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Booru

Type

Order

in pain

1boy 1boy1girl 1girls ai_generated akemi_homura anal anal_sex ass_grab beaten black_hair broly broly_(dragon_ball_super) bruised crossover defeated defeated_heroine destroyed_anus dragon_ball dragon_ball_super female forced grabbing_ass huge_ass huge_cock in_pain large_penis mahou_shoujo_madoka_magica male male/female open_mouth painful painful_penetration rape rough_sex size_difference struggling thick_penis torn_clothes torn_clothing veiny_penis woman

ai_generatedakemi_homura

ai_generated anal anal_penetration asian blizzard_entertainment bubble_butt doggy_style gasp hearts_around_head horse horsecock in_pain innie_pussy juno_(overwatch) leggings legwear mindmelt on_knees orgasm_face overwatch overwatch_2 petite pink_leggings purple_hair side_view zoophilia

ai_generatedanal

armpits ball_crushing balls blood bondage branding branding_genitals branding_iron branding_mark cbt cum fire gore guro hairy_armpits in_pain male male_only male_ryona nailed nails nude nude_male penis smoke sweat sweatdrop sweating tangyuan180 tied_up torture torture_chamber

armpitsball_crushing

ai_generated anal anal_sex broly crossover defeated dragon_ball dragon_ball_super forced in_pain large_penis open_mouth painful painful_penetration pinned pinned_down rape raped rough_sex size_difference struggling suzumiya_haruhi suzumiya_haruhi_no_yuuutsu thick_penis tight_fit torn_clothes torn_clothing upside-down veiny_penis

ai_generatedanal

ai_generated ass ass ass_focus broly broly_(dragon_ball_super) bulma_briefs dragon_ball dragon_ball_super forced in_pain outdoors painful painful_penetration rape raped screaming size_difference torn_clothes torn_clothing vaginal_penetration

ai_generatedass

ai_generated beaten broken_weapon broly broly_(dragon_ball_super) bruise bruised defeated defeated_heroine doggy_style dragon_ball dragon_ball_super forced grabbing_ass hair_grab hair_pull hair_pulling huge_ass huge_cock in_pain open_mouth painful painful_penetration ponytail ponytail_hold pov rape raped screaming size_difference torn_clothes torn_clothing vados vaginal_penetration

ai_generatedbeaten

1920x1080 1boy 1girls after_hours after_school all_the_way_to_the_base alternate_version_at_source anal anal_fuck anal_only anal_pounding anal_rape anal_sex angry angry_expression angry_face animated anus apollosixty9 apollyon9 asian asian_female asian_male ass ass_exposed ass_fuck ass_rape ayano_aishi backshots bare_ass bareback bathroom bathroom_sex bathroom_stall bent_over big_penis blindfold blindfolded breast_exposed breasts breasts_out chest_exposed clothed clothed_female clothed_male confusion covered_eyes crazy crazy_girl defeat defeat_rape defeated defeated_female depth_of_field female forced_anal forcing from_behind from_behind_position front_view fucked fucked_from_behind fucked_in_the_ass hate hate_fuck hate_sex hi_res high_resolution highres in_pain japanese_female japanese_male long_penis longer_than_2_minutes longer_than_one_minute loop looping_animation male/female male_penetrating male_penetrating_female male_pov nice_ass night pain painal painful painful_anal painful_penetration painful_sex penis_in_ass pov questionable_consent rape raped school school_uniform schoolgirl senpai senpai_(yandere_simulator) shirtless skirt skirt_lift sound stall stretched_anus stretching stuck stuck_in_door stuck_in_object tagme taking_it_all taro_yamada tight_anus tight_fit tits_out uncensored video widescreen wrong_hole yandere yandere-chan yandere_simulator

