tube_in_mouth vacuum_bed vehicle vivarium volt_(character) von_(jsdk) white_latex white_straitjacket worker worker_drone worker_helmet
alpha_channel armor asylum barcode barcode_on_head bookshelf boots breathable_gag candy cassie_(xander) chocolate chocolate_bar clipboard clothing collar dessert diploma drone dronesuit food footwear furniture gag glistening glistening_latex gloves greenhouse grimdark handwear hard_hat harness headgear helmet hi_res hose hose_in_mouth hose_in_penis hydroponics implied_permanent ky_(kysqueaks) latex latex_boots latex_clothing latex_footwear latex_gloves latex_handwear latex_skinsuit latex_suit libra_(character) mask neck_bulge orefact_(setting) padded_room plant plant_pot psychiatric_hospital psychiatrist restraints rubber_clothing sallet_(starfoth) shoes skinsuit slave star_art_hd straitjacket tablet tablet_computer tight_clothing torture train tube tube_in_mouth vacuum_bed vehicle vivarium volt_(character) von_(jsdk) white_latex white_straitjacket worker worker_drone worker_helmet
2016 amazin-arts animal_genitalia animal_penis ass balls blood bracelet corpse dark death equine equine_penis equine_taur erection facial_piercing friendship_is_magic glowing glowing_eyes gore grimdark hi_res horn horse horsecock jewelry looking_at_viewer male male_death mammal my_little_pony nose_piercing nose_ring nude penis piercing pony red_eyes reptile scales scalie signature smile smirk snake suspension taur tirek_(mlp) tree watermark yaoi
2016 amazin-arts animal_genitalia animal_penis ass balls blood bracelet corpse dark death equine equine_penis equine_taur erection facial_piercing friendship_is_magic glowing glowing_eyes gore grimdark hi_res horn horse horsecock jewelry looking_at_viewer male male_death mammal my_little_pony nose_piercing nose_ring nude penis piercing pony red_eyes reptile scales scalie signature smile smirk snake suspension taur tirek_(mlp) tree watermark yaoi
ahe_gao alicorn animal_genitalia animal_penis anus equine equine_penis female forced friendship_is_magic grimdark hi_res horn horsecock kongaritosuto looking_pleasured male mammal mind_control my_little_pony nude penis puffy_anus pussy rape ring sex spreading straight tail_sex tailjob text tirek translation_request twilight_sparkle_(mlp) wing_boner wings
ahe_gao alicorn animal_genitalia animal_penis anus equine equine_penis female forced friendship_is_magic grimdark hi_res horn horsecock kongaritosuto looking_pleasured male mammal mind_control my_little_pony nude penis puffy_anus pussy rape ring sex spreading straight tail_sex tailjob text tirek translation_request twilight_sparkle_(mlp) wing_boner wings
ahe_gao alicorn animal_genitalia animal_penis anus duo equine equine_penis female forced friendship_is_magic grimdark hi_res horn horsecock kongaritosuto looking_pleasured male mammal mind_control my_little_pony nude penis puffy_anus pussy rape ring sex spreading straight tail_sex tailjob text tirek translation_request twilight_sparkle_(mlp) wing_boner wings
ahe_gao alicorn animal_genitalia animal_penis anus duo equine equine_penis female forced friendship_is_magic grimdark hi_res horn horsecock kongaritosuto looking_pleasured male mammal mind_control my_little_pony nude penis puffy_anus pussy rape ring sex spreading straight tail_sex tailjob text tirek translation_request twilight_sparkle_(mlp) wing_boner wings
ahe_gao alicorn animal_genitalia animal_penis anus duo equine equine_penis female forced friendship_is_magic grimdark hi_res horn horsecock kongaritosuto looking_pleasured male mammal mind_control my_little_pony nude penis puffy_anus pussy rape ring sex spreading straight tail_sex tailjob text tirek translation_request twilight_sparkle_(mlp) wing_boner wings
ahe_gao alicorn animal_genitalia animal_penis anus duo equine equine_penis female forced friendship_is_magic grimdark hi_res horn horsecock kongaritosuto looking_pleasured male mammal mind_control my_little_pony nude penis puffy_anus pussy rape ring sex spreading straight tail_sex tailjob text tirek translation_request twilight_sparkle_(mlp) wing_boner wings
alicorn animal_genitalia animal_penis anus balls cum cum_in_mouth cum_on_face dungeon equine equine_penis fellatio forced friendship_is_magic grimdark harryclopper horn horsecock mammal my_little_pony nude open_mouth oral orgasm penis rape sex shining_armor_(mlp) spread_legs spreading tongue twilight_sparkle_(mlp) unicorn wings
alicorn animal_genitalia animal_penis anus balls cum cum_in_mouth cum_on_face dungeon equine equine_penis fellatio forced friendship_is_magic grimdark harryclopper horn horsecock mammal my_little_pony nude open_mouth oral orgasm penis rape sex shining_armor_(mlp) spread_legs spreading tongue twilight_sparkle_(mlp) unicorn wings