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misery (ruby gloom)

1girls ai_generated ass big_ass bubble_butt crying fingerless_gloves forest_background functionally_nude goth graveyard misery_(ruby_gloom) moon no_panties no_shirt nude outside raining ruby_gloom_(franchise) side_view thick_thighs throwing_it_back tombstone twerking
1girls ai_generated ass big_ass bubble_butt crying fingerless_gloves forest_background functionally_nude goth graveyard misery_(ruby_gloom) moon no_panties no_shirt nude outside raining ruby_gloom_(franchise) side_view thick_thighs throwing_it_back tombstone twerking
1girls ai_generated back_view barefoot bent_over big_ass bottomless bubble_butt crying feet goth inviting_to_sex kneeling looking_back misery_(ruby_gloom) no_panties presenting_hindquarters ruby_gloom_(franchise) thick_thighs thighs throwing_it_back twerking
1girls ai_generated back_view barefoot bent_over big_ass bottomless bubble_butt crying feet goth inviting_to_sex kneeling looking_back misery_(ruby_gloom) no_panties presenting_hindquarters ruby_gloom_(franchise) thick_thighs thighs throwing_it_back twerking
1boy 1girls ai_generated barefoot bed bedroom bottomless crying facesitting feet femdom freckles goth misery_(ruby_gloom) ruby_gloom_(franchise)
1boy 1girls ai_generated barefoot bed bedroom bottomless crying facesitting feet femdom freckles goth misery_(ruby_gloom) ruby_gloom_(franchise)
1boy 1girls ai_generated bed crying freckles goth grabbing_ass happy_sex misery_(ruby_gloom) nude ruby_gloom_(franchise) sex vaginal_sex veil
1boy 1girls ai_generated bed crying freckles goth grabbing_ass happy_sex misery_(ruby_gloom) nude ruby_gloom_(franchise) sex vaginal_sex veil
banshee canine doggy_style goth_girl interspecies misery_(ruby_gloom) muscles ocxcanon original_character ruby_gloom_(franchise) vaginal_penetration werewolf wolf
banshee canine doggy_style goth_girl interspecies misery_(ruby_gloom) muscles ocxcanon original_character ruby_gloom_(franchise) vaginal_penetration werewolf wolf
banshee black_hair blackwolfart canine canine_penis doggy_style furry grey_body hi_res interspecies long_hair misery_(ruby_gloom) monster monster_girl ocxcanon original_character romantic romantic_couple ruby_gloom_(franchise) sex smile tagme tagme_(artist) vaginal_penetration vaginal_sex werewolf wolf
banshee black_hair blackwolfart canine canine_penis doggy_style furry grey_body hi_res interspecies long_hair misery_(ruby_gloom) monster monster_girl ocxcanon original_character romantic romantic_couple ruby_gloom_(franchise) sex smile tagme tagme_(artist) vaginal_penetration vaginal_sex werewolf wolf
ambiguous_penetration banshee blackwolfart breasts furry heart_symbol hi_res interspecies male/female misery_(ruby_gloom) missionary missionary_position ocxcanon original_character romantic_couple ruby_gloom_(franchise) sex tagme tagme_(artist) werewolf wolf
ambiguous_penetration banshee blackwolfart breasts furry heart_symbol hi_res interspecies male/female misery_(ruby_gloom) missionary missionary_position ocxcanon original_character romantic_couple ruby_gloom_(franchise) sex tagme tagme_(artist) werewolf wolf
1boy 2girls banshee big_penis black_eyes black_hair blush clothed_sex crying female human jcm2 licking_penis long_hair male misery_(ruby_gloom) oral purple_skin red_eyes red_hair ruby_gloom ruby_gloom_(franchise) straight veil white_skin
1boy 2girls banshee big_penis black_eyes black_hair blush clothed_sex crying female human jcm2 licking_penis long_hair male misery_(ruby_gloom) oral purple_skin red_eyes red_hair ruby_gloom ruby_gloom_(franchise) straight veil white_skin
1girls aged_up anal dildo dildo_in_ass female female_only fingering lazei misery_(ruby_gloom) ruby_gloom_(franchise) sex_toy solo source_request tagme
