prison -animated best from all time

Time frame

Tags

prison

anal anal_sex balls big_breasts body_writing breasts clothed_male cum cum_inside dark-skinned_male dickgirl drugs eating_cum ejaculation feminization forced forced_feminization forced_yaoi futa_sans_pussy futanari futanari_transformation futasub gay gay_sex high_heels hormones male male_on_futa male_to_futa mind_break miniskirt nipples nonconsensual nude_male penis popuka9 prison prison_uniform prisoner rape simple_background skirt small_clothes stuck stuck_in_wall torture until_they_like_it yaoi
anal anal_sex balls big_breasts body_writing breasts clothed_male cum cum_inside dark-skinned_male dickgirl drugs eating_cum ejaculation feminization forced forced_feminization forced_yaoi futa_sans_pussy futanari futanari_transformation futasub gay gay_sex high_heels hormones male male_on_futa male_to_futa mind_break miniskirt nipples nonconsensual nude_male penis popuka9 prison prison_uniform prisoner rape simple_background skirt small_clothes stuck stuck_in_wall torture until_they_like_it yaoi
ahe_gao all_fours anal anal_rape anal_sex anus artist_request ass begging_to_stop big_ass big_penis black_penis boy_rape branding_mark broken_rape_victim brown_hair bubble_butt bumrape comic crossdressing crossdressing_male crying cum cum_in_ass cumleak cute_male dark-skinned_male dark_skin doggy_style dominant_male drbeak2022 earrings ejaculation endured_face erection faceless_male fat_ass femboy feminine_male feminization fishnet_stockings forced forced_feminization forced_oral forced_prostitution from_behind gangbang gangrape gape gaping_anus gay gay_domination girly green_eyes held_down held_up helpless hoop_earrings hormones huge_ass huge_butt huge_cock imminent_rape imminent_sex interracial large_ass large_penis leaking_precum lipstick lube male/male male_only male_penetrated male_penetrating male_penetrating_male maledom malesub mind_break nude painal penetration penis penis_size_difference pimping pleasure_face pleasure_rape pleasured ponytail ponytail_hold presenting presenting_anus presenting_hindquarters prison prison_bitch prison_cell prison_rape prison_uniform prisoner prostitution pubes pubic_hair rape red_lipstick restrained rough rough_anal rough_sex sex sex_slave sissification sissy slave small_penis source_request spanking speech_bubble submissive_male tattoo tight_fit training transformation trap uncensored well_used_anus yaoi
ahe_gao all_fours anal anal_rape anal_sex anus artist_request ass begging_to_stop big_ass big_penis black_penis boy_rape branding_mark broken_rape_victim brown_hair bubble_butt bumrape comic crossdressing crossdressing_male crying cum cum_in_ass cumleak cute_male dark-skinned_male dark_skin doggy_style dominant_male drbeak2022 earrings ejaculation endured_face erection faceless_male fat_ass femboy feminine_male feminization fishnet_stockings forced forced_feminization forced_oral forced_prostitution from_behind gangbang gangrape gape gaping_anus gay gay_domination girly green_eyes held_down held_up helpless hoop_earrings hormones huge_ass huge_butt huge_cock imminent_rape imminent_sex interracial large_ass large_penis leaking_precum lipstick lube male/male male_only male_penetrated male_penetrating male_penetrating_male maledom malesub mind_break nude painal penetration penis penis_size_difference pimping pleasure_face pleasure_rape pleasured ponytail ponytail_hold presenting presenting_anus presenting_hindquarters prison prison_bitch prison_cell prison_rape prison_uniform prisoner prostitution pubes pubic_hair rape red_lipstick restrained rough rough_anal rough_sex sex sex_slave sissification sissy slave small_penis source_request spanking speech_bubble submissive_male tattoo tight_fit training transformation trap uncensored well_used_anus yaoi
1girls 2boys after_anal after_fellatio after_oral after_rape after_sex after_vaginal ai_generated akame_ga_kill! anal anal_sex arms_behind_back ass_focus assisted_exposure blue_hair blush bouncing_breasts captured captured_heroine cleavage close-up collage comic cum cum_everywhere cum_in_ass cum_in_mouth cum_in_pussy cum_inside cum_on_body cum_on_breasts cum_on_face cum_on_upper_body cum_overflow cum_while_penetrated cumdrip double_penetration empty_eyes esdeath_(akame_ga_kill!) evil_grin evil_smile exhausted face_focus fallen_down fellatio flaccid foot_focus from_above from_behind from_below from_side glowing_eyes grin group_sex hands_on_floor hanging_breasts hanging_legs holding_arm holding_arms horrified huge_ass huge_breasts huge_cock humanoid implied_fellatio implied_oral implied_penetration implied_sex jail jail_cell large_breasts looking_back male_penetrating_female monster motion_lines nipples novelai nude nude_female nude_male officer orange_pants orange_shirt orc orc_male out_of_frame pinned pinned_down police police_hat police_officer police_uniform prison prison_bars prison_cell prison_guard prison_uniform prisoner puddle punishment pussy pussy_juice rape restrained ripped_clothes ripped_clothing ripped_pants rolling_eyes scared screaming self_upload sex sex_from_behind shadow shocked silhouette smirk smug somethingweird sound_effects spitroast stomach_bulge suspended_spitroast sweat tears threesome torn_clothes turning_head undressing undressing_another unhappy_female vaginal_penetration watermark
1girls 2boys after_anal after_fellatio after_oral after_rape after_sex after_vaginal ai_generated akame_ga_kill! anal anal_sex arms_behind_back ass_focus assisted_exposure blue_hair blush bouncing_breasts captured captured_heroine cleavage close-up collage comic cum cum_everywhere cum_in_ass cum_in_mouth cum_in_pussy cum_inside cum_on_body cum_on_breasts cum_on_face cum_on_upper_body cum_overflow cum_while_penetrated cumdrip double_penetration empty_eyes esdeath_(akame_ga_kill!) evil_grin evil_smile exhausted face_focus fallen_down fellatio flaccid foot_focus from_above from_behind from_below from_side glowing_eyes grin group_sex hands_on_floor hanging_breasts hanging_legs holding_arm holding_arms horrified huge_ass huge_breasts huge_cock humanoid implied_fellatio implied_oral implied_penetration implied_sex jail jail_cell large_breasts looking_back male_penetrating_female monster motion_lines nipples novelai nude nude_female nude_male officer orange_pants orange_shirt orc orc_male out_of_frame pinned pinned_down police police_hat police_officer police_uniform prison prison_bars prison_cell prison_guard prison_uniform prisoner puddle punishment pussy pussy_juice rape restrained ripped_clothes ripped_clothing ripped_pants rolling_eyes scared screaming self_upload sex sex_from_behind shadow shocked silhouette smirk smug somethingweird sound_effects spitroast stomach_bulge suspended_spitroast sweat tears threesome torn_clothes turning_head undressing undressing_another unhappy_female vaginal_penetration watermark
2boys 2girls 6no1 adventurer ahe_gao big_ass big_breasts big_butt big_nipples big_penis black_eyes black_hair blowjob breast_grab brown_hair campfire color comic comic_strip crying cum cum_in_mouth cum_in_pussy cum_in_uterus cum_inside cum_on_body cum_on_breasts cum_on_face cum_overflow deep_penetration deepthroat double_penetration drunk english english_text erect_nipples fantasy female fit_female full_color goblin goblin_female goblin_girl green_skin group handjob human_female human_male male male_focus mmf_threesome muscular muscular_male nipple_piercing nude nude_female nude_male nun oc orgasm orgasm_face original original_character original_characters piercing pleasure_face ponytail prison prisoner pussy_licking pussy_piercing rape red_eyes red_hair reverse_rape rough_sex saliva sex sleeping speech_bubble surprised text threesome toned_female tongue_out uncensored veiny_penis white_hair x-ray
