grim best from all time

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grim

6+boys afro anpanman artist_name ascot berserk black_sclera bow bowtie brook_(one_piece) brothers cigarette clenched_hand colored_sclera creatures_(company) crossover cup drinking dry_bones duskull formal_clothes game_freak gen_3_pokemon grim grim_(grim_adventures) grim_fandango grin hand_on_own_hip hood horrorman jack_skellington lewis_(mystery_skulls) lord_hater male_focus manolo_sanchez manuel_calavera mario_(series) masters_of_the_universe multiple_boys multiple_crossover mystery_skulls nintendo one_eye_closed one_piece papyrus_(undertale) pink_hair pokemon pokemon_(creature) pompadour puyopuyo sans_(undertale) scarf siblings skeleton skeleton_t skeletor skull_head skull_knight_(berserk) smile smoke smoking sparkle ssalbulre suit teacup the_book_of_life the_grim_adventures_of_billy_&_mandy the_nightmare_before_christmas traditional_bowtie trait_connection tuxedo undertale wander_over_yonder yellow_eyes yunomi

6+boys afro anpanman artist_name ascot berserk black_sclera bow bowtie brook_(one_piece) brothers cigarette clenched_hand colored_sclera creatures_(company) crossover cup drinking dry_bones duskull formal_clothes game_freak gen_3_pokemon grim grim_(grim_adventures) grim_fandango grin hand_on_own_hip hood horrorman jack_skellington lewis_(mystery_skulls) lord_hater male_focus manolo_sanchez manuel_calavera mario_(series) masters_of_the_universe multiple_boys multiple_crossover mystery_skulls nintendo one_eye_closed one_piece papyrus_(undertale) pink_hair pokemon pokemon_(creature) pompadour puyopuyo sans_(undertale) scarf siblings skeleton skeleton_t skeletor skull_head skull_knight_(berserk) smile smoke smoking sparkle ssalbulre suit teacup the_book_of_life the_grim_adventures_of_billy_&_mandy the_nightmare_before_christmas traditional_bowtie trait_connection tuxedo undertale wander_over_yonder yellow_eyes yunomi

10s 1girl anchor black_hair black_pantyhose brown_eyes feet female_focus grey_hair grim grin hairband hands_on_feet hat headgear kantai_collection long_sleeves lowleg lowleg_pantyhose mini_hat multicolored_hair neckerchief no_shoes panties panties_under_pantyhose pantyhose sailor_collar seamed_legwear shirt short_hair short_hair_with_long_locks side-seamed_legwear smile smirk soles solo thighband_pantyhose tied_shirt toes tokitsukaze_(kancolle) two_side_up underwear yashiro

10s 1girl anchor black_hair black_pantyhose brown_eyes feet female_focus grey_hair grim grin hairband hands_on_feet hat headgear kantai_collection long_sleeves lowleg lowleg_pantyhose mini_hat multicolored_hair neckerchief no_shoes panties panties_under_pantyhose pantyhose sailor_collar seamed_legwear shirt short_hair short_hair_with_long_locks side-seamed_legwear smile smirk soles solo thighband_pantyhose tied_shirt toes tokitsukaze_(kancolle) two_side_up underwear yashiro

10s 4boys 4girls billy bubbles_(ppg) chuck_(psg) corset_(psg) crossover garterbelt_(psg) gir_(invader_zim) grim grim_(grim_adventures) gun honekoneko mandy_(grim_adventures) mandy_(grim_adventures) multiple_boys multiple_girls nergal_(grim_adventures) panty_&_stocking_with_garterbelt panty_(psg) powerpuff_girls stocking_(psg) the_grim_adventures_of_billy_&_mandy weapon

10s 4boys 4girls billy bubbles_(ppg) chuck_(psg) corset_(psg) crossover garterbelt_(psg) gir_(invader_zim) grim grim_(grim_adventures) gun honekoneko mandy_(grim_adventures) mandy_(grim_adventures) multiple_boys multiple_girls nergal_(grim_adventures) panty_&_stocking_with_garterbelt panty_(psg) powerpuff_girls stocking_(psg) the_grim_adventures_of_billy_&_mandy weapon

10s 1girl arm_behind_back bad_id bad_twitter_id cameltoe covered_navel cowboy_shot female_focus finger_to_face flower greyscale grim hair_flower hair_ornament inactive_account kantai_collection kuromoto-kun_(rina_masimaro) long_hair monochrome one-piece_swimsuit ro-500_(kancolle) school_swimsuit shirt sleeveless sleeveless_shirt smile solo swimsuit swimsuit_under_clothes

10s 1girl arm_behind_back bad_id bad_twitter_id cameltoe covered_navel cowboy_shot female_focus finger_to_face flower greyscale grim hair_flower hair_ornament inactive_account kantai_collection kuromoto-kun_(rina_masimaro) long_hair monochrome one-piece_swimsuit ro-500_(kancolle) school_swimsuit shirt sleeveless sleeveless_shirt smile solo swimsuit swimsuit_under_clothes

