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anal anal_fingering anal_penetration anthro anus arms_tied ball_gag balls bdsm bed bodily_fluids bondage bound breast_grab breasts butt dildo duo erection feet female female_penetrated fingering fingering_partner fingers forced fur furniture gag gagged genitals hair hand_on_breast lying male male/female male_fingering_female male_penetrating male_penetrating_female nude on_bed on_side open_mouth pawpads paws penetration penis pussy rape red_sclera rope sex sex_toy soles tail tears toes white_body white_fur sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon fox hellhound mammal mythological_canine mythological_creature digital_media_(artwork) hi_res
anal anal_fingering anal_penetration anthro anus arms_tied ball_gag balls bdsm bed bodily_fluids bondage bound breast_grab breasts butt dildo duo erection feet female female_penetrated fingering fingering_partner fingers forced fur furniture gag gagged genitals hair hand_on_breast lying male male/female male_fingering_female male_penetrating male_penetrating_female nude on_bed on_side open_mouth pawpads paws penetration penis pussy rape red_sclera rope sex sex_toy soles tail tears toes white_body white_fur sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon fox hellhound mammal mythological_canine mythological_creature digital_media_(artwork) hi_res
anthro arms_tied ball_gag bdsm bodily_fluids bondage bound breasts captured clothing crying erection fellatio female forced gag gagged helpless kneeling male male/female nipples nude oral penile rape saliva sex shirt slave tank_top tears topwear sadtoasterr helluva_boss mythology loona_(helluva_boss) octavia_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
anthro arms_tied ball_gag bdsm bodily_fluids bondage bound breasts captured clothing crying erection fellatio female forced gag gagged helpless kneeling male male/female nipples nude oral penile rape saliva sex shirt slave tank_top tears topwear sadtoasterr helluva_boss mythology loona_(helluva_boss) octavia_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
after_rape after_sex anal anal_penetration anthro ball_gag bdsm black_border bodily_fluids bondage border bound buttplug buttplug_insertion captured chain choker clothing collar cum cum_in_mouth cum_in_pussy cum_inside dominant dominant_male female forced gag gagged genital_fluids genitals horn jewelry legwear male male/female muzzle_(object) muzzled necklace object_in_ass paws penetration petplay plug_(sex_toy) plug_insertion pussy rape restraints ring_gag roleplay scared sex_toy sex_toy_in_ass sex_toy_insertion slave submissive submissive_female tears sadtoasterr helluva_boss loona_(helluva_boss) millie_(helluva_boss) bovid canid canine caprine demon mammal sheep hi_res
after_rape after_sex anal anal_penetration anthro ball_gag bdsm black_border bodily_fluids bondage border bound buttplug buttplug_insertion captured chain choker clothing collar cum cum_in_mouth cum_in_pussy cum_inside dominant dominant_male female forced gag gagged genital_fluids genitals horn jewelry legwear male male/female muzzle_(object) muzzled necklace object_in_ass paws penetration petplay plug_(sex_toy) plug_insertion pussy rape restraints ring_gag roleplay scared sex_toy sex_toy_in_ass sex_toy_insertion slave submissive submissive_female tears sadtoasterr helluva_boss loona_(helluva_boss) millie_(helluva_boss) bovid canid canine caprine demon mammal sheep hi_res
anthro balls bdsm beak beak_fetish beak_play beak_sex beakjob bodily_fluids bondage bound captured crying drooling duo feet fellatio female forced gag gagged genitals hair hair_grab helpless legs_tied male male/female oral penetration penile penis rape ring_gag saliva sex slave tears text touching_hair watching_television sadtoasterr hazbin_hotel helluva_boss mythology katie_killjoy_(hazbin_hotel) octavia_(helluva_boss) tom_trench_(hazbin_hotel) avian canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature owl_demon 4:5 english_text hi_res
anthro balls bdsm beak beak_fetish beak_play beak_sex beakjob bodily_fluids bondage bound captured crying drooling duo feet fellatio female forced gag gagged genitals hair hair_grab helpless legs_tied male male/female oral penetration penile penis rape ring_gag saliva sex slave tears text touching_hair watching_television sadtoasterr hazbin_hotel helluva_boss mythology katie_killjoy_(hazbin_hotel) octavia_(helluva_boss) tom_trench_(hazbin_hotel) avian canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature owl_demon 4:5 english_text hi_res
after_rape after_sex anthro anus bdsm bodily_fluids bondage bound breasts clitoral_hood collar crying cum cum_from_ass cum_from_pussy cum_in_ass cum_in_pussy cum_inside feet feet_tied female food foot_focus forced forced_prostitution fur genital_fluids genitals hair hands_tied humanoid_genitalia humanoid_pussy leaking_cum market market_stall muzzle_(object) muzzle_strap muzzled navel nipples nude on_display outside pawpads paws prostitution public_use pussy raised_arm red_sclera restraints rope rope_bondage simple_background soles solo spread_legs spreading tail tears toes white_body white_fur sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature digital_media_(artwork) hi_res