2boys 2girls 6no1 adventurer ahe_gao big_ass big_breasts big_butt big_nipples big_penis black_eyes black_hair blowjob breast_grab brown_hair campfire color comic comic_strip crying cum cum_in_mouth cum_in_pussy cum_in_uterus cum_inside cum_on_body cum_on_breasts cum_on_face cum_overflow deep_penetration deepthroat double_penetration drunk english english_text erect_nipples fantasy female fit_female full_color goblin goblin_female goblin_girl green_skin group handjob human_female human_male male male_focus mmf_threesome muscular muscular_male nipple_piercing nude nude_female nude_male nun oc orgasm orgasm_face original original_character original_characters piercing pleasure_face ponytail prison prisoner pussy_licking pussy_piercing rape red_eyes red_hair reverse_rape rough_sex saliva sex sleeping speech_bubble surprised text threesome toned_female tongue_out uncensored veiny_penis white_hair x-ray
1futa 2girls areola_slip areolae ass bangs being_watched big_ass big_breasts big_penis blonde_hair blowjob blush bob_cut bottomless breasts brown_hair cheating cleavage clothed clothed_sex clothing coco_diablo crouching cucked_by_futa cuckold cuckquean daphne_blake dark-skinned_female dark_areola dark_skin dialogue dickgirl duo_focus english_text erection fellatio female female_masturbation futa_on_female futanari glasses glory_hole grabbing_own_breast huge_breasts human human_only interracial latina light-skinned_female light-skinned_futanari light_skin lipstick lipstick_mark lipstick_on_penis long_hair masturbating_cuck masturbating_while_watching masturbation mostly_clothed netorare ntr observing on_knees oral oral_sex orange_hair partially_clothed penis prison prison_uniform prisoner rocner scooby-doo sex short_hair speech_bubble sweat text thick_thighs thought_bubble trick_or_treat_scooby-doo velma_dinkley voluptuous voyeur watching white_hair wide_hips
1futa 2girls areola_slip areolae ass bangs being_watched big_ass big_breasts big_penis blonde_hair blowjob blush bob_cut bottomless breasts brown_hair cheating cleavage clothed clothed_sex clothing coco_diablo crouching cucked_by_futa cuckold cuckquean daphne_blake dark-skinned_female dark_areola dark_skin dialogue dickgirl duo_focus english_text erection fellatio female female_masturbation futa_on_female futanari glasses glory_hole grabbing_own_breast huge_breasts human human_only interracial latina light-skinned_female light-skinned_futanari light_skin lipstick lipstick_mark lipstick_on_penis long_hair masturbating_cuck masturbating_while_watching masturbation mostly_clothed netorare ntr observing on_knees oral oral_sex orange_hair partially_clothed penis prison prison_uniform prisoner rocner scooby-doo sex short_hair speech_bubble sweat text thick_thighs thought_bubble trick_or_treat_scooby-doo velma_dinkley voluptuous voyeur watching white_hair wide_hips
1girls 6+boys :>= adult_and_teenager age_difference ass assertive_male avatar_legends avatar_the_last_airbender azula azula_the_boiling_rock barefoot being_watched blush broken_rape_victim ceased_resistance closed_eyes clothing comic crowd english_text enslaved_royal erection feet fellatio female femsub fire_nation forced_oral from_behind kneeling lips lipstick male male/female maledom medium_breasts moaning mrpotatoparty nail_polish nickelodeon on_knees oral parted_lips penis prison prisoner pubic_hair public public_humiliation public_sex public_use rape raped_royalty raped_villainess ripped_clothes ripped_clothing ripped_shirt royalty saliva scowl secretly_loves_it sex sex_slave slave speech_bubble straight submissive submissive_female sweat teenage_girl teenage_hooker teenager teeth testicles text thighs tied_hair tongue until_they_like_it
1girls 6+boys :>= adult_and_teenager age_difference ass assertive_male avatar_legends avatar_the_last_airbender azula azula_the_boiling_rock barefoot being_watched blush broken_rape_victim ceased_resistance closed_eyes clothing comic crowd english_text enslaved_royal erection feet fellatio female femsub fire_nation forced_oral from_behind kneeling lips lipstick male male/female maledom medium_breasts moaning mrpotatoparty nail_polish nickelodeon on_knees oral parted_lips penis prison prisoner pubic_hair public public_humiliation public_sex public_use rape raped_royalty raped_villainess ripped_clothes ripped_clothing ripped_shirt royalty saliva scowl secretly_loves_it sex sex_slave slave speech_bubble straight submissive submissive_female sweat teenage_girl teenage_hooker teenager teeth testicles text thighs tied_hair tongue until_they_like_it
1girls areolae bangs bed_sheet black_hair blunt_bangs braid breasts choker cowboy_shot dark_nipples demon_girl demon_tail earrings eyebrows eyebrows_visible_through_hair female female_focus female_only flashing freckles glowing glowing_eyes grin high_resolution horns jail jail_cell jewelry long_hair looking_at_viewer medium_breasts meru_(merunyaa) merunyaa mole mole_under_eye navel nipple_piercings nipples no_bra nude on_back open_clothes orange_eyes orange_jumpsuit original original_character parted_lips piercing pointed_ears presenting presenting_breasts prison prison_bars prison_bitch prison_clothes prison_jumpsuit prison_uniform prisoner red_skin red_theme seductive_escape seductive_look single_braid smile smug solo_focus succubus tail thick_eyebrows tied_hair zipper
1girls areolae bangs bed_sheet black_hair blunt_bangs braid breasts choker cowboy_shot dark_nipples demon_girl demon_tail earrings eyebrows eyebrows_visible_through_hair female female_focus female_only flashing freckles glowing glowing_eyes grin high_resolution horns jail jail_cell jewelry long_hair looking_at_viewer medium_breasts meru_(merunyaa) merunyaa mole mole_under_eye navel nipple_piercings nipples no_bra nude on_back open_clothes orange_eyes orange_jumpsuit original original_character parted_lips piercing pointed_ears presenting presenting_breasts prison prison_bars prison_bitch prison_clothes prison_jumpsuit prison_uniform prisoner red_skin red_theme seductive_escape seductive_look single_braid smile smug solo_focus succubus tail thick_eyebrows tied_hair zipper
1boy 1girls 2boys abs ahe_gao all_fours alternate_costume ambiguous_penetration anal anal_sex anthro arm_grab armpits arthurian_legends artoria_pendragon ass ass_grab bangs barefoot belly between_toes big_ass big_breasts big_butt bimbo black_hair bleach blonde_hair blowjob blue_eyes blue_hair blue_ribbon blush bodysuit bondage bouncing_breasts breasts breasts_out bukkake chain chain_leash chained chains clean closed_eyes clothed_female_nude_male clothing collar color comic comic_strip corset creampie cum cum_between_breasts cum_bubble cum_drip cum_dripping cum_dripping_from_penis cum_everywhere cum_filled cum_in_ass cum_in_bowl cum_in_glass cum_in_hair cum_in_jar cum_in_mouth cum_in_nose cum_in_pussy cum_in_throat cum_in_uterus cum_inflation cum_inside cum_jar cum_on_arm cum_on_ass cum_on_body cum_on_breasts cum_on_chin cum_on_clothes cum_on_face cum_on_feet cum_on_hair cum_on_hand cum_on_leg cum_on_lower_body cum_on_penis cum_on_self cum_on_shoes cum_on_soles cum_on_stomach cum_on_thighs cum_on_tongue cum_on_upper_body cum_overflow cum_taste cumflation cumjar cumshot cumslut curvaceous dark-skinned_female dark-skinned_male dark_skin deity demon demon_girl detached_sleeves dilf disney doggy_style dress drink drinking_cum dripping_cum duo egyptian_mythology ejaculation elbow_gloves english_text erect_nipples erection european_mythology excessive_cum eyepatch facial fat_man fate/stay_night fate_(series) feet fellatio female fishnets from_behind from_behind_position fucked_silly genitals glasses gloves goddess goggles green_eyes green_skin hair hair_ornament hair_ribbon hairy_legs handjob hi-rez_studios hi_res high_heels high_resolution hips holding_head horns horny huge_ass huge_belly human humanoid inflation interracial interspecies jessica_rabbit jewelry kenpachi_zaraki kneeling large_breasts leash leash_pull legs legs_together legwear licking licking_cum lingerie lipstick long_hair long_ponytail looking_at_viewer madame_blade_serqet makeup male metroid multiple_boys multiple_creampies multiple_penises mythology nakadashi navel nintendo nipples nude open_mouth oral orc orc_male penetration penis pointy_ears ponytail prison prison_guard_position pubic_hair public_domain purple_hair pussy questionable_consent rape red_eyes red_hair reiq restrained ribbon royalty saber samus_aran scar serqet_(smite) sex sex_slave shihouin_yoruichi shoes sitting size_difference skin_tight slave slavegirl smite soles source_request spitroast spread_legs spread_toes standing_doggy_style standing_sex standing_spitroast stomach_bulge straight sweat taimanin_(series) taimanin_asagi taimanin_murasaki teeth testicles text thighhighs thighs threesome tied_hair tiptoes toeless_legwear toenail_polish toes tongue tongue_out top-down_bottom-up topless torn_clothes torn_clothing uncensored underwear uterus vagina vaginal_penetration video_games wet white_legwear white_thighhighs who_framed_roger_rabbit wide_hips x-ray yatsu_murasaki yellow_eyes zaraki_kenpachi zero_suit zero_suit_samus