1futa 2021 2boys abuse abused age_difference ambiguous_penetration anal anal_sex anorexia anthro anthro_on_anthro anthro_only anthro_penetrated anthro_penetrating anthro_penetrating_anthro areolae arm_grab arms_behind_back badge barefoot bdsm beat big_feet bisexual black_boots blood blood_on_face blood_on_mouth blood_stain blue_fur blush boots breasts broken_rape_victim brown_eyes brown_fur brown_hair bruise bulge canine cat_ears cat_humanoid choking chubby cigarette claw_marks claws closed_eyes cock_gobble colorful cottoncake11 cry crying cum cum_drip cum_dump cum_in_pussy cum_in_throat cum_inside cum_on_ass cum_on_body cum_on_face cum_on_feet cum_on_fur cum_on_lower_body cum_on_upper_body cumshot cuntboy cuntboysub cutie_mark cuts damaged dark deep_penetration deep_throat degradation devil_horns dirty dog dog_humanoid dominant_male domination ejaculation erect_nipples erect_penis erection erection_under_clothes fat fear feline feline_humanoid fennec fennec_fox floppy_ears fluffy_ears fluffy_hair force forced forced_fellatio forced_oral forked_tongue fox fox_ears fox_humanoid fox_tail from_behind fucked_from_behind fully_clothed furry furry_ass furry_ears furry_only furry_tail futa_with_male futadom futanari gangbang gangrape golden_retriever gore grabbing grabbing_from_behind green_eyes green_fur green_nose green_tongue grim grin grinning group group_rape group_sex guro holding_cigarette holding_object horn horns horny humanoid_genitalia humanoid_penis humiliation intersex jaggedfangs khakis kneeling labrador larger_futanari long_fingers long_hair long_nipples male male/female male_on_cuntboy male_with_cuntboy male_with_male maledom markings marks mastectomy_scar messy mossyrats mossyratsocs nazi necklace nipple nipple_piercing nipples nonconsensual oc ollie ollie_(mossyrats) on_knees oral oral_sex orgasm original original_character original_characters paws penetration penis_bulge penis_under_clothes pervert pierced_nipples piercing pin pink_hair politics pounding pubic_hair rape rape_face ribs rough_oral saliva self_harm_scars sex short_hair skindentation small_breasts smirk smirking smoke smoking spitroast spotted_fur stomach_bulge strawbs_(oc) strawbs_(zoombehz) strawbs_(zoombehz_oc) swastika tall tanner_nickolas_lay tanner_nickolas_lay_(jaggedfangs) tears tenting threesome tongue tongue_out torture twink vein veins veiny_arms veiny_breasts veiny_penis violence violent voyeur watching wound wounded wrinkles zoombehz

1futa 2021 2boys abuse abused age_difference ambiguous_penetration anal anal_sex anorexia anthro anthro_on_anthro anthro_only anthro_penetrated anthro_penetrating anthro_penetrating_anthro areolae arm_grab arms_behind_back badge barefoot bdsm beat big_feet bisexual black_boots blood blood_on_face blood_on_mouth blood_stain blue_fur blush boots breasts broken_rape_victim brown_eyes brown_fur brown_hair bruise bulge canine cat_ears cat_humanoid choking chubby cigarette claw_marks claws closed_eyes cock_gobble colorful cottoncake11 cry crying cum cum_drip cum_dump cum_in_pussy cum_in_throat cum_inside cum_on_ass cum_on_body cum_on_face cum_on_feet cum_on_fur cum_on_lower_body cum_on_upper_body cumshot cuntboy cuntboysub cutie_mark cuts damaged dark deep_penetration deep_throat degradation devil_horns dirty dog dog_humanoid dominant_male domination ejaculation erect_nipples erect_penis erection erection_under_clothes fat fear feline feline_humanoid fennec fennec_fox floppy_ears fluffy_ears fluffy_hair force forced forced_fellatio forced_oral forked_tongue fox fox_ears fox_humanoid fox_tail from_behind fucked_from_behind fully_clothed furry furry_ass furry_ears furry_only furry_tail futa_with_male futadom futanari gangbang gangrape golden_retriever gore grabbing grabbing_from_behind green_eyes green_fur green_nose green_tongue grim grin grinning group group_rape group_sex guro holding_cigarette holding_object horn horns horny humanoid_genitalia humanoid_penis humiliation intersex jaggedfangs khakis kneeling labrador larger_futanari long_fingers long_hair long_nipples male male/female male_on_cuntboy male_with_cuntboy male_with_male maledom markings marks mastectomy_scar messy mossyrats mossyratsocs nazi necklace nipple nipple_piercing nipples nonconsensual oc ollie ollie_(mossyrats) on_knees oral oral_sex orgasm original original_character original_characters paws penetration penis_bulge penis_under_clothes pervert pierced_nipples piercing pin pink_hair politics pounding pubic_hair rape rape_face ribs rough_oral saliva self_harm_scars sex short_hair skindentation small_breasts smirk smirking smoke smoking spitroast spotted_fur stomach_bulge strawbs_(oc) strawbs_(zoombehz) strawbs_(zoombehz_oc) swastika tall tanner_nickolas_lay tanner_nickolas_lay_(jaggedfangs) tears tenting threesome tongue tongue_out torture twink vein veins veiny_arms veiny_breasts veiny_penis violence violent voyeur watching wound wounded wrinkles zoombehz

1girls actor actress ai8_uploads ai_generated ai_hands big_breasts celebrity cleavage detailed eva_green exposed exposed_breasts female female_only grim haunted haunted_house high_quality horror hourglass_figure looking_at_viewer naked naked_female nipples open_clothes sensitive small_waist solo stable_diffusion

1girls actor actress ai8_uploads ai_generated ai_hands big_breasts celebrity cleavage detailed eva_green exposed exposed_breasts female female_only grim haunted haunted_house high_quality horror hourglass_figure looking_at_viewer naked naked_female nipples open_clothes sensitive small_waist solo stable_diffusion

