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anal anal_fingering anal_sex anthro anus arms_tied ass ball_gag balls bed bodily_fluids bondage bondage bound breast_grab breasts canid canid_demon canine demon digital_media_(artwork) dildo duo erection feet female female_penetrated fingering fingering_partner fingers forced fox fur furniture gag gagged genitals hair hand_on_breast hellhound helluva_boss hi_res loona_(helluva_boss) lying male male/female male_penetrating male_penetrating_female mammal mythological_canine mythological_creature mythology nude on_bed on_side open_mouth pawpads penetration penis pussy rape red_sclera rope sadtoasterr sex sex_toy tail tears toes white_body white_fur
anal anal_fingering anal_sex anthro anus arms_tied ass ball_gag balls bed bodily_fluids bondage bondage bound breast_grab breasts canid canid_demon canine demon digital_media_(artwork) dildo duo erection feet female female_penetrated fingering fingering_partner fingers forced fox fur furniture gag gagged genitals hair hand_on_breast hellhound helluva_boss hi_res loona_(helluva_boss) lying male male/female male_penetrating male_penetrating_female mammal mythological_canine mythological_creature mythology nude on_bed on_side open_mouth pawpads penetration penis pussy rape red_sclera rope sadtoasterr sex sex_toy tail tears toes white_body white_fur
anthro arms_tied ball_gag bodily_fluids bondage bondage bound breasts canid canid_demon canine captured clothing crying demon erection fellatio female forced gag gagged hellhound helluva_boss helpless hi_res kneeling loona_(helluva_boss) male male/female mammal mythological_canine mythological_creature mythology nipples nude octavia_(helluva_boss) oral penile rape sadtoasterr saliva sex shirt slave tank_top tears topwear
anthro arms_tied ball_gag bodily_fluids bondage bondage bound breasts canid canid_demon canine captured clothing crying demon erection fellatio female forced gag gagged hellhound helluva_boss helpless hi_res kneeling loona_(helluva_boss) male male/female mammal mythological_canine mythological_creature mythology nipples nude octavia_(helluva_boss) oral penile rape sadtoasterr saliva sex shirt slave tank_top tears topwear
after_rape after_sex anal anal_sex anthro ball_gag bodily_fluids bondage bound bovid buttplug buttplug_insertion canid canid_demon canine caprine captured chains choker clothing collar collared cum cum_in_mouth cum_in_pussy cum_inside demon dominant dominant_male female forced gag gagged genital_fluids genitals hellhound helluva_boss hi_res horn jewelry leash leash_and_collar leashed leashed_collar legwear loona_(helluva_boss) male male/female mammal millie_(helluva_boss) muzzle_(object) muzzled mythological_canine mythological_creature mythology necklace object_in_ass paws penetration petplay plug_(sex_toy) plug_insertion pussy rape restraints ring_gag roleplay sadtoasterr scared sex_toy sex_toy_in_ass sex_toy_insertion sheep slave submissive submissive_female tears
after_rape after_sex anal anal_sex anthro ball_gag bodily_fluids bondage bound bovid buttplug buttplug_insertion canid canid_demon canine caprine captured chains choker clothing collar collared cum cum_in_mouth cum_in_pussy cum_inside demon dominant dominant_male female forced gag gagged genital_fluids genitals hellhound helluva_boss hi_res horn jewelry leash leash_and_collar leashed leashed_collar legwear loona_(helluva_boss) male male/female mammal millie_(helluva_boss) muzzle_(object) muzzled mythological_canine mythological_creature mythology necklace object_in_ass paws penetration petplay plug_(sex_toy) plug_insertion pussy rape restraints ring_gag roleplay sadtoasterr scared sex_toy sex_toy_in_ass sex_toy_insertion sheep slave submissive submissive_female tears
anthro avian balls bodily_fluids bondage bound canid canid_demon canine captured crying demon drooling duo feet fellatio female forced gag gagged genitals hair hair_grab hazbin_hotel hellhound helluva_boss helpless hi_res katie_killjoy legs_tied male male/female mammal mythological_canine mythological_creature mythology octavia_(helluva_boss) oral owl_demon partial_male penetration penile penis psychological_torture rape ring_gag sadtoasterr saliva sex slave tears tom_trench touching_hair watching_tv
anthro avian balls bodily_fluids bondage bound canid canid_demon canine captured crying demon drooling duo feet fellatio female forced gag gagged genitals hair hair_grab hazbin_hotel hellhound helluva_boss helpless hi_res katie_killjoy legs_tied male male/female mammal mythological_canine mythological_creature mythology octavia_(helluva_boss) oral owl_demon partial_male penetration penile penis psychological_torture rape ring_gag sadtoasterr saliva sex slave tears tom_trench touching_hair watching_tv