1boy 1girls 2boys abs ahe_gao all_fours alternate_costume ambiguous_penetration anal anal_sex anthro arm_grab armpits arthurian_legends artoria_pendragon ass ass_grab bangs barefoot belly between_toes big_ass big_breasts big_butt bimbo black_hair bleach blonde_hair blowjob blue_eyes blue_hair blue_ribbon blush bodysuit bondage bouncing_breasts breasts breasts_out bukkake chain chain_leash chained chains clean closed_eyes clothed_female_nude_male clothing collar color comic comic_strip corset creampie cum cum_between_breasts cum_bubble cum_drip cum_dripping cum_dripping_from_penis cum_everywhere cum_filled cum_in_ass cum_in_bowl cum_in_glass cum_in_hair cum_in_jar cum_in_mouth cum_in_nose cum_in_pussy cum_in_throat cum_in_uterus cum_inflation cum_inside cum_jar cum_on_arm cum_on_ass cum_on_body cum_on_breasts cum_on_chin cum_on_clothes cum_on_face cum_on_feet cum_on_hair cum_on_hand cum_on_leg cum_on_lower_body cum_on_penis cum_on_self cum_on_shoes cum_on_soles cum_on_stomach cum_on_thighs cum_on_tongue cum_on_upper_body cum_overflow cum_taste cumflation cumjar cumshot cumslut curvaceous dark-skinned_female dark-skinned_male dark_skin deity demon demon_girl detached_sleeves dilf disney doggy_style dress drink drinking_cum dripping_cum duo egyptian_mythology ejaculation elbow_gloves english_text erect_nipples erection european_mythology excessive_cum eyepatch facial fat_man fate/stay_night fate_(series) feet fellatio female fishnets from_behind from_behind_position fucked_silly genitals glasses gloves goddess goggles green_eyes green_skin hair hair_ornament hair_ribbon hairy_legs handjob hi-rez_studios hi_res high_heels high_resolution hips holding_head horns horny huge_ass huge_belly human humanoid inflation interracial interspecies jessica_rabbit jewelry kenpachi_zaraki kneeling large_breasts leash leash_pull legs legs_together legwear licking licking_cum lingerie lipstick long_hair long_ponytail looking_at_viewer madame_blade_serqet makeup male metroid multiple_boys multiple_creampies multiple_penises mythology nakadashi navel nintendo nipples nude open_mouth oral orc orc_male penetration penis pointy_ears ponytail prison prison_guard_position pubic_hair public_domain purple_hair pussy questionable_consent rape red_eyes red_hair reiq restrained ribbon royalty saber samus_aran scar serqet_(smite) sex sex_slave shihouin_yoruichi shoes sitting size_difference skin_tight slave slavegirl smite soles source_request spitroast spread_legs spread_toes standing_doggy_style standing_sex standing_spitroast stomach_bulge straight sweat taimanin_(series) taimanin_asagi taimanin_murasaki teeth testicles text thighhighs thighs threesome tied_hair tiptoes toeless_legwear toenail_polish toes tongue tongue_out top-down_bottom-up topless torn_clothes torn_clothing uncensored underwear uterus vagina vaginal_penetration video_games wet white_legwear white_thighhighs who_framed_roger_rabbit wide_hips x-ray yatsu_murasaki yellow_eyes zaraki_kenpachi zero_suit zero_suit_samus
1boy 2018 2girls afraid after_anal anal ancient_egypt anus areolae armlet ass ass_grab ass_to_mouth assisted_rape balls barbed_penis barefoot bent_over big_ass big_balls big_breasts big_nipples big_penis black_hair blue_lipstick blunt_bangs bob_cut bondage bound bound_ankles bound_wrists breasts cellar chains clenched_teeth cock_ring cum cum_in_ass cum_string dark_hair devil_hs dubious_consent dungeon egyptian endured_face excessive_cum excessive_precum faceless_male feet fellatio female femdom femsub ffm_threesome forced from_behind gaping gaping_anus gigantic_penis gloves guided_penetration hair hand_on_ass headdress helpless huge_ass huge_balls huge_breasts huge_cock huge_nipples hyper hyper_balls hyper_penis imminent_anal imminent_penetration immobile impossible_fit just_the_tip large_ass large_breasts large_penis large_testicles larger_male legend_of_queen_opala legs lipstick long_hair male maledom medium_hair monster monster_cock naked nervous nipples nude oral osira pain painful penis penis_base penis_grasp prison prisoner purple_lipstick pussy queen_opala rape red_lipstick resisting restrained ridiculous_fit rough_sex rugged_penis ruined_anus sex shackles sideboob signature sisters size_difference slit_eyes smaller_female soles spiked_cock_ring spiked_penis spreading_ass straight stretched_anus thick_penis thick_thighs threesome throbbing toes vein veiny_penis worried yellow_eyes
1boy 2018 2girls afraid after_anal anal ancient_egypt anus areolae armlet ass ass_grab ass_to_mouth assisted_rape balls barbed_penis barefoot bent_over big_ass big_balls big_breasts big_nipples big_penis black_hair blue_lipstick blunt_bangs bob_cut bondage bound bound_ankles bound_wrists breasts cellar chains clenched_teeth cock_ring cum cum_in_ass cum_string dark_hair devil_hs dubious_consent dungeon egyptian endured_face excessive_cum excessive_precum faceless_male feet fellatio female femdom femsub ffm_threesome forced from_behind gaping gaping_anus gigantic_penis gloves guided_penetration hair hand_on_ass headdress helpless huge_ass huge_balls huge_breasts huge_cock huge_nipples hyper hyper_balls hyper_penis imminent_anal imminent_penetration immobile impossible_fit just_the_tip large_ass large_breasts large_penis large_testicles larger_male legend_of_queen_opala legs lipstick long_hair male maledom medium_hair monster monster_cock naked nervous nipples nude oral osira pain painful penis penis_base penis_grasp prison prisoner purple_lipstick pussy queen_opala rape red_lipstick resisting restrained ridiculous_fit rough_sex rugged_penis ruined_anus sex shackles sideboob signature sisters size_difference slit_eyes smaller_female soles spiked_cock_ring spiked_penis spreading_ass straight stretched_anus thick_penis thick_thighs threesome throbbing toes vein veiny_penis worried yellow_eyes
2girls 4boys against_glass anal anal_insertion anal_juice anal_masturbation anal_object_insertion angry anus ass ass_on_glass back_view big_ass big_breasts big_butt blue_eyes blush bottomless braid braided_hair breasts brown_eyes brown_hair caught caught_in_the_act clothes_removed comic crouching dat_ass drool drooling ear_piercing earrings female huge_ass jail large_ass large_breasts lesbian licking long_hair looking_back mark_zuckerberg meme multiple_boys muscular muscular_female naked nude nude_female object_insertion orange_hair original original_character pale-skinned_female panties panties_down pants_down pink_panties prison prisoner pussy_hungry saliva scar shadman shocked shoes_only short_hair sleeping tan-skinned_female tattoo thick_ass tongue tongue_out topless twin_braids uncensored underwear wide_eyed yuri
2girls 4boys against_glass anal anal_insertion anal_juice anal_masturbation anal_object_insertion angry anus ass ass_on_glass back_view big_ass big_breasts big_butt blue_eyes blush bottomless braid braided_hair breasts brown_eyes brown_hair caught caught_in_the_act clothes_removed comic crouching dat_ass drool drooling ear_piercing earrings female huge_ass jail large_ass large_breasts lesbian licking long_hair looking_back mark_zuckerberg meme multiple_boys muscular muscular_female naked nude nude_female object_insertion orange_hair original original_character pale-skinned_female panties panties_down pants_down pink_panties prison prisoner pussy_hungry saliva scar shadman shocked shoes_only short_hair sleeping tan-skinned_female tattoo thick_ass tongue tongue_out topless twin_braids uncensored underwear wide_eyed yuri