after_rape after_sex anthro anus bdsm bodily_fluids bondage bound breasts clitoral_hood collar crying cum cum_from_ass cum_from_pussy cum_in_ass cum_in_pussy cum_inside feet feet_tied female food foot_focus forced forced_prostitution fur genital_fluids genitals hair hands_tied humanoid_genitalia humanoid_pussy leaking_cum market market_stall muzzle_(object) muzzle_strap muzzled navel nipples nude on_display outside pawpads paws prostitution public_use pussy raised_arm red_sclera restraints rope rope_bondage simple_background soles solo spread_legs spreading tail tears toes white_body white_fur sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature digital_media_(artwork) hi_res
bdsm bodily_fluids bondage bound breasts clothing duo face_lick female forced gag gagged genitals helpless licking male male/female muscular muscular_male nipples not_furry penetration penis pinned pinned_to_wall pussy rape restrained restrained_arms saliva size_difference tears tongue torn_clothing vaginal vaginal_penetration venom sadtoasterr marvel gwen_stacy spider-gwen venom_(marvel) human humanoid mammal symbiote hi_res
bdsm bodily_fluids bondage bound breasts clothing duo face_lick female forced gag gagged genitals helpless licking male male/female muscular muscular_male nipples not_furry penetration penis pinned pinned_to_wall pussy rape restrained restrained_arms saliva size_difference tears tongue torn_clothing vaginal vaginal_penetration venom sadtoasterr marvel gwen_stacy spider-gwen venom_(marvel) human humanoid mammal symbiote hi_res
anthro bdsm bed bedroom bit_gag bodily_fluids bondage bound captured clothing crying dildo duo erection female food forced furniture gag gagged genitals hair helpless imminent_rape imminent_sex kidnapping male male/female panties penis pizza scared sex_toy shirt slave t-shirt tail tears tied_to_bed topwear underwear undressing sadtoasterr helluva_boss mythology octavia_(helluva_boss) avian canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature owl_demon hi_res
anthro bdsm bed bedroom bit_gag bodily_fluids bondage bound captured clothing crying dildo duo erection female food forced furniture gag gagged genitals hair helpless imminent_rape imminent_sex kidnapping male male/female panties penis pizza scared sex_toy shirt slave t-shirt tail tears tied_to_bed topwear underwear undressing sadtoasterr helluva_boss mythology octavia_(helluva_boss) avian canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature owl_demon hi_res
angry anthro anthro_penetrated arms_tied bdsm bodily_fluids bondage bound clothed clothing crying duo feet female forced gag gagged genitals helpless male male/female muzzle_(object) muzzle_gag muzzle_strap muzzled on_model paw_grab pawpads paws penetration penis rape sex slave tail tears tied_to_pole toes vaginal vaginal_penetration sadtoasterr dreamworks kung_fu_panda zhen_(kung_fu_panda) canid canine canis corsac_fox fox mammal true_fox wolf hi_res
angry anthro anthro_penetrated arms_tied bdsm bodily_fluids bondage bound clothed clothing crying duo feet female forced gag gagged genitals helpless male male/female muzzle_(object) muzzle_gag muzzle_strap muzzled on_model paw_grab pawpads paws penetration penis rape sex slave tail tears tied_to_pole toes vaginal vaginal_penetration sadtoasterr dreamworks kung_fu_panda zhen_(kung_fu_panda) canid canine canis corsac_fox fox mammal true_fox wolf hi_res
ambiguous_penetration anal anal_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro arms_above_head ball_gag balls bdsm biped biting_hair bodily_fluids bondage bound breast_fondling breast_grab breast_play breasts cage captured chain chained cheek_tuft chest_tuft crying cuff_(restraint) digitigrade dildo dominant dominant_male dungeon duo ear_piercing eyes_closed facial_tuft female female_penetrated female_raped 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 helpless humanoid_genitalia humanoid_penis looking_pleasured male male/female male_penetrating male_penetrating_female male_rape male_raping_female multicolored_body multicolored_fur nipples nude pain painal penetration penile penile_penetration penis penis_in_ass piercing rape red_body red_fur restrained restrained_arms restraints 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 sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