anthro anus bodily_fluids bondage bondage bound breasts canid canid_demon canine clitoral_hood collar crying cum cum_from_ass cum_from_pussy cum_in_ass cum_in_pussy cum_inside demon digital_media_(artwork) feet feet_tied female food fur genital_fluids genitals hair hands_tied hellhound helluva_boss hi_res leaking_cum loona_(helluva_boss) mammal market market_stall muzzle_(object) muzzle_strap muzzled mythological_canine mythological_creature mythology navel nipples on_display outside pawpads pussy red_sclera restraints rope rope_bondage sadtoasterr simple_background solo spread_legs spreading tail tears toes white_body white_fur
anthro anus bodily_fluids bondage bondage bound breasts canid canid_demon canine clitoral_hood collar crying cum cum_from_ass cum_from_pussy cum_in_ass cum_in_pussy cum_inside demon digital_media_(artwork) feet feet_tied female food fur genital_fluids genitals hair hands_tied hellhound helluva_boss hi_res leaking_cum loona_(helluva_boss) mammal market market_stall muzzle_(object) muzzle_strap muzzled mythological_canine mythological_creature mythology navel nipples on_display outside pawpads pussy red_sclera restraints rope rope_bondage sadtoasterr simple_background solo spread_legs spreading tail tears toes white_body white_fur
1boy 1girls bodily_fluids bondage bound breasts clothing duo eyebrow_piercing face_lick female forced gag gagged genitals gwen_stacy helpless hi_res human humanoid licking male male/female mammal marvel muscular muscular_male nipples penetration penis pinned pinned_to_wall pussy rape restrained restrained_arms sadtoasterr saliva sex shaved_side size_difference spider-gwen superhero superhero_costume superheroine symbiote tears tongue torn_clothing vaginal_penetration venom venom_(marvel)
1boy 1girls bodily_fluids bondage bound breasts clothing duo eyebrow_piercing face_lick female forced gag gagged genitals gwen_stacy helpless hi_res human humanoid licking male male/female mammal marvel muscular muscular_male nipples penetration penis pinned pinned_to_wall pussy rape restrained restrained_arms sadtoasterr saliva sex shaved_side size_difference spider-gwen superhero superhero_costume superheroine symbiote tears tongue torn_clothing vaginal_penetration venom venom_(marvel)
anthro avian bit_gag bodily_fluids bondage bondage bound canid canid_demon canine captured clothing demon dildo duo erection female forced gag gagged genitals hair hellhound helluva_boss helpless hi_res imminent_rape imminent_sex kidnapping male male/female mammal mythological_canine mythological_creature mythology octavia_(helluva_boss) owl_demon panties penis sadtoasterr scared sex_toy shirt slave t-shirt tail tears tied_to_bed topwear underwear undressing
anthro avian bit_gag bodily_fluids bondage bondage bound canid canid_demon canine captured clothing demon dildo duo erection female forced gag gagged genitals hair hellhound helluva_boss helpless hi_res imminent_rape imminent_sex kidnapping male male/female mammal mythological_canine mythological_creature mythology octavia_(helluva_boss) owl_demon panties penis sadtoasterr scared sex_toy shirt slave t-shirt tail tears tied_to_bed topwear underwear undressing
angry anthro anthro_penetrated arms_tied bodily_fluids bondage bondage bound canid canine canis clothed clothing corsac_fox crying dreamworks duo female forced fox gag gagged genitals helpless hi_res kung_fu_panda male male/female mammal muzzle_(object) muzzle_gag muzzled paw_grab paws penetration penis rape sadtoasterr sex slave tail tears tied_to_pole true_fox vaginal_penetration vaginal_penetration wolf zhen_(kung_fu_panda)
angry anthro anthro_penetrated arms_tied bodily_fluids bondage bondage bound canid canine canis clothed clothing corsac_fox crying dreamworks duo female forced fox gag gagged genitals helpless hi_res kung_fu_panda male male/female mammal muzzle_(object) muzzle_gag muzzled paw_grab paws penetration penis rape sadtoasterr sex slave tail tears tied_to_pole true_fox vaginal_penetration vaginal_penetration wolf zhen_(kung_fu_panda)
