crying_while_penetrated -animated best from all time

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crying while penetrated

1girls after_oral anal anal_insertion anal_sex arms_behind_head arms_up black_hair breast_curtains breasts breasts_bigger_than_head broken_rape_victim bug capcom centipede completely_nude completely_nude_female covered_nipples crying crying_while_penetrated crying_with_eyes_open cum cum_in_ass cum_in_pussy cum_inside cum_on_feet cum_on_socks damaged_clothes damsel_in_distress dangling_legs destroyed_clothing devil_may_cry devil_may_cry_5 double_anal double_penetration double_vaginal exposed_breasts extreme_penetration forced forced_orgasm helpless hi_res hips hips_wider_than_shoulders insectophilia insects lady_(devil_may_cry) large_breasts legs legs_restrained legs_up living_insertion mchoi141 monster nude nude_female one_leg_up pussy pussy_lips rape raped_by_monster raped_by_tentacles restrained restrained_arms restrained_by_tentacles restrained_legs rough_sex running_mascara runny_makeup short_hair stockings stretched_anus tears tears_of_pain tentacle tentacle_in_ass tentacle_in_pussy tentacle_rape tentacle_restraint tentacles_around_legs thick_thighs thighhighs thighs tights tiptoes torn_clothes torn_legwear torn_shirt torn_stockings torn_thighhighs two_in_one_hole vagina vaginal_insertion vaginal_penetration vaginal_sex vomiting_cum worm worm_insertion
1girls after_oral anal anal_insertion anal_sex arms_behind_head arms_up black_hair breast_curtains breasts breasts_bigger_than_head broken_rape_victim bug capcom centipede completely_nude completely_nude_female covered_nipples crying crying_while_penetrated crying_with_eyes_open cum cum_in_ass cum_in_pussy cum_inside cum_on_feet cum_on_socks damaged_clothes damsel_in_distress dangling_legs destroyed_clothing devil_may_cry devil_may_cry_5 double_anal double_penetration double_vaginal exposed_breasts extreme_penetration forced forced_orgasm helpless hi_res hips hips_wider_than_shoulders insectophilia insects lady_(devil_may_cry) large_breasts legs legs_restrained legs_up living_insertion mchoi141 monster nude nude_female one_leg_up pussy pussy_lips rape raped_by_monster raped_by_tentacles restrained restrained_arms restrained_by_tentacles restrained_legs rough_sex running_mascara runny_makeup short_hair stockings stretched_anus tears tears_of_pain tentacle tentacle_in_ass tentacle_in_pussy tentacle_rape tentacle_restraint tentacles_around_legs thick_thighs thighhighs thighs tights tiptoes torn_clothes torn_legwear torn_shirt torn_stockings torn_thighhighs two_in_one_hole vagina vaginal_insertion vaginal_penetration vaginal_sex vomiting_cum worm worm_insertion
1girls 2boys anal anal_penetration anal_rape anal_sex anthro anthro_on_female anthro_on_human anthro_penetrating anthro_penetrating_female anthro_penetrating_human anus arms_behind_back ass balls blonde_hair bondage bound bound_wrists bovine braid braided_hair braided_ponytail chains chair chair_sex clothed clothed_female clothed_female_nude_male clothes color crown crying crying_during_rape crying_while_penetrated crying_with_eyes_closed doomsatan666 double_penetration dress dress_lift duplicate endured_face enslaved_royal erection exposed_ass female female_penetrated femsub fictional_interracial group group_sex hand_on_calf hands_behind_back hooves human human_female human_on_anthro humanoid interspecies isatan leg_grab light-skinned_female light_skin male maledom mammal minotaur monster monster_cock monster_male monster_rape monster_sex multiple_boys naked nude nude_male open_mouth penetration penis ponytail princess pussy queen rape raped_by_monster restrained royalty runny_makeup saatana sandwiched screaming sex sex_on_throne skirt skirt_around_belly skirt_lift spoils_of_war straight tail tears threesome throne tiara tied_up torn_clothes torn_pantyhose unseen_male_face vaginal vaginal_penetration vaginal_rape vaginal_sex wrists_restrained wrists_tied
1girls 2boys anal anal_penetration anal_rape anal_sex anthro anthro_on_female anthro_on_human anthro_penetrating anthro_penetrating_female anthro_penetrating_human anus arms_behind_back ass balls blonde_hair bondage bound bound_wrists bovine braid braided_hair braided_ponytail chains chair chair_sex clothed clothed_female clothed_female_nude_male clothes color crown crying crying_during_rape crying_while_penetrated crying_with_eyes_closed doomsatan666 double_penetration dress dress_lift duplicate endured_face enslaved_royal erection exposed_ass female female_penetrated femsub fictional_interracial group group_sex hand_on_calf hands_behind_back hooves human human_female human_on_anthro humanoid interspecies isatan leg_grab light-skinned_female light_skin male maledom mammal minotaur monster monster_cock monster_male monster_rape monster_sex multiple_boys naked nude nude_male open_mouth penetration penis ponytail princess pussy queen rape raped_by_monster restrained royalty runny_makeup saatana sandwiched screaming sex sex_on_throne skirt skirt_around_belly skirt_lift spoils_of_war straight tail tears threesome throne tiara tied_up torn_clothes torn_pantyhose unseen_male_face vaginal vaginal_penetration vaginal_rape vaginal_sex wrists_restrained wrists_tied