>_< 00s 1990s_(style) barry_(pokemon) black_hair blonde_hair blue_eyes blue_oak brendan_(pokemon) brown_eyes brown_hair chocho_(homelessfox) closed_eyes couple creatures_(company) dawn_(pokemon) eating emerald_(pokemon) ethan_(pokemon) everyone food game_freak green_(pokemon) grim happy hat kris_(pokemon) long_hair looking_at_viewer looking_back lucas_(pokemon) may_(pokemon) multiple_boys multiple_girls nintendo onigiri pokemon pokemon_adventures pokemon_dppt pokemon_gsc pokemon_rgby pokemon_rse red_(pokemon) red_eyes red_hair retro_artstyle scarf short_hair silver_(pokemon) smile straw_hat yellow_(pokemon) yellow_eyes

>_< 00s 1990s_(style) barry_(pokemon) black_hair blonde_hair blue_eyes blue_oak brendan_(pokemon) brown_eyes brown_hair chocho_(homelessfox) closed_eyes couple creatures_(company) dawn_(pokemon) eating emerald_(pokemon) ethan_(pokemon) everyone food game_freak green_(pokemon) grim happy hat kris_(pokemon) long_hair looking_at_viewer looking_back lucas_(pokemon) may_(pokemon) multiple_boys multiple_girls nintendo onigiri pokemon pokemon_adventures pokemon_dppt pokemon_gsc pokemon_rgby pokemon_rse red_(pokemon) red_eyes red_hair retro_artstyle scarf short_hair silver_(pokemon) smile straw_hat yellow_(pokemon) yellow_eyes

1girl blue_hair grim hair_over_one_eye highres japanese_clothes long_hair looking_at_viewer nintendo octoling octoling_girl octoling_player_character one_eye_covered po!son red_eyes shiver_(splatoon) smile solo spiked_ear_piercing splatoon_(series) splatoon_3 tentacles

1girl blue_hair grim hair_over_one_eye highres japanese_clothes long_hair looking_at_viewer nintendo octoling octoling_girl octoling_player_character one_eye_covered po!son red_eyes shiver_(splatoon) smile solo spiked_ear_piercing splatoon_(series) splatoon_3 tentacles

2girls aqua_hair arms_up bdsm blonde_hair blue_eyes blush bondage bound breasts cameltoe censored cleft_of_venus colored_eyelashes copyright_request corset curvy dark-skinned_female dark_elf dark_skin deep_skin dot_nose elf eyelashes female_focus female_pubic_hair flower grabbing_another's_breast grim groping hair_between_eyes half-closed_eyes huge_breasts indoors large_breasts lips long_hair looking_at_viewer maid multiple_girls naughty_face nipples open_mouth parted_lips pointy_ears pubic_hair puffy_nipples pussy red_eyes rose silver_hair sitting spread_legs spread_pussy sweat thick_thighs thighs thong underboob usagi_nagomu wide_hips window yuri

2girls aqua_hair arms_up bdsm blonde_hair blue_eyes blush bondage bound breasts cameltoe censored cleft_of_venus colored_eyelashes copyright_request corset curvy dark-skinned_female dark_elf dark_skin deep_skin dot_nose elf eyelashes female_focus female_pubic_hair flower grabbing_another's_breast grim groping hair_between_eyes half-closed_eyes huge_breasts indoors large_breasts lips long_hair looking_at_viewer maid multiple_girls naughty_face nipples open_mouth parted_lips pointy_ears pubic_hair puffy_nipples pussy red_eyes rose silver_hair sitting spread_legs spread_pussy sweat thick_thighs thighs thong underboob usagi_nagomu wide_hips window yuri

1girl absurdres bad_id bad_pixiv_id bandaged_arm bandaged_hand bandages black_jacket black_legwear black_pants boots brown_footwear brown_hoodie fur_trim grim highres holding hood hoodie jacket mask medium_hair original pants purple_eyes purple_hair ratatatat74 simple_background solo spray_can standing teeth white_background zipper

1girl absurdres bad_id bad_pixiv_id bandaged_arm bandaged_hand bandages black_jacket black_legwear black_pants boots brown_footwear brown_hoodie fur_trim grim highres holding hood hoodie jacket mask medium_hair original pants purple_eyes purple_hair ratatatat74 simple_background solo spray_can standing teeth white_background zipper

1girls 2boys balls barefoot bestiality blue_oak breasts brown_hair closed_eyes crying cum defeat defeated exeggutor facial female grim human leaf_(pokemon) long_hair male multi_penis navel nipples on_back on_ground oo_sebastian_oo penetration penis pokemon pokemon_frlg pokemon_rgby pokephilia rape runny_makeup sex smirk straight tea_bagging tears triphallia vaginal_penetration

1girls 2boys balls barefoot bestiality blue_oak breasts brown_hair closed_eyes crying cum defeat defeated exeggutor facial female grim human leaf_(pokemon) long_hair male multi_penis navel nipples on_back on_ground oo_sebastian_oo penetration penis pokemon pokemon_frlg pokemon_rgby pokephilia rape runny_makeup sex smirk straight tea_bagging tears triphallia vaginal_penetration

big_breasts big_lips big_penis boris_grim comic fellatio female grim handjob male/female maneater_muu tagme

big_breasts big_lips big_penis boris_grim comic fellatio female grim handjob male/female maneater_muu tagme

1girls ass big_penis bottomless breasts breasts_out cowgirl_position crouching cum cum_in_pussy cum_inside dark_inferno erect_nipples female grim hands_behind_head heartless interspecies kairi kingdom_hearts monster monster_boy necklace nipples penis pussy red_hair redval sex short_hair smile squatting thighs vaginal_penetration