amazon armor barbarian captive captured cave domination face_down_ass_up fantasy female femsub forced forced_exposure forced_oral goblin goblin_male green_skin group_rape hair_pulling hidden_object_picture human indoors larger_female male maledom manhandling medieval multiple_females multiple_males multiple_subs original original_character original_characters outside party_wipe prison pulling_hair rape rope sabudenego sex_slave size_difference slave small_dom_big_sub smaller_male spoils_of_war straight submissive undressing wimmelbild
amazon armor barbarian captive captured cave domination face_down_ass_up fantasy female femsub forced forced_exposure forced_oral goblin goblin_male green_skin group_rape hair_pulling hidden_object_picture human indoors larger_female male maledom manhandling medieval multiple_females multiple_males multiple_subs original original_character original_characters outside party_wipe prison pulling_hair rape rope sabudenego sex_slave size_difference slave small_dom_big_sub smaller_male spoils_of_war straight submissive undressing wimmelbild
1girls 3d 9:16 after_deepthroat after_fellatio after_oral after_rape after_sex after_training after_vaginal ahe_gao arms_behind_back asian ass bdsm blender blizzard_entertainment bondage breasts brown_eyes brown_hair burgundy_hair captured cum cum_drip cum_in_mouth cum_in_pussy cum_in_throat cum_inside cum_on_body cum_on_breasts cum_on_face cum_out_mouth cum_out_throat cute d.va deepthroat_training drooling egirl eyelashes eyeliner eyeshadow facepaint facial_markings female femsub fringe gag gagged gasp gasping good_girl hana_song hands_behind_back hours_later korean light_skin long_hair mascara narrowed_eyes naughty_face nude open_mouth open_mouth_gag oral overwatch pale-skinned_female pale_skin petite pink_eyeshadow pink_lipstick prison prisoner pussy_juice questionable_consent rape raped ring_gag runny_makeup sashacakies secretly_loves_it seductive_eyes seductive_look seductive_mouth skinny slave slim submissive_female teenager throat throat_abuse tied_up tongue tongue_out used whisker_markings
1girls 3d 9:16 after_deepthroat after_fellatio after_oral after_rape after_sex after_training after_vaginal ahe_gao arms_behind_back asian ass bdsm blender blizzard_entertainment bondage breasts brown_eyes brown_hair burgundy_hair captured cum cum_drip cum_in_mouth cum_in_pussy cum_in_throat cum_inside cum_on_body cum_on_breasts cum_on_face cum_out_mouth cum_out_throat cute d.va deepthroat_training drooling egirl eyelashes eyeliner eyeshadow facepaint facial_markings female femsub fringe gag gagged gasp gasping good_girl hana_song hands_behind_back hours_later korean light_skin long_hair mascara narrowed_eyes naughty_face nude open_mouth open_mouth_gag oral overwatch pale-skinned_female pale_skin petite pink_eyeshadow pink_lipstick prison prisoner pussy_juice questionable_consent rape raped ring_gag runny_makeup sashacakies secretly_loves_it seductive_eyes seductive_look seductive_mouth skinny slave slim submissive_female teenager throat throat_abuse tied_up tongue tongue_out used whisker_markings
1girls absurdres areolae blush blush_lines breasts breasts_out brown_eyes collarbone english_text eyebrows_visible_through_hair female jail khyleri long_hair looking_at_viewer mature_female misato_katsuragi neon_genesis_evangelion nipples on_model prison purple_hair sitting smile
1girls absurdres areolae blush blush_lines breasts breasts_out brown_eyes collarbone english_text eyebrows_visible_through_hair female jail khyleri long_hair looking_at_viewer mature_female misato_katsuragi neon_genesis_evangelion nipples on_model prison purple_hair sitting smile
1boy 1girls areolae artist_name artist_signature bangs bars bed_sheet black_choker black_hair blunt_bangs blush braid breast_slip breasts choker circumcised clavicle cowboy_shot dark_nipples dated demon_girl demon_tail ear_piercing earrings edit erection eyebrows eyebrows_visible_through_hair faceless_male female female_focus flashing freckles glowing glowing_eyes grin handjob hi_res high_resolution horns inverted_nipples jacket jail jail_cell jewelry large_breasts long_hair looking_at_viewer lying male medium_breasts meru_(merunyaa) merunyaa mole mole_under_eye navel nipple_piercings nipples no_bra nude on_back one_breast_out one_breast_out_of_clothes open_clothes open_jacket orange_eyes orange_jumpsuit original parted_lips partially_unzipped penis penis_grab penis_through_fly piercing pointed_ears precum presenting presenting_breasts prison prisoner red_skin red_theme seductive_escape seductive_smile side_braid single_braid smile smug solo_focus straight tail tekoki thick_eyebrows through_clothing tied_hair yellow_eyes yellow_jacket zipper
1boy 1girls areolae artist_name artist_signature bangs bars bed_sheet black_choker black_hair blunt_bangs blush braid breast_slip breasts choker circumcised clavicle cowboy_shot dark_nipples dated demon_girl demon_tail ear_piercing earrings edit erection eyebrows eyebrows_visible_through_hair faceless_male female female_focus flashing freckles glowing glowing_eyes grin handjob hi_res high_resolution horns inverted_nipples jacket jail jail_cell jewelry large_breasts long_hair looking_at_viewer lying male medium_breasts meru_(merunyaa) merunyaa mole mole_under_eye navel nipple_piercings nipples no_bra nude on_back one_breast_out one_breast_out_of_clothes open_clothes open_jacket orange_eyes orange_jumpsuit original parted_lips partially_unzipped penis penis_grab penis_through_fly piercing pointed_ears precum presenting presenting_breasts prison prisoner red_skin red_theme seductive_escape seductive_smile side_braid single_braid smile smug solo_focus straight tail tekoki thick_eyebrows through_clothing tied_hair yellow_eyes yellow_jacket zipper
2020 2020s 2girls against_glass anal anal_masturbation anal_penetration anus areolae ass ass_on_glass big_ass big_breasts breasts breasts_on_glass caught cigarette cleavage clothed clothed_sex clothing color comic digital_media_(artwork) duo_focus erect_nipples female female_focus ginger_hair hand_on_glass horny huge_ass huge_breasts human large_breasts licking long_hair mark_zuckerberg masturbation mostly_nude multiple_girls muscles muscular muscular_female naughty_face nipple_bulge nipples nude original original_character pants pants_down pokies police ponytail pose prison pubic_hair pussy pussy_juice seductive seductive_smile shadman sleeping smile socks stealth_sex sweat tattoo thick_thighs thighs_on_glass thong tongue_on_glass uncensored undressing url yuri
2020 2020s 2girls against_glass anal anal_masturbation anal_penetration anus areolae ass ass_on_glass big_ass big_breasts breasts breasts_on_glass caught cigarette cleavage clothed clothed_sex clothing color comic digital_media_(artwork) duo_focus erect_nipples female female_focus ginger_hair hand_on_glass horny huge_ass huge_breasts human large_breasts licking long_hair mark_zuckerberg masturbation mostly_nude multiple_girls muscles muscular muscular_female naughty_face nipple_bulge nipples nude original original_character pants pants_down pokies police ponytail pose prison pubic_hair pussy pussy_juice seductive seductive_smile shadman sleeping smile socks stealth_sex sweat tattoo thick_thighs thighs_on_glass thong tongue_on_glass uncensored undressing url yuri
4boys absurd_res anal anal_rape balls big_penis blackwhiplash body_writing broken_rape_victim bwl comic cum cum_in_ass cum_inside cum_while_penetrated dialogue ejaculation ejaculation_while_penetrated femboy gangrape gay girly greyscale high_resolution huge_cock interracial large_penis male male/male male_only male_penetrating monochrome one-punch_man penis penis_size_difference prison prisoner pubic_hair rape raped scars sex speech_bubble speed-o'-sound_sonic testicles text veiny_penis very_high_resolution yaoi
4boys absurd_res anal anal_rape balls big_penis blackwhiplash body_writing broken_rape_victim bwl comic cum cum_in_ass cum_inside cum_while_penetrated dialogue ejaculation ejaculation_while_penetrated femboy gangrape gay girly greyscale high_resolution huge_cock interracial large_penis male male/male male_only male_penetrating monochrome one-punch_man penis penis_size_difference prison prisoner pubic_hair rape raped scars sex speech_bubble speed-o'-sound_sonic testicles text veiny_penis very_high_resolution yaoi
