sobbing best from all time -animated

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2girls all_fours asuka_langley_sohryu barefoot blue_eyes blue_hair bondage cheerful contrast crying degradation_text dominant dominant_female domination edit edited_image english_text feet feet_on_back femdom foot_fetish foot_focus footrest footstool happy happy_dom happy_female happy_girl human_footstool human_furniture human_table humiliated humiliation living_furniture long_hair loser loser_submits marcelinhofeet neon_genesis_evangelion orange_hair pink_background pink_soles plugsuit red_hair red_throne rei_ayanami sad_sub short_hair sitting_on_chair sitting_on_throne slave slavegirl smile smiling smiling_at_viewer sobbing soles submissive submissive_female tear teardrop tears text text_on_clothing throne toes tsundere used_as_an_object used_as_table weeping winner yuri
2girls all_fours asuka_langley_sohryu barefoot blue_eyes blue_hair bondage cheerful contrast crying degradation_text dominant dominant_female domination edit edited_image english_text feet feet_on_back femdom foot_fetish foot_focus footrest footstool happy happy_dom happy_female happy_girl human_footstool human_furniture human_table humiliated humiliation living_furniture long_hair loser loser_submits marcelinhofeet neon_genesis_evangelion orange_hair pink_background pink_soles plugsuit red_hair red_throne rei_ayanami sad_sub short_hair sitting_on_chair sitting_on_throne slave slavegirl smile smiling smiling_at_viewer sobbing soles submissive submissive_female tear teardrop tears text text_on_clothing throne toes tsundere used_as_an_object used_as_table weeping winner yuri
1girls 2boys after_rape anal anal_sex bondage bound bound_wrists breasts broken_rape_victim captured_heroine choker clenched_hands crying cum_in_pussy cumming cumming_in_pussy dark-skinned_female dark_skin double_penetration dripping_cum dripping_pussy earrings eyes_rolling_back fucked_from_behind fushigi_no_umi_no_nadia gangbang gangrape gargoyle_(nadia) hacchake_yarou_a_team hair_ornament hatchake_taro helpless jewelry m_legs male mosaic_censoring nadia_la_arwall naked naked_female open_mouth pained_expression penis pussy rape raped restrained screaming see-through small_breasts sobbing spread_legs tears tied tied_to_bed torn_clothes vaginal_penetration virginal_blood virginity_loss
1girls 2boys after_rape anal anal_sex bondage bound bound_wrists breasts broken_rape_victim captured_heroine choker clenched_hands crying cum_in_pussy cumming cumming_in_pussy dark-skinned_female dark_skin double_penetration dripping_cum dripping_pussy earrings eyes_rolling_back fucked_from_behind fushigi_no_umi_no_nadia gangbang gangrape gargoyle_(nadia) hacchake_yarou_a_team hair_ornament hatchake_taro helpless jewelry m_legs male mosaic_censoring nadia_la_arwall naked naked_female open_mouth pained_expression penis pussy rape raped restrained screaming see-through small_breasts sobbing spread_legs tears tied tied_to_bed torn_clothes vaginal_penetration virginal_blood virginity_loss
3_toes 4_fingers annoyed anthro balls big_balls big_penis big_tail black_cum blep bodily_fluids book canid canine changed_(video_game) colored_cum cum english_text feet fingers foreskin genital_fluids genitals goo_creature grey_background hi_res huge_balls huge_cock hyper hyper_balls hyper_genitalia hyper_penis long_foreskin male mammal penis puro_(changed) pyne_(artist) simple_background sobbing solo struggling tail text thick_foreskin toes tongue tongue_out unusual_bodily_fluids unusual_cum unusual_genital_fluids yoga
3_toes 4_fingers annoyed anthro balls big_balls big_penis big_tail black_cum blep bodily_fluids book canid canine changed_(video_game) colored_cum cum english_text feet fingers foreskin genital_fluids genitals goo_creature grey_background hi_res huge_balls huge_cock hyper hyper_balls hyper_genitalia hyper_penis long_foreskin male mammal penis puro_(changed) pyne_(artist) simple_background sobbing solo struggling tail text thick_foreskin toes tongue tongue_out unusual_bodily_fluids unusual_cum unusual_genital_fluids yoga
2girls bondage crying crying_laughing dominant_female domination eggafterdarkkk exposed_breasts feet foot_focus laugh laughing monster_girl multiple_girls no_text_version oiled_skin pleading rope rope_bondage scorpgal_(shantae) scorpion scorpion_tail shantae shantae_(character) sobbing soles submissive_female tears tickle_torture tickling tickling_feet tied_up toes
2girls bondage crying crying_laughing dominant_female domination eggafterdarkkk exposed_breasts feet foot_focus laugh laughing monster_girl multiple_girls no_text_version oiled_skin pleading rope rope_bondage scorpgal_(shantae) scorpion scorpion_tail shantae shantae_(character) sobbing soles submissive_female tears tickle_torture tickling tickling_feet tied_up toes