after_hoursafter_school

1boy 1girls ai_generated ayase_momo big_ass big_penis black_body black_penis blowjob blush brown_hair cheating choker crouching cuckold cum_in_mouth dandadan dark-skinned_male dark_skin deepthroat disgusted earrings erect_penis excessive_cum fellatio forced_blowjob forced_oral gyaru head_grab highres huge_cock in_pain interracial kneeling kneeling_blowjob kneeling_down kneeling_female kneeling_oral_position large_penis library looking_at_viewer massive_cum medium_breasts motion_lines muscular netorare ntr ntrkage older_male on_floor open_shirt oral oral_sex pain penis_awe penis_in_mouth petite pink_bra pleasure_face pubic_hair school school_uniform schoolgirl shocked short_skirt side_view size_difference skirt slim slim_waist smegma sound_effects stray_pubic_hair teenager thick_thighs wincing younger_female

ai_generatedayase_momo

ai_generated anal anal_sex broly broly_(dragon_ball_super) cheelai clapping_cheeks defeated doggy_style dragon_ball dragon_ball_super forced huge_cock hyper_penis in_pain large_penis larger_male larger_male_smaller_female pain painful painful_anal painful_penetration pinned pinned_down pinned_to_floor rough_sex size_difference tears thick_penis tight_fit torn_clothes torn_clothing

ai_generatedanal

1920x1080 1boy 1boy1girl 1boy1girls 1girl1boy 1girls 3d 3d_animation after_hours after_school all_the_way_to_the_base alternate_version_at_source anal anal_fuck anal_noise anal_only anal_sex angry angry_expression angry_face animated anus apollosixty9 apollyon9 asian asian_female asian_male ass ass_exposed ass_fuck ass_rape ayano_aishi backshots bare_ass bareback bathroom bathroom_sex bathroom_stall bent_over big_penis blindfold blindfolded breast_exposed breasts breasts_out chest_exposed clothed clothed_female clothed_male confusion covered_eyes crazy crazy_girl defeat defeat_rape defeated defeated_female depth_of_field female forced_anal forcing from_behind from_behind_position front_view fucked fucked_from_behind fucked_in_the_ass hate hate_fuck hate_sex hi_res high_resolution highres in_pain japanese_female japanese_male long_penis longer_than_2_minutes longer_than_one_minute male/female male_penetrating male_penetrating_female male_pov night pain painal painful painful_anal painful_penetration painful_sex penis_in_ass pov questionable_consent rape raped school school_uniform schoolgirl senpai senpai_(yandere_simulator) shirtless skirt skirt_lift sound stall stretched_anus stretching stuck stuck_in_door stuck_in_object tagme taking_it_all taro_yamada tight_anus tight_fit tits_out uncensored video widescreen wrong_hole yandere yandere-chan yandere_simulator

after_hoursafter_school

absurd_res anal anal_sex anthro big_penis blue_eyes blue_hair blush brand_new_animal breasts brown_body brown_fur call_me_ink canid canine canis comic crying crying_with_eyes_closed deep_penetration dialogue duo english_text enjoying female fur genitals guts hair hi_res in_pain intestinal_penetration intestines knot knotted_penis large_insertion loving_it male male/female mammal masochism masochist michiru_kagemori organs painal penetration penis raccoon_dog shirou_ogami size_difference small_breasts smaller_female speech_bubble stomach_bulge studio_trigger surpassing_the_sigmoid tanuki tears text url wolf x-ray_view

ai_generated anthro anthro_on_anthro big_breasts blush clenched_teeth furry groping_from_behind high_heels in_pain isoai leafeon novelai office office_chair office_lady partially_nude pokemon pokemon_(species) sitting_on_person thick_thighs thought_bubble vaginal_penetration vaginal_sex vaporeon

ai_generatedanthro

agony ball_bondage ball_busting ballboxing ballbust ballbusting ballbusting_induced_orgasm ballbusting_orgasm balls blue_balls blue_hair bondage boxing boxing_gloves chair_bondage cum fetish futanari hairband in_pain latex_thighhighs machine naomi-dinsdel orgasm orgasm_denial pain penis pent_up posture_collar puke purple_balls ryona shemale sore straight_bangs straight_hair strained strained_expression swollen swollen_balls vomit vomiting wax-master