ambiguous_penetration anal anthro anthro_on_anthro anthro_penetrated arms_above_head ball_gag balls biting_hair bodily_fluids bondage bondage bound breast_fondling breast_grab breast_play breasts cage canid canid_demon canine captured chained chains cheek_tuft chest_tuft closed_eyes crying cuff_(restraint) demon dildo dominant dominant_male dungeon duo ear_piercing facial_tuft female female_penetrated fluffy fluffy_tail fondling forced from_behind_position fur fuzzy gag gagged genitals grey_body grey_fur grin hair hair_bite hair_in_mouth hand_on_breast hellhound helluva_boss helpless hi_res humanoid_genitalia humanoid_penis loona_(helluva_boss) male male/female mammal multicolored_body multicolored_fur mythological_canine mythological_creature mythology nipples nude pain penetration penis piercing rape red_body red_fur restrained restrained_arms restraints sadtoasterr saliva sex sex_toy side_view slave slim small_breasts small_waist smile standing standing_sex tail tail_grab tail_pull tears tuft whip white_body white_fur
ambiguous_penetration anal anthro anthro_on_anthro anthro_penetrated arms_above_head ball_gag balls biting_hair bodily_fluids bondage bondage bound breast_fondling breast_grab breast_play breasts cage canid canid_demon canine captured chained chains cheek_tuft chest_tuft closed_eyes crying cuff_(restraint) demon dildo dominant dominant_male dungeon duo ear_piercing facial_tuft female female_penetrated fluffy fluffy_tail fondling forced from_behind_position fur fuzzy gag gagged genitals grey_body grey_fur grin hair hair_bite hair_in_mouth hand_on_breast hellhound helluva_boss helpless hi_res humanoid_genitalia humanoid_penis loona_(helluva_boss) male male/female mammal multicolored_body multicolored_fur mythological_canine mythological_creature mythology nipples nude pain penetration penis piercing rape red_body red_fur restrained restrained_arms restraints sadtoasterr saliva sex sex_toy side_view slave slim small_breasts small_waist smile standing standing_sex tail tail_grab tail_pull tears tuft whip white_body white_fur
2023 4_arms 4_fingers 4_toes anthro arthropod assisted_fellatio assisted_rape bee black_clothing black_legwear black_nose blue_hair bottomwear breasts canid canid_demon canine clothed clothing collar demon digital_media_(artwork) dress erection eyebrows feet fellatio female female_assisted_rape female_penetrated fingerless_gloves fingers forced forced_oral fox fur genitals gloves grey_body grey_fur grey_hair group hand_between_legs hand_on_breast handwear hellhound helluva_boss hi_res hybrid hymenopteran insect_wings insects kneeling kneeling_oral_position leg_markings legwear licking long_hair loona_(helluva_boss) male male/female male_penetrating male_penetrating_anthro male_penetrating_female mammal markings multi_arm multi_limb nipples oral partial_male pawpads penetration penile penis penis_in_mouth pink_eyes queen_bee-lzebub_(helluva_boss) rape red_clothing red_dress red_sclera sadtoasterr sex socks_(marking) spiked_collar spikes toeless_(marking) toeless_legwear toes tongue tongue_out topwear torn_clothing trio vivienne_medrano vortex_(helluva_boss) wings yellow_body yellow_fur yellow_pawpads
2023 4_arms 4_fingers 4_toes anthro arthropod assisted_fellatio assisted_rape bee black_clothing black_legwear black_nose blue_hair bottomwear breasts canid canid_demon canine clothed clothing collar demon digital_media_(artwork) dress erection eyebrows feet fellatio female female_assisted_rape female_penetrated fingerless_gloves fingers forced forced_oral fox fur genitals gloves grey_body grey_fur grey_hair group hand_between_legs hand_on_breast handwear hellhound helluva_boss hi_res hybrid hymenopteran insect_wings insects kneeling kneeling_oral_position leg_markings legwear licking long_hair loona_(helluva_boss) male male/female male_penetrating male_penetrating_anthro male_penetrating_female mammal markings multi_arm multi_limb nipples oral partial_male pawpads penetration penile penis penis_in_mouth pink_eyes queen_bee-lzebub_(helluva_boss) rape red_clothing red_dress red_sclera sadtoasterr sex socks_(marking) spiked_collar spikes toeless_(marking) toeless_legwear toes tongue tongue_out topwear torn_clothing trio vivienne_medrano vortex_(helluva_boss) wings yellow_body yellow_fur yellow_pawpads
angry anthro bondage buttplug canine christmas_present christmas_tree clothing demon dildo double_penetration embarrassed embarrassed_nude_female enf female forced fur gift_wrapped hellhound helluva_boss helpless legwear loona_(helluva_boss) panties red_eyes red_sclera sadtoasterr sex_toy solo submissive submissive_female underwear vaginal_penetration