animal_genitalia animal_penis begging_to_stop blue_body blue_fur bodily_fluids crying domestic_cat duo english_text fan_character felid feline feline_genitalia feline_penis felis female female_penetrated feral feral_penetrated forced fur genitals male male/female male_penetrating male_penetrating_female mammal penetration penile penile_penetration penile_spines penis penis_in_pussy rape rock sex sobbing tears text thymesden vaginal_penetration vaginal_penetration warriors_(cats)
animal_genitalia animal_penis begging_to_stop blue_body blue_fur bodily_fluids crying domestic_cat duo english_text fan_character felid feline feline_genitalia feline_penis felis female female_penetrated feral feral_penetrated forced fur genitals male male/female male_penetrating male_penetrating_female mammal penetration penile penile_penetration penile_spines penis penis_in_pussy rape rock sex sobbing tears text thymesden vaginal_penetration vaginal_penetration warriors_(cats)
1girls 3d anticipation baxter before_rape big_breasts bondage cameltoe character character_bio crying daz3d deerberrydaz heart_monitor imprisoned innie_pussy last_man_standing lipstick makeup makeup_running mandy_baxter mascara mascara_tears molly_ephraim monitor navel orgasm orgasm_counter pink_nipples pubic_hair restrained running_makeup running_mascara scared small_room sobbing statistics television terrified timer
1girls 3d anticipation baxter before_rape big_breasts bondage cameltoe character character_bio crying daz3d deerberrydaz heart_monitor imprisoned innie_pussy last_man_standing lipstick makeup makeup_running mandy_baxter mascara mascara_tears molly_ephraim monitor navel orgasm orgasm_counter pink_nipples pubic_hair restrained running_makeup running_mascara scared small_room sobbing statistics television terrified timer
(cosplay) 1boy 1girls ai_generated angry animal animation animator artist artist_for_hire ass assertive background bi_penis big big_breasts big_bunny_girl big_dick blow_job blowjob boots breastfeeding breasts bunny car cheese commisons_open comms_open crying cum dark dark-skinned deepthroat dick difference discharge disgusting dominant_male ear erection female fuck fucked fucked_silly gagging general girl great_quality gross hair heart heels hentai heterosexual high hopps huge human in inside interracial jiggling joshkashi judy juice just_wrong kink kinky kitchen large larger light light-skinned long low_price mad male male/female messy mirko mommy mommy_mirko mouth mouth_fuck mouth_sex mucus nasty nipples oh orgasm overload penis physics pierced_nipples piercing pissed plap pov precum pussy rabbit saliva sex sexy silly size skin sobbing spit straight submisive_female sucking_my_dick sucking_penis sucking_your_cock sucking_your_dick tagme tail terrible testicles uniform upset video white
(cosplay) 1boy 1girls ai_generated angry animal animation animator artist artist_for_hire ass assertive background bi_penis big big_breasts big_bunny_girl big_dick blow_job blowjob boots breastfeeding breasts bunny car cheese commisons_open comms_open crying cum dark dark-skinned deepthroat dick difference discharge disgusting dominant_male ear erection female fuck fucked fucked_silly gagging general girl great_quality gross hair heart heels hentai heterosexual high hopps huge human in inside interracial jiggling joshkashi judy juice just_wrong kink kinky kitchen large larger light light-skinned long low_price mad male male/female messy mirko mommy mommy_mirko mouth mouth_fuck mouth_sex mucus nasty nipples oh orgasm overload penis physics pierced_nipples piercing pissed plap pov precum pussy rabbit saliva sex sexy silly size skin sobbing spit straight submisive_female sucking_my_dick sucking_penis sucking_your_cock sucking_your_dick tagme tail terrible testicles uniform upset video white
back_room backrooms big_ass big_breasts black_body black_fur black_hair black_nipples cally3d clazzey cryptiacurves dick dickgirl erection fazclaire's_nightclub fexa fexa_(cryptia) five_nights_at_freddy's fnaf fox foxy_(cally3d) foxy_(fnaf) fredina's_nightclub furry golden_teeth hand_on_ass hand_on_butt karelia_(acerattman) monster monster_girl neon_room onimati pierced_nipples piercing piercings pussy pussy_hair pussy_peek red_body red_fur red_hair scary scary_eyes scary_face scottgames sex sex_from_behind sleeveless small_penis sobbing socks the_backrooms white_teeth yellow_eyes
back_room backrooms big_ass big_breasts black_body black_fur black_hair black_nipples cally3d clazzey cryptiacurves dick dickgirl erection fazclaire's_nightclub fexa fexa_(cryptia) five_nights_at_freddy's fnaf fox foxy_(cally3d) foxy_(fnaf) fredina's_nightclub furry golden_teeth hand_on_ass hand_on_butt karelia_(acerattman) monster monster_girl neon_room onimati pierced_nipples piercing piercings pussy pussy_hair pussy_peek red_body red_fur red_hair scary scary_eyes scary_face scottgames sex sex_from_behind sleeveless small_penis sobbing socks the_backrooms white_teeth yellow_eyes