1boy 1futa :d all_fours anal anal_insertion anal_sex arched_back artist_signature ass ass_up back back_view bar_censor big_ass big_breasts black_hair black_thighhighs blush breasts brown_eyes brown_hair bruise bubble_ass bubble_butt censored cleavage crying crying_while_penetrated cum cum_on_body cute_male dominant dominant_futanari domination duo erect_nipples erect_penis erection eyes_rolling_back femboy foreskin foreskin_folds from_behind futa_on_femboy futa_on_male futa_with_male futadom futanari futanari/male futanari_penetrating girly highres horny human intact jewelry large_breasts leash leash_pull legwear light-skinned_female light-skinned_futanari light_skin long_hair lying male male_nipples medium_hair naked navel necklace nipples nude on_stomach ono_itaru onoitaru original partially_retracted_foreskin penis petplay pillow ponytail rope_marks sex sex_from_behind short_hair smile smooth_skinned_male socks sweat tears thick thick_ass thick_legs thick_thighs thighhighs thighs tied_hair uncut veins veiny_breasts veiny_penis voluptuous voluptuous_futanari white_socks
1boy 1futa :d all_fours anal anal_insertion anal_sex arched_back artist_signature ass ass_up back back_view bar_censor big_ass big_breasts black_hair black_thighhighs blush breasts brown_eyes brown_hair bruise bubble_ass bubble_butt censored cleavage crying crying_while_penetrated cum cum_on_body cute_male dominant dominant_futanari domination duo erect_nipples erect_penis erection eyes_rolling_back femboy foreskin foreskin_folds from_behind futa_on_femboy futa_on_male futa_with_male futadom futanari futanari/male futanari_penetrating girly highres horny human intact jewelry large_breasts leash leash_pull legwear light-skinned_female light-skinned_futanari light_skin long_hair lying male male_nipples medium_hair naked navel necklace nipples nude on_stomach ono_itaru onoitaru original partially_retracted_foreskin penis petplay pillow ponytail rope_marks sex sex_from_behind short_hair smile smooth_skinned_male socks sweat tears thick thick_ass thick_legs thick_thighs thighhighs thighs tied_hair uncut veins veiny_breasts veiny_penis voluptuous voluptuous_futanari white_socks
! 1boy 1girls adult_and_teenager age_difference asphyxiation bad_end beaten begging big_boobs big_breasts big_hands black_and_white bodysuit breast_grab broken_goggles broken_rape_victim captured captured_heroine captured_superheroine censored censored_penis censored_pussy choking clothed_sex crotchless crying crying_while_penetrated crying_with_eyes_open defeat_sex defeated defeated_heroine defeated_superheroine female female_focus female_penetrated femsub fit_female forced fucked_into_submission goggles goggles_on_head grabbing_breasts grabbing_face grey_background groping groping_breasts gurochanop hero_outfit_(mha) heroine holding_arm holding_arms_up hourglass_figure human large_breasts larger_male long_hair long_hair_female looking_at_viewer looking_back_at_viewer looking_scared lying_on_back lying_on_ground male_raping_female male_rapist mature_male missionary_position mosaic_censoring multi_arm multi_limb my_hero_academia narrow_waist no_underwear older_male older_man_and_teenage_girl older_penetrating_younger on_back penetrating_pov pinned_down rape rapist_pov restrained ripped_bodysuit ripped_clothing ripped_pants scared sex simple_background skindentation slim_waist smaller_female smaller_sub smaller_submissive speech_bubble spread_legs struggling superheroine tears teenage_girl teenager thick_thighs thrusting torn_bodysuit torn_clothes torn_legwear trembling tsuyu_asui unwilling vaginal_penetration veins veiny_arms weak_resistance webbed_hands wide_hips younger_female
! 1boy 1girls adult_and_teenager age_difference asphyxiation bad_end beaten begging big_boobs big_breasts big_hands black_and_white bodysuit breast_grab broken_goggles broken_rape_victim captured captured_heroine captured_superheroine censored censored_penis censored_pussy choking clothed_sex crotchless crying crying_while_penetrated crying_with_eyes_open defeat_sex defeated defeated_heroine defeated_superheroine female female_focus female_penetrated femsub fit_female forced fucked_into_submission goggles goggles_on_head grabbing_breasts grabbing_face grey_background groping groping_breasts gurochanop hero_outfit_(mha) heroine holding_arm holding_arms_up hourglass_figure human large_breasts larger_male long_hair long_hair_female looking_at_viewer looking_back_at_viewer looking_scared lying_on_back lying_on_ground male_raping_female male_rapist mature_male missionary_position mosaic_censoring multi_arm multi_limb my_hero_academia narrow_waist no_underwear older_male older_man_and_teenage_girl older_penetrating_younger on_back penetrating_pov pinned_down rape rapist_pov restrained ripped_bodysuit ripped_clothing ripped_pants scared sex simple_background skindentation slim_waist smaller_female smaller_sub smaller_submissive speech_bubble spread_legs struggling superheroine tears teenage_girl teenager thick_thighs thrusting torn_bodysuit torn_clothes torn_legwear trembling tsuyu_asui unwilling vaginal_penetration veins veiny_arms weak_resistance webbed_hands wide_hips younger_female
1boy 1futa all_fours anal anal_insertion anal_sex arched_back artist_signature ass ass_up back back_view bar_censor big_ass big_breasts black_hair black_thighhighs blush breasts brown_eyes brown_hair bubble_ass bubble_butt censored cleavage crying crying_while_penetrated dominant dominant_futanari domination duo erect_nipples erect_penis erection female_top femboy foreskin foreskin_folds futa_on_femboy futa_on_male futa_with_male futadom futanari futanari/male futanari_penetrating girly highres human intact jewelry large_breasts leash legwear light-skinned_female light-skinned_futanari light_skin long_hair lying male male_bottom male_nipples medium_hair naked navel necklace nipples nude on_stomach ono_itaru onoitaru original partially_retracted_foreskin penis pillow ponytail rope_marks sex sex_from_behind short_hair simple_background smooth_skinned_male socks straight sweat tears thick thick_ass thick_legs thick_thighs thighhighs thighs tied_hair twink uncut veins veiny_breasts veiny_penis voluptuous voluptuous_futanari white_socks