agonyball_bondage

age_difference akame_(ryuu_ga_gotoku) breeding couch couch_sex couch_sitting female_on_top foulveins fucked_into_submission fucking groping groping_breast groping_breasts image in_pain insertion intercourse like_a_dragon_(series) lipstick nude nude_female_clothed_male nudity paid_sex partial_male picture pussy_juice pussy_juice_drip red_lips red_lipstick reward_sex riding riding_penis ryuu_ga_gotoku secretly_loves_it sex slutty_face slutty_pose thank_you too_big vaginal_fluids vaginal_insertion video_game video_game_character video_game_franchise video_games yakuza_(series) younger_female

age_differenceakame_(ryuu_ga_gotoku)

ai_generated ancient_egypt azur_lane biting_lip blush closed_eyes desperation fetal_movement from_side gigantic_belly gigantic_breasts hyper_belly hyper_breasts hyper_pregnancy in_pain leaning_back maggiore_baracca_(azur_lane) maggiore_baracca_(the_god_craves_punishment)_(azur_lane) on_ground pregnant scared sitting stable_diffusion sunlight worried

ai_generatedancient_egypt

2boys agonizing bad_art bedroom blood blood_splatter brawl_stars byron_(brawl_stars) censor_bar censored censored_penis dead_dove gay gray_(brawl_stars) in_pain male male/male male_only male_penetrating_male pixiv_link rape raped red_background simple suffering violated

agonizingbad_art

3girls amber_eyes angry_vein barefeet birthing birthing_pains blonde_female blonde_hair blush blush_lines blushing_female boob_window brunette_female chasca_(genshin_impact) chuychu_(genshin_impact) cleavage dialogue egg_laying eggnancy eggnant eggs eggs_in_stomach feather_earrings feather_hair_ornament fetishmation genshin_impact glowing_tattoos graffiti graffiti_on_wall green_eyes harpy harpy_girl harpy_humanoid hoyoverse human_female in_pain inteyvat_flower_(genshin_impact) labor labor_pains large_belly light_skinned_female long_red_hair lumine_(genshin_impact) lumine_(hot_springs)_(genshin_impact) medium_breasts mihoyo mihoyo_technology_(shanghai)_co._ltd. natlan natlan_girls nest outie_belly_button outie_navel pregnancy pregnant pregnant_belly pregnant_female red_hair_female red_wings short_blonde_hair short_brown_hair sperm_tattoo squatting squatting_position struggling super_belly swimsuit tanned_skinned_female tattoo_on_belly traveler traveler_(genshin_impact) twitter twitter_logo twitter_username white_wings winged_arms x-ray

amber_eyesangry_vein

1boy abuse abused_male accurate_art_style accurate_proportions amputation artist_name artist_signature artist_upload balls black_eye blood brawl_stars bruised bruised_eye bruises chuck_(brawl_stars) crying crying_with_eyes_open defeated dick digital_media_(artwork) erection furaffinity furaffinity_link furaffinity_username gore gore_focus gross guro helpless helpless_male high_quality in_pain laying_down laying_on_floor laying_on_ground male male_only male_ryona mutilation naked naked_male penis penis_out purple_eye sad self_upload sillywillydillydally simple_background solo solo_male suffering twitter twitter_link twitter_username vandalized wtf

abuseabused_male

ai_generated aroused braided_twintails fetal_movement full-face_blush gigantic_ass gigantic_belly gigantic_breasts green_hair heavy_breathing hyper_belly hyper_breasts hyper_pregnancy immobile in_heat in_pain indoors living_room motion_lines multicolored_hair nipples orgasm pregnant revision stable_diffusion thick_thighs very_long_hair wide_hips

ai_generatedaroused

ai_generated aroused braided_twintails fetal_movement full-face_blush gigantic_ass gigantic_belly gigantic_breasts green_hair heavy_breathing hyper_belly hyper_breasts hyper_pregnancy immobile in_heat in_pain indoors living_room motion_lines multicolored_hair nipples orgasm pregnant stable_diffusion thick_thighs very_long_hair wide_hips