1girls aged_up anal dildo dildo_in_ass female female_only fingering lazei misery_(ruby_gloom) ruby_gloom_(franchise) sex_toy solo source_request tagme
ai_generated breasts goth gothic misery_(ruby_gloom) nipples nude ruby_gloom_(franchise) stable_diffusion
ai_generated breasts goth gothic misery_(ruby_gloom) nipples nude ruby_gloom_(franchise) stable_diffusion
ai_generated breasts elbow_gloves goth gothic misery_(ruby_gloom) nipples nude ruby_gloom_(franchise) sadarax
ai_generated breasts elbow_gloves goth gothic misery_(ruby_gloom) nipples nude ruby_gloom_(franchise) sadarax
after_sex after_vaginal animated anus banshee black_hair black_sclera bored bored_sex bottomless canine_penis cum cum_in_pussy cum_in_uterus cum_inside cumdrip female female_focus female_pubic_hair feral_on_female fingerless_gloves forest forest_background gaping gaping_pussy gif grey_skin knot knot_pullout knotted knotting knotting_position misery_(ruby_gloom) ohudraws outside penis pubic_hair pussy resting ripped_clothing ripped_dress ruby_gloom_(franchise) sex shocked shocked_expression staff stuck tears thighhighs vaginal_knotting vaginal_penetration veil very_long_hair white_pupils wolf x-ray zoophilia
after_sex after_vaginal animated anus banshee black_hair black_sclera bored bored_sex bottomless canine_penis cum cum_in_pussy cum_in_uterus cum_inside cumdrip female female_focus female_pubic_hair feral_on_female fingerless_gloves forest forest_background gaping gaping_pussy gif grey_skin knot knot_pullout knotted knotting knotting_position misery_(ruby_gloom) ohudraws outside penis pubic_hair pussy resting ripped_clothing ripped_dress ruby_gloom_(franchise) sex shocked shocked_expression staff stuck tears thighhighs vaginal_knotting vaginal_penetration veil very_long_hair white_pupils wolf x-ray zoophilia
1girls areolae barefoot breasts caronin98 completely_nude completely_nude_female crying female female_only full_body howling howling_at_the_moon misery_(ruby_gloom) naked naked_female nipples nude nude_female ruby_gloom_(franchise) solo solo_female traditional_media_(artwork) werewolf
1girls areolae barefoot breasts caronin98 completely_nude completely_nude_female crying female female_only full_body howling howling_at_the_moon misery_(ruby_gloom) naked naked_female nipples nude nude_female ruby_gloom_(franchise) solo solo_female traditional_media_(artwork) werewolf
1girls 3girls anus barefoot caronin98 completely_nude completely_nude_female female female_only iris_(ruby_gloom) livestream masturbation misery_(ruby_gloom) multiple_girls naked naked_female nude nude_female pussy ruby_gloom ruby_gloom_(franchise) sitting solo solo_female traditional_media_(artwork)
1girls 3girls anus barefoot caronin98 completely_nude completely_nude_female female female_only iris_(ruby_gloom) livestream masturbation misery_(ruby_gloom) multiple_girls naked naked_female nude nude_female pussy ruby_gloom ruby_gloom_(franchise) sitting solo solo_female traditional_media_(artwork)
ambiguous_penetration anal_through_clothes banshee black_hair black_sclera bottom_heavy cowgirl_position endured_face fucked_through_clothes fucked_through_dress fucked_through_skirt garbledina grabbing_ass grey_skin huge_ass misery_(ruby_gloom) penetration_through_clothes ruby_gloom_(franchise) sex_through_clothes sex_through_dress sex_through_skirt tears through_clothes toes_scrunch very_long_hair
ambiguous_penetration anal_through_clothes banshee black_hair black_sclera bottom_heavy cowgirl_position endured_face fucked_through_clothes fucked_through_dress fucked_through_skirt garbledina grabbing_ass grey_skin huge_ass misery_(ruby_gloom) penetration_through_clothes ruby_gloom_(franchise) sex_through_clothes sex_through_dress sex_through_skirt tears through_clothes toes_scrunch very_long_hair