2boy 2boys blush bungo_stray_dogs bungou_stray_dogs colorless comforting dazai_osamu dominant_male duo duo_focus duo_male fyodor_dostoevsky gripping_chest head_on_chest male male/male male_only males_only no_color no_genitals no_sex no_visible_genitalia osamu_dazai sobbing submissive_male sweat text thebloodysadist tumblr yaoi
2boy 2boys blush bungo_stray_dogs bungou_stray_dogs colorless comforting dazai_osamu dominant_male duo duo_focus duo_male fyodor_dostoevsky gripping_chest head_on_chest male male/male male_only males_only no_color no_genitals no_sex no_visible_genitalia osamu_dazai sobbing submissive_male sweat text thebloodysadist tumblr yaoi
1boy 1girls annoyed black_eyes black_hair blue_eyes canon_couple clothed_female_nude_male cum cum_on_face dragon_ball dragon_ball_z embarrassed garland_(rehabilitation) gritted_teeth humor nude_male short_hair sobbing son_gohan videl
1boy 1girls annoyed black_eyes black_hair blue_eyes canon_couple clothed_female_nude_male cum cum_on_face dragon_ball dragon_ball_z embarrassed garland_(rehabilitation) gritted_teeth humor nude_male short_hair sobbing son_gohan videl
2boys black_butler blush breast_expansion breast_grab breast_grab_from_behind busty_boy ciel_phantomhive eyepatch faceless_male femboy femboy_with_breasts grabbing_breasts hair_over_one_eye kuroshitsuji large_breasts nekostigmata non-web_source sebastian_michaelis short_hair shortstack sobbing trap
2boys black_butler blush breast_expansion breast_grab breast_grab_from_behind busty_boy ciel_phantomhive eyepatch faceless_male femboy femboy_with_breasts grabbing_breasts hair_over_one_eye kuroshitsuji large_breasts nekostigmata non-web_source sebastian_michaelis short_hair shortstack sobbing trap
back_room backrooms big_ass big_breasts big_dick black_body black_fur black_hair black_nipples cally3d clazzey cryptiacurves cum cum_drip cum_on_body cum_on_thighs cumming cumshot dick dickgirl erection fazclaire's_nightclub fexa fexa_(cryptia) five_nights_at_freddy's fnaf fox foxy_(cally3d) foxy_(fnaf) fredina's_nightclub furry golden_teeth hand_on_ass hand_on_butt karelia_(acerattman) less monster monster_girl much_cum neon_room onimati pierced_nipples piercing piercings pussy pussy_hair pussy_peek red_body red_fur red_hair scary scary_eyes scary_face scottgames sex sex_from_behind sleeve small_penis sobbing socks the_backrooms white_teeth yellow_eyes
back_room backrooms big_ass big_breasts big_dick black_body black_fur black_hair black_nipples cally3d clazzey cryptiacurves cum cum_drip cum_on_body cum_on_thighs cumming cumshot dick dickgirl erection fazclaire's_nightclub fexa fexa_(cryptia) five_nights_at_freddy's fnaf fox foxy_(cally3d) foxy_(fnaf) fredina's_nightclub furry golden_teeth hand_on_ass hand_on_butt karelia_(acerattman) less monster monster_girl much_cum neon_room onimati pierced_nipples piercing piercings pussy pussy_hair pussy_peek red_body red_fur red_hair scary scary_eyes scary_face scottgames sex sex_from_behind sleeve small_penis sobbing socks the_backrooms white_teeth yellow_eyes
ai_generated badbunny crying disney fishnet_legwear ginger_hair kim_possible long_hair orange_hair outside public public_nudity red_hair red_panties shy sobbing topless upset waterfall
ai_generated badbunny crying disney fishnet_legwear ginger_hair kim_possible long_hair orange_hair outside public public_nudity red_hair red_panties shy sobbing topless upset waterfall
2022 abuse ball_crush ballbusting balls bodily_fluids bondage bound breath brown_body brown_fur chest_tuft cock_and_ball_torture constricted_pupils crying dipstick_ears dipstick_tail duo ear_markings eevee feral food forced fur furry fuzzo generation_1_pokemon genital_torture genitals hands_tied hi_res hot_sauce male male_ryona markings multicolored_ears nintendo pain panting penis penis_bondage penis_tip pikachu pokemon pokemon_(species) pupils saliva scratch simple_background small_pupils snot sobbing suffering tail tail_markings tan_body tan_fur tears torture tuft yellow_body yellow_fur
2022 abuse ball_crush ballbusting balls bodily_fluids bondage bound breath brown_body brown_fur chest_tuft cock_and_ball_torture constricted_pupils crying dipstick_ears dipstick_tail duo ear_markings eevee feral food forced fur furry fuzzo generation_1_pokemon genital_torture genitals hands_tied hi_res hot_sauce male male_ryona markings multicolored_ears nintendo pain panting penis penis_bondage penis_tip pikachu pokemon pokemon_(species) pupils saliva scratch simple_background small_pupils snot sobbing suffering tail tail_markings tan_body tan_fur tears torture tuft yellow_body yellow_fur