1boy 1futa all_fours anal anal_insertion anal_sex arched_back artist_signature ass ass_up back back_view bar_censor big_ass big_breasts black_hair black_thighhighs blush breasts brown_eyes brown_hair bubble_ass bubble_butt censored cleavage crying crying_while_penetrated dominant dominant_futanari domination duo erect_nipples erect_penis erection female_top femboy foreskin foreskin_folds futa_on_femboy futa_on_male futa_with_male futadom futanari futanari/male futanari_penetrating girly highres human intact jewelry large_breasts leash legwear light-skinned_female light-skinned_futanari light_skin long_hair lying male male_bottom male_nipples medium_hair naked navel necklace nipples nude on_stomach ono_itaru onoitaru original partially_retracted_foreskin penis pillow ponytail rope_marks sex sex_from_behind short_hair simple_background smooth_skinned_male socks straight sweat tears thick thick_ass thick_legs thick_thighs thighhighs thighs tied_hair twink uncut veins veiny_breasts veiny_penis voluptuous voluptuous_futanari white_socks
1boy 1boy1girl 1girls 2023 5_fingers absurd_res accessory ahe_gao all_fours ambiguous_penetration anal anal_penetration anal_sex animal_print anthro areola areolae artist_name ass big_areola big_areolae big_ass big_breasts big_nipples big_thighs bigger_female black_hair blonde_eyebrows blonde_eyelashes blonde_hair blue_body blue_eyes blush bodily_fluids boku_no_hero_academia breast_milk breast_milk_squirt breast_milking breasts breasts_bigger_than_head butt_grab canid canine choker clothing collar completely_nude_male cow_girl cow_legwear cow_lingerie cow_print cow_print_armwear cow_print_thighhighs crouched crouching crying crying_while_penetrated crying_with_eyes_open darboo darbooart doggy_style drooling duo erect_nipples eyebrows eyelashes female female_focus female_penetrated fingers fox fox_ears fox_girl freckles from_behind_position gigantic_breasts grabbing_ass green_hair grey_background hair hair_accessory hairband half-closed_eyes hand_on_butt hands_on_floor heart hearts_around_head height_difference hi_res horny huge_areola huge_areolae huge_breasts huge_nipples huge_thighs human human_on_anthro hyper_breasts hyper_thighs interspecies ippan_josei izuku_midoriya jewelry lactating lactation large_areola large_areolae large_areolas large_breasts large_nipples large_thighs larger_female legwear light-skinned_male looking_away looking_down looking_pleasured male male/female male_penetrating male_penetrating_female male_penetrating_male mammal massive_breasts massive_thighs midoriya_izuku milk milking milking_breasts mostly_nude muscles muscular_male my_hero_academia naked_male narrowed_eyes necklace nipples nude nude_male open_mouth penetration penis_in_ass penis_in_butt ponytail projectile_lactation saliva sex shiny_skin short_hair shounen_jump simple_background size_difference sleeves smaller_male spraying_milk squatting taller_girl thick_thighs thigh_highs thighhighs thighs tongue tongue_out two_tone_body two_tone_skin
1boy 1boy1girl 1girls 2023 5_fingers absurd_res accessory ahe_gao all_fours ambiguous_penetration anal anal_penetration anal_sex animal_print anthro areola areolae artist_name ass big_areola big_areolae big_ass big_breasts big_nipples big_thighs bigger_female black_hair blonde_eyebrows blonde_eyelashes blonde_hair blue_body blue_eyes blush bodily_fluids boku_no_hero_academia breast_milk breast_milk_squirt breast_milking breasts breasts_bigger_than_head butt_grab canid canine choker clothing collar completely_nude_male cow_girl cow_legwear cow_lingerie cow_print cow_print_armwear cow_print_thighhighs crouched crouching crying crying_while_penetrated crying_with_eyes_open darboo darbooart doggy_style drooling duo erect_nipples eyebrows eyelashes female female_focus female_penetrated fingers fox fox_ears fox_girl freckles from_behind_position gigantic_breasts grabbing_ass green_hair grey_background hair hair_accessory hairband half-closed_eyes hand_on_butt hands_on_floor heart hearts_around_head height_difference hi_res horny huge_areola huge_areolae huge_breasts huge_nipples huge_thighs human human_on_anthro hyper_breasts hyper_thighs interspecies ippan_josei izuku_midoriya jewelry lactating lactation large_areola large_areolae large_areolas large_breasts large_nipples large_thighs larger_female legwear light-skinned_male looking_away looking_down looking_pleasured male male/female male_penetrating male_penetrating_female male_penetrating_male mammal massive_breasts massive_thighs midoriya_izuku milk milking milking_breasts mostly_nude muscles muscular_male my_hero_academia naked_male narrowed_eyes necklace nipples nude nude_male open_mouth penetration penis_in_ass penis_in_butt ponytail projectile_lactation saliva sex shiny_skin short_hair shounen_jump simple_background size_difference sleeves smaller_male spraying_milk squatting taller_girl thick_thighs thigh_highs thighhighs thighs tongue tongue_out two_tone_body two_tone_skin