1girls ass big_penis bottomless breasts breasts_out cowgirl_position crouching cum cum_in_pussy cum_inside dark_inferno erect_nipples female grim hands_behind_head heartless interspecies kairi kingdom_hearts monster monster_boy necklace nipples penis pussy red_hair redval sex short_hair smile squatting thighs vaginal_penetration

3boys 3girls anal_tail ass bent_over black_gloves blonde_hair blue_eyes blush breasts brown_hair bukkake butcha-u cape censored choker cleavage clothed_female_nude_male collarbone cosplay cum cum_in_mouth cum_on_ass cum_on_lips cum_on_penis cum_on_tongue cum_string delightfully_fuckable_and_unrefined!! earrings erection facial fake_tail from_behind full_body gloves green_eyes grim grin halloween hands_on_shoulders hat hooters horns jewelry large_breasts looking_at_viewer loose_socks medium_hair multiple_girls navel nude one_eye_closed open_mouth orange_background paizuri penis pointy_ears pouch purple_hair pussy_cutout rui_(delightfully_fuckable_and_unrefined!!) shorts skin_tight sling_bikini smile spitroast spread_ass standing swimsuit tail thigh_gap thighhighs top_hat underboob white_gloves wide_hips witch_hat

3boys 3girls anal_tail ass bent_over black_gloves blonde_hair blue_eyes blush breasts brown_hair bukkake butcha-u cape censored choker cleavage clothed_female_nude_male collarbone cosplay cum cum_in_mouth cum_on_ass cum_on_lips cum_on_penis cum_on_tongue cum_string delightfully_fuckable_and_unrefined!! earrings erection facial fake_tail from_behind full_body gloves green_eyes grim grin halloween hands_on_shoulders hat hooters horns jewelry large_breasts looking_at_viewer loose_socks medium_hair multiple_girls navel nude one_eye_closed open_mouth orange_background paizuri penis pointy_ears pouch purple_hair pussy_cutout rui_(delightfully_fuckable_and_unrefined!!) shorts skin_tight sling_bikini smile spitroast spread_ass standing swimsuit tail thigh_gap thighhighs top_hat underboob white_gloves wide_hips witch_hat

aged_up cartoon_network embarrassed embarrassed_nude_exposure embarrassed_nude_female female female_focus female_only femsub fingering grim happy_female happy_sub humiliation imminent_sex lilithn mandy mandy_(billy_and_mandy) masturbation nipples nude older pussy_juice sole_female solo submissive submissive_female surprised the_grim_adventures_of_billy_and_mandy villainess willing_sub

aged_up cartoon_network embarrassed embarrassed_nude_exposure embarrassed_nude_female female female_focus female_only femsub fingering grim happy_female happy_sub humiliation imminent_sex lilithn mandy mandy_(billy_and_mandy) masturbation nipples nude older pussy_juice sole_female solo submissive submissive_female surprised the_grim_adventures_of_billy_and_mandy villainess willing_sub

1girls aged_up bikini blonde_hair cartoon_network casual cleavage curvy female goth grim hourglass_figure human jago81co mandy mandy_(billy_and_mandy) navel no_nose outerwear pale_skin scythe tagme the_grim_adventures_of_billy_and_mandy weapon

1girls aged_up bikini blonde_hair cartoon_network casual cleavage curvy female goth grim hourglass_figure human jago81co mandy mandy_(billy_and_mandy) navel no_nose outerwear pale_skin scythe tagme the_grim_adventures_of_billy_and_mandy weapon

1girl absurdres bare_shoulders black_hair black_shirt blue_eyes blush breasts cleavage collarbone cowboy_shot crop_top curvy denim dot_nose earrings female_focus grey_background grim hair_between_eyes highres jewelry large_breasts looking_at_viewer midriff mil_k_vanilla navel no_bra original pants shirt short_hair sleeveless smile solo steam steaming_body sweat tank_top teeth

1girl absurdres bare_shoulders black_hair black_shirt blue_eyes blush breasts cleavage collarbone cowboy_shot crop_top curvy denim dot_nose earrings female_focus grey_background grim hair_between_eyes highres jewelry large_breasts looking_at_viewer midriff mil_k_vanilla navel no_bra original pants shirt short_hair sleeveless smile solo steam steaming_body sweat tank_top teeth

2016 anthro anus breasts canine clothed clothing clothing_lift dragon female grim hair hand_on_another's_head horn imminent_cunnilingus imminent_oral jess_(teckly) mammal nipples penetration public purple_hair pussy sex_toy shirt shirt_lift subway_train tongue tongue_out vaginal_penetration vibrator wolf wolfy-nail yuri

2016 anthro anus breasts canine clothed clothing clothing_lift dragon female grim hair hand_on_another's_head horn imminent_cunnilingus imminent_oral jess_(teckly) mammal nipples penetration public purple_hair pussy sex_toy shirt shirt_lift subway_train tongue tongue_out vaginal_penetration vibrator wolf wolfy-nail yuri

areola armpits big_breasts big_nipples breasts_out carbonoid female gem_(species) grim jasper_(steven_universe) muscular_female nipples orange_skin perky_breasts pose sharp_teeth slit_pupils small_areola smile steven_universe white_hair

areola armpits big_breasts big_nipples breasts_out carbonoid female gem_(species) grim jasper_(steven_universe) muscular_female nipples orange_skin perky_breasts pose sharp_teeth slit_pupils small_areola smile steven_universe white_hair