blush crying crying_with_eyes_open danganronpa danganronpa_another fanganronpa hands_behind_back kabuya_yoruko kissing_neck korean_text looking_at_another looking_at_partner looking_back medium_breasts medium_hair on_knees pinch pinching_nipples school_uniform sdra2 sitting sketch smooth_skin sobbing sora_(super_danganronpa_another_2) super_danganronpa_another_2 sweat sweatdrop sweating tied_hands vibrator vibrator_in_pussy vibrator_under_panties white_background yuri
blush crying crying_with_eyes_open danganronpa danganronpa_another fanganronpa hands_behind_back kabuya_yoruko kissing_neck korean_text looking_at_another looking_at_partner looking_back medium_breasts medium_hair on_knees pinch pinching_nipples school_uniform sdra2 sitting sketch smooth_skin sobbing sora_(super_danganronpa_another_2) super_danganronpa_another_2 sweat sweatdrop sweating tied_hands vibrator vibrator_in_pussy vibrator_under_panties white_background yuri
all_the_way_to_the_base anal anus blazblue breasts crying dildo female garbledina hurt hurt_expression outline pain painal penetration pussy sex_toy sobbing stomach_bulge taokaka tearing_up
all_the_way_to_the_base anal anus blazblue breasts crying dildo female garbledina hurt hurt_expression outline pain painal penetration pussy sex_toy sobbing stomach_bulge taokaka tearing_up
abs absurd_res anthro ball_gag bara bent_legs blindfold blush bodily_fluids bondage bottomless bovid bovine cattle chair clothed clothing cum cum_on_ground cum_on_penis cum_string empty_room erection facial_piercing footwear forced foreskin furniture gag gagged genital_fluids genitals hair hi_res horn humanoid_genitalia humanoid_penis kidnapping lactating lantiangou long_socks male male_lactation mammal nipple_clamp nipple_weights nose_piercing nose_ring object_in_urethra on_chair pecs penetration penis piercing plug_(sex_toy) pubes quads raised_clothing raised_topwear red_clothing red_footwear red_hair red_socks retracted_foreskin ring_piercing sex_toy shirt shoes sitting sitting_on_chair sneakers sobbing socks solo spread_legs spreading t-shirt tears three-quarter_view topwear urethral urethral_penetration urethral_plug urethral_sound vein veiny_penis white_body
abs absurd_res anthro ball_gag bara bent_legs blindfold blush bodily_fluids bondage bottomless bovid bovine cattle chair clothed clothing cum cum_on_ground cum_on_penis cum_string empty_room erection facial_piercing footwear forced foreskin furniture gag gagged genital_fluids genitals hair hi_res horn humanoid_genitalia humanoid_penis kidnapping lactating lantiangou long_socks male male_lactation mammal nipple_clamp nipple_weights nose_piercing nose_ring object_in_urethra on_chair pecs penetration penis piercing plug_(sex_toy) pubes quads raised_clothing raised_topwear red_clothing red_footwear red_hair red_socks retracted_foreskin ring_piercing sex_toy shirt shoes sitting sitting_on_chair sneakers sobbing socks solo spread_legs spreading t-shirt tears three-quarter_view topwear urethral urethral_penetration urethral_plug urethral_sound vein veiny_penis white_body
absurd_res anthro asphyxiation bodily_fluids bondage buizel choking choking_on_penis collar collar_tag cyanosis dialogue duo feral gagging generation_2_pokemon generation_4_pokemon genitals glare hi_res houndour imminent_death junk_(junkhoundour) kayden_quinn knotting kockroach livestream lying male male/male master musk musky_balls musky_penis nintendo on_back oral oral_knotting oral_penetration penetration penis petplay pokemon pokemon_(species) roleplay smelly sniffing snout_in_sheath snuff sobbing soggy_(soggybuizel) spiked_collar spikes sweat sweating_profusely tears
absurd_res anthro asphyxiation bodily_fluids bondage buizel choking choking_on_penis collar collar_tag cyanosis dialogue duo feral gagging generation_2_pokemon generation_4_pokemon genitals glare hi_res houndour imminent_death junk_(junkhoundour) kayden_quinn knotting kockroach livestream lying male male/male master musk musky_balls musky_penis nintendo on_back oral oral_knotting oral_penetration penetration penis petplay pokemon pokemon_(species) roleplay smelly sniffing snout_in_sheath snuff sobbing soggy_(soggybuizel) spiked_collar spikes sweat sweating_profusely tears