ambiguous_penetration anal anal_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro arms_above_head ball_gag balls bdsm biped biting_hair bodily_fluids bondage bound breast_fondling breast_grab breast_play breasts cage captured chain chained cheek_tuft chest_tuft crying cuff_(restraint) digitigrade dildo dominant dominant_male dungeon duo ear_piercing eyes_closed facial_tuft female female_penetrated female_raped 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 helpless humanoid_genitalia humanoid_penis looking_pleasured male male/female male_penetrating male_penetrating_female male_rape male_raping_female multicolored_body multicolored_fur nipples nude pain painal penetration penile penile_penetration penis penis_in_ass piercing rape red_body red_fur restrained restrained_arms restraints 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 sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
4_arms 4_fingers 4_toes alternative_fashion anthro anthro_penetrated bisexual black_clothing black_fingerless_gloves black_gloves black_handwear black_legwear black_nose black_thigh_highs blue_hair bottomwear breasts clothed clothing collar dress erection eyebrows faceless_character faceless_male feet fellatio female female/female female_penetrated fingering fingerless_gloves fingers fur genitals gloves goth grey_body grey_fur grey_hair group hair hand_between_legs hand_on_breast handwear insect_wings kneeling kneeling_oral_position leg_markings legwear licking long_hair male male/female male_penetrating male_penetrating_female markings multi_arm multi_limb nipples occult_symbol oral oral_penetration pawpads penetration penile penile_penetration penis penis_in_mouth pentagram pink_eyes reach_around red_clothing red_dress red_sclera sex socks_(marking) sparklefur spiked_collar spikes symbol tail thigh_highs toeless_(marking) toeless_legwear toes tongue tongue_out topwear torn_clothing trio vaginal vaginal_fingering white_body white_eyes white_fur wings yellow_body yellow_fur yellow_pawpads sadtoasterr helluva_boss mythology loona_(helluva_boss) queen_bee-lzebub_(helluva_boss) vortex_(helluva_boss) arthropod bee canid canid_demon canine demon fox hellhound hybrid hymenopteran insect mammal mythological_canine mythological_creature 2023 3:4 digital_media_(artwork) hi_res
4_arms 4_fingers 4_toes alternative_fashion anthro anthro_penetrated bisexual black_clothing black_fingerless_gloves black_gloves black_handwear black_legwear black_nose black_thigh_highs blue_hair bottomwear breasts clothed clothing collar dress erection eyebrows faceless_character faceless_male feet fellatio female female/female female_penetrated fingering fingerless_gloves fingers fur genitals gloves goth grey_body grey_fur grey_hair group hair hand_between_legs hand_on_breast handwear insect_wings kneeling kneeling_oral_position leg_markings legwear licking long_hair male male/female male_penetrating male_penetrating_female markings multi_arm multi_limb nipples occult_symbol oral oral_penetration pawpads penetration penile penile_penetration penis penis_in_mouth pentagram pink_eyes reach_around red_clothing red_dress red_sclera sex socks_(marking) sparklefur spiked_collar spikes symbol tail thigh_highs toeless_(marking) toeless_legwear toes tongue tongue_out topwear torn_clothing trio vaginal vaginal_fingering white_body white_eyes white_fur wings yellow_body yellow_fur yellow_pawpads sadtoasterr helluva_boss mythology loona_(helluva_boss) queen_bee-lzebub_(helluva_boss) vortex_(helluva_boss) arthropod bee canid canid_demon canine demon fox hellhound hybrid hymenopteran insect mammal mythological_canine mythological_creature 2023 3:4 digital_media_(artwork) hi_res
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 clenched_teeth duo feet female female_penetrated fingers forced fur gag gagged grey_body grey_fur grey_hair hair hands_behind_head hindpaw humanoid_hands male male/female male_penetrating male_penetrating_female multicolored_body multicolored_fur nude paws penetration penile penile_penetration rape red_sclera sex shower shower_sex standing standing_sex teeth toes two_tone_body two_tone_fur wet wet_body wet_fur wet_hair white_body white_eyes white_fur sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature 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 clenched_teeth duo feet female female_penetrated fingers forced fur gag gagged grey_body grey_fur grey_hair hair hands_behind_head hindpaw humanoid_hands male male/female male_penetrating male_penetrating_female multicolored_body multicolored_fur nude paws penetration penile penile_penetration rape red_sclera sex shower shower_sex standing standing_sex teeth toes two_tone_body two_tone_fur wet wet_body wet_fur wet_hair white_body white_eyes white_fur sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature 2022
age_difference anal anthro anthro_on_anthro arms_above_head arms_tied ball_gag bdsm bodily_fluids bondage bound camera captured clothed clothing crying dominant dominant_male female forced gag gagged group helpless imminent_rape kidnapping legwear male male/female penetration rape recording rope saliva scared sex slave submissive submissive_female tail tears trio young young_anthro young_female young_penetrated younger_penetrated sadtoasterr helluva_boss mythology loona_(helluva_boss) octavia_(helluva_boss) avian canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature 6:5 hi_res