angry anthro bondage buttplug canine christmas_present christmas_tree clothing demon dildo double_penetration embarrassed embarrassed_nude_female enf female forced fur gift_wrapped hellhound helluva_boss helpless legwear loona_(helluva_boss) panties red_eyes red_sclera sadtoasterr sex_toy solo submissive submissive_female underwear vaginal_penetration
2022 4_toes 5_fingers against_surface against_wall ambiguous_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro arm_grab black_nose breasts brown_body brown_fur canid canid_demon clenched_teeth demon duo feet female female_penetrated fingers forced fur gag gagged grey_body grey_fur hair hands_behind_head hellhound helluva_boss hindpaw humanoid_hands loona_(helluva_boss) male male/female male_penetrating male_penetrating_female mammal multicolored_body multicolored_fur nude paws penetration penile penile_penetration rape red_sclera sadtoasterr sex shower shower_sex silver_hair standing standing_sex teeth toes two_tone_body two_tone_fur wet wet_body wet_fur wet_hair white_body white_eyes white_fur
2022 4_toes 5_fingers against_surface against_wall ambiguous_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro arm_grab black_nose breasts brown_body brown_fur canid canid_demon clenched_teeth demon duo feet female female_penetrated fingers forced fur gag gagged grey_body grey_fur hair hands_behind_head hellhound helluva_boss hindpaw humanoid_hands loona_(helluva_boss) male male/female male_penetrating male_penetrating_female mammal multicolored_body multicolored_fur nude paws penetration penile penile_penetration rape red_sclera sadtoasterr sex shower shower_sex silver_hair standing standing_sex teeth toes two_tone_body two_tone_fur wet wet_body wet_fur wet_hair white_body white_eyes white_fur
6:5 anal anthro anthro_on_anthro arms_above_head arms_tied avian ball_gag bodily_fluids bondage bound camera canid canid_demon canine captured clothed clothing crying demon dominant dominant_male eyeless_male female forced gag gagged group hellhound helluva_boss helpless hi_res imminent_rape kidnapping legwear loona_(helluva_boss) male male/female mammal octavia_(helluva_boss) rape recording rope sadtoasterr saliva scared sex slave submissive submissive_female tail tears trio
6:5 anal anthro anthro_on_anthro arms_above_head arms_tied avian ball_gag bodily_fluids bondage bound camera canid canid_demon canine captured clothed clothing crying demon dominant dominant_male eyeless_male female forced gag gagged group hellhound helluva_boss helpless hi_res imminent_rape kidnapping legwear loona_(helluva_boss) male male/female mammal octavia_(helluva_boss) rape recording rope sadtoasterr saliva scared sex slave submissive submissive_female tail tears trio
after_sex anal anal_sex anthro arms_above_head arms_tied bodily_fluids bondage bound breasts canid canid_demon canine captured crying cum cum_in_mouth cum_in_pussy cum_inside cum_on_face cum_on_tail demon dildo dildo_in_ass dildo_insertion duo erection female femsub forced fur gag genital_fluids genitals hair hellhound helluva_boss hi_res imminent_rape kidnapping looking_up loona_(helluva_boss) male male/female mammal nipples nude object_in_ass open_mouth_gag partial_male penetration penis pussy rape restraints ring_gag ruined_makeup sadtoasterr scared sex_toy sex_toy_in_ass sex_toy_insertion slave spread_legs spreader_bar spreading tail tears
after_sex anal anal_sex anthro arms_above_head arms_tied bodily_fluids bondage bound breasts canid canid_demon canine captured crying cum cum_in_mouth cum_in_pussy cum_inside cum_on_face cum_on_tail demon dildo dildo_in_ass dildo_insertion duo erection female femsub forced fur gag genital_fluids genitals hair hellhound helluva_boss hi_res imminent_rape kidnapping looking_up loona_(helluva_boss) male male/female mammal nipples nude object_in_ass open_mouth_gag partial_male penetration penis pussy rape restraints ring_gag ruined_makeup sadtoasterr scared sex_toy sex_toy_in_ass sex_toy_insertion slave spread_legs spreader_bar spreading tail tears
anal anal_sex anthro anthro_on_anthro anthro_penetrated arms_above_head arms_tied ass avian ball_gag bodily_fluids bondage bound breasts butt_grab canid canine captured crying dominant dominant_male duo eyeless_male female forced gag gagged genitals hand_on_butt helluva_boss helpless hi_res looking_back male male/female mammal nipples octavia_(helluva_boss) penetration penile penile_penetration penis penis_in_ass pussy rape rope sadtoasterr saliva scared sex slave submissive submissive_female tears