3girls :o abs anal anilingus arched_back areola areolae ass_up barefoot big_areola big_breasts big_butt big_nipples big_thighs bimbo bimbo_lips black_hair blonde_hair blush bondage bottom_heavy bound bound_wrists braids breasts breath brown_skin bunk_bed bunny_ears bunny_girl bunnysuit butt cell chained chains choker closed_eyes collar comic concrete cornrows countershade_feet crying dark-skinned_female dark_hair dark_skin dialogue domination drool drooling english_text eyebrows eyelashes face_down_ass_up feet female female_domination female_focus female_only femdom femsub fingering fingernails fishnet_legwear fishnets fit fit_female flip_flops forced forced_oral forced_rimming from_behind from_behind_position half-closed_eyes half-dressed handcuffs heart heart_symbol hi_res highlighted_soles highres hips hourglass_figure huge_breasts huge_butt inside interracial kneeling large_breasts large_butt larger_female light-skinned_female light_skin lips lipstick long_hair looking_back makeup makeup_running mascara masturbating_while_watching masturbation multiple_girls muscular muscular_female muscular_thighs nancy_templeton narrowed_eyes night nipples nude nude_female on_bed on_floor onomatopoeia oral oral_rape pale-skinned_female pale_skin palm/sole_countershade pantyhose perky_breasts pleasure_face plump_labia prison prison_bitch prison_cell prisoner pulling_leash pussy pussy_juice pussy_peek rape rimjob rimming ripped_clothing runny_makeup sandals shiny shiny_skin skin_tight sleepygimp small_breasts small_waist smaller_female soles speech_bubble striped_clothing submissive_female sweat sweatdrop tank_top tattoo tattoos tears teeth teeth_clenched text thick_eyebrows thick_lips thick_thighs thighhighs thighs tied_hair tied_up tight_clothing toenail_polish toenails toes toned toned_female top-down_bottom-up torn_clothes vascular voyeur watching white_shirt wide_hips wrinkled_feet yuri
3girls :o abs anal anilingus arched_back areola areolae ass_up barefoot big_areola big_breasts big_butt big_nipples big_thighs bimbo bimbo_lips black_hair blonde_hair blush bondage bottom_heavy bound bound_wrists braids breasts breath brown_skin bunk_bed bunny_ears bunny_girl bunnysuit butt cell chained chains choker closed_eyes collar comic concrete cornrows countershade_feet crying dark-skinned_female dark_hair dark_skin dialogue domination drool drooling english_text eyebrows eyelashes face_down_ass_up feet female female_domination female_focus female_only femdom femsub fingering fingernails fishnet_legwear fishnets fit fit_female flip_flops forced forced_oral forced_rimming from_behind from_behind_position half-closed_eyes half-dressed handcuffs heart heart_symbol hi_res highlighted_soles highres hips hourglass_figure huge_breasts huge_butt inside interracial kneeling large_breasts large_butt larger_female light-skinned_female light_skin lips lipstick long_hair looking_back makeup makeup_running mascara masturbating_while_watching masturbation multiple_girls muscular muscular_female muscular_thighs nancy_templeton narrowed_eyes night nipples nude nude_female on_bed on_floor onomatopoeia oral oral_rape pale-skinned_female pale_skin palm/sole_countershade pantyhose perky_breasts pleasure_face plump_labia prison prison_bitch prison_cell prisoner pulling_leash pussy pussy_juice pussy_peek rape rimjob rimming ripped_clothing runny_makeup sandals shiny shiny_skin skin_tight sleepygimp small_breasts small_waist smaller_female soles speech_bubble striped_clothing submissive_female sweat sweatdrop tank_top tattoo tattoos tears teeth teeth_clenched text thick_eyebrows thick_lips thick_thighs thighhighs thighs tied_hair tied_up tight_clothing toenail_polish toenails toes toned toned_female top-down_bottom-up torn_clothes vascular voyeur watching white_shirt wide_hips wrinkled_feet yuri
2girls 3boys areola areolae ass ass_cleavage back_view big_ass big_breasts big_butt blue_eyes braid braided_hair breasts breasts_out brown_hair butt_crack cloud comic couple curvaceous curvy dat_ass drool ear_piercing earrings exposed_breasts female jacket jail large_ass large_breasts lesbian long_hair looking_at_another looking_at_partner mark_zuckerberg meme muscular muscular_female nipple_bulge nipples orange_hair original original_character pale-skinned_female prison prisoner pubes pubic_hair public saliva shadman shirt_lift short_hair sleeping tan-skinned_female tattoo thick_ass tongue tongue_out twin_braids uncensored voluptuous yuri
2girls 3boys areola areolae ass ass_cleavage back_view big_ass big_breasts big_butt blue_eyes braid braided_hair breasts breasts_out brown_hair butt_crack cloud comic couple curvaceous curvy dat_ass drool ear_piercing earrings exposed_breasts female jacket jail large_ass large_breasts lesbian long_hair looking_at_another looking_at_partner mark_zuckerberg meme muscular muscular_female nipple_bulge nipples orange_hair original original_character pale-skinned_female prison prisoner pubes pubic_hair public saliva shadman shirt_lift short_hair sleeping tan-skinned_female tattoo thick_ass tongue tongue_out twin_braids uncensored voluptuous yuri
2girls arched_back ass autocunnilingus blush braid breasts caught comic cunnilingus dialogue double_bun english_text female female_only female_orgasm green_hair heart heart-shaped_pupils jojo's_bizarre_adventure jolyne_kujo justrube lesbian licking_pussy masturbation moaning multiple_girls naked oral oral_sex orgasm prison rube shared_senses stand_(jjba) standcest stone_free stone_ocean surprised undressing yuri ゴゴゴゴゴ
2girls arched_back ass autocunnilingus blush braid breasts caught comic cunnilingus dialogue double_bun english_text female female_only female_orgasm green_hair heart heart-shaped_pupils jojo's_bizarre_adventure jolyne_kujo justrube lesbian licking_pussy masturbation moaning multiple_girls naked oral oral_sex orgasm prison rube shared_senses stand_(jjba) standcest stone_free stone_ocean surprised undressing yuri ゴゴゴゴゴ
1boy 1futa ball_worship balls bed big_breasts big_penis breasts censored duo erection femboy futa_is_bigger futa_on_male futanari ganto18 gorakna green_skin high-angle_view huge_balls huge_breasts huge_cock human human_male humanoid humanoid_penis kneeling larger_futanari light-skinned_femboy light-skinned_male light_skin male muscular muscular_futanari naked nipples nude orc orc_futanari pale_skin partially_retracted_foreskin penis prison prison_cell sex sitting smaller_male sniffing trap vkorg
1boy 1futa ball_worship balls bed big_breasts big_penis breasts censored duo erection femboy futa_is_bigger futa_on_male futanari ganto18 gorakna green_skin high-angle_view huge_balls huge_breasts huge_cock human human_male humanoid humanoid_penis kneeling larger_futanari light-skinned_femboy light-skinned_male light_skin male muscular muscular_futanari naked nipples nude orc orc_futanari pale_skin partially_retracted_foreskin penis prison prison_cell sex sitting smaller_male sniffing trap vkorg
1girls 2023 2girls abs against_bars areola areolae big_areola big_areolae big_breasts big_nipples breasts detnox exposed_breasts exposed_nipples female female_only flipping_off green_eyes green_hair gwess hi_res high_resolution highres huge_breasts human jail jail_bars jail_cell jojo's_bizarre_adventure jolyne_kujo large_breasts licking_lips licking_own_lips light-skinned_female light_skin multiple_girls muscular muscular_female nipples prison prison_bars prison_cell shounen_jump solo stone_ocean toned toned_arms toned_body toned_female toned_stomach topless topless_female two_tone_hair yellow_hair
1girls 2023 2girls abs against_bars areola areolae big_areola big_areolae big_breasts big_nipples breasts detnox exposed_breasts exposed_nipples female female_only flipping_off green_eyes green_hair gwess hi_res high_resolution highres huge_breasts human jail jail_bars jail_cell jojo's_bizarre_adventure jolyne_kujo large_breasts licking_lips licking_own_lips light-skinned_female light_skin multiple_girls muscular muscular_female nipples prison prison_bars prison_cell shounen_jump solo stone_ocean toned toned_arms toned_body toned_female toned_stomach topless topless_female two_tone_hair yellow_hair