age_difference anal anthro anthro_on_anthro arms_above_head arms_tied ball_gag bdsm bodily_fluids bondage bound camera captured clothed clothing crying dominant dominant_male female forced gag gagged group helpless imminent_rape kidnapping legwear male male/female penetration rape recording rope saliva scared sex slave submissive submissive_female tail tears trio young young_anthro young_female young_penetrated younger_penetrated sadtoasterr helluva_boss mythology loona_(helluva_boss) octavia_(helluva_boss) avian canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature 6:5 hi_res
after_sex anal anal_penetration anthro arms_above_head arms_tied bdsm bodily_fluids bondage bound breasts captured crying cum cum_in_mouth cum_in_pussy cum_inside cum_on_face cum_on_tail dildo dildo_in_ass dildo_insertion duo erection feet female forced framed_by_legs gag genital_fluids genitals hair imminent_rape kidnapping looking_up male male/female nipples nude object_in_ass pawpads paws penetration penis public_use pussy rape restraints ring_gag ruined_makeup scared sex_toy sex_toy_in_ass sex_toy_insertion slave soles spread_legs spreader_bar spreading tail tears toes view_between_legs sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
after_sex anal anal_penetration anthro arms_above_head arms_tied bdsm bodily_fluids bondage bound breasts captured crying cum cum_in_mouth cum_in_pussy cum_inside cum_on_face cum_on_tail dildo dildo_in_ass dildo_insertion duo erection feet female forced framed_by_legs gag genital_fluids genitals hair imminent_rape kidnapping looking_up male male/female nipples nude object_in_ass pawpads paws penetration penis public_use pussy rape restraints ring_gag ruined_makeup scared sex_toy sex_toy_in_ass sex_toy_insertion slave soles spread_legs spreader_bar spreading tail tears toes view_between_legs sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
anal anal_penetration anthro anthro_on_anthro anthro_penetrated arms_above_head arms_tied ball_gag bdsm big_dom_small_sub bodily_fluids bondage bound breasts butt butt_grab captured crying dominant dominant_male duo female female_penetrated forced gag gagged genitals hand_on_butt helpless interspecies larger_male looking_back male male/female male_penetrating male_penetrating_female nipples penetration penile penile_penetration penis penis_in_ass pussy rape rope saliva scared sex size_difference slave smaller_female smaller_penetrated submissive submissive_female tears sadtoasterr helluva_boss octavia_(helluva_boss) avian canid canine mammal 4:5 hi_res
anal anal_penetration anthro anthro_on_anthro anthro_penetrated arms_above_head arms_tied ball_gag bdsm big_dom_small_sub bodily_fluids bondage bound breasts butt butt_grab captured crying dominant dominant_male duo female female_penetrated forced gag gagged genitals hand_on_butt helpless interspecies larger_male looking_back male male/female male_penetrating male_penetrating_female nipples penetration penile penile_penetration penis penis_in_ass pussy rape rope saliva scared sex size_difference slave smaller_female smaller_penetrated submissive submissive_female tears sadtoasterr helluva_boss octavia_(helluva_boss) avian canid canine mammal 4:5 hi_res
anthro arms_above_head ball_gag bdsm bodily_fluids bondage bound breast_grab breasts captured clothed clothing drooling female forced gag gagged grope hand_on_breast helpless imminent_rape kidnapping male male/female panties saliva scared slave tears underwear sadtoasterr helluva_boss octavia_(helluva_boss) avian bird owl owl_demon hi_res
anthro arms_above_head ball_gag bdsm bodily_fluids bondage bound breast_grab breasts captured clothed clothing drooling female forced gag gagged grope hand_on_breast helpless imminent_rape kidnapping male male/female panties saliva scared slave tears underwear sadtoasterr helluva_boss octavia_(helluva_boss) avian bird owl owl_demon hi_res
2_toes 4_fingers alternate_species anus_outline black_eyes black_hair black_tail book bottomwear camel_toe clothing collar curled_horn dock_(anatomy) ear_piercing ear_ring feet female feral feralized fingers fur genital_outline hair holding_object horn male markings mole_(marking) multicolored_body multicolored_fur piercing pussy_outline raised_tail red_body red_sclera red_skin ring_piercing shorts spiked_collar spikes tail toes torn_clothing transformation two_tone_body two_tone_fur two_tone_tail unicorn_horn white_body white_eyes white_fur yellow_sclera sadtoasterr hasbro helluva_boss my_little_pony mythology blitzo_(helluva_boss) loona_(helluva_boss) millie_(helluva_boss) demon demon_humanoid equid equine horse humanoid imp mammal mythological_creature mythological_equine pony unicorn