1femboy 2boys ajaycolor anal anal_orgasm anal_penetration anal_sex androgynous armwear ass bald bald_man balls balls_deep balls_in_panties balls_size_difference balls_under_clothes being_held big_ass big_balls big_dom_small_sub big_penis big_thighs blackwhiplash blush blush_lines blushing blushing_profusely bottom_heavy bottom_heavy_femboy boy_rape bubble_butt bulge bwl canon_crossdressing carrying carrying_partner clenched_teeth clothed clothed_sex clothes clothing color color_edit colored cross-eyed crossdressing crying crying_while_penetrated crying_with_eyes_open cum cum_in_ass cum_in_panties cum_inside cum_through_clothes cum_through_clothing cum_through_panties cum_through_underwear cum_while_penetrated cumming cumming_from_anal_sex cumming_in_clothes cumming_inside cumming_into_panties cumming_together cumming_while_penetrated cumming_while_penetrating cumshot cumshot_in_anus cumshot_in_ass cute_male dark-skinned_male dark_hair dark_skin demon_slayer dialogue dominant_male duo during_sex ears_visible_through_hair ejaculating ejaculating_while_penetrated ejaculation ejaculation_under_clothes ejaculation_while_penetrated embarrassed english_text erect_penis erection eyebrows eyes_open eyes_squinting faceless faceless_character faceless_male femboy femboy_focus femboysub feminine feminine_body feminine_male flat_chest flat_chested front_view fucked_silly full_nelson full_nelson_(legs_held) full_nelson_anal fully_clothed gay girly grabbing grabbing_legs green_eyes greyscale hands-free handsfree_ejaculation hi_res high-angle_view high_resolution highres holding_legs holding_thigh holding_thighs huge_balls huge_cock human human_only indoors inosuke_hashibira instant_loss_2koma interracial kimetsu_no_yaiba large_penis large_testicles leaking leaking_cum leaking_through_clothing leg_grab legs_apart legs_grab legs_held_open legs_spread legs_up legwear light-skinned_femboy light-skinned_male light-skinnedsub light_skin lingerie looking_at_penis looking_down low-angle_view male male/male male_focus male_on_femboy male_only male_penetrated male_penetrating male_penetrating_male medium_hair moaning moaning_in_pleasure monochrome mouth_open multiple_boys no_shoes older_penetrating_younger open_eyes open_mouth orgasm orgasm_denial orgasm_face orgasm_from_anal otoko_no_ko otokonoko panties panties_aside partially_colored penetration penis penis_in_ass penis_size_difference penis_thick_as_legs plap plump_ass precum precum_through_clothing precum_through_panties precum_through_underwear rape reverse_cowboy_position reverse_suspended_congress ripples rippling_ass rolling_eyes rough_sex seated_carry_position sex shivering short_hair shoulder_length_hair shy simple_background small_penis solo_focus speech_bubble spread_legs spreading squint squinted_eyes squinting stomach_bulge straight_hair submissive_femboy submissive_male sweat sweatdrop sweating sweaty sweaty_body sweaty_thighs tears tease teasing teeth teeth_clenched teeth_showing teeth_visible testicles text thick thick_ass thick_thighs thigh_highs thighhighs thighs thighs_grab thrusting thrusting_into_ass trap tremble_lines tremble_spikes trembling trembling_penis underwear unprotected_sex veiny_penis white_legwear white_panties white_thigh_highs white_thighhighs yaoi
1femboy 2boys ajaycolor anal anal_orgasm anal_penetration anal_sex androgynous armwear ass bald bald_man balls balls_deep balls_in_panties balls_size_difference balls_under_clothes being_held big_ass big_balls big_dom_small_sub big_penis big_thighs blackwhiplash blush blush_lines blushing blushing_profusely bottom_heavy bottom_heavy_femboy boy_rape bubble_butt bulge bwl canon_crossdressing carrying carrying_partner clenched_teeth clothed clothed_sex clothes clothing color color_edit colored cross-eyed crossdressing crying crying_while_penetrated crying_with_eyes_open cum cum_in_ass cum_in_panties cum_inside cum_through_clothes cum_through_clothing cum_through_panties cum_through_underwear cum_while_penetrated cumming cumming_from_anal_sex cumming_in_clothes cumming_inside cumming_into_panties cumming_together cumming_while_penetrated cumming_while_penetrating cumshot cumshot_in_anus cumshot_in_ass cute_male dark-skinned_male dark_hair dark_skin demon_slayer dialogue dominant_male duo during_sex ears_visible_through_hair ejaculating ejaculating_while_penetrated ejaculation ejaculation_under_clothes ejaculation_while_penetrated embarrassed english_text erect_penis erection eyebrows eyes_open eyes_squinting faceless faceless_character faceless_male femboy femboy_focus femboysub feminine feminine_body feminine_male flat_chest flat_chested front_view fucked_silly full_nelson full_nelson_(legs_held) full_nelson_anal fully_clothed gay girly grabbing grabbing_legs green_eyes greyscale hands-free handsfree_ejaculation hi_res high-angle_view high_resolution highres holding_legs holding_thigh holding_thighs huge_balls huge_cock human human_only indoors inosuke_hashibira instant_loss_2koma interracial kimetsu_no_yaiba large_penis large_testicles leaking leaking_cum leaking_through_clothing leg_grab legs_apart legs_grab legs_held_open legs_spread legs_up legwear light-skinned_femboy light-skinned_male light-skinnedsub light_skin lingerie looking_at_penis looking_down low-angle_view male male/male male_focus male_on_femboy male_only male_penetrated male_penetrating male_penetrating_male medium_hair moaning moaning_in_pleasure monochrome mouth_open multiple_boys no_shoes older_penetrating_younger open_eyes open_mouth orgasm orgasm_denial orgasm_face orgasm_from_anal otoko_no_ko otokonoko panties panties_aside partially_colored penetration penis penis_in_ass penis_size_difference penis_thick_as_legs plap plump_ass precum precum_through_clothing precum_through_panties precum_through_underwear rape reverse_cowboy_position reverse_suspended_congress ripples rippling_ass rolling_eyes rough_sex seated_carry_position sex shivering short_hair shoulder_length_hair shy simple_background small_penis solo_focus speech_bubble spread_legs spreading squint squinted_eyes squinting stomach_bulge straight_hair submissive_femboy submissive_male sweat sweatdrop sweating sweaty sweaty_body sweaty_thighs tears tease teasing teeth teeth_clenched teeth_showing teeth_visible testicles text thick thick_ass thick_thighs thigh_highs thighhighs thighs thighs_grab thrusting thrusting_into_ass trap tremble_lines tremble_spikes trembling trembling_penis underwear unprotected_sex veiny_penis white_legwear white_panties white_thigh_highs white_thighhighs yaoi