anal anal_sex anthro anthro_on_anthro anthro_penetrated arms_above_head arms_tied ass avian ball_gag bodily_fluids bondage bound breasts butt_grab canid canine captured crying dominant dominant_male duo eyeless_male female forced gag gagged genitals hand_on_butt helluva_boss helpless hi_res looking_back male male/female mammal nipples octavia_(helluva_boss) penetration penile penile_penetration penis penis_in_ass pussy rape rope sadtoasterr saliva scared sex slave submissive submissive_female tears
anthro arms_above_head avian ball_gag bird bodily_fluids bondage bound bound_wrists breast_grab breasts captured clothed clothing drooling female forced gag gagged grope hand_on_breast hands_under_clothes helluva_boss helpless hi_res imminent_rape kidnapping male male/female octavia_(helluva_boss) owl owl_demon panties partial_male sadtoasterr saliva scared slave tears underwear
anthro arms_above_head avian ball_gag bird bodily_fluids bondage bound bound_wrists breast_grab breasts captured clothed clothing drooling female forced gag gagged grope hand_on_breast hands_under_clothes helluva_boss helpless hi_res imminent_rape kidnapping male male/female octavia_(helluva_boss) owl owl_demon panties partial_male sadtoasterr saliva scared slave tears underwear
2_toes 4_fingers alternate_species animal_genitalia animal_pussy anus anus_outline beauty_mark black_eyes black_hair black_tail blitzo_(helluva_boss) book bottomwear camel_toe clothing collar curled_horn demon demon_humanoid dock ear_piercing ear_ring equid equine equine_genitalia equine_pussy feet female feral fingers fur genital_outline genitals hair hasbro helluva_boss holding_object horn horse humanoid imp loona_(helluva_boss) male mammal millie_(helluva_boss) multicolored_body multicolored_fur my_little_pony piercing pony pussy pussy_outline raised_tail red_body red_sclera red_skin ring_piercing sadtoasterr shorts spiked_collar spikes tail toes torn_clothing transformation two_tone_body two_tone_fur two_tone_tail unicorn unicorn_horn white_body white_eyes white_fur yellow_sclera
2_toes 4_fingers alternate_species animal_genitalia animal_pussy anus anus_outline beauty_mark black_eyes black_hair black_tail blitzo_(helluva_boss) book bottomwear camel_toe clothing collar curled_horn demon demon_humanoid dock ear_piercing ear_ring equid equine equine_genitalia equine_pussy feet female feral fingers fur genital_outline genitals hair hasbro helluva_boss holding_object horn horse humanoid imp loona_(helluva_boss) male mammal millie_(helluva_boss) multicolored_body multicolored_fur my_little_pony piercing pony pussy pussy_outline raised_tail red_body red_sclera red_skin ring_piercing sadtoasterr shorts spiked_collar spikes tail toes torn_clothing transformation two_tone_body two_tone_fur two_tone_tail unicorn unicorn_horn white_body white_eyes white_fur yellow_sclera
angry anthro avian ball_gag bed bondage bondage bound bra captured clothing demon female forced furniture gag gagged helluva_boss helpless hi_res panties red_sclera rope sadtoasterr stella_(helluva_boss) submissive submissive_female underwear
angry anthro avian ball_gag bed bondage bondage bound bra captured clothing demon female forced furniture gag gagged helluva_boss helpless hi_res panties red_sclera rope sadtoasterr stella_(helluva_boss) submissive submissive_female underwear
2023 ambiguous_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro arms_tied black_nose bodily_fluids bondage bound canid canid_demon clenched_teeth demon digital_media_(artwork) duo eyeless_male female female_penetrated forced fur gag gagged grey_body grey_fur grin hair hands_behind_back hellhound helluva_boss hi_res humanoid_hands loona_(helluva_boss) lying male male/female male_penetrating male_penetrating_female mammal multicolored_body multicolored_fur navel nipples nude on_back penetration penile penile_penetration rape running_mascara sadtoasterr sex silver_hair smile tape tape_gag tears teeth two_tone_body two_tone_fur white_body white_eyes white_fur
2023 ambiguous_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro arms_tied black_nose bodily_fluids bondage bound canid canid_demon clenched_teeth demon digital_media_(artwork) duo eyeless_male female female_penetrated forced fur gag gagged grey_body grey_fur grin hair hands_behind_back hellhound helluva_boss hi_res humanoid_hands loona_(helluva_boss) lying male male/female male_penetrating male_penetrating_female mammal multicolored_body multicolored_fur navel nipples nude on_back penetration penile penile_penetration rape running_mascara sadtoasterr sex silver_hair smile tape tape_gag tears teeth two_tone_body two_tone_fur white_body white_eyes white_fur