2_toes 4_fingers alternate_species anus_outline black_eyes black_hair black_tail book bottomwear camel_toe clothing collar curled_horn dock_(anatomy) ear_piercing ear_ring feet female feral feralized fingers fur genital_outline hair holding_object horn male markings mole_(marking) multicolored_body multicolored_fur piercing pussy_outline raised_tail red_body red_sclera red_skin ring_piercing shorts spiked_collar spikes tail toes torn_clothing transformation two_tone_body two_tone_fur two_tone_tail unicorn_horn white_body white_eyes white_fur yellow_sclera sadtoasterr hasbro helluva_boss my_little_pony mythology blitzo_(helluva_boss) loona_(helluva_boss) millie_(helluva_boss) demon demon_humanoid equid equine horse humanoid imp mammal mythological_creature mythological_equine pony unicorn
ambiguous_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro arms_tied bdsm black_nose bodily_fluids bound clenched_teeth duo female female_penetrated forced fur gag gagged grey_body grey_fur grey_hair grin hair hands_behind_back humanoid_hands lying male male/female male_penetrating male_penetrating_female multicolored_body multicolored_fur navel nipples nude on_back penetration penile penile_penetration rape running_makeup running_mascara sex smile tape tape_gag tears teeth two_tone_body two_tone_fur white_body white_eyes white_fur sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature 2023 digital_media_(artwork) hi_res
ambiguous_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro arms_tied bdsm black_nose bodily_fluids bound clenched_teeth duo female female_penetrated forced fur gag gagged grey_body grey_fur grey_hair grin hair hands_behind_back humanoid_hands lying male male/female male_penetrating male_penetrating_female multicolored_body multicolored_fur navel nipples nude on_back penetration penile penile_penetration rape running_makeup running_mascara sex smile tape tape_gag tears teeth two_tone_body two_tone_fur white_body white_eyes white_fur sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature 2023 digital_media_(artwork) hi_res
anthro bdsm bodily_fluids bondage bound captured covering covering_self drooling female forced gag gagged genitals group helpless imminent_gangbang imminent_oral imminent_rape kidnapping male male/female penis red_sclera restraints ring_gag saliva scared slave spread_arms spread_legs spreader_bar spreading tail tail_between_legs sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound human mammal mythological_canine mythological_creature hi_res
anthro bdsm bodily_fluids bondage bound captured covering covering_self drooling female forced gag gagged genitals group helpless imminent_gangbang imminent_oral imminent_rape kidnapping male male/female penis red_sclera restraints ring_gag saliva scared slave spread_arms spread_legs spreader_bar spreading tail tail_between_legs sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound human mammal mythological_canine mythological_creature hi_res
anthro arms_above_head ball_gag bdsm bodily_fluids bondage bound breasts captured closet clothed clothing clothing_around_one_leg drooling female forced forced_orgasm gag gagged genital_fluids helpless kidnapping looking_at_viewer multiple_vibrators nipple_outline orgasm panties panties_around_one_leg panties_down partially_clothed restrained saliva scared sex_toy slave solo tape tears underwear underwear_around_one_leg underwear_down vaginal_fluids vibrator young young_anthro young_female sadtoasterr helluva_boss octavia_(helluva_boss) avian bird owl owl_demon hi_res
anthro arms_above_head ball_gag bdsm bodily_fluids bondage bound breasts captured closet clothed clothing clothing_around_one_leg drooling female forced forced_orgasm gag gagged genital_fluids helpless kidnapping looking_at_viewer multiple_vibrators nipple_outline orgasm panties panties_around_one_leg panties_down partially_clothed restrained saliva scared sex_toy slave solo tape tears underwear underwear_around_one_leg underwear_down vaginal_fluids vibrator young young_anthro young_female sadtoasterr helluva_boss octavia_(helluva_boss) avian bird owl owl_demon hi_res
angry anthro ball_gag barefoot bdsm bondage bottomwear bound breasts captured clothed clothing digitigrade feet female forced gag gagged hands_behind_back helpless legs_tied legwear looking_at_viewer lying on_side red_sclera restrained restraints slave solo submissive submissive_female tape torn_clothing sadtoasterr helluva_boss loona_(helluva_boss) canid canid_demon canine demon mammal hi_res
angry anthro ball_gag barefoot bdsm bondage bottomwear bound breasts captured clothed clothing digitigrade feet female forced gag gagged hands_behind_back helpless legs_tied legwear looking_at_viewer lying on_side red_sclera restrained restraints slave solo submissive submissive_female tape torn_clothing sadtoasterr helluva_boss loona_(helluva_boss) canid canid_demon canine demon mammal hi_res