artist_request blush blush_lines blushing blushing_at_partner blushing_male crying crying_male crying_while_penetrated crying_with_eyes_open cuntboy cuntboy/male cuntboy_penetrated dark-skinned_cuntboy dark-skinned_male dark_skin delicious_in_dungeon dungeon_meshi dyuongv erect_nipples erect_nipples_under_clothes gay gay_sex grabbing grabbing_ass grabbing_waist interracial kabru kiss kiss_on_lips kissing laios_touden male_only male_penetrating missionary_position missionary_sex moan moaning moaning_in_pleasure moaning_on_cock moans monochrome nipple_outline nipples_visible_through_clothing panting praise praising quiver quivering rough rough_penetration rough_sex sex shaking shirt_only source_request text text_bubble tremble_lines trembling trembling_for_pleasure trembling_lines trembling_pleasure twitch_lines twitching yaoi
artist_request blush blush_lines blushing blushing_at_partner blushing_male crying crying_male crying_while_penetrated crying_with_eyes_open cuntboy cuntboy/male cuntboy_penetrated dark-skinned_cuntboy dark-skinned_male dark_skin delicious_in_dungeon dungeon_meshi dyuongv erect_nipples erect_nipples_under_clothes gay gay_sex grabbing grabbing_ass grabbing_waist interracial kabru kiss kiss_on_lips kissing laios_touden male_only male_penetrating missionary_position missionary_sex moan moaning moaning_in_pleasure moaning_on_cock moans monochrome nipple_outline nipples_visible_through_clothing panting praise praising quiver quivering rough rough_penetration rough_sex sex shaking shirt_only source_request text text_bubble tremble_lines trembling trembling_for_pleasure trembling_lines trembling_pleasure twitch_lines twitching yaoi
1boy 1boy1girl 1girl 1girls anthro areola avian balls big_penis bird black_body black_hair blue_body bodily_fluids breasts breasts_out choker crying crying_female crying_while_penetrated crying_with_eyes_open daughter demon duo ellipsis english_text father father_and_child father_and_daughter female female_penetrated female_rape_victim female_raped forced forced_penetration forced_sex from_front_position genitals girl_raped gloves_(marking) hair half-closed_eyes helluva_boss hi_res huge_cock incest jewelry large_penis lying male male/female male_penetrating male_penetrating_female markings missionary_position narrowed_eyes necklace nipples nude octavia_(helluva_boss) on_back open_mouth owl owl_demon parent parent_and_child penetration penis phess purple_areola purple_eyes purple_nipples rape raped raped_female red_eyes sex speech_bubble stolas_(helluva_boss) stomach_bulge tears teenage_girl teenager text vaginal_penetration
1boy 1boy1girl 1girl 1girls anthro areola avian balls big_penis bird black_body black_hair blue_body bodily_fluids breasts breasts_out choker crying crying_female crying_while_penetrated crying_with_eyes_open daughter demon duo ellipsis english_text father father_and_child father_and_daughter female female_penetrated female_rape_victim female_raped forced forced_penetration forced_sex from_front_position genitals girl_raped gloves_(marking) hair half-closed_eyes helluva_boss hi_res huge_cock incest jewelry large_penis lying male male/female male_penetrating male_penetrating_female markings missionary_position narrowed_eyes necklace nipples nude octavia_(helluva_boss) on_back open_mouth owl owl_demon parent parent_and_child penetration penis phess purple_areola purple_eyes purple_nipples rape raped raped_female red_eyes sex speech_bubble stolas_(helluva_boss) stomach_bulge tears teenage_girl teenager text vaginal_penetration
1boy 1boy1girl 1girls 2023 5_fingers absurd_res accessory ahe_gao all_fours ambiguous_penetration anal anal_penetration anal_sex animal_print anthro areola areolae artist_name ass big_areola big_areolae big_ass big_breasts big_nipples big_thighs bigger_female black_hair blonde_eyebrows blonde_eyelashes blonde_hair blue_body blue_eyes blush bodily_fluids boku_no_hero_academia breast_milk breast_milk_squirt breast_milking breasts breasts_bigger_than_head butt_grab canid canine choker clothing collar completely_nude_male cow_girl cow_legwear cow_lingerie cow_print cow_print_armwear cow_print_thighhighs crouched crouching crying crying_while_penetrated crying_with_eyes_open darboo darbooart doggy_style drooling duo erect_nipples eyebrows eyelashes female female_focus female_penetrated fingers fox fox_ears fox_girl freckles from_behind_position gigantic_breasts grabbing_ass green_hair grey_background hair hair_accessory hairband half-closed_eyes hand_on_butt hands_on_floor heart hearts_around_head height_difference hi_res horny huge_areola huge_areolae huge_breasts huge_nipples huge_thighs human human_on_anthro hyper_breasts hyper_thighs interspecies ippan_josei izuku_midoriya jewelry lactating lactation large_areola large_areolae large_areolas large_breasts large_nipples large_thighs larger_female legwear light-skinned_male looking_away looking_down looking_pleasured male male/female male_penetrating male_penetrating_female male_penetrating_male mammal massive_breasts massive_thighs midoriya_izuku milk milking milking_breasts mostly_nude muscles muscular_male my_hero_academia naked_male narrowed_eyes necklace nipples nude nude_male open_mouth penetration penis_in_ass penis_in_butt ponytail projectile_lactation saliva sex shiny_skin short_hair shounen_jump simple_background size_difference sleeves smaller_male spraying_milk squatting taller_girl thick_thighs thigh_highs thighhighs thighs tongue tongue_out two_tone_body two_tone_skin