anthro bodily_fluids bondage bound canid canid_demon canine captured demon drooling faceless_male female forced gag gagged genitals group hellhound helluva_boss helpless hi_res human imminent_oral imminent_rape kidnapping loona_(helluva_boss) male male/female mammal penis red_sclera ring_gag sadtoasterr saliva scared slave spread_arms spread_legs spreading
anthro bodily_fluids bondage bound canid canid_demon canine captured demon drooling faceless_male female forced gag gagged genitals group hellhound helluva_boss helpless hi_res human imminent_oral imminent_rape kidnapping loona_(helluva_boss) male male/female mammal penis red_sclera ring_gag sadtoasterr saliva scared slave spread_arms spread_legs spreading
arms_above_head avian ball_gag bird bodily_fluids bondage bound captured clothed clothing drooling female forced forced_orgasm gag gagged helluva_boss helpless hi_res kidnapping nipple_bulge nipples_visible_through_clothing octavia_(helluva_boss) orgasm owl owl_demon sadtoasterr saliva scared sex_toy slave solo tape tears vibrator
arms_above_head avian ball_gag bird bodily_fluids bondage bound captured clothed clothing drooling female forced forced_orgasm gag gagged helluva_boss helpless hi_res kidnapping nipple_bulge nipples_visible_through_clothing octavia_(helluva_boss) orgasm owl owl_demon sadtoasterr saliva scared sex_toy slave solo tape tears vibrator
anthro anthro_only bondage bound buttplug canid canid_demon canine demon egg_vibrator female forced gag gagged genitals hellhound helluva_boss hi_res imminent_rape loona_(helluva_boss) mammal partial_male plug_(sex_toy) pussy restraints sadtoasterr scared sex_toy straitjacket submissive submissive_anthro submissive_female vibrator
anthro anthro_only bondage bound buttplug canid canid_demon canine demon egg_vibrator female forced gag gagged genitals hellhound helluva_boss hi_res imminent_rape loona_(helluva_boss) mammal partial_male plug_(sex_toy) pussy restraints sadtoasterr scared sex_toy straitjacket submissive submissive_anthro submissive_female vibrator
2girls angry anthro arms_tied_behind_back avian ball_gag bird black_hair bondage breasts canine crying demon female femsub gag gagged grey_fur hellhound helluva_boss looking_at_viewer loona_(helluva_boss) multiple_girls multiple_subs muzzle_gag nude octavia_(helluva_boss) owl owl_demon pussy sadtoasterr wolf
2girls angry anthro arms_tied_behind_back avian ball_gag bird black_hair bondage breasts canine crying demon female femsub gag gagged grey_fur hellhound helluva_boss looking_at_viewer loona_(helluva_boss) multiple_girls multiple_subs muzzle_gag nude octavia_(helluva_boss) owl owl_demon pussy sadtoasterr wolf
arms_behind_back bondage closed_eyes forced_oral gag harness_gag helluva_boss loona_(helluva_boss) male partial_male penis rape ring_gag sadtoasterr
arms_behind_back bondage closed_eyes forced_oral gag harness_gag helluva_boss loona_(helluva_boss) male partial_male penis rape ring_gag sadtoasterr
1girls anthro bondage bound bra canid canid_demon captured closet clothing demon egg_vibrator female female_only femsub gag hands_behind_head hellhound helluva_boss loona_(helluva_boss) mammal medium_breasts muzzle_gag pawpads paws raised_paw sadtoasterr sex_toy sex_toy_in_pussy sex_toy_insertion solo squirming underwear vibrator vibrator_in_pussy wet wet_clothing wet_underwear
1girls anthro bondage bound bra canid canid_demon captured closet clothing demon egg_vibrator female female_only femsub gag hands_behind_head hellhound helluva_boss loona_(helluva_boss) mammal medium_breasts muzzle_gag pawpads paws raised_paw sadtoasterr sex_toy sex_toy_in_pussy sex_toy_insertion solo squirming underwear vibrator vibrator_in_pussy wet wet_clothing wet_underwear
2girls anthro bondage bound breasts canid canid_demon captured demon demon_humanoid duo female gag hellhound helluva_boss human human_form human_verosika_mayday humanoid lipstick loona_(helluva_boss) mammal multiple_girls muzzle_gag nipple_fetish nipple_pinch nipple_play pinch sadtoasterr selfie succubus verosika_mayday_(helluva_boss)
2girls anthro bondage bound breasts canid canid_demon captured demon demon_humanoid duo female gag hellhound helluva_boss human human_form human_verosika_mayday humanoid lipstick loona_(helluva_boss) mammal multiple_girls muzzle_gag nipple_fetish nipple_pinch nipple_play pinch sadtoasterr selfie succubus verosika_mayday_(helluva_boss)