anthro bed_sheet bedding black_nose blush duo eyebrows feathers female female/female fur grey_body grey_fur grey_hair hair hand_on_another's_shoulder hand_on_cheek hand_on_shoulder red_sclera tongue white_body white_eyes white_fur sadtoasterr helluva_boss mythology loona_(helluva_boss) octavia_(helluva_boss) avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature owl owl_demon wolf 2021 digital_drawing_(artwork) digital_media_(artwork) hi_res
anthro bed_sheet bedding black_nose blush duo eyebrows feathers female female/female fur grey_body grey_fur grey_hair hair hand_on_another's_shoulder hand_on_cheek hand_on_shoulder red_sclera tongue white_body white_eyes white_fur sadtoasterr helluva_boss mythology loona_(helluva_boss) octavia_(helluva_boss) avian bird canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature owl owl_demon wolf 2021 digital_drawing_(artwork) digital_media_(artwork) hi_res
angry anthro ball_gag bdsm bed bed_bondage bondage bound bra captured clothing female forced furniture gag gagged helpless panties red_sclera restraints rope rope_bondage solo submissive submissive_female underwear sadtoasterr helluva_boss stella_(helluva_boss) avian demon hi_res
angry anthro ball_gag bdsm bed bed_bondage bondage bound bra captured clothing female forced furniture gag gagged helpless panties red_sclera restraints rope rope_bondage solo submissive submissive_female underwear sadtoasterr helluva_boss stella_(helluva_boss) avian demon hi_res
3_toes anthro asylum barefoot bdsm bondage bound breasts buttplug captured cuff_(restraint) dominant dominant_human dungeon egg_vibrator feet female forced gag gagged genitals group imminent_rape leather leather_cuffs muzzle_(object) padded_room plantigrade plug_(sex_toy) prisoner pussy restrained restraints scared sex_toy solo_focus straitjacket submissive submissive_anthro submissive_female toes vibrator sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound human mammal mythological_canine mythological_creature 5:6 hi_res
3_toes anthro asylum barefoot bdsm bondage bound breasts buttplug captured cuff_(restraint) dominant dominant_human dungeon egg_vibrator feet female forced gag gagged genitals group imminent_rape leather leather_cuffs muzzle_(object) padded_room plantigrade plug_(sex_toy) prisoner pussy restrained restraints scared sex_toy solo_focus straitjacket submissive submissive_anthro submissive_female toes vibrator sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound human mammal mythological_canine mythological_creature 5:6 hi_res
4_toes angry anthro barefoot bdsm bodily_fluids bondage bound bra breasts captured closet clothing digitigrade egg_vibrator feet female foot_focus forced gag hands_behind_head looking_at_viewer muzzle_(object) muzzle_gag pawpads paws penetration raised_paw restrained restraints rope sex_toy sex_toy_in_pussy sex_toy_insertion sitting soles solo squirming submissive submissive_female tears teary_eyes toeless_legwear toes underwear vaginal vaginal_penetration vibrator vibrator_in_pussy wet wet_clothing wet_underwear sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature wolf
4_toes angry anthro barefoot bdsm bodily_fluids bondage bound bra breasts captured closet clothing digitigrade egg_vibrator feet female foot_focus forced gag hands_behind_head looking_at_viewer muzzle_(object) muzzle_gag pawpads paws penetration raised_paw restrained restraints rope sex_toy sex_toy_in_pussy sex_toy_insertion sitting soles solo squirming submissive submissive_female tears teary_eyes toeless_legwear toes underwear vaginal vaginal_penetration vibrator vibrator_in_pussy wet wet_clothing wet_underwear sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine canis demon hellhound mammal mythological_canine mythological_creature wolf
anthro bdsm bondage bound breasts captured clothed clothing duo female female/female gag muzzle_gag nipple_fetish nipple_outline nipple_pinch nipple_play pinch selfie sadtoasterr helluva_boss mythology loona_(helluva_boss) verosika_mayday canid canid_demon canine demon demon_humanoid hellhound humanoid mammal mythological_canine mythological_creature
anthro bdsm bondage bound breasts captured clothed clothing duo female female/female gag muzzle_gag nipple_fetish nipple_outline nipple_pinch nipple_play pinch selfie sadtoasterr helluva_boss mythology loona_(helluva_boss) verosika_mayday canid canid_demon canine demon demon_humanoid hellhound humanoid mammal mythological_canine mythological_creature
adolescent age_difference anthro anthro_on_anthro anthro_penetrated bdsm bodily_fluids bondage bound breasts crying cum cum_in_mouth cum_inside dominant dominant_male duo female forced forced_oral gag gagged genital_fluids genitals hair hair_grab male male/female nipples older_male oral penetration penis rape ring_gag sex submissive submissive_female tears touching_hair young younger_female sadtoasterr helluva_boss octavia_(helluva_boss) stolas_(helluva_boss) avian bird demon owl owl_demon 5:6 hi_res father_(lore) father_and_child_(lore) incest_(lore) parent_(lore) parent_and_child_(lore)