1girls 3boys abuse_of_power abused after_anal after_orgasm after_rape after_sex anal anal_fingering anal_object_insertion anal_sex arms_behind_back ass ass_grab big_belly blush breasts censored clothed clothed_female clothed_female_nude_female clothed_male clothing coloured comic comic_strip crying_with_eyes_open cum cum_dump cum_in_ass cum_inside cumdump cumflated_belly cumflation dark-skinned_male dark_skin deepthroat deepthroat_facesitting degradation domination double_anal double_bun double_penetration faceless_male fellatio female female_protagonist fingering fingers fingers_in_ass foreskin full_nelson full_nelson_anal funnel funnel_in_ass gag gagged gangbang grabbing_ass hair_ornament head_grab highres huge_ass huge_breasts huge_cock human human_toilet imminent_anal inflated_belly inflation interracial jojo's_bizarre_adventure jolyne_kujo large_stomach light-skinned_female light_skin lipstick lipstick_mark lipstick_on_balls male male/female maledom multiple_boys nude oral oral_rape orgasm pale-skinned_female pale_skin pee_in_ass pee_into peeing peeing_in_ass peeing_on_another piss piss_soaked pissing pissing_in_ass pissing_on_another prison prison_cell prisoner pulpawoelbo rape sex shounen_jump spread_anus squished_breasts squishing_breasts squishing_cheeks steam stepped_on stepped_on_front stepping_on_boob stepping_on_breast stepping_on_chest stepping_on_female stomach stone_ocean thick_thighs throat_bulge throat_fuck tied_up toilet triple_anal triple_penetration uncut upside-down upside_down urinal urinating urinating_male urination urine urine_stream used used_tissue venus_body watersports
1girls 3boys abuse_of_power abused after_anal after_orgasm after_rape after_sex anal anal_fingering anal_object_insertion anal_sex arms_behind_back ass ass_grab big_belly blush breasts censored clothed clothed_female clothed_female_nude_female clothed_male clothing coloured comic comic_strip crying_with_eyes_open cum cum_dump cum_in_ass cum_inside cumdump cumflated_belly cumflation dark-skinned_male dark_skin deepthroat deepthroat_facesitting degradation domination double_anal double_bun double_penetration faceless_male fellatio female female_protagonist fingering fingers fingers_in_ass foreskin full_nelson full_nelson_anal funnel funnel_in_ass gag gagged gangbang grabbing_ass hair_ornament head_grab highres huge_ass huge_breasts huge_cock human human_toilet imminent_anal inflated_belly inflation interracial jojo's_bizarre_adventure jolyne_kujo large_stomach light-skinned_female light_skin lipstick lipstick_mark lipstick_on_balls male male/female maledom multiple_boys nude oral oral_rape orgasm pale-skinned_female pale_skin pee_in_ass pee_into peeing peeing_in_ass peeing_on_another piss piss_soaked pissing pissing_in_ass pissing_on_another prison prison_cell prisoner pulpawoelbo rape sex shounen_jump spread_anus squished_breasts squishing_breasts squishing_cheeks steam stepped_on stepped_on_front stepping_on_boob stepping_on_breast stepping_on_chest stepping_on_female stomach stone_ocean thick_thighs throat_bulge throat_fuck tied_up toilet triple_anal triple_penetration uncut upside-down upside_down urinal urinating urinating_male urination urine urine_stream used used_tissue venus_body watersports
1girls 2boys ahegao arms_behind_back arms_tied_behind_back assertive_female between_breasts big_breasts bit_gag bite_gag boyfriend_forced_to_watch breast_press breasts_on_lap broken broken_rape_victim brought_to_obedience busty captured captured_heroine ceased_resistance collar cuckold deep_blush defeat_sex defeated defeated_hero defeated_heroine doggy_style dominant_male erection_under_clothes eyes_rolling_back fate/grand_order fate_(series) femsub forced forced_exposure forced_paizuri forced_to_top forced_to_watch fucked_from_behind fucked_silly gag gagged hair_grab hair_pull hands_tied humiliation implied_sex in_front_of_boyfriend maledom mash_kyrielight netorare ntr paizuri paizuri_over_clothes perky_breasts pink_hair precum_through_clothing prison rape raped_by_enemy rolling_eyes secretly_loves_it shielder_(fate/grand_order) short_hair submissive_male taken_from_behind tied_up turned_on unwanted_erection utter_domination zetsu_red
1girls 2boys ahegao arms_behind_back arms_tied_behind_back assertive_female between_breasts big_breasts bit_gag bite_gag boyfriend_forced_to_watch breast_press breasts_on_lap broken broken_rape_victim brought_to_obedience busty captured captured_heroine ceased_resistance collar cuckold deep_blush defeat_sex defeated defeated_hero defeated_heroine doggy_style dominant_male erection_under_clothes eyes_rolling_back fate/grand_order fate_(series) femsub forced forced_exposure forced_paizuri forced_to_top forced_to_watch fucked_from_behind fucked_silly gag gagged hair_grab hair_pull hands_tied humiliation implied_sex in_front_of_boyfriend maledom mash_kyrielight netorare ntr paizuri paizuri_over_clothes perky_breasts pink_hair precum_through_clothing prison rape raped_by_enemy rolling_eyes secretly_loves_it shielder_(fate/grand_order) short_hair submissive_male taken_from_behind tied_up turned_on unwanted_erection utter_domination zetsu_red
1boy 2girls :>= alternate_breast_size apple_butt areolae ass avatar_legends avatar_the_last_airbender ball_fondling balls big_ass big_breasts big_butt big_penis bimbo black_hair blind blowjob breasts brown_skin bubble_ass bubble_butt chocolate_and_vanilla clothing cock_hungry comic comic_page dark-skinned_female dark-skinned_male dark_skin dialogue drooling duo_focus earth_kingdom earthbender english_text fellatio female female_focus heart hourglass_figure huge_ass huge_breasts human imprisoned imprisonment interracial jail jay-marvel katara large_breasts light-skinned_female light_skin male male/female multiple_girls naked nickelodeon nicktoons nipples nude nude_female nudity oral page_3 paint_on_body painted_lady pale-skinned_female pale_skin penis prison public saliva secretly_loves_it small_waist sokka sweat testicle_grab text thick_thighs tongue tongue_out toph_bei_fong twerking water_tribe waterbender wide_hips
1boy 2girls :>= alternate_breast_size apple_butt areolae ass avatar_legends avatar_the_last_airbender ball_fondling balls big_ass big_breasts big_butt big_penis bimbo black_hair blind blowjob breasts brown_skin bubble_ass bubble_butt chocolate_and_vanilla clothing cock_hungry comic comic_page dark-skinned_female dark-skinned_male dark_skin dialogue drooling duo_focus earth_kingdom earthbender english_text fellatio female female_focus heart hourglass_figure huge_ass huge_breasts human imprisoned imprisonment interracial jail jay-marvel katara large_breasts light-skinned_female light_skin male male/female multiple_girls naked nickelodeon nicktoons nipples nude nude_female nudity oral page_3 paint_on_body painted_lady pale-skinned_female pale_skin penis prison public saliva secretly_loves_it small_waist sokka sweat testicle_grab text thick_thighs tongue tongue_out toph_bei_fong twerking water_tribe waterbender wide_hips
3animals 3d 3girls 4boys ahe_gao alternate_hair_color animal animal_penis bioshock bioshock_infinite blindfold blonde_hair breasts broken broken_rape_victim burial_at_sea canine canine_penis captured collar crying cum cum_in_pussy cum_inside defeat defeated dogmeat dominant_feral elizabeth_comstock exhausted explosive_collar fallout fallout_4 female female_on_feral femsub feral feral_on_female forced german_shepherd humiliation interspecies kidnapped knot knotted_penis makeup makeup_running male maledom multiple_boys multiple_girls nipples open_mouth party_wipe penis pet_bowl prison prisoner public radiation rape raped restrained running_mascara runny_makeup sex shiftop slave source_filmmaker tears tongue_out used vault_dweller vault_girl vault_suit voyeurism wet zoophilia