1boy 1girls ambiguous_penetration anal_through_clothes bald balls ballsack banshee biting_lip black_hair clothed_female_nude_male erection faceless_male feet female fucked_through_clothes fucked_through_dress fucked_through_skirt garbledina grey_skin huge_cock human humanoid male misery_(ruby_gloom) one_eye_closed penetration_through_clothes penis ruby_gloom_(franchise) scrotum sex_through_clothes sex_through_dress sex_through_skirt shaved_crotch straight testicles through_clothes veiny_penis very_long_hair white_skin
1boy 1girls ambiguous_penetration anal_through_clothes bald balls ballsack banshee biting_lip black_hair clothed_female_nude_male erection faceless_male feet female fucked_through_clothes fucked_through_dress fucked_through_skirt garbledina grey_skin huge_cock human humanoid male misery_(ruby_gloom) one_eye_closed penetration_through_clothes penis ruby_gloom_(franchise) scrotum sex_through_clothes sex_through_dress sex_through_skirt shaved_crotch straight testicles through_clothes veiny_penis very_long_hair white_skin
2boys 7boys cow_girl creepy_susie ghoul_school goth goth_girl halloween huge_ass huge_breasts iris_(ruby_gloom) lila_(spooky_month) milf misery_(ruby_gloom) mother phantasma_phantom ruby_gloom_(franchise) scooby-doo scooby-doo_(series) scooby-doo_and_the_ghoul_school shaggy_rogers skid_(srpelo) spooky_month tanis_mummy the_oblongs wide_hips
2boys 7boys cow_girl creepy_susie ghoul_school goth goth_girl halloween huge_ass huge_breasts iris_(ruby_gloom) lila_(spooky_month) milf misery_(ruby_gloom) mother phantasma_phantom ruby_gloom_(franchise) scooby-doo scooby-doo_(series) scooby-doo_and_the_ghoul_school shaggy_rogers skid_(srpelo) spooky_month tanis_mummy the_oblongs wide_hips
1girls banshee big_breasts crying goth misery_(ruby_gloom) nipples nude ruby_gloom_(franchise)
1girls banshee big_breasts crying goth misery_(ruby_gloom) nipples nude ruby_gloom_(franchise)
1girls areolae big_breasts breasts collar crying crying_with_eyes_open female female_only long_hair mhdrawin misery_(ruby_gloom) naked naked_female nipples nude nude_female pubic_hair pussy ruby_gloom_(franchise) sad solo solo_female
1girls areolae big_breasts breasts collar crying crying_with_eyes_open female female_only long_hair mhdrawin misery_(ruby_gloom) naked naked_female nipples nude nude_female pubic_hair pussy ruby_gloom_(franchise) sad solo solo_female
1girls areolae barefoot big_breasts black_hair breasts completely_nude completely_nude_female crying crying_with_eyes_open female female_only full_body long_hair looking_to_the_side mhdrawin misery_(ruby_gloom) naked naked_female nipples nude nude_female pubic_hair ruby_gloom_(franchise) sad solo solo_female tears
1girls areolae barefoot big_breasts black_hair breasts completely_nude completely_nude_female crying crying_with_eyes_open female female_only full_body long_hair looking_to_the_side mhdrawin misery_(ruby_gloom) naked naked_female nipples nude nude_female pubic_hair ruby_gloom_(franchise) sad solo solo_female tears
1girls banshee beckoning big_ass big_breasts bunny_ears bunnysuit crying freckles goth goth_girl looking_at_viewer misery_(ruby_gloom) mizz-britt ruby_gloom_(franchise) wide_hips
1girls banshee beckoning big_ass big_breasts bunny_ears bunnysuit crying freckles goth goth_girl looking_at_viewer misery_(ruby_gloom) mizz-britt ruby_gloom_(franchise) wide_hips
1girls banshee bed big_breasts crying crying_with_eyes_open misery_(ruby_gloom) nipples nude ruby_gloom_(franchise)
1girls banshee bed big_breasts crying crying_with_eyes_open misery_(ruby_gloom) nipples nude ruby_gloom_(franchise)