ai_generatedaroused

4boys abs agony ai_generated anal_insertion anal_sex ankles_shackled armpit_hair armpits arms_above_head arms_over_head balls ballsack biceps black_robe blood blood_from_ass bound_legs bound_wrists chained chained_wrists circumcised circumcised_penis cum_dripping_from_penis cum_fountain cum_while_penetrated death_orgasm deltoids dom/sub dominant_male dominant_male_submissive_male ejaculation ejaculation_while_penetrated erect_penis erection execution gay gay_domination gore guro habit hands-free hands-free_ejaculation hands-free_orgasm hands_free_cum hands_free_ejaculation hands_free_orgasm handsfree_cum handsfree_ejaculation handsfree_orgasm head_back human_male human_sacrifice imminent_death impaled impalement in_pain jeepguyinsd lats legs_apart legs_bound legs_spread light-skinned_male light_skin light_skinned_male male male_dominated male_dominating_male male_focus male_human male_nipples male_only male_sub male_victim malesub masturbating_while_watching masturbation monk multiple_doms multiple_doms_one_sub muscle muscles muscular muscular_human muscular_male muscular_sub naked_male naked_male_with_clothed_male nude_male nude_male_clothed_male obliques original pecs pubes pubic_hair quads religious_clothing ritual_sacrifice sacrificial_offering sadism shackled shackled_ankles shackled_wrists small_nipples smooth_balls smooth_chest submissive_male testicles treasure_trail triceps uncensored veiny_arms veiny_penis wrists_bound wrists_shackled

ai_generated ass asuna_(blue_archive) beast big_breasts big_butt biting_breast blonde_hair blue_archive breast_biting breast_sucking breasts crying crying_with_eyes_open defeated defeated_heroine hair_ribbon halo hands_tied hands_tied_above_head imminent_vore in_pain lv99slime monster naked naked_female nipple_suck nipples nude nude_female predator/prey restrained scared sharp_teeth sweat sweating vore

ai_generatedass

ballbusting big_ass big_breasts cock_and_ball_torture crush crushing crushing_testicles crying crying_with_eyes_open docecarol duo_(duolingo) duolingo fight fighting genital_torture goth goth_girl grinding in_pain injured lily_(duolingo) low_blow male_ryona nipple_piercing nipples owl pain pillow_shading salivating size_difference small_balls small_penis smaller_male smear_frame stepping_on_balls testicular_assault translucent_clothing yoga_pants

ballbustingbig_ass

armlet belly_button_piercing bondage bondage breast_veins brown_hair brown_hair brunette_hair chest_freckles collar crying crying_with_eyes_open electric_shock electricity electro electrocution electrodes electrostimulation fetish freckles hair_ribbon huge_breasts in_pain large_breasts metal_collar nipple_clamps nipple_torture pads pierced_belly_button pussy_torture ribbon running_mascara ryona shocked shocked_expression torture veiny_breasts wax-master

armletbelly_button_piercing

16:9 1boy 1girls 3d 3d_animation all_fours anal anal_doggy anal_focus anal_fuck anal_insertion anal_sex animated ann_takamaki asian_female ass atlus balls balls_deep big_balls big_penis bikini bikini_aside bikini_bottom bikini_top blender blonde_hair blue_eyes breasts car cel_shading dark-skinned_male dark_skin deep_penetration doggy_style female female_penetrated forest giggle giggling hair_pin hardcore huge_anal_insertion huge_cock in_pain in_vehicle inside_vehicle interracial interracial_sex light-skinned_female light_blue_eyes long_legs longer_than_30_seconds male male/female male_penetrating_female medium_breasts megami_tensei moaning mokujin_hornywood night night_sky night_time on_her_knees on_knees pale-skinned_female pale_skin penis penis_in_ass persona persona_5 persona_5_scramble:_the_phantom_strikers pussy rv screaming sega self_upload sex sex_from_behind sex_in_car sound standing standing_anal standing_doggy_style standing_on_one_leg standing_sex straight swimsuit thin_female thin_waist twintails twintails_(hairstyle) vehicle vehicle_interior video voice_acted wavy_hair