3animals 3d 3girls 4boys ahe_gao alternate_hair_color animal animal_penis bioshock bioshock_infinite blindfold blonde_hair breasts broken broken_rape_victim burial_at_sea canine canine_penis captured collar crying cum cum_in_pussy cum_inside defeat defeated dogmeat dominant_feral elizabeth_comstock exhausted explosive_collar fallout fallout_4 female female_on_feral femsub feral feral_on_female forced german_shepherd humiliation interspecies kidnapped knot knotted_penis makeup makeup_running male maledom multiple_boys multiple_girls nipples open_mouth party_wipe penis pet_bowl prison prisoner public radiation rape raped restrained running_mascara runny_makeup sex shiftop slave source_filmmaker tears tongue_out used vault_dweller vault_girl vault_suit voyeurism wet zoophilia
1boy 2d 3girls ai_generated almost_naked areolae arms_behind_back arms_tied barefoot baxmax11 bdsm_gear big_breasts black_eyes black_hair bleach bleach:_the_thousand-year_blood_war blonde_hair bondage bondage_gear boruto:_naruto_next_generations bra braided_hair braided_ponytail breasts breasts_out brown_eyes busty chain_leash chained chains child_bearing_hips choker chubby chubby_male cleavage collar crossover curvaceous curvy curvy_body curvy_female curvy_figure dialogue dungeon english_text erect_nipples exposed_breasts faceless_male fat_man feet female female_pubic_hair femsub fffm_foursome forehead_jewel forehead_mark front_view hi_res high_resolution highres hourglass_figure large_breasts leash leash_pull legs_tied light-skinned_female light-skinned_male light_skin lipstick looking_at_viewer makeup male maledom matsumoto_rangiku mature mature_female mfff_foursome milf multiple_girls naruto naruto:_the_last naruto_(classic) naruto_(series) naruto_shippuden nipples no_bra no_panties nsfw orange_hair overweight overweight_male pale-skinned_female pale-skinned_male pale_skin partially_clothed pink_lips pink_lipstick pink_nipples ponytail prison prison_cell prisoner pubes pubic_hair restrained restrained_arms restrained_legs restraints ripped_clothing rope rope_bondage shounen_jump speech_bubble stable_diffusion sweat sweatdrop sweating text thick_thighs thighs tied_hair tiptoes toes topless topless_male tsunade underwear unohana_retsu voluptuous voluptuous_female white_bra white_underwear wide_hips
1boy 2d 3girls ai_generated almost_naked areolae arms_behind_back arms_tied barefoot baxmax11 bdsm_gear big_breasts black_eyes black_hair bleach bleach:_the_thousand-year_blood_war blonde_hair bondage bondage_gear boruto:_naruto_next_generations bra braided_hair braided_ponytail breasts breasts_out brown_eyes busty chain_leash chained chains child_bearing_hips choker chubby chubby_male cleavage collar crossover curvaceous curvy curvy_body curvy_female curvy_figure dialogue dungeon english_text erect_nipples exposed_breasts faceless_male fat_man feet female female_pubic_hair femsub fffm_foursome forehead_jewel forehead_mark front_view hi_res high_resolution highres hourglass_figure large_breasts leash leash_pull legs_tied light-skinned_female light-skinned_male light_skin lipstick looking_at_viewer makeup male maledom matsumoto_rangiku mature mature_female mfff_foursome milf multiple_girls naruto naruto:_the_last naruto_(classic) naruto_(series) naruto_shippuden nipples no_bra no_panties nsfw orange_hair overweight overweight_male pale-skinned_female pale-skinned_male pale_skin partially_clothed pink_lips pink_lipstick pink_nipples ponytail prison prison_cell prisoner pubes pubic_hair restrained restrained_arms restrained_legs restraints ripped_clothing rope rope_bondage shounen_jump speech_bubble stable_diffusion sweat sweatdrop sweating text thick_thighs thighs tied_hair tiptoes toes topless topless_male tsunade underwear unohana_retsu voluptuous voluptuous_female white_bra white_underwear wide_hips
3boys bikini bikini_bottom bikini_top black_hair black_pubic_hair blowbang brown_penis bulge cheek_bulge cum cum_between_breasts cum_bubble cum_in_mouth cum_on_chest cumdrip fellatio femboy gay girly hand_on_another's_head hand_on_head hand_on_hip handcuffs hip_grab long_hair male_only masturbation navel nipple_bulge nipple_slip nipples one-punch_man one_breast_out oral prison prison_bitch pubic_hair seitaro small_penis speed-o'-sound_sonic steam striped_bikini striped_bikini_bottom striped_bikini_top sweat sweatdrop trap yaoi
3boys bikini bikini_bottom bikini_top black_hair black_pubic_hair blowbang brown_penis bulge cheek_bulge cum cum_between_breasts cum_bubble cum_in_mouth cum_on_chest cumdrip fellatio femboy gay girly hand_on_another's_head hand_on_head hand_on_hip handcuffs hip_grab long_hair male_only masturbation navel nipple_bulge nipple_slip nipples one-punch_man one_breast_out oral prison prison_bitch pubic_hair seitaro small_penis speed-o'-sound_sonic steam striped_bikini striped_bikini_bottom striped_bikini_top sweat sweatdrop trap yaoi
<3 2:1 2boys absurd_res after_sex ahe_gao ahegao anal anal_sex anthro anus arm_warmers armwear ass balls big_butt black_and_white_clothing black_nose blush bodily_fluids boy_kisser_(meme) boykisser brown_body brown_skin butt_slap cat clothed clothing collar creampie cum cum_in_ass cum_inside cum_splatter cumming_from_anal_sex cute_fang dialogue digital_media_(artwork) domestic_cat duo ejaculation english_text eyebrows fangs felid feline felis femboy from_behind_position fucked_silly fur furry gay genital_fluids genitals hair hands-free heart hi_res horny_jail human humanoid hypnotic_eyes leaking_cum leash leash_pull leashed_collar legwear looking_pleasured looking_up male male/male mammal multiple_images nipple_fetish nipple_pinch nipple_play nipples open_mouth pattern_arm_warmers pattern_armwear pattern_clothing pattern_legwear pattern_stockings pattern_thigh_highs penetration pinch pink_nipples pleasure_face prison prisoner ras2 sex silly_cat_(mauzymice) simple_background slap spank_marks spanking spanking_ass spanking_butt stockings stomach_bulge striped_arm_warmers striped_armwear striped_clothing striped_legwear striped_thighhighs stripes tail teeth text thigh_highs thighhighs tongue tongue_out white_body white_fur wide_hips yaoi
<3 2:1 2boys absurd_res after_sex ahe_gao ahegao anal anal_sex anthro anus arm_warmers armwear ass balls big_butt black_and_white_clothing black_nose blush bodily_fluids boy_kisser_(meme) boykisser brown_body brown_skin butt_slap cat clothed clothing collar creampie cum cum_in_ass cum_inside cum_splatter cumming_from_anal_sex cute_fang dialogue digital_media_(artwork) domestic_cat duo ejaculation english_text eyebrows fangs felid feline felis femboy from_behind_position fucked_silly fur furry gay genital_fluids genitals hair hands-free heart hi_res horny_jail human humanoid hypnotic_eyes leaking_cum leash leash_pull leashed_collar legwear looking_pleasured looking_up male male/male mammal multiple_images nipple_fetish nipple_pinch nipple_play nipples open_mouth pattern_arm_warmers pattern_armwear pattern_clothing pattern_legwear pattern_stockings pattern_thigh_highs penetration pinch pink_nipples pleasure_face prison prisoner ras2 sex silly_cat_(mauzymice) simple_background slap spank_marks spanking spanking_ass spanking_butt stockings stomach_bulge striped_arm_warmers striped_armwear striped_clothing striped_legwear striped_thighhighs stripes tail teeth text thigh_highs thighhighs tongue tongue_out white_body white_fur wide_hips yaoi
1girls 2020s 2024 2boys 3d against_glass areolae bare_shoulders batman_(series) blonde_hair blue_eyes breast_press breasts cell clown_makeup dc dc_comics eyeshadow female female_focus fugtrup glass harley_quinn harley_quinn_(arkham) harley_quinn_(suicide_squad_game) hi_res highres inviting inviting_to_sex large_breasts lipstick looking_at_another makeup nipples nude open_mouth police prison prison_guard prisoner saliva saliva_string seductive shoulder_length_hair suicide_squad suicide_squad:_kill_the_justice_league tara_strong tattoo thin_waist tongue tongue_out topless twintails villainess
1girls 2020s 2024 2boys 3d against_glass areolae bare_shoulders batman_(series) blonde_hair blue_eyes breast_press breasts cell clown_makeup dc dc_comics eyeshadow female female_focus fugtrup glass harley_quinn harley_quinn_(arkham) harley_quinn_(suicide_squad_game) hi_res highres inviting inviting_to_sex large_breasts lipstick looking_at_another makeup nipples nude open_mouth police prison prison_guard prisoner saliva saliva_string seductive shoulder_length_hair suicide_squad suicide_squad:_kill_the_justice_league tara_strong tattoo thin_waist tongue tongue_out topless twintails villainess