1boy 1girls age_difference aged_up anthro anthro_on_anthro anthro_penetrated avian bird bodily_fluids bondage bound breasts crying cum cum_in_mouth cum_inside daughter demon dominant dominant_male duo father father_and_child female forced forced_oral gag gagged genital_fluids genitals hair hair_grab helluva_boss hi_res male male/female nipples octavia_(helluva_boss) older_male oral owl owl_demon parent parent_and_child partial_male penetration penis rape ring_gag sadtoasterr sex stolas_(helluva_boss) submissive submissive_female tears teenager touching_hair young younger_female
1boy 1girls age_difference aged_up anthro anthro_on_anthro anthro_penetrated avian bird bodily_fluids bondage bound breasts crying cum cum_in_mouth cum_inside daughter demon dominant dominant_male duo father father_and_child female forced forced_oral gag gagged genital_fluids genitals hair hair_grab helluva_boss hi_res male male/female nipples octavia_(helluva_boss) older_male oral owl owl_demon parent parent_and_child partial_male penetration penis rape ring_gag sadtoasterr sex stolas_(helluva_boss) submissive submissive_female tears teenager touching_hair young younger_female
all_three_filled anal anal_sex animal_genitalia animal_pussy anthro bodily_fluids bondage bound breasts canid canid_demon canine canine_pussy clothing cum cum_in_mouth cum_inside demon double_penetration female forced genital_fluids genitals hellhound helluva_boss hi_res leg_grab legwear loona_(helluva_boss) mammal nipples oral oral_penetration pawpads paws penetration pussy rape sadtoasterr solo_focus submissive submissive_female tail_grab tentacle tentacle_bondage tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacle_sex triple_penetration vaginal_penetration
all_three_filled anal anal_sex animal_genitalia animal_pussy anthro bodily_fluids bondage bound breasts canid canid_demon canine canine_pussy clothing cum cum_in_mouth cum_inside demon double_penetration female forced genital_fluids genitals hellhound helluva_boss hi_res leg_grab legwear loona_(helluva_boss) mammal nipples oral oral_penetration pawpads paws penetration pussy rape sadtoasterr solo_focus submissive submissive_female tail_grab tentacle tentacle_bondage tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacle_sex triple_penetration vaginal_penetration
angry anthro arms_above_head arms_tied bodily_fluids bondage bound breast_grab breasts canid canid_demon canine cuckold cum cum_in_mouth cum_inside cum_on_face demon dominant dominant_male female female_penetrated femsub forced forced_cheating gag gagged gangbang gangrape genital_fluids group hand_on_breast hellhound helluva_boss helpless hi_res loona_(helluva_boss) male male/female maledom mammal millie_(helluva_boss) multiple_girls multiple_subs netorare nipples ntr nude partial_male penetration rape sadtoasterr sex slave submissive vaginal_penetration
angry anthro arms_above_head arms_tied bodily_fluids bondage bound breast_grab breasts canid canid_demon canine cuckold cum cum_in_mouth cum_inside cum_on_face demon dominant dominant_male female female_penetrated femsub forced forced_cheating gag gagged gangbang gangrape genital_fluids group hand_on_breast hellhound helluva_boss helpless hi_res loona_(helluva_boss) male male/female maledom mammal millie_(helluva_boss) multiple_girls multiple_subs netorare nipples ntr nude partial_male penetration rape sadtoasterr sex slave submissive vaginal_penetration
anthro avian bird bodily_fluids bondage bound breasts clothing demon dubious_consent female forced forced_orgasm gag gagged helluva_boss helpless hi_res improvised_gag nipples octavia_(helluva_boss) orgasm owl owl_demon panties_in_mouth sadtoasterr sex_toy sex_toy_insertion solo submissive submissive_female tears vibrator
anthro avian bird bodily_fluids bondage bound breasts clothing demon dubious_consent female forced forced_orgasm gag gagged helluva_boss helpless hi_res improvised_gag nipples octavia_(helluva_boss) orgasm owl owl_demon panties_in_mouth sadtoasterr sex_toy sex_toy_insertion solo submissive submissive_female tears vibrator
anthro bodily_fluids bondage bound breasts canid canid_demon canine cum cum_in_mouth cum_inside cum_on_face cum_on_tongue demon duo erection female forced fur gag gagged genital_fluids genitals hair hair_grab hellhound helluva_boss hi_res loona_(helluva_boss) male male/female mammal nipples oral partial_male penis rape ring_gag sadtoasterr slave submissive tongue tongue_out touching_hair