2023 4_toes african anus artca9 asking ass backsack bag balls barefoot barking belly big_belly black_border black_claws black_pawpads black_text blue_eyes blue_text bodily_fluids border brown_tuft canid canine canis cheek_tuft claws colored comic countershading crying dark detailed_background dewclaw dialogue digital_drawing_(artwork) digital_media_(artwork) digitigrade domestic_dog duo english_text exclamation_point eye_contact facial_tuft fangs feet felid female female_pred female_prey feral feral_pred fluffy fluffy_tail front_view full_moon fur fur_tuft genitals grass grey_body grey_countershading grey_fur grey_inner_ear grey_inner_ear_fluff grey_markings hi_res hiccuping hindpaw holding_bag holding_object holding_object_with_tail holding_purse husky imara_(artca9) indigo_(artca9) inner_ear_fluff jumping larger_female larger_feral larger_pred lion long_tail looking_at_another male mammal markings midair moon motion_lines mouth_closed multicolored_body multicolored_fur multiple_scenes nature night nordic_sled_dog nude number onomatopoeia open_mouth oral_vore outside pantherine pawpads paws photo_background pink_anus pink_tongue plant profanity purple_nose purple_text purse quadruped question question_mark questioning raised_tail running sad satisfied scared shaded sharp_claws side_view size_difference sky smaller_female smaller_feral smaller_male smaller_prey sniffing sobbing soft_vore sound_effects spitz standing star starry_sky stomach_bulge surprise tail tail_tuft tan_body tan_fur tears teeth text thinking thought_bubble three-quarter_view toe_claws toes tongue tuft two_tone_body two_tone_fur vore walking walking_away watermark whiskers white_border wide_eyed worried yellow_body yellow_fur
2023 4_toes african anus artca9 asking ass backsack bag balls barefoot barking belly big_belly black_border black_claws black_pawpads black_text blue_eyes blue_text bodily_fluids border brown_tuft canid canine canis cheek_tuft claws colored comic countershading crying dark detailed_background dewclaw dialogue digital_drawing_(artwork) digital_media_(artwork) digitigrade domestic_dog duo english_text exclamation_point eye_contact facial_tuft fangs feet felid female female_pred female_prey feral feral_pred fluffy fluffy_tail front_view full_moon fur fur_tuft genitals grass grey_body grey_countershading grey_fur grey_inner_ear grey_inner_ear_fluff grey_markings hi_res hiccuping hindpaw holding_bag holding_object holding_object_with_tail holding_purse husky imara_(artca9) indigo_(artca9) inner_ear_fluff jumping larger_female larger_feral larger_pred lion long_tail looking_at_another male mammal markings midair moon motion_lines mouth_closed multicolored_body multicolored_fur multiple_scenes nature night nordic_sled_dog nude number onomatopoeia open_mouth oral_vore outside pantherine pawpads paws photo_background pink_anus pink_tongue plant profanity purple_nose purple_text purse quadruped question question_mark questioning raised_tail running sad satisfied scared shaded sharp_claws side_view size_difference sky smaller_female smaller_feral smaller_male smaller_prey sniffing sobbing soft_vore sound_effects spitz standing star starry_sky stomach_bulge surprise tail tail_tuft tan_body tan_fur tears teeth text thinking thought_bubble three-quarter_view toe_claws toes tongue tuft two_tone_body two_tone_fur vore walking walking_away watermark whiskers white_border wide_eyed worried yellow_body yellow_fur
arm_hair bat bat_earred_fox bell blush body_hair collar crying dildo dildo_gag drool emo f/f forced gag gagged gagging glasses hair_pin holding_head in_throat naked nude saliva saliva_trail shoving_in_mouth sobbing sweat tears throat toy treasuresss tufts yuri
arm_hair bat bat_earred_fox bell blush body_hair collar crying dildo dildo_gag drool emo f/f forced gag gagged gagging glasses hair_pin holding_head in_throat naked nude saliva saliva_trail shoving_in_mouth sobbing sweat tears throat toy treasuresss tufts yuri
back_room backrooms big_ass big_breasts black_body black_fur black_hair black_nipples cally3d clazzey cryptiacurves cum cum_drip cum_on_body cum_on_thighs dick dickgirl erection fazclaire's_nightclub fexa fexa_(cryptia) five_nights_at_freddy's fnaf fox foxy_(cally3d) foxy_(fnaf) fredina's_nightclub furry golden_teeth hand_on_ass hand_on_butt karelia_(acerattman) monster monster_girl neon_room onimati pierced_nipples piercing piercings pussy pussy_hair pussy_peek red_body red_fur red_hair scary scary_eyes scary_face scottgames sex sex_from_behind sleeveless small_penis sobbing socks the_backrooms white_teeth yellow_eyes
back_room backrooms big_ass big_breasts black_body black_fur black_hair black_nipples cally3d clazzey cryptiacurves cum cum_drip cum_on_body cum_on_thighs dick dickgirl erection fazclaire's_nightclub fexa fexa_(cryptia) five_nights_at_freddy's fnaf fox foxy_(cally3d) foxy_(fnaf) fredina's_nightclub furry golden_teeth hand_on_ass hand_on_butt karelia_(acerattman) monster monster_girl neon_room onimati pierced_nipples piercing piercings pussy pussy_hair pussy_peek red_body red_fur red_hair scary scary_eyes scary_face scottgames sex sex_from_behind sleeveless small_penis sobbing socks the_backrooms white_teeth yellow_eyes