7girls :3 anthro burping crossover dustindemon huge_belly immobile jing_jing_(pucca) misery_(ruby_gloom) morbidly_obese pucca pucca_(franchise) ruby_gloom ruby_gloom_(franchise) sketch weight_gain
7girls :3 anthro burping crossover dustindemon huge_belly immobile jing_jing_(pucca) misery_(ruby_gloom) morbidly_obese pucca pucca_(franchise) ruby_gloom ruby_gloom_(franchise) sketch weight_gain
1girls banshee completely_nude completely_nude_female crying female female_only freckles full_body looking_at_viewer misery_(ruby_gloom) naked naked_female nude nude_female ruby_gloom_(franchise) solo solo_female
1girls banshee completely_nude completely_nude_female crying female female_only freckles full_body looking_at_viewer misery_(ruby_gloom) naked naked_female nude nude_female ruby_gloom_(franchise) solo solo_female
2girls ass banshee baseball_cap bedroom_eyes caronin98 crying cyclops female female_only freckles goth goth_girl hat hat_backwards imminent_sex iris_(ruby_gloom) looking_at_viewer looking_back micro_panties misery_(ruby_gloom) multiple_girls presenting presenting_hindquarters ruby_gloom_(franchise) snapback tagme thick_thighs thong viewer_perspective viewer_pov wanting_sex
2girls ass banshee baseball_cap bedroom_eyes caronin98 crying cyclops female female_only freckles goth goth_girl hat hat_backwards imminent_sex iris_(ruby_gloom) looking_at_viewer looking_back micro_panties misery_(ruby_gloom) multiple_girls presenting presenting_hindquarters ruby_gloom_(franchise) snapback tagme thick_thighs thong viewer_perspective viewer_pov wanting_sex
1girls banshee dustindemon erect_penis flaccid futanari goth huge_cock hyper hyper_penis misery_(ruby_gloom) ruby_gloom_(franchise) what
1girls banshee dustindemon erect_penis flaccid futanari goth huge_cock hyper hyper_penis misery_(ruby_gloom) ruby_gloom_(franchise) what
3girls banshee blush cyclops female female_only goth horny iris_(ruby_gloom) looking_at_viewer misery_(ruby_gloom) multiple_girls pajamas panties pantyhose ruby_gloom ruby_gloom_(franchise) striped_legwear
3girls banshee blush cyclops female female_only goth horny iris_(ruby_gloom) looking_at_viewer misery_(ruby_gloom) multiple_girls pajamas panties pantyhose ruby_gloom ruby_gloom_(franchise) striped_legwear
3girls ass_grab banshee big_ass bubble_butt cupping_ass cyclops fawning_over female female_only goth horny iris_(ruby_gloom) lip_bite looking_back misery_(ruby_gloom) multiple_girls oddrich panties ruby_gloom ruby_gloom_(franchise) source_request striped_legwear thick_thighs yuri
3girls ass_grab banshee big_ass bubble_butt cupping_ass cyclops fawning_over female female_only goth horny iris_(ruby_gloom) lip_bite looking_back misery_(ruby_gloom) multiple_girls oddrich panties ruby_gloom ruby_gloom_(franchise) source_request striped_legwear thick_thighs yuri
back_view big_ass crying curvy goth goth_girl grabbing_own_ass looking_back misery_(ruby_gloom) ruby_gloom_(franchise) thick_thighs tight_clothing tight_dress wide_hips
back_view big_ass crying curvy goth goth_girl grabbing_own_ass looking_back misery_(ruby_gloom) ruby_gloom_(franchise) thick_thighs tight_clothing tight_dress wide_hips
back_view big_ass crying curvy goth goth_girl grabbing_own_ass looking_back misery_(ruby_gloom) ruby_gloom_(franchise) thick_thighs underwear white_panties wide_hips
back_view big_ass crying curvy goth goth_girl grabbing_own_ass looking_back misery_(ruby_gloom) ruby_gloom_(franchise) thick_thighs underwear white_panties wide_hips
back_view big_ass crying curvy goth goth_girl grabbing_own_ass looking_back misery_(ruby_gloom) ruby_gloom_(franchise) thick_thighs wide_hips
back_view big_ass crying curvy goth goth_girl grabbing_own_ass looking_back misery_(ruby_gloom) ruby_gloom_(franchise) thick_thighs wide_hips