1boy 1boy1girl 1girls 2023 5_fingers absurd_res accessory ahe_gao all_fours ambiguous_penetration anal anal_penetration anal_sex animal_print anthro areola areolae artist_name ass big_areola big_areolae big_ass big_breasts big_nipples big_thighs bigger_female black_hair blonde_eyebrows blonde_eyelashes blonde_hair blue_body blue_eyes blush bodily_fluids boku_no_hero_academia breast_milk breast_milk_squirt breast_milking breasts breasts_bigger_than_head butt_grab canid canine choker clothing collar completely_nude_male cow_girl cow_legwear cow_lingerie cow_print cow_print_armwear cow_print_thighhighs crouched crouching crying crying_while_penetrated crying_with_eyes_open darboo darbooart doggy_style drooling duo erect_nipples eyebrows eyelashes female female_focus female_penetrated fingers fox fox_ears fox_girl freckles from_behind_position gigantic_breasts grabbing_ass green_hair grey_background hair hair_accessory hairband half-closed_eyes hand_on_butt hands_on_floor heart hearts_around_head height_difference hi_res horny huge_areola huge_areolae huge_breasts huge_nipples huge_thighs human human_on_anthro hyper_breasts hyper_thighs interspecies ippan_josei izuku_midoriya jewelry lactating lactation large_areola large_areolae large_areolas large_breasts large_nipples large_thighs larger_female legwear light-skinned_male looking_away looking_down looking_pleasured male male/female male_penetrating male_penetrating_female male_penetrating_male mammal massive_breasts massive_thighs midoriya_izuku milk milking milking_breasts mostly_nude muscles muscular_male my_hero_academia naked_male narrowed_eyes necklace nipples nude nude_male open_mouth penetration penis_in_ass penis_in_butt ponytail projectile_lactation saliva sex shiny_skin short_hair shounen_jump simple_background size_difference sleeves smaller_male spraying_milk squatting taller_girl thick_thighs thigh_highs thighhighs thighs tongue tongue_out two_tone_body two_tone_skin
1futa 1girls 2koma arrogant back back_view balls balls_deep begging begging_for_mercy begging_to_stop big_ass big_balls big_breasts big_butt big_penis breasts bubble_ass bubble_butt chainsaw_man clapping_cheeks clothed clothing correction corrective_rape crying crying_while_penetrated cum cum_explosion cum_in_pussy cum_inside cumshot cumshot_in_anus dialogue dominant_female dominant_futanari domination duo ejaculation english_text erection fat_ass female female_focus fucked_into_submission fucked_senseless fucked_silly fully_clothed futa_on_female futanari hair_pull hair_pulling huge_ass human imminent_cumshot imminent_orgasm impregnation impregnation_attempt instant_loss instant_loss_2koma light-skinned_female light-skinned_futanari light_skin makima_(chainsaw_man) mappa moaning nude onomatopoeia pawg penis property pulling_hair pulling_ponytail quanxi_(chainsaw_man) rape riding riding_cock riding_penis secretly_loves_it sex shounen_jump sitting spanked spanked_ass spanked_butt steam steaming_body steamy_ass steamy_breath submissive_female tagme tattoo tattoos text thick_ass thick_thighs vaginal_penetration vaginal_sex vanillart23 wide_hips
1futa 1girls 2koma arrogant back back_view balls balls_deep begging begging_for_mercy begging_to_stop big_ass big_balls big_breasts big_butt big_penis breasts bubble_ass bubble_butt chainsaw_man clapping_cheeks clothed clothing correction corrective_rape crying crying_while_penetrated cum cum_explosion cum_in_pussy cum_inside cumshot cumshot_in_anus dialogue dominant_female dominant_futanari domination duo ejaculation english_text erection fat_ass female female_focus fucked_into_submission fucked_senseless fucked_silly fully_clothed futa_on_female futanari hair_pull hair_pulling huge_ass human imminent_cumshot imminent_orgasm impregnation impregnation_attempt instant_loss instant_loss_2koma light-skinned_female light-skinned_futanari light_skin makima_(chainsaw_man) mappa moaning nude onomatopoeia pawg penis property pulling_hair pulling_ponytail quanxi_(chainsaw_man) rape riding riding_cock riding_penis secretly_loves_it sex shounen_jump sitting spanked spanked_ass spanked_butt steam steaming_body steamy_ass steamy_breath submissive_female tagme tattoo tattoos text thick_ass thick_thighs vaginal_penetration vaginal_sex vanillart23 wide_hips
1boy 1boy1girl 1girls adult_swim anal anal_insertion anal_penetration arched_back ass ass_focus ass_ripple ass_sweat backshots big_ass big_thighs breasts bubble_ass bubble_butt caked_up cheeked_up clapping_ass clapping_buttocks clapping_cheecks clapping_cheeks completely_nude_female crying crying_while_penetrated crying_with_eyes_open dat_ass doggy_style doggy_style_position dumptruck_ass dumptruck_butt dumpy enormous_ass enormous_breasts enormous_butt female female_focus forced_anal hair_pull hair_pulling hardcore_sex huge_ass huge_breasts huge_butt huge_thighs jombleywombley large_ass large_breasts large_butt large_thighs light-skinned_female looking_up male massive_ass massive_breasts massive_butt massive_thighs open_mouth orange_hair ponytail_hold pulling_hair pulling_ponytail questionable_consent raised_eyebrows rick_and_morty rippling_ass rough_sex saliva saliva_drip saliva_trail screaming screen snot snot_trail straight summer_smith surprise_buttsex sweat sweatdrop sweating teeth teeth_showing thejombler thick_ass thick_thighs tongue tongue_out venus_body
1boy 1boy1girl 1girls adult_swim anal anal_insertion anal_penetration arched_back ass ass_focus ass_ripple ass_sweat backshots big_ass big_thighs breasts bubble_ass bubble_butt caked_up cheeked_up clapping_ass clapping_buttocks clapping_cheecks clapping_cheeks completely_nude_female crying crying_while_penetrated crying_with_eyes_open dat_ass doggy_style doggy_style_position dumptruck_ass dumptruck_butt dumpy enormous_ass enormous_breasts enormous_butt female female_focus forced_anal hair_pull hair_pulling hardcore_sex huge_ass huge_breasts huge_butt huge_thighs jombleywombley large_ass large_breasts large_butt large_thighs light-skinned_female looking_up male massive_ass massive_breasts massive_butt massive_thighs open_mouth orange_hair ponytail_hold pulling_hair pulling_ponytail questionable_consent raised_eyebrows rick_and_morty rippling_ass rough_sex saliva saliva_drip saliva_trail screaming screen snot snot_trail straight summer_smith surprise_buttsex sweat sweatdrop sweating teeth teeth_showing thejombler thick_ass thick_thighs tongue tongue_out venus_body