1girls after_rape after_sex balls_deep breast_grab breasts broken_rape_victim brown_hair clothes_removed cum cum_in_mouth cum_in_pussy cum_inside cum_on_body cum_pool deepthroat english_text fellatio female fondling girl_scout groping high_heels long_hair male nipples oral prison prison_bitch prisoner rape ripped_clothing sparrow_(artist) text throat_bulge throat_swabbing through_bars unconscious upside-down
1girls after_rape after_sex balls_deep breast_grab breasts broken_rape_victim brown_hair clothes_removed cum cum_in_mouth cum_in_pussy cum_inside cum_on_body cum_pool deepthroat english_text fellatio female fondling girl_scout groping high_heels long_hair male nipples oral prison prison_bitch prisoner rape ripped_clothing sparrow_(artist) text throat_bulge throat_swabbing through_bars unconscious upside-down
1boy 1girls areolae artist_name artist_signature bangs bars bed_sheet black_choker black_hair blunt_bangs blush braid breast_slip breasts choker circumcised clavicle cowboy_shot dated demon_girl demon_tail ear_piercing earrings erection eyebrows eyebrows_visible_through_hair female female_focus flashing freckles glowing glowing_eyes grin handjob hi_res horns inverted_nipples jacket jail jail_cell jewelry large_breasts long_hair looking_at_viewer lying male medium_breasts meru_(merunyaa) merunyaa mole mole_under_eye navel nipple_piercings nipples no_bra nude on_back one_breast_out one_breast_out_of_clothes onidere open_clothes open_jacket orange_eyes orange_jumpsuit original parted_lips partially_unzipped penis penis_grab penis_through_fly piercing pointed_ears precum presenting presenting_breasts prison prisoner red_skin seductive_escape seductive_smile side_braid single_braid smile smug solo_focus straight tail tekoki thick_eyebrows through_clothing tied_hair yellow_eyes yellow_jacket zipper
1boy 1girls areolae artist_name artist_signature bangs bars bed_sheet black_choker black_hair blunt_bangs blush braid breast_slip breasts choker circumcised clavicle cowboy_shot dated demon_girl demon_tail ear_piercing earrings erection eyebrows eyebrows_visible_through_hair female female_focus flashing freckles glowing glowing_eyes grin handjob hi_res horns inverted_nipples jacket jail jail_cell jewelry large_breasts long_hair looking_at_viewer lying male medium_breasts meru_(merunyaa) merunyaa mole mole_under_eye navel nipple_piercings nipples no_bra nude on_back one_breast_out one_breast_out_of_clothes onidere open_clothes open_jacket orange_eyes orange_jumpsuit original parted_lips partially_unzipped penis penis_grab penis_through_fly piercing pointed_ears precum presenting presenting_breasts prison prisoner red_skin seductive_escape seductive_smile side_braid single_braid smile smug solo_focus straight tail tekoki thick_eyebrows through_clothing tied_hair yellow_eyes yellow_jacket zipper
1girls areolae big_breasts black_hair blue_eyes breasts breasts_out cleavage english english_text exposed_breasts female female_only fit_female hair huge_breasts large_breasts light-skinned_female long_hair looking_at_viewer nico_robin nipples one_piece pov pre-timeskip prison prison_cell prisoner seducing seduction seductive seductive_eyes seductive_look seductive_smile shounen_jump solo solo_focus spageta speech_bubble text
1girls areolae big_breasts black_hair blue_eyes breasts breasts_out cleavage english english_text exposed_breasts female female_only fit_female hair huge_breasts large_breasts light-skinned_female long_hair looking_at_viewer nico_robin nipples one_piece pov pre-timeskip prison prison_cell prisoner seducing seduction seductive seductive_eyes seductive_look seductive_smile shounen_jump solo solo_focus spageta speech_bubble text
2girls absurdres bdsm blonde_hair bondage bound breasts christie_(doa) collar cuffs dead_or_alive dildo dirty doggy_style female femsub fishnet_thighhighs fishnets grabbing_another's_hair grey_hair handcuffs helena_douglas highres huge_breasts implied_strap-on lactation large_breasts leash lezdom metal_collar multiple_girls muscular muscular_female original prison prison_cell prisoner rape sex sex_toy short_hair smile strap-on sweat thighhighs thong xxoom yuri
2girls absurdres bdsm blonde_hair bondage bound breasts christie_(doa) collar cuffs dead_or_alive dildo dirty doggy_style female femsub fishnet_thighhighs fishnets grabbing_another's_hair grey_hair handcuffs helena_douglas highres huge_breasts implied_strap-on lactation large_breasts leash lezdom metal_collar multiple_girls muscular muscular_female original prison prison_cell prisoner rape sex sex_toy short_hair smile strap-on sweat thighhighs thong xxoom yuri
2d 2girls ass ass_focus back_view big_ass big_butt birthmark blonde_hair butt butt_focus fat_ass female female_only fully_clothed green_hair gwess heart hirohiko_araki huge_butt joestar_birthmark jojo's_bizarre_adventure jolyne_kujo looking_at_another medium_hair milkman_art no_penetration prison sitting spine stone_ocean themilkman thick_thighs thighs two_tone_hair yellow_hair yuri
2d 2girls ass ass_focus back_view big_ass big_butt birthmark blonde_hair butt butt_focus fat_ass female female_only fully_clothed green_hair gwess heart hirohiko_araki huge_butt joestar_birthmark jojo's_bizarre_adventure jolyne_kujo looking_at_another medium_hair milkman_art no_penetration prison sitting spine stone_ocean themilkman thick_thighs thighs two_tone_hair yellow_hair yuri
2boys 2girls ass ass_cleavage back_view big_ass big_breasts braid braided_hair breasts brown_hair butt_crack comic couple crying dat_ass ear_piercing earrings female imminent_yuri jacket jail large_ass large_breasts lesbian long_hair looking_at_another looking_at_partner muscular muscular_female orange_hair original original_character pale-skinned_female prison prisoner sad scar shadman short_hair sitting sleeping tan-skinned_female tattoo tear tears thick_ass twin_braids uncensored yuri
2boys 2girls ass ass_cleavage back_view big_ass big_breasts braid braided_hair breasts brown_hair butt_crack comic couple crying dat_ass ear_piercing earrings female imminent_yuri jacket jail large_ass large_breasts lesbian long_hair looking_at_another looking_at_partner muscular muscular_female orange_hair original original_character pale-skinned_female prison prisoner sad scar shadman short_hair sitting sleeping tan-skinned_female tattoo tear tears thick_ass twin_braids uncensored yuri
1futa 1girls amputee anal ass blindfold blindfolded blush bodysuit bondage bondage_hood bound bound_together breasts brown_hair bunny_ears captured chastity_belt clenched_teeth clothing covered_eyes deepthroat dekotf dildo dildo_deepthroat dildo_gag double_dildo double_dildo_deepthroat double_penetration encasement english_text error female femsub from_behind futanari futasub gag gagged gagged_speech gimp_mask gimp_suit high_ponytail kissing latex long_hair mechanical_fixation moaning open_mouth oral orgasm_denial penetration permalocked permanent permanent_bondage permanent_chastity ponytail portal_amputation prison prison_clothes prison_guard prison_uniform prisoner pussy_free quadruple_amputee quadruple_amputee_portal restrained sex_toy short_hair spread_legs text vibrator vibrator_in_ass wide_eyed wide_hips
1futa 1girls amputee anal ass blindfold blindfolded blush bodysuit bondage bondage_hood bound bound_together breasts brown_hair bunny_ears captured chastity_belt clenched_teeth clothing covered_eyes deepthroat dekotf dildo dildo_deepthroat dildo_gag double_dildo double_dildo_deepthroat double_penetration encasement english_text error female femsub from_behind futanari futasub gag gagged gagged_speech gimp_mask gimp_suit high_ponytail kissing latex long_hair mechanical_fixation moaning open_mouth oral orgasm_denial penetration permalocked permanent permanent_bondage permanent_chastity ponytail portal_amputation prison prison_clothes prison_guard prison_uniform prisoner pussy_free quadruple_amputee quadruple_amputee_portal restrained sex_toy short_hair spread_legs text vibrator vibrator_in_ass wide_eyed wide_hips