1futa 1girls adult_swim after_sex anal_sex artist_request bottomless clothed clothing creepy_susie cum cum_in_ass cum_out_mouth cum_through duo erection excessive_cum female flat_chest futa_on_female futanari goth huge_belly huge_cock humanoid humanoid_penis inflation long_hair misery_(ruby_gloom) mostly_clothed nipples nude on_stomach outie_navel pasties penis pull_out rolling_eyes ruby_gloom_(franchise) source_request squatting the_oblongs thick_cum what white_skin
1futa 1girls adult_swim after_sex anal_sex artist_request bottomless clothed clothing creepy_susie cum cum_in_ass cum_out_mouth cum_through duo erection excessive_cum female flat_chest futa_on_female futanari goth huge_belly huge_cock humanoid humanoid_penis inflation long_hair misery_(ruby_gloom) mostly_clothed nipples nude on_stomach outie_navel pasties penis pull_out rolling_eyes ruby_gloom_(franchise) source_request squatting the_oblongs thick_cum what white_skin
1girls anthro banshee big_nipples breast_expansion dustindemon erect_nipples freckles goth goth_girl holding_breast huge_breasts misery_(ruby_gloom) ruby_gloom_(franchise) sooper_stuff wardrobe_malfunction what
1girls anthro banshee big_nipples breast_expansion dustindemon erect_nipples freckles goth goth_girl holding_breast huge_breasts misery_(ruby_gloom) ruby_gloom_(franchise) sooper_stuff wardrobe_malfunction what
2girls anthro bloomers boots cake dustindemon feedee feeder feederism fingerless_gloves food food_play freckles green_cheeks huge_belly misery_(ruby_gloom) multiple_girls ruby_gloom ruby_gloom_(franchise) seductive seductive_smile sick sooper_stuff talking_to_another tease veil weight_gain what
2girls anthro bloomers boots cake dustindemon feedee feeder feederism fingerless_gloves food food_play freckles green_cheeks huge_belly misery_(ruby_gloom) multiple_girls ruby_gloom ruby_gloom_(franchise) seductive seductive_smile sick sooper_stuff talking_to_another tease veil weight_gain what
6girls adult_swim adventure_time barefoot blush bound cartoon_network creepy_susie crossed_arms dc dc_comics dungeon feet foot_fetish footsie ghoul_school goth goth_girl hanna-barbera happy laughing marceline marceline_abadeer misery_(ruby_gloom) multiple_girls night punishment rachel_roth raven_(dc) ruby_gloom ruby_gloom_(franchise) scooby-doo scooby-doo_and_the_ghoul_school sibella_dracula smug soles teen_titans the_oblongs tickle_fetish tickle_torture tickling trapped vampire
6girls adult_swim adventure_time barefoot blush bound cartoon_network creepy_susie crossed_arms dc dc_comics dungeon feet foot_fetish footsie ghoul_school goth goth_girl hanna-barbera happy laughing marceline marceline_abadeer misery_(ruby_gloom) multiple_girls night punishment rachel_roth raven_(dc) ruby_gloom ruby_gloom_(franchise) scooby-doo scooby-doo_and_the_ghoul_school sibella_dracula smug soles teen_titans the_oblongs tickle_fetish tickle_torture tickling trapped vampire
6girls adult_swim adventure_time barefoot blush bound cartoon_network creepy_susie dc dc_comics dungeon feet foot_fetish footsie ghoul_school goth goth_girl hanna-barbera happy laughing marceline marceline_abadeer misery_(ruby_gloom) multiple_girls punishment rachel_roth raven_(dc) ruby_gloom ruby_gloom_(franchise) scooby-doo scooby-doo_and_the_ghoul_school sibella_dracula smug soles teen_titans the_oblongs tickle_fetish tickle_torture tickling trapped vampire what
6girls adult_swim adventure_time barefoot blush bound cartoon_network creepy_susie dc dc_comics dungeon feet foot_fetish footsie ghoul_school goth goth_girl hanna-barbera happy laughing marceline marceline_abadeer misery_(ruby_gloom) multiple_girls punishment rachel_roth raven_(dc) ruby_gloom ruby_gloom_(franchise) scooby-doo scooby-doo_and_the_ghoul_school sibella_dracula smug soles teen_titans the_oblongs tickle_fetish tickle_torture tickling trapped vampire what