1boy 1boy1girl 1girls angry angry_expression angry_eyes angry_face angst apocalypse apocalyptic arcmimus armor artistic artistic_nude artistic_nudity atmospheric barefoot battle battle_damage battle_scar battle_scars black_choker black_hair black_tattoo bleeding blood blood_on_body blood_on_breasts blood_on_thighs bloody bottomless braid braided_hair braids breasts broken_armor broken_helmet broken_sword broken_weapon burning_eyes choker closed_eyes clothed_male clothed_male_nude_female clothes_removed cmnf completely_nude completely_nude_female crossover crucible_(doom) cruelty dahlia_(day_of_wrath) damaged damaged_armor damaged_clothes damaged_clothing dark dark_fantasy day_of_wrath day_of_wrath_(doom_fanfic) dead death defeat defeated demon demon_girl demon_horns demoness doom doom_(2016) doom_(series) doom_eternal doom_slayer_(doom) doomguy eclipse end_of_the_world energy_sword exposed_breasts exposed_nipples exposed_pussy eye_flame eyes_closed fantasy female female_death female_victim fiery_eyes fire_eyes flaming_eye flaming_eyes flesh_structure flesh_wall forced forced_exposure forced_nudity forced_presentation furious glowing glowing_eye glowing_sword glowing_weapon gore graphic_warning grim grimdark guro hell hell_on_earth hellgrowth helmet helpless holding holding_other holding_person holding_sword holding_weapon hopeless hopelessness horned_female horns infinitypilot injured injury killed long_hair long_hair_female male mature military military_uniform muscular muscular_male naked neck_tattoo nipples no_bra no_clothes no_clothing no_panties no_pants no_shirt nude nude_female nude_female_clothed_male original original_character outdoor outdoor_nudity outdoors outdoors_nudity outside powerless powerlessness public public_exposure public_nudity pussy rage red_skin red_sky sad scar scarred scars scars_all_over science_fiction servant slave slave_tattoo slavegirl soldier somber space_marine succubus succubus_horns super_gore_nest sword tag_panic tattoo topless torn_armor torn_clothes torn_clothing trauma traumatize traumatized twin_braids uac_(doom) victim victim_female violence warrior wound wounded

1boy 1boy1girl 1girls angry angry_expression angry_eyes angry_face angst apocalypse apocalyptic arcmimus armor artistic artistic_nude artistic_nudity atmospheric barefoot battle battle_damage battle_scar battle_scars black_choker black_hair black_tattoo bleeding blood blood_on_body blood_on_breasts blood_on_thighs bloody bottomless braid braided_hair braids breasts broken_armor broken_helmet broken_sword broken_weapon burning_eyes choker closed_eyes clothed_male clothed_male_nude_female clothes_removed cmnf completely_nude completely_nude_female crossover crucible_(doom) cruelty dahlia_(day_of_wrath) damaged damaged_armor damaged_clothes damaged_clothing dark dark_fantasy day_of_wrath day_of_wrath_(doom_fanfic) dead death defeat defeated demon demon_girl demon_horns demoness doom doom_(2016) doom_(series) doom_eternal doom_slayer_(doom) doomguy eclipse end_of_the_world energy_sword exposed_breasts exposed_nipples exposed_pussy eye_flame eyes_closed fantasy female female_death female_victim fiery_eyes fire_eyes flaming_eye flaming_eyes flesh_structure flesh_wall forced forced_exposure forced_nudity forced_presentation furious glowing glowing_eye glowing_sword glowing_weapon gore graphic_warning grim grimdark guro hell hell_on_earth hellgrowth helmet helpless holding holding_other holding_person holding_sword holding_weapon hopeless hopelessness horned_female horns infinitypilot injured injury killed long_hair long_hair_female male mature military military_uniform muscular muscular_male naked neck_tattoo nipples no_bra no_clothes no_clothing no_panties no_pants no_shirt nude nude_female nude_female_clothed_male original original_character outdoor outdoor_nudity outdoors outdoors_nudity outside powerless powerlessness public public_exposure public_nudity pussy rage red_skin red_sky sad scar scarred scars scars_all_over science_fiction servant slave slave_tattoo slavegirl soldier somber space_marine succubus succubus_horns super_gore_nest sword tag_panic tattoo topless torn_armor torn_clothes torn_clothing trauma traumatize traumatized twin_braids uac_(doom) victim victim_female violence warrior wound wounded

1girl 2boys aged_down arm_around_shoulder artist_name black_eyes black_hair blue_eyes brown_eyes brown_hair chalseu closed_mouth ear_piercing earrings eyebrows getou_suguru gojou_satoru grim highres ieiri_shoko jewelry jujutsu_kaisen medium_hair multiple_boys open_mouth pale_skin piercing short_hair simple_background smile spoilers sunglasses teeth tongue watermark white_background white_hair

1girl 2boys aged_down arm_around_shoulder artist_name black_eyes black_hair blue_eyes brown_eyes brown_hair chalseu closed_mouth ear_piercing earrings eyebrows getou_suguru gojou_satoru grim highres ieiri_shoko jewelry jujutsu_kaisen medium_hair multiple_boys open_mouth pale_skin piercing short_hair simple_background smile spoilers sunglasses teeth tongue watermark white_background white_hair