anthro bodily_fluids bondage bound breasts canid canid_demon canine cum cum_in_mouth cum_inside cum_on_face cum_on_tongue demon duo erection female forced fur gag gagged genital_fluids genitals hair hair_grab hellhound helluva_boss hi_res loona_(helluva_boss) male male/female mammal nipples oral partial_male penis rape ring_gag sadtoasterr slave submissive tongue tongue_out touching_hair
anal anal_sex angry anthro bra buttplug buttplug_in_ass buttplug_insertion buttplug_tail canid canid_demon canine clothed clothing demon dialogue english_text fake_tail female fur hellhound helluva_boss hi_res looking_back loona_(helluva_boss) mammal panties panties_down partially_clothed penetration plug_(sex_toy) plug_insertion rear_view sadtoasterr sex_toy sex_toy_in_ass sex_toy_insertion solo text underwear underwear_down
anal anal_sex angry anthro bra buttplug buttplug_in_ass buttplug_insertion buttplug_tail canid canid_demon canine clothed clothing demon dialogue english_text fake_tail female fur hellhound helluva_boss hi_res looking_back loona_(helluva_boss) mammal panties panties_down partially_clothed penetration plug_(sex_toy) plug_insertion rear_view sadtoasterr sex_toy sex_toy_in_ass sex_toy_insertion solo text underwear underwear_down
angry anthro anthro_on_anthro bodily_fluids bondage bound canid canid_demon canine crying cum cum_in_mouth cum_inside demon double_penetration female female_penetrated forced gag gagged genital_fluids genitals group group_sex hellhound helluva_boss helpless hi_res loona_(helluva_boss) male male/female mammal oral partial_male penetration penis rape red_sclera ring_gag sadtoasterr sex slave submissive tail_grab tears threesome
angry anthro anthro_on_anthro bodily_fluids bondage bound canid canid_demon canine crying cum cum_in_mouth cum_inside demon double_penetration female female_penetrated forced gag gagged genital_fluids genitals group group_sex hellhound helluva_boss helpless hi_res loona_(helluva_boss) male male/female mammal oral partial_male penetration penis rape red_sclera ring_gag sadtoasterr sex slave submissive tail_grab tears threesome
anal anal_sex anthro ball_gag bed bodily_fluids bondage bound breasts canid canid_demon canine crying demon duo female forced furniture gag gagged gagged_speech genitals hellhound helluva_boss helpless hi_res loona_(helluva_boss) male male/female mammal muffled nipples partial_male penetration penis pussy rape red_sclera sadtoasterr scared slave tears
anal anal_sex anthro ball_gag bed bodily_fluids bondage bound breasts canid canid_demon canine crying demon duo female forced furniture gag gagged gagged_speech genitals hellhound helluva_boss helpless hi_res loona_(helluva_boss) male male/female mammal muffled nipples partial_male penetration penis pussy rape red_sclera sadtoasterr scared slave tears
age_difference anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro avian bird bodily_fluids bondage bound breasts crying cum cum_in_mouth cum_inside daughter demon dominant dominant_male duo father father_and_child female forced gag gagged genital_fluids genitals helluva_boss hi_res incest male male/female nipples octavia_(helluva_boss) older_male oral owl owl_demon parent parent_and_child partial_male penetration penis rape ring_gag sadtoasterr sex stolas_(helluva_boss) submissive submissive_female tears teenager young younger_female
age_difference anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro avian bird bodily_fluids bondage bound breasts crying cum cum_in_mouth cum_inside daughter demon dominant dominant_male duo father father_and_child female forced gag gagged genital_fluids genitals helluva_boss hi_res incest male male/female nipples octavia_(helluva_boss) older_male oral owl owl_demon parent parent_and_child partial_male penetration penis rape ring_gag sadtoasterr sex stolas_(helluva_boss) submissive submissive_female tears teenager young younger_female
anthro ball_gag bodily_fluids bondage bondage bound canid canid_demon canine clothing crying demon drooling egg_vibrator female forced forced_orgasm fur gag gagged hellhound helluva_boss helpless hi_res legwear loona_(helluva_boss) mammal orgasm paws red_sclera sadtoasterr saliva sex_toy solo submissive submissive_female tears underwear vibrator vibrator_under_clothing white_body
anthro ball_gag bodily_fluids bondage bondage bound canid canid_demon canine clothing crying demon drooling egg_vibrator female forced forced_orgasm fur gag gagged hellhound helluva_boss helpless hi_res legwear loona_(helluva_boss) mammal orgasm paws red_sclera sadtoasterr saliva sex_toy solo submissive submissive_female tears underwear vibrator vibrator_under_clothing white_body