1990s_(style) 3girls animification artist_name black_dress blush brenni_murasaki colored_skin dress food hair_ornament iris_(ruby_gloom) long_hair long_sleeves misery_(ruby_gloom) multiple_girls one-eyed puffy_short_sleeves puffy_sleeves pumpkin purple_dress purple_eyes purple_skin red_eyes red_hair retro_artstyle ribbon ruby_gloom ruby_gloom_(character) sad short_hair short_sleeves vegetable veil white_skin
1990s_(style) 3girls animification artist_name black_dress blush brenni_murasaki colored_skin dress food hair_ornament iris_(ruby_gloom) long_hair long_sleeves misery_(ruby_gloom) multiple_girls one-eyed puffy_short_sleeves puffy_sleeves pumpkin purple_dress purple_eyes purple_skin red_eyes red_hair retro_artstyle ribbon ruby_gloom ruby_gloom_(character) sad short_hair short_sleeves vegetable veil white_skin
1girl artist_request black_sclera brooch buttons collar colored_sclera crying crying_with_eyes_open green_brooch hair_ornament highres holding holding_own_hair jewelry long_hair long_sleeves looking_to_the_side misery_(ruby_gloom) purple_hair purple_veil red_eyes ruby_gloom sad skull solo tagme tears veil
1girl artist_request black_sclera brooch buttons collar colored_sclera crying crying_with_eyes_open green_brooch hair_ornament highres holding holding_own_hair jewelry long_hair long_sleeves looking_to_the_side misery_(ruby_gloom) purple_hair purple_veil red_eyes ruby_gloom sad skull solo tagme tears veil
1girl boots female_focus flag flat_color full_body goth_fashion hat high_heel_boots high_heels long_hair military military_hat military_uniform misery_(ruby_gloom) red_background ruby_gloom solo tears thighhighs
1girl boots female_focus flag flat_color full_body goth_fashion hat high_heel_boots high_heels long_hair military military_hat military_uniform misery_(ruby_gloom) red_background ruby_gloom solo tears thighhighs
3girls blush dress freckles goth_fashion iris_(ruby_gloom) misery_(ruby_gloom) multiple_girls ruby_gloom ruby_gloom_(character) striped_legwear
3girls blush dress freckles goth_fashion iris_(ruby_gloom) misery_(ruby_gloom) multiple_girls ruby_gloom ruby_gloom_(character) striped_legwear
3girls cosplay heartcatch_precure! iris_(ruby_gloom) misery_(ruby_gloom) multiple_girls precure ruby_gloom ruby_gloom_(character)
3girls cosplay heartcatch_precure! iris_(ruby_gloom) misery_(ruby_gloom) multiple_girls precure ruby_gloom ruby_gloom_(character)
1girl black_hair goth_fashion long_hair misery_(ruby_gloom) ruby_gloom sad
1girl black_hair goth_fashion long_hair misery_(ruby_gloom) ruby_gloom sad
1girl braid female_focus gym_uniform headband injury long_hair misery_(ruby_gloom) purple_hair ruby_gloom scrape shoes socks solo twin_braids
1girl braid female_focus gym_uniform headband injury long_hair misery_(ruby_gloom) purple_hair ruby_gloom scrape shoes socks solo twin_braids
3girls black_hair black_sclera blush_stickers boots cheerleader colored_sclera eyelashes goth_fashion hair_bobbles hair_ornament iris_(ruby_gloom) long_hair midriff misery_(ruby_gloom) multiple_girls nervous outdoors ponytail red_hair ruby_gloom ruby_gloom_(character) short_twintails skirt standing strap_slip striped_clothes striped_thighhighs thighhighs twintails very_long_hair
3girls black_hair black_sclera blush_stickers boots cheerleader colored_sclera eyelashes goth_fashion hair_bobbles hair_ornament iris_(ruby_gloom) long_hair midriff misery_(ruby_gloom) multiple_girls nervous outdoors ponytail red_hair ruby_gloom ruby_gloom_(character) short_twintails skirt standing strap_slip striped_clothes striped_thighhighs thighhighs twintails very_long_hair