3girls 5girls anal anal_beads anal_object_insertion anal_tail aoi_(delightfully_fuckable_and_unrefined!!) ass ass_grab back bare_back bare_shoulders bent_over bikini black_gloves blonde_hair blue_eyes blue_hair blush breasts breasts_out breasts_squeezed_together breath brown_hair bukkake butcha-u butt_plug cape censored character_sheet choker cleavage closed_mouth clothed_female_nude_male collarbone condom condom_packet_strip condom_wrapper cosplay crescent crotchless cum cum_in_mouth cum_on_ass cum_on_body cum_on_lips cum_on_penis cum_on_tongue cum_string curvy delightfully_fuckable_and_unrefined!! demon_girl earrings erection facial fake_tail feet from_above from_behind full_body glasses gloves green_eyes grim grin groin halloween halloween_costume hands_on_shoulders happy_halloween hat hip_focus holding holding_sign hooters horns jewelry large_breasts legs legs_apart looking_at_viewer loose_socks mari_(delightfully_fuckable_and_unrefined!!) medium_hair mini_hat mini_top_hat mole mole_under_mouth mosaic_censoring multiple_girls multiple_views navel nude object_insertion one_eye_closed open_mouth orange_background paizuri penis perpendicular_paizuri pointy_ears pouch purple_hair pussy_cutout rui_(delightfully_fuckable_and_unrefined!!) semi-rimless_eyewear sex sex_toy shoes short_shorts shorts sideboob sign simple_background skin_tight slingshot_swimsuit smile sneakers socks spitroast spread_ass standing stomach swimsuit tail thick_thighs thigh_gap thighhighs thighs top_hat underboob vaginal vampire white_gloves wide_hips wings witch_hat

3girls 5girls anal anal_beads anal_object_insertion anal_tail aoi_(delightfully_fuckable_and_unrefined!!) ass ass_grab back bare_back bare_shoulders bent_over bikini black_gloves blonde_hair blue_eyes blue_hair blush breasts breasts_out breasts_squeezed_together breath brown_hair bukkake butcha-u butt_plug cape censored character_sheet choker cleavage closed_mouth clothed_female_nude_male collarbone condom condom_packet_strip condom_wrapper cosplay crescent crotchless cum cum_in_mouth cum_on_ass cum_on_body cum_on_lips cum_on_penis cum_on_tongue cum_string curvy delightfully_fuckable_and_unrefined!! demon_girl earrings erection facial fake_tail feet from_above from_behind full_body glasses gloves green_eyes grim grin groin halloween halloween_costume hands_on_shoulders happy_halloween hat hip_focus holding holding_sign hooters horns jewelry large_breasts legs legs_apart looking_at_viewer loose_socks mari_(delightfully_fuckable_and_unrefined!!) medium_hair mini_hat mini_top_hat mole mole_under_mouth mosaic_censoring multiple_girls multiple_views navel nude object_insertion one_eye_closed open_mouth orange_background paizuri penis perpendicular_paizuri pointy_ears pouch purple_hair pussy_cutout rui_(delightfully_fuckable_and_unrefined!!) semi-rimless_eyewear sex sex_toy shoes short_shorts shorts sideboob sign simple_background skin_tight slingshot_swimsuit smile sneakers socks spitroast spread_ass standing stomach swimsuit tail thick_thighs thigh_gap thighhighs thighs top_hat underboob vaginal vampire white_gloves wide_hips wings witch_hat

1girls aged_up angry blonde_hair cartoon_network casual choker exposed_torso female female_focus footwear goth grim handwear human jewelry legwear mandy mandy_(billy_and_mandy) mostly_nude neckwear nipple_piercing obituarytnsfw obituarytube pale_skin piercing piercings red_background scythe short_hair sole_female the_grim_adventures_of_billy_and_mandy thighhighs weapon wristwear

1girls aged_up angry blonde_hair cartoon_network casual choker exposed_torso female female_focus footwear goth grim handwear human jewelry legwear mandy mandy_(billy_and_mandy) mostly_nude neckwear nipple_piercing obituarytnsfw obituarytube pale_skin piercing piercings red_background scythe short_hair sole_female the_grim_adventures_of_billy_and_mandy thighhighs weapon wristwear

ass ass_expansion breast_expansion breasts color_request female female_masturbation female_only fingering giantess grim grim_(artist) gyakuten_saiban huge_ass huge_breasts karuma_mei masturbation monochrome nipples sequence sequential wardrobe_malfunction wet_pussy wide_hips

ass ass_expansion breast_expansion breasts color_request female female_masturbation female_only fingering giantess grim grim_(artist) gyakuten_saiban huge_ass huge_breasts karuma_mei masturbation monochrome nipples sequence sequential wardrobe_malfunction wet_pussy wide_hips

1girls apple_of_discord cartoon_network cenico eris_(billy_and_mandy) goddess grim lipstick raylude scythe straight_hair the_grim_adventures_of_billy_and_mandy

1girls apple_of_discord cartoon_network cenico eris_(billy_and_mandy) goddess grim lipstick raylude scythe straight_hair the_grim_adventures_of_billy_and_mandy

anais_watterson artist_request benson_(regular_show) billy blonde_hair blooregard_q_kazoo blossom_(ppg) blue_eyes blush bubbles_(ppg) buttercup_(ppg) cartoon_network ceviche_(chowder) character_request chowder chowder_(character) closed_eyes codename:_kids_next_door copyright_request darwin_watterson dexter's_laboratory dexter_(dexter's_laboratory) flapjack_(the_marvelous_misadventures_of_flapjack) foster's_home_for_imaginary_friends glasses goggles gorgonzola gorgonzola_(chowder) green_eyes grim grim_(grim_adventures) gumball_watterson hogarth_pennywhistle_gilligan_jr jenny_wakeman mandy_(grim_adventures) mandy_(grim_adventures) mari-kari mordecai_(regular_show) my_life_as_a_teenage_robot nickelodeon numbuh_1 numbuh_3 numbuh_4 numbuh_5 oggy_(oggy_and_the_cockroaches) orange_hair panini_(chowder) pink_eyes plankton powerpuff_girls red_eyes regular_show rigby_(regular_show) spongebob_squarepants spongebob_squarepants_(series) squidward_tentacles the_grim_adventures_of_billy_&_mandy the_marvelous_misadventures_of_flapjack tongue tongue_out