2boys abs anal anal_sex balls_deep blush comic crying crying_while_penetrated crying_with_eyes_open cum cum_inside deepthroat dialogue gay heat hitoshi_shinso in_heat knotting male/male male_on_male male_only male_penetrated male_penetrating monoma_neito muscles muscular my_hero_academia neito_monoma omegaverse oral oral_sex rancidscales rutting shinsou_hitoshi stomach_bulge tears yaoi
2boys abs anal anal_sex balls_deep blush comic crying crying_while_penetrated crying_with_eyes_open cum cum_inside deepthroat dialogue gay heat hitoshi_shinso in_heat knotting male/male male_on_male male_only male_penetrated male_penetrating monoma_neito muscles muscular my_hero_academia neito_monoma omegaverse oral oral_sex rancidscales rutting shinsou_hitoshi stomach_bulge tears yaoi
1boy 1girls ambiguous_penetration areolae arm_up bed big_nipples bleach bleach:_the_thousand-year_blood_war blush bouncing_breasts couple couple_love couple_sex crying crying_while_penetrated french_kissing from_behind from_behind_position honeymoon hourglass_figure husband_and_wife ichigo_kurosaki inoue_orihime kimkun0162 kissing kissing_while_penetrated kurosaki_ichigo large_breasts light-skinned_female long_hair looking_pleasured married_couple married_sex neck_grab orange_eyes orange_hair passionate pink_nipples pleasured_face sex slapping_ass spiky_hair sweat sweatdrop sweating thin_waist thrusting wet_body wet_skin wide_hips
1boy 1girls ambiguous_penetration areolae arm_up bed big_nipples bleach bleach:_the_thousand-year_blood_war blush bouncing_breasts couple couple_love couple_sex crying crying_while_penetrated french_kissing from_behind from_behind_position honeymoon hourglass_figure husband_and_wife ichigo_kurosaki inoue_orihime kimkun0162 kissing kissing_while_penetrated kurosaki_ichigo large_breasts light-skinned_female long_hair looking_pleasured married_couple married_sex neck_grab orange_eyes orange_hair passionate pink_nipples pleasured_face sex slapping_ass spiky_hair sweat sweatdrop sweating thin_waist thrusting wet_body wet_skin wide_hips
2girls ariados arms_behind_back arniro bar_censor barefoot big_belly blonde_hair bondage breasts brown_hair captured captured_heroine censored clothing crying crying_rape_victim crying_while_penetrated crying_with_eyes_open cum cum_in_pussy cum_inside defeat defeat_rape defeat_sex defeated defeated_heroine egg_implantation extreme_content feet female female_on_feral femsub feral from_behind gag gagged green_eyes hat high_resolution human_mother_baby_pokemon human_on_feral impregnation interspecies interspecies_impregnation interspecies_pregnancy lillie_(pokemon) long_hair male male_pokemon/female_human mating mating_season mostly_nude multiple_girls multiple_subs nipples nude nude_female oviposition party_wipe penetration pokemon pokemon_(game) pokemon_sm pokephilia ponytail pregnant pussy rape restrained selene_(pokemon) sex size_difference spider_web spread_legs tears tied_hair toes torn_clothes uncensored vaginal_egg_implantation vaginal_oviposition vaginal_penetration very_high_resolution web_gag webbed webbed_rape_victim wide_eyed zoophilia
2girls ariados arms_behind_back arniro bar_censor barefoot big_belly blonde_hair bondage breasts brown_hair captured captured_heroine censored clothing crying crying_rape_victim crying_while_penetrated crying_with_eyes_open cum cum_in_pussy cum_inside defeat defeat_rape defeat_sex defeated defeated_heroine egg_implantation extreme_content feet female female_on_feral femsub feral from_behind gag gagged green_eyes hat high_resolution human_mother_baby_pokemon human_on_feral impregnation interspecies interspecies_impregnation interspecies_pregnancy lillie_(pokemon) long_hair male male_pokemon/female_human mating mating_season mostly_nude multiple_girls multiple_subs nipples nude nude_female oviposition party_wipe penetration pokemon pokemon_(game) pokemon_sm pokephilia ponytail pregnant pussy rape restrained selene_(pokemon) sex size_difference spider_web spread_legs tears tied_hair toes torn_clothes uncensored vaginal_egg_implantation vaginal_oviposition vaginal_penetration very_high_resolution web_gag webbed webbed_rape_victim wide_eyed zoophilia
1boy 1girls 2023 anon arrogant attitude_adjustment before_and_after big_breasts breasts brown_hair chara correction crying crying_while_penetrated crying_with_eyes_closed dark_background dialogue english_text faceless_male female female_chara female_focus full_nelson full_nelson_vaginal functionally_nude hand_on_thigh hands_on_thighs human hurt instant_loss_2koma juzu421 knife lifted lifted_by_another male male/female male_penetrating male_penetrating_female motion_lines non-con non-consensual noncon nonconsensual open_mouth pleading rape red_eyes sex short_hair shorts simple_background smile standing straight tears text thighhighs twitter undertale undertale_(series) unseen_male_face vaginal_penetration