3girls artist_request blush iris_(ruby_gloom) misery_(ruby_gloom) multiple_girls red_hair ruby_gloom ruby_gloom_(character) text_focus translated
3girls artist_request blush iris_(ruby_gloom) misery_(ruby_gloom) multiple_girls red_hair ruby_gloom ruby_gloom_(character) text_focus translated
3girls artist_request black_dress black_footwear black_hair black_sclera black_shirt cane colored_sclera colored_skin cyclops dress freckles goth_fashion graveyard grey_eyes grey_skin grey_thighhighs hair_over_one_eye high_heels iris_(ruby_gloom) long_hair long_sleeves midriff misery_(ruby_gloom) moon multiple_girls night one-eyed open_mouth orange_thighhighs pale_skin panty_&_stocking_with_garterbelt parody puffy_sleeves purple_dress purple_eyes purple_hair purple_nails red_eyes red_hair ruby_gloom ruby_gloom_(character) shirt shoes short_hair short_sleeves skull sky smile striped_clothes striped_thighhighs style_parody tears thighhighs tombstone tree undressing veil white_skin wide_sleeves
3girls artist_request black_dress black_footwear black_hair black_sclera black_shirt cane colored_sclera colored_skin cyclops dress freckles goth_fashion graveyard grey_eyes grey_skin grey_thighhighs hair_over_one_eye high_heels iris_(ruby_gloom) long_hair long_sleeves midriff misery_(ruby_gloom) moon multiple_girls night one-eyed open_mouth orange_thighhighs pale_skin panty_&_stocking_with_garterbelt parody puffy_sleeves purple_dress purple_eyes purple_hair purple_nails red_eyes red_hair ruby_gloom ruby_gloom_(character) shirt shoes short_hair short_sleeves skull sky smile striped_clothes striped_thighhighs style_parody tears thighhighs tombstone tree undressing veil white_skin wide_sleeves
3girls alice_margatroid alice_margatroid_(cosplay) cosplay crossover cyclops greyscale hat iris_(ruby_gloom) kirisame_marisa kirisame_marisa_(cosplay) leex long_hair misery_(ruby_gloom) monochrome multiple_girls one-eyed parody patchouli_knowledge patchouli_knowledge_(cosplay) ruby_gloom ruby_gloom_(character) style_parody touhou witch_hat
3girls alice_margatroid alice_margatroid_(cosplay) cosplay crossover cyclops greyscale hat iris_(ruby_gloom) kirisame_marisa kirisame_marisa_(cosplay) leex long_hair misery_(ruby_gloom) monochrome multiple_girls one-eyed parody patchouli_knowledge patchouli_knowledge_(cosplay) ruby_gloom ruby_gloom_(character) style_parody touhou witch_hat
1boy 1girl anal anal_sex feet goth goth_girl misery_(ruby_gloom) ruby_gloom sitting_on_person
1boy 1girl anal anal_sex feet goth goth_girl misery_(ruby_gloom) ruby_gloom sitting_on_person
1boy 1girl anal anal_sex clothed_sex goth goth_girl misery_(ruby_gloom) ruby_gloom sex
1boy 1girl anal anal_sex clothed_sex goth goth_girl misery_(ruby_gloom) ruby_gloom sex
anal_beads anus ass ass_spread black_hair looking_back misery misery_(ruby_gloom) pussy ruby_gloom tears tongue_out
anal_beads anus ass ass_spread black_hair looking_back misery misery_(ruby_gloom) pussy ruby_gloom tears tongue_out
ass black_hair blush misery misery_(ruby_gloom) pussy ruby_gloom spread_ass
ass black_hair blush misery misery_(ruby_gloom) pussy ruby_gloom spread_ass
cyclops freckles goth iris iris_(ruby_gloom) long_hair misery misery_(ruby_gloom) monster monster_girl ruby_gloom ruby_gloom_(character)
cyclops freckles goth iris iris_(ruby_gloom) long_hair misery misery_(ruby_gloom) monster monster_girl ruby_gloom ruby_gloom_(character)
1boy 4girls banshee cum cyclops female frank_(ruby_gloom) human interspecies iris_(ruby_gloom) len_(ruby_gloom) male male/female misery_(ruby_gloom) nipples ruby_gloom ruby_gloom_(character) spread_legs straight vaginal vaginal_penetration
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