anais_watterson artist_request benson_(regular_show) billy blonde_hair blooregard_q_kazoo blossom_(ppg) blue_eyes blush bubbles_(ppg) buttercup_(ppg) cartoon_network ceviche_(chowder) character_request chowder chowder_(character) closed_eyes codename:_kids_next_door copyright_request darwin_watterson dexter's_laboratory dexter_(dexter's_laboratory) flapjack_(the_marvelous_misadventures_of_flapjack) foster's_home_for_imaginary_friends glasses goggles gorgonzola gorgonzola_(chowder) green_eyes grim grim_(grim_adventures) gumball_watterson hogarth_pennywhistle_gilligan_jr jenny_wakeman mandy_(grim_adventures) mandy_(grim_adventures) mari-kari mordecai_(regular_show) my_life_as_a_teenage_robot nickelodeon numbuh_1 numbuh_3 numbuh_4 numbuh_5 oggy_(oggy_and_the_cockroaches) orange_hair panini_(chowder) pink_eyes plankton powerpuff_girls red_eyes regular_show rigby_(regular_show) spongebob_squarepants spongebob_squarepants_(series) squidward_tentacles the_grim_adventures_of_billy_&_mandy the_marvelous_misadventures_of_flapjack tongue tongue_out

2girls ;d absurdres age_difference arm arms ashirai_makoto bare_legs bare_shoulders bed black_hair blue_hair bow bow_panties bra breasts brown_eyes bustier choko chokotto_sister cleavage collarbone female from_above garter_belt grim hair_between_eyes head_tilt highres imouto large_breasts legs legwear lingerie lying megami_magazine midriff multiple_girls navel neck official_art on_back open_mouth panties parted_lips picot_trim picot_trim_panties print_panties red_bra red_eyes red_hair red_panties scan sheet_grab smile stockings tamura_masafumi thigh-highs thigh_gap thighhighs underwear underwear_only white_bra white_panties wink yuri

2girls ;d absurdres age_difference arm arms ashirai_makoto bare_legs bare_shoulders bed black_hair blue_hair bow bow_panties bra breasts brown_eyes bustier choko chokotto_sister cleavage collarbone female from_above garter_belt grim hair_between_eyes head_tilt highres imouto large_breasts legs legwear lingerie lying megami_magazine midriff multiple_girls navel neck official_art on_back open_mouth panties parted_lips picot_trim picot_trim_panties print_panties red_bra red_eyes red_hair red_panties scan sheet_grab smile stockings tamura_masafumi thigh-highs thigh_gap thighhighs underwear underwear_only white_bra white_panties wink yuri

1boy 1girls blonde_hair blue_eyes bottomless cartoon_network edit female grim half-closed_eyes human innie_pussy looking_at_viewer mandy mandy_(billy_and_mandy) maou_alba pussy short_hair small_breasts spread_legs sweatdrop the_grim_adventures_of_billy_and_mandy thick_eyebrows young

1boy 1girls blonde_hair blue_eyes bottomless cartoon_network edit female grim half-closed_eyes human innie_pussy looking_at_viewer mandy mandy_(billy_and_mandy) maou_alba pussy short_hair small_breasts spread_legs sweatdrop the_grim_adventures_of_billy_and_mandy thick_eyebrows young

4boys 6girls aged_up ass ass_slap background_sex ben_10 big_breasts breast_press breasts cartoon_college_party cartoon_network casual choker comic cornelius_fillmore crossover cunnilingus deep_blowjob deepthroat disney earrings erect_nipples facesitting fellatio female fillmore freckles glasses grim group_sex gwen_tennyson hand_on_head hetero human ingrid_third inspector_gadget interracial kenny_mccormick kissing lesbian mandy_(billy_and_mandy) multiple_girls oral page_8 pale_skin penis penny_gadget penny_proud pink_nails public sex slashysmiley south_park speech_bubble static_shock straight straight_hair tank_top the_grim_adventures_of_billy_and_mandy the_proud_family the_secret_saturdays thong_panties threesome throat_fuck twintails vaginal_penetration virgil_hawkins wadi yuri zak_saturday

4boys 6girls aged_up ass ass_slap background_sex ben_10 big_breasts breast_press breasts cartoon_college_party cartoon_network casual choker comic cornelius_fillmore crossover cunnilingus deep_blowjob deepthroat disney earrings erect_nipples facesitting fellatio female fillmore freckles glasses grim group_sex gwen_tennyson hand_on_head hetero human ingrid_third inspector_gadget interracial kenny_mccormick kissing lesbian mandy_(billy_and_mandy) multiple_girls oral page_8 pale_skin penis penny_gadget penny_proud pink_nails public sex slashysmiley south_park speech_bubble static_shock straight straight_hair tank_top the_grim_adventures_of_billy_and_mandy the_proud_family the_secret_saturdays thong_panties threesome throat_fuck twintails vaginal_penetration virgil_hawkins wadi yuri zak_saturday