1990s_(style) 1girls 2boys afraid ahe_gao ahe_gao_portrait angry armor blue_eyes blue_hair breast_plate broken_lance broken_weapon caeda_(fire_emblem) cel_shading defeated defeated_heroine defiant defiant_sub dialogue femsub fire_emblem fire_emblem:_mystery_of_the_emblem flailing furrowed_brow furrowed_eyebrows game_background game_over gameplay_mechanics gameplay_screenshot gritted_teeth heel_boots heels hyoreisan long_blue_hair long_hair mating_press multiple_penises nervous nervous_sweat pixel_art red_clothing red_gloves red_kneehighs red_leggings resisting retro_artstyle rolling_eyes scared shiida shiny_eyes shoulder_armor snes sobbing sweat text text_box thick_thighs tongue tongue_out worried yellow_sash zettai_ryouiki zoom_in
1990s_(style) 1girls 2boys afraid ahe_gao ahe_gao_portrait angry armor blue_eyes blue_hair breast_plate broken_lance broken_weapon caeda_(fire_emblem) cel_shading defeated defeated_heroine defiant defiant_sub dialogue femsub fire_emblem fire_emblem:_mystery_of_the_emblem flailing furrowed_brow furrowed_eyebrows game_background game_over gameplay_mechanics gameplay_screenshot gritted_teeth heel_boots heels hyoreisan long_blue_hair long_hair mating_press multiple_penises nervous nervous_sweat pixel_art red_clothing red_gloves red_kneehighs red_leggings resisting retro_artstyle rolling_eyes scared shiida shiny_eyes shoulder_armor snes sobbing sweat text text_box thick_thighs tongue tongue_out worried yellow_sash zettai_ryouiki zoom_in
3boys 3girls areolae barefoot blonde_hair blood blush breasts brown_eyes brown_hair clenched_teeth clenched_toes closed_eyes crying defloration deflowering erect_nipples feet female forced fucked_silly green_eyes green_hair group group_sex medium_breasts multiple_girls nipples nude open_mouth original pain penetration piledriver_position puffy_nipples pussy_juice rape restrained rolleyes screaming shimotch sobbing soles spread_legs standing streaming_tears tear tears tears_of_desperation tears_of_pain teeth toe_curl toe_scrunch toenails toes tongue upset virgin
3boys 3girls areolae barefoot blonde_hair blood blush breasts brown_eyes brown_hair clenched_teeth clenched_toes closed_eyes crying defloration deflowering erect_nipples feet female forced fucked_silly green_eyes green_hair group group_sex medium_breasts multiple_girls nipples nude open_mouth original pain penetration piledriver_position puffy_nipples pussy_juice rape restrained rolleyes screaming shimotch sobbing soles spread_legs standing streaming_tears tear tears tears_of_desperation tears_of_pain teeth toe_curl toe_scrunch toenails toes tongue upset virgin
1boy 1girls 2014 all_fours ass bad_end bdsm begging_for_mercy bleeding bottomless_female broken captured cleft_of_venus dc defeated defeated_superheroine derrieres_in_danger doomed_superheroine enslaved_superheroine helpless hopeless interspecies legs_together michael_powell monster no_escape peril power_girl pussy screaming_in_agony slave sobbing stationary_restraints straight superheroine torn_costume torture tortured_superheroine tortured_to_death vulnerable weeping whipped writhing_in_agony
1boy 1girls 2014 all_fours ass bad_end bdsm begging_for_mercy bleeding bottomless_female broken captured cleft_of_venus dc defeated defeated_superheroine derrieres_in_danger doomed_superheroine enslaved_superheroine helpless hopeless interspecies legs_together michael_powell monster no_escape peril power_girl pussy screaming_in_agony slave sobbing stationary_restraints straight superheroine torn_costume torture tortured_superheroine tortured_to_death vulnerable weeping whipped writhing_in_agony
1boy bangs black_hair blush breasts brown_hair censored clothed_sex comiket_100 cover cover_page crying crying_with_eyes_open female green_eyes hair_between_eyes happy_sex highres large_breasts long_hair looking_at_viewer mikami_mika navel nipples nude open_mouth penis pussy_juice school_uniform serafuku sex shirt simple_background skirt sobbing solo solo_focus spread_legs standing standing_sex straddling sweat tears twintails underwear vaginal_penetration
1boy bangs black_hair blush breasts brown_hair censored clothed_sex comiket_100 cover cover_page crying crying_with_eyes_open female green_eyes hair_between_eyes happy_sex highres large_breasts long_hair looking_at_viewer mikami_mika navel nipples nude open_mouth penis pussy_juice school_uniform serafuku sex shirt simple_background skirt sobbing solo solo_focus spread_legs standing standing_sex straddling sweat tears twintails underwear vaginal_penetration