adolescent age_difference anthro anthro_on_anthro anthro_penetrated bdsm bodily_fluids bondage bound breasts crying cum cum_in_mouth cum_inside dominant dominant_male duo female forced forced_oral gag gagged genital_fluids genitals hair hair_grab male male/female nipples older_male oral penetration penis rape ring_gag sex submissive submissive_female tears touching_hair young younger_female sadtoasterr helluva_boss octavia_(helluva_boss) stolas_(helluva_boss) avian bird demon owl owl_demon 5:6 hi_res father_(lore) father_and_child_(lore) incest_(lore) parent_(lore) parent_and_child_(lore)
2_toes anthro ball_gag barefoot bdsm bondage bound breasts captured clothed clothing feet female forced gag gagged hands_behind_back helpless hogtied horn looking_back lying on_side panties plantigrade red_body restrained restraints rope soles solo submissive submissive_female tight_clothing toes torn_clothing underwear yellow_sclera sadtoasterr helluva_boss millie_(helluva_boss) demon demon_humanoid humanoid mammal 6:5 hi_res
2_toes anthro ball_gag barefoot bdsm bondage bound breasts captured clothed clothing feet female forced gag gagged hands_behind_back helpless hogtied horn looking_back lying on_side panties plantigrade red_body restrained restraints rope soles solo submissive submissive_female tight_clothing toes torn_clothing underwear yellow_sclera sadtoasterr helluva_boss millie_(helluva_boss) demon demon_humanoid humanoid mammal 6:5 hi_res
all_three_filled anal anal_penetration anthro bdsm bodily_fluids bondage book bound breasts clothing cum cum_in_mouth cum_inside desk double_penetration electronics female forced furniture genital_fluids genitals humanoid_genitalia humanoid_pussy inside leg_grab legwear monitor nipples oral oral_penetration pawpads paws penetration pussy rape restrained restrained_by_tentacles sex solo submissive submissive_female table tail tail_grab tentacle_around_ankle tentacle_around_tail tentacle_around_waist tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacle_sex tentacles triple_penetration vaginal vaginal_penetration sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature 5:4 hi_res
all_three_filled anal anal_penetration anthro bdsm bodily_fluids bondage book bound breasts clothing cum cum_in_mouth cum_inside desk double_penetration electronics female forced furniture genital_fluids genitals humanoid_genitalia humanoid_pussy inside leg_grab legwear monitor nipples oral oral_penetration pawpads paws penetration pussy rape restrained restrained_by_tentacles sex solo submissive submissive_female table tail tail_grab tentacle_around_ankle tentacle_around_tail tentacle_around_waist tentacle_in_ass tentacle_in_mouth tentacle_in_pussy tentacle_penetration tentacle_rape tentacle_sex tentacles triple_penetration vaginal vaginal_penetration sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature 5:4 hi_res
angry anthro arms_above_head arms_tied bdsm bodily_fluids bondage bound breast_grab breasts cum cum_in_mouth cum_inside cum_on_face dominant dominant_male female female_penetrated forced gag gagged genital_fluids genitals group hand_on_breast helpless male male/female nipples penetration penile penile_penetration penis penis_in_pussy pussy rape red_nipples sex slave submissive vaginal vaginal_penetration sadtoasterr helluva_boss mythology loona_(helluva_boss) millie_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature 1:1 hi_res
angry anthro arms_above_head arms_tied bdsm bodily_fluids bondage bound breast_grab breasts cum cum_in_mouth cum_inside cum_on_face dominant dominant_male female female_penetrated forced gag gagged genital_fluids genitals group hand_on_breast helpless male male/female nipples penetration penile penile_penetration penis penis_in_pussy pussy rape red_nipples sex slave submissive vaginal vaginal_penetration sadtoasterr helluva_boss mythology loona_(helluva_boss) millie_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature 1:1 hi_res
anthro bdsm bodily_fluids bondage bound breasts clothing female forced forced_orgasm gag gagged helpless improvised_gag nipples orgasm panties_in_mouth panty_gag sex_toy sex_toy_insertion solo submissive submissive_female tears vibrator young sadtoasterr helluva_boss octavia_(helluva_boss) avian bird demon owl hi_res
anthro bdsm bodily_fluids bondage bound breasts clothing female forced forced_orgasm gag gagged helpless improvised_gag nipples orgasm panties_in_mouth panty_gag sex_toy sex_toy_insertion solo submissive submissive_female tears vibrator young sadtoasterr helluva_boss octavia_(helluva_boss) avian bird demon owl hi_res
anthro areola bdsm bodily_fluids bondage bound breasts cum cum_in_mouth cum_inside cum_on_face cum_on_tongue duo erection female forced fur gag gagged genital_fluids genitals hair hair_grab male male/female nipples oral penis rape red_areola red_nipples ring_gag slave submissive tongue tongue_out touching_hair sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