3girls anal anal_beads anal_object_insertion anal_tail aoi_(delightfully_fuckable_and_unrefined!!) ass ass_grab back bare_back bare_shoulders bent_over bikini bikini_top_only black_gloves blonde_hair blue_eyes blue_hair blush breasts breasts_out breasts_squeezed_together breath brown_hair bukkake butcha-u butt_plug cape censored character_sheet choker cleavage closed_mouth clothed_female_nude_male collarbone condom condom_packet_strip condom_wrapper cosplay crescent crotchless cum cum_in_mouth cum_on_ass cum_on_body cum_on_lips cum_on_penis cum_on_tongue cum_string curvy delightfully_fuckable_and_unrefined!! earrings erection facial fake_tail feet full_body glasses gloves green_eyes grim grin groin halloween halloween_costume hands_on_shoulders happy_halloween hat highres hip_focus holding holding_sign hooters horns jewelry large_breasts legs legs_apart looking_at_viewer loose_socks mari_(delightfully_fuckable_and_unrefined!!) medium_hair mini_hat mini_top_hat mole mole_under_mouth mosaic_censoring multiple_girls multiple_views navel nude object_insertion one_eye_closed open_mouth orange_background paizuri penis perpendicular_paizuri pointy_ears pouch purple_hair pussy_cutout rui_(delightfully_fuckable_and_unrefined!!) semi-rimless_eyewear sex sex_toy shoes short_shorts shorts sideboob sign simple_background skin_tight slingshot_swimsuit smile sneakers socks spitroast spread_ass standing stomach stray_pubic_hair swimsuit tail thick_thighs thigh_gap thighhighs thighs top_hat underboob vaginal vampire white_gloves wide_hips wings witch_hat

3girls anal anal_beads anal_object_insertion anal_tail aoi_(delightfully_fuckable_and_unrefined!!) ass ass_grab back bare_back bare_shoulders bent_over bikini bikini_top_only black_gloves blonde_hair blue_eyes blue_hair blush breasts breasts_out breasts_squeezed_together breath brown_hair bukkake butcha-u butt_plug cape censored character_sheet choker cleavage closed_mouth clothed_female_nude_male collarbone condom condom_packet_strip condom_wrapper cosplay crescent crotchless cum cum_in_mouth cum_on_ass cum_on_body cum_on_lips cum_on_penis cum_on_tongue cum_string curvy delightfully_fuckable_and_unrefined!! earrings erection facial fake_tail feet full_body glasses gloves green_eyes grim grin groin halloween halloween_costume hands_on_shoulders happy_halloween hat highres hip_focus holding holding_sign hooters horns jewelry large_breasts legs legs_apart looking_at_viewer loose_socks mari_(delightfully_fuckable_and_unrefined!!) medium_hair mini_hat mini_top_hat mole mole_under_mouth mosaic_censoring multiple_girls multiple_views navel nude object_insertion one_eye_closed open_mouth orange_background paizuri penis perpendicular_paizuri pointy_ears pouch purple_hair pussy_cutout rui_(delightfully_fuckable_and_unrefined!!) semi-rimless_eyewear sex sex_toy shoes short_shorts shorts sideboob sign simple_background skin_tight slingshot_swimsuit smile sneakers socks spitroast spread_ass standing stomach stray_pubic_hair swimsuit tail thick_thighs thigh_gap thighhighs thighs top_hat underboob vaginal vampire white_gloves wide_hips wings witch_hat

3girls 6+boys alien animal_print armpits aura bat_print bat_wings belt blue_eyes breasts b.b._hood capcom chad_walker cleavage cleavage_cutout clothing_cutout colored_skin demitri_maximoff demon_girl donovan_baine elbow_gloves electric_guitar elemental_(creature) energy energy_being fangs feathers fire fire_elemental flat_chest fur jon_talbain gloves green_hair green_skin grey_skin grim grin guitar gun instrument jedah_dohma large_breasts leotard lilith_(darkstalkers) lips long_hair machine_pistol morrigan_aensland multiple_boys multiple_girls pale_skin pantyhose plasma print_legwear purple_hair pyron red_eyes red_leotard short_hair smile submachine_gun uzi darkstalkers very_long_hair victor_von_gerdenheim weapon werewolf white_eyes wings yellow_eyes lord_raptor zombie

3girls 6+boys alien animal_print armpits aura bat_print bat_wings belt blue_eyes breasts b.b._hood capcom chad_walker cleavage cleavage_cutout clothing_cutout colored_skin demitri_maximoff demon_girl donovan_baine elbow_gloves electric_guitar elemental_(creature) energy energy_being fangs feathers fire fire_elemental flat_chest fur jon_talbain gloves green_hair green_skin grey_skin grim grin guitar gun instrument jedah_dohma large_breasts leotard lilith_(darkstalkers) lips long_hair machine_pistol morrigan_aensland multiple_boys multiple_girls pale_skin pantyhose plasma print_legwear purple_hair pyron red_eyes red_leotard short_hair smile submachine_gun uzi darkstalkers very_long_hair victor_von_gerdenheim weapon werewolf white_eyes wings yellow_eyes lord_raptor zombie

1boy cartoon_network death_(entity) goriate grim grim_(grim_adventures) grim_reaper male_focus lava scythe skull solo the_grim_adventures_of_billy_&_mandy weapon

1boy cartoon_network death_(entity) goriate grim grim_(grim_adventures) grim_reaper male_focus lava scythe skull solo the_grim_adventures_of_billy_&_mandy weapon

1girl alice_margatroid apron ascot blonde_hair blue_dress blue_eyes capelet doll dress frilled_ascot frills graphite_(medium) grim hairband lolita_hairband naga1047 sash shanghai_doll short_hair touhou traditional_media waist_apron

1girl alice_margatroid apron ascot blonde_hair blue_dress blue_eyes capelet doll dress frilled_ascot frills graphite_(medium) grim hairband lolita_hairband naga1047 sash shanghai_doll short_hair touhou traditional_media waist_apron

1girls ai_generated big_breasts eva_green female female_only grim haunted haunted_house horror solo

1girls ai_generated big_breasts eva_green female female_only grim haunted haunted_house horror solo

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