1girls after_rape bondage bound bound_wrists breasts broken_rape_victim captured_heroine censored choker clenched_hands crying cum_in_pussy dark-skinned_female dark_skin dripping_cum dripping_pussy earrings fushigi_no_umi_no_nadia gargoyle_(nadia) hacchake_yarou_a_team hair_ornament hatchake_taro helpless jewelry m_legs mosaic_censoring nadia_la_arwall naked naked_female open_mouth pained_expression pussy rape raped restrained small_breasts sobbing spread_legs tears tied tied_to_bed torn_clothes vaginal_penetration virginal_blood virginity_loss
1girls after_rape bondage bound bound_wrists breasts broken_rape_victim captured_heroine censored choker clenched_hands crying cum_in_pussy dark-skinned_female dark_skin dripping_cum dripping_pussy earrings fushigi_no_umi_no_nadia gargoyle_(nadia) hacchake_yarou_a_team hair_ornament hatchake_taro helpless jewelry m_legs mosaic_censoring nadia_la_arwall naked naked_female open_mouth pained_expression pussy rape raped restrained small_breasts sobbing spread_legs tears tied tied_to_bed torn_clothes vaginal_penetration virginal_blood virginity_loss
back_room backrooms big_ass big_breasts big_dick black_body black_fur black_hair black_nipples cally3d clazzey cryptiacurves dick dickgirl erection fazclaire's_nightclub fexa fexa_(cryptia) five_nights_at_freddy's fnaf fox foxy_(cally3d) foxy_(fnaf) fredina's_nightclub furry golden_teeth hand_on_ass hand_on_butt karelia_(acerattman) less monster monster_girl neon_room onimati pierced_nipples piercing piercings pussy pussy_hair pussy_peek red_body red_fur red_hair scary scary_eyes scary_face scottgames sex sex_from_behind sleeve small_penis sobbing socks the_backrooms white_teeth yellow_eyes
back_room backrooms big_ass big_breasts big_dick black_body black_fur black_hair black_nipples cally3d clazzey cryptiacurves dick dickgirl erection fazclaire's_nightclub fexa fexa_(cryptia) five_nights_at_freddy's fnaf fox foxy_(cally3d) foxy_(fnaf) fredina's_nightclub furry golden_teeth hand_on_ass hand_on_butt karelia_(acerattman) less monster monster_girl neon_room onimati pierced_nipples piercing piercings pussy pussy_hair pussy_peek red_body red_fur red_hair scary scary_eyes scary_face scottgames sex sex_from_behind sleeve small_penis sobbing socks the_backrooms white_teeth yellow_eyes
abuse anthro begging bodily_fluids bound bruised crying discipline domestic_cat felid feline felis male male/male mammal peeing pleading punishment robber sadism sobbing solo spank_marks spanking spanking_paddle tears torture trapisarts violence whining whipping
abuse anthro begging bodily_fluids bound bruised crying discipline domestic_cat felid feline felis male male/male mammal peeing pleading punishment robber sadism sobbing solo spank_marks spanking spanking_paddle tears torture trapisarts violence whining whipping
ambiguous_gender bite bite_mark black_body black_fur bodily_fluids closed_eyes countershade_face countershade_torso countershading crying dripping duo eeveelution emeraldfur english_text feral feral_pred feral_prey fur generation_2_pokemon generation_3_pokemon hard_vore nintendo pain pained_expression pink_body pink_fur pokemon pokemon_(species) pokemon_mystery_dungeon purring saliva saliva_drip saliva_on_face saliva_puddle salivating skitty sobbing tail tail_bite tail_in_mouth tail_motion tailwag tears text umbreon vore
ambiguous_gender bite bite_mark black_body black_fur bodily_fluids closed_eyes countershade_face countershade_torso countershading crying dripping duo eeveelution emeraldfur english_text feral feral_pred feral_prey fur generation_2_pokemon generation_3_pokemon hard_vore nintendo pain pained_expression pink_body pink_fur pokemon pokemon_(species) pokemon_mystery_dungeon purring saliva saliva_drip saliva_on_face saliva_puddle salivating skitty sobbing tail tail_bite tail_in_mouth tail_motion tailwag tears text umbreon vore
1boy 1boy1girl 1girl adorable ass barefoot bed bed_sheet canon_couple comforting completely_naked completely_nude crying cute female hug hugging hugging_partner japanese_text luigi male mario_(series) monochrome naked nintendo nude omayu princess_daisy romantic_couple sobbing wholesome wholesome_nudity
1boy 1boy1girl 1girl adorable ass barefoot bed bed_sheet canon_couple comforting completely_naked completely_nude crying cute female hug hugging hugging_partner japanese_text luigi male mario_(series) monochrome naked nintendo nude omayu princess_daisy romantic_couple sobbing wholesome wholesome_nudity
anal anal_sex anal_sex blonde_hair closed_eyes cookie_run cookie_run_ovenbreak cum_inside electric_eel_cookie hand_above_head insertion open_mouth sobbing tears
anal anal_sex anal_sex blonde_hair closed_eyes cookie_run cookie_run_ovenbreak cum_inside electric_eel_cookie hand_above_head insertion open_mouth sobbing tears