1boy 1girls 2023 anon arrogant attitude_adjustment before_and_after big_breasts breasts brown_hair chara correction crying crying_while_penetrated crying_with_eyes_closed dark_background dialogue english_text faceless_male female female_chara female_focus full_nelson full_nelson_vaginal functionally_nude hand_on_thigh hands_on_thighs human hurt instant_loss_2koma juzu421 knife lifted lifted_by_another male male/female male_penetrating male_penetrating_female motion_lines non-con non-consensual noncon nonconsensual open_mouth pleading rape red_eyes sex short_hair shorts simple_background smile standing straight tears text thighhighs twitter undertale undertale_(series) unseen_male_face vaginal_penetration
! 1boy 1girls adult_and_teenager age_difference asphyxiation bad_end beaten begging big_boobs big_breasts big_hands black_and_white bodysuit breast_grab broken_goggles broken_rape_victim captured captured_heroine captured_superheroine choking clothed_sex crotchless crying crying_while_penetrated crying_with_eyes_open defeat_sex defeated defeated_heroine defeated_superheroine dominant_pov female female_focus female_penetrated femsub fit_female forced fucked_into_submission goggles goggles_on_head grabbing_breasts grabbing_face grey_background groping groping_breasts gurochanop hero_outfit_(mha) heroine holding_arm holding_arms_up human imminent_death innsmouth large_breasts larger_male long_hair long_hair_female looking_at_viewer looking_back_at_viewer looking_scared lying_on_back lying_on_ground male_raping_female male_rapist mature_male missionary_position multi_arm multi_limb my_hero_academia narrow_waist no_underwear older_male older_man_and_teenage_girl older_penetrating_younger on_back on_model penetrating_pov pinned_down pov pov_eye_contact rape rapist_pov restrained ripped_bodysuit ripped_clothing ripped_pants scared sex simple_background skindentation slim_waist smaller_female smaller_sub smaller_submissive speech_bubble spread_legs struggling suffocation superheroine tears teenage_girl teenager thick_thighs thrusting tight_pussy torn_bodysuit torn_clothes torn_legwear trembling tsuyu_asui unwilling vaginal_penetration veins veiny_arms weak_resistance webbed_hands wide_hips wrist_grab younger_female
! 1boy 1girls adult_and_teenager age_difference asphyxiation bad_end beaten begging big_boobs big_breasts big_hands black_and_white bodysuit breast_grab broken_goggles broken_rape_victim captured captured_heroine captured_superheroine choking clothed_sex crotchless crying crying_while_penetrated crying_with_eyes_open defeat_sex defeated defeated_heroine defeated_superheroine dominant_pov female female_focus female_penetrated femsub fit_female forced fucked_into_submission goggles goggles_on_head grabbing_breasts grabbing_face grey_background groping groping_breasts gurochanop hero_outfit_(mha) heroine holding_arm holding_arms_up human imminent_death innsmouth large_breasts larger_male long_hair long_hair_female looking_at_viewer looking_back_at_viewer looking_scared lying_on_back lying_on_ground male_raping_female male_rapist mature_male missionary_position multi_arm multi_limb my_hero_academia narrow_waist no_underwear older_male older_man_and_teenage_girl older_penetrating_younger on_back on_model penetrating_pov pinned_down pov pov_eye_contact rape rapist_pov restrained ripped_bodysuit ripped_clothing ripped_pants scared sex simple_background skindentation slim_waist smaller_female smaller_sub smaller_submissive speech_bubble spread_legs struggling suffocation superheroine tears teenage_girl teenager thick_thighs thrusting tight_pussy torn_bodysuit torn_clothes torn_legwear trembling tsuyu_asui unwilling vaginal_penetration veins veiny_arms weak_resistance webbed_hands wide_hips wrist_grab younger_female
2futas anal anal_penetration anal_sex areola areolae black_hair black_legwear blue_eyes blush body_modification breasts censored circumcised clothed_futanari_nude_futanari crying crying_while_penetrated crying_with_eyes_open cum cum_from_urethra cum_while_penetrated dialogue dialogue_bubble dominant_futanari drooling english_text erect_nipples erect_penis erection eyes_wide_open from_behind futa_on_futa futa_only futa_urethral_insertion futanari green_eyes hair hand_under_breasts heart_symbol human internal_anal internal_view intersex japanese_text large_breasts large_nipples light-skinned light-skinned_futanari light_skin long_hair micropenis open_mouth pale-skinned_futanari pale_skin penectomized penectomy penis penis_in_ass penis_size_difference permanent_chastity prostate prostate_massage prostate_orgasm prostate_stimulation red_hair shaking shoulders smile standing standing_sex stomach stomach_bulge submissive_futa surgery sweat sweatdrop sweating testicles text text_bubble thighs tongue tongue_out translated urethral_fingering urethral_insertion urethral_penetration urethral_stretching white_shirt wokada x-ray
2futas anal anal_penetration anal_sex areola areolae black_hair black_legwear blue_eyes blush body_modification breasts censored circumcised clothed_futanari_nude_futanari crying crying_while_penetrated crying_with_eyes_open cum cum_from_urethra cum_while_penetrated dialogue dialogue_bubble dominant_futanari drooling english_text erect_nipples erect_penis erection eyes_wide_open from_behind futa_on_futa futa_only futa_urethral_insertion futanari green_eyes hair hand_under_breasts heart_symbol human internal_anal internal_view intersex japanese_text large_breasts large_nipples light-skinned light-skinned_futanari light_skin long_hair micropenis open_mouth pale-skinned_futanari pale_skin penectomized penectomy penis penis_in_ass penis_size_difference permanent_chastity prostate prostate_massage prostate_orgasm prostate_stimulation red_hair shaking shoulders smile standing standing_sex stomach stomach_bulge submissive_futa surgery sweat sweatdrop sweating testicles text text_bubble thighs tongue tongue_out translated urethral_fingering urethral_insertion urethral_penetration urethral_stretching white_shirt wokada x-ray