anthro areola bdsm bodily_fluids bondage bound breasts cum cum_in_mouth cum_inside cum_on_face cum_on_tongue duo erection female forced fur gag gagged genital_fluids genitals hair hair_grab male male/female nipples oral penis rape red_areola red_nipples ring_gag slave submissive tongue tongue_out touching_hair sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
anal anal_penetration angry anthro bra buttplug buttplug_in_ass buttplug_insertion buttplug_tail clothed clothing dialogue fake_tail female fur looking_back object_in_ass panties panties_down partially_clothed penetration plug_(sex_toy) plug_insertion rear_view sex_toy sex_toy_in_ass sex_toy_insertion solo text underwear underwear_down sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature english_text hi_res
anal anal_penetration angry anthro bra buttplug buttplug_in_ass buttplug_insertion buttplug_tail clothed clothing dialogue fake_tail female fur looking_back object_in_ass panties panties_down partially_clothed penetration plug_(sex_toy) plug_insertion rear_view sex_toy sex_toy_in_ass sex_toy_insertion solo text underwear underwear_down sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature english_text hi_res
ambiguous_penetration angry anthro anthro_on_anthro bdsm bodily_fluids bondage bound crying cum cum_in_mouth cum_inside double_penetration fellatio female female_penetrated forced fuck_bench gag gagged genital_fluids genitals group group_sex helpless male male/female oral penetration penile penis rape red_sclera ring_gag sex slave spitroast submissive tail tail_grab tears threesome sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
ambiguous_penetration angry anthro anthro_on_anthro bdsm bodily_fluids bondage bound crying cum cum_in_mouth cum_inside double_penetration fellatio female female_penetrated forced fuck_bench gag gagged genital_fluids genitals group group_sex helpless male male/female oral penetration penile penis rape red_sclera ring_gag sex slave spitroast submissive tail tail_grab tears threesome sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
anal anal_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro ball_gag bdsm bed bodily_fluids bondage bound breasts crying dominant dominant_male duo female female_penetrated forced furniture gag gagged genitals hands_behind_back helpless looking_back male male/female male_penetrating male_penetrating_female muffled nipples penetration penile penile_penetration penis penis_in_ass pointy_speech_bubble pussy rape red_ball_gag red_sclera scared sex slave solo_focus speech_bubble submissive submissive_female tears translucent_speech_bubble vowelless vowelless_vocalization sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
anal anal_penetration anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro ball_gag bdsm bed bodily_fluids bondage bound breasts crying dominant dominant_male duo female female_penetrated forced furniture gag gagged genitals hands_behind_back helpless looking_back male male/female male_penetrating male_penetrating_female muffled nipples penetration penile penile_penetration penis penis_in_ass pointy_speech_bubble pussy rape red_ball_gag red_sclera scared sex slave solo_focus speech_bubble submissive submissive_female tears translucent_speech_bubble vowelless vowelless_vocalization sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
4_toes all_fours anthro bottomwear claws clothed clothing collar feet female fur furgonomics pawpads paws red_sclera secretary skirt smile solo tail tail_through_skirt toe_claws toes uniform sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
4_toes all_fours anthro bottomwear claws clothed clothing collar feet female fur furgonomics pawpads paws red_sclera secretary skirt smile solo tail tail_through_skirt toe_claws toes uniform sadtoasterr helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
anal anal_penetration angry anthro bdsm bondage bound buttplug christmas_present christmas_tree clothing dildo double_penetration female forced fur gag gagged gift gift_wrapped helpless holidays inside legwear panties penetration plant plug_(sex_toy) red_sclera sex_toy sex_toy_under_clothing solo strapped_in_toy submissive submissive_female tree underwear vaginal vaginal_penetration sadtoasterr christmas helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res
anal anal_penetration angry anthro bdsm bondage bound buttplug christmas_present christmas_tree clothing dildo double_penetration female forced fur gag gagged gift gift_wrapped helpless holidays inside legwear panties penetration plant plug_(sex_toy) red_sclera sex_toy sex_toy_under_clothing solo strapped_in_toy submissive submissive_female tree underwear vaginal vaginal_penetration sadtoasterr christmas helluva_boss mythology loona_(helluva_boss) canid canid_demon canine demon hellhound mammal mythological_canine mythological_creature hi_res