2boys artist_upload boy boys communism communist countryhuman countryhumans crying crying_with_eyes_open cum cum_on_body dick gay long_penis nazi nazi_germany nazi_germany_(countryhumans) nazi_uniform penis rape red_body red_skin russia russian semen semen_on_body serbianhoe sharp_teeth smile sobbing soviet soviet_russia soviet_union soviet_union_(countryhumans) tear tears third_reich third_reich_(countryhumans) uncensored uniform ushanka ussr
2boys artist_upload boy boys communism communist countryhuman countryhumans crying crying_with_eyes_open cum cum_on_body dick gay long_penis nazi nazi_germany nazi_germany_(countryhumans) nazi_uniform penis rape red_body red_skin russia russian semen semen_on_body serbianhoe sharp_teeth smile sobbing soviet soviet_russia soviet_union soviet_union_(countryhumans) tear tears third_reich third_reich_(countryhumans) uncensored uniform ushanka ussr
absurd_res anthro blue_eyes bodily_fluids bound canid canine chained chains comic dialogue duo female fox hi_res keta_(privvy) kidnapping light looking_up male male/female mammal miguel_(privvy) moonlight mouse murid murine night nude privvys-art red_fox restraints rodent scar scared silver_fox smile smiling_at_viewer sobbing tears true_fox wide_eyed yellow_eyes
absurd_res anthro blue_eyes bodily_fluids bound canid canine chained chains comic dialogue duo female fox hi_res keta_(privvy) kidnapping light looking_up male male/female mammal miguel_(privvy) moonlight mouse murid murine night nude privvys-art red_fox restraints rodent scar scared silver_fox smile smiling_at_viewer sobbing tears true_fox wide_eyed yellow_eyes
anal_vore cloaca cloacal_vore crying diphallia diphallism feral_unbirthing_human jax_(the_amazing_digital_circus) kinger_(the_amazing_digital_circus) live_insertion macro macro/micro micro multi_genitalia multi_penis oc oc_x_canon original_character penis pomni_(the_amazing_digital_circus) ragatha_(the_amazing_digital_circus) serpent slit snake sobbing the_amazing_digital_circus unbirthing vore
anal_vore cloaca cloacal_vore crying diphallia diphallism feral_unbirthing_human jax_(the_amazing_digital_circus) kinger_(the_amazing_digital_circus) live_insertion macro macro/micro micro multi_genitalia multi_penis oc oc_x_canon original_character penis pomni_(the_amazing_digital_circus) ragatha_(the_amazing_digital_circus) serpent slit snake sobbing the_amazing_digital_circus unbirthing vore
ambiguous_gender animal_genitalia animal_penis anthro anus balls bed big_balls big_penis black_body black_fur black_skin bovid canid canine canis caprine clothing cult_of_the_lamb domestic_pig embarressed equid equine equine_genitalia equine_penis erection excited felid floor forced fur furniture genitals group hi_res horse huge_balls huge_cock hyper hyper_balls hyper_genitalia hyper_penis lamb_(cult_of_the_lamb) male mammal narinder onomatopoeia penis pink_body pink_skin puffy_anus pyne_(artist) rape rough_sex sex sheep shirt slap slap_(sound_effect) sobbing sound_effects suid suina sus_(pig) tent text topwear tunic vein white_body white_fur white_wool wolf wood wood_floor wool_(fur)
ambiguous_gender animal_genitalia animal_penis anthro anus balls bed big_balls big_penis black_body black_fur black_skin bovid canid canine canis caprine clothing cult_of_the_lamb domestic_pig embarressed equid equine equine_genitalia equine_penis erection excited felid floor forced fur furniture genitals group hi_res horse huge_balls huge_cock hyper hyper_balls hyper_genitalia hyper_penis lamb_(cult_of_the_lamb) male mammal narinder onomatopoeia penis pink_body pink_skin puffy_anus pyne_(artist) rape rough_sex sex sheep shirt slap slap_(sound_effect) sobbing sound_effects suid suina sus_(pig) tent text topwear tunic vein white_body white_fur white_wool wolf wood wood_floor wool_(fur)
1girls anal anal_sex bondage bound bound_wrists breasts captured_heroine choker clenched_hands crying cum_in_pussy dark-skinned_female dark_skin dripping_cum dripping_pussy earrings fucked_from_behind fushigi_no_umi_no_nadia gargoyle_(nadia) hacchake_yarou_a_team hair_ornament hatchake_taro helpless jewelry m_legs male mosaic_censoring nadia_la_arwall naked naked_female open_mouth pained_expression penis pussy rape raped restrained screaming small_breasts sobbing spread_legs tears tied tied_to_bed torn_clothes virginal_blood virginity_loss
1girls anal anal_sex bondage bound bound_wrists breasts captured_heroine choker clenched_hands crying cum_in_pussy dark-skinned_female dark_skin dripping_cum dripping_pussy earrings fucked_from_behind fushigi_no_umi_no_nadia gargoyle_(nadia) hacchake_yarou_a_team hair_ornament hatchake_taro helpless jewelry m_legs male mosaic_censoring nadia_la_arwall naked naked_female open_mouth pained_expression penis pussy rape raped restrained screaming small_breasts sobbing spread_legs tears tied tied_to_bed torn_clothes virginal_blood virginity_loss