2boys 99point9 ai_generated anthro blush blushing body_change canine dripping_saliva excessive_sweat furry furry_transformation hugging_from_behind human in_pain male male_focus male_only mid_transformation mind_break moaning pleasured restrained screaming struggling sweating tears transformation

ai_generatedanthro

alien_(franchise) alombti ass black_hair black_tail bloated bloated_belly bloated_stomach blue_skin bottomless bottomless_female breasts brown_fur combine_(half-life_series) combine_prison_guard_(half-life_series) combine_soldier combine_soldier_(half-life_series) computer cumming cumming_in_pussy cumming_inside face_hugging face_mark face_markings face_paint facehugger femdom femsub furry_only giant_ass giant_boobs giant_breasts giant_butt giant_thighs gray_eyes gray_fur gun guns half-life_(series) half-life_2 half_naked half_nude hybrid hybrid_pokemon hyena hyena_girl impregnation impregnation_attempt in_pain large_ass large_boobs large_breasts large_butt large_thighs listening_to_belly lopunny maledom naked naked_female nude nude_female oc original_character pokémon_(species) pokemon pokemon_(species) pregnant pregnant_female pussy rena_(rena_dino) scanner source_filmmaker source_filmmaker_(artwork) spotted_body spotted_fur suspended suspension tail thighs torture tortured vaponny vaponny_(mrwarefaremachine) vaponny_(warefaremachine) vaporeon vaporunny voluptuous voluptuous_female yellow_sclera

alien_(franchise)alombti

alien_(franchise) alombti amputated_leg amputated_legs amputee ass black_hair black_tail blue_skin bottomless bottomless_female breasts brown_fur combine_(half-life_series) combine_prison_guard_(half-life_series) combine_soldier combine_soldier_(half-life_series) computer face_hugging face_mark face_markings face_paint facehugger femdom femsub furry_only giant_ass giant_boobs giant_breasts giant_butt giant_thighs gray_eyes gray_fur gun guns half-life_(series) half-life_2 half_naked half_nude hybrid hybrid_pokemon hyena hyena_girl in_pain large_ass large_boobs large_breasts large_butt large_thighs legless listening_to_belly lopunny maledom naked naked_female nude nude_female oc original_character pain pokémon_(species) pokemon pokemon_(species) pregnant pregnant_female pussy rena_(rena_dino) scanner source_filmmaker source_filmmaker_(artwork) spotted_body spotted_fur suspended suspension tail thighs torture tortured vaponny vaponny_(mrwarefaremachine) vaponny_(warefaremachine) vaporeon vaporunny voluptuous voluptuous_female yellow_sclera

alien_(franchise)alombti

agony bondage burning crying feathering feathers female female_only in_pain nami nami_(one_piece) nude one_piece outdoors public_humiliation ryona tar tarring_and_feathering tattoo torture wax-master

1female 1girls abuse abused abused_female alley alleyway alombti amputee blood blood_splatter blood_stain blue_hair blue_lips blue_lipstick blue_nipples boobies boobs breasts completely_naked completely_naked_female completely_nude completely_nude_female cordelia_valentine cryptiacurves dead_estate death dehumanization female female_death female_focus female_only female_submissive femsub giant_ass giant_breasts giant_butt giant_thighs gore impalement in_pain knife large_ass large_boobs large_breasts large_butt large_thighs limbless limbless_amputee mistreatment nail nails naked naked_female needle needles nude nude_female objectification onahole pain puncture pussy quadruple_amputee saw sitting sitting_on_floor skewered source_filmmaker source_filmmaker_(artwork) spy_(team_fortress_2) still_alive submissive_female team_fortress_2 thighs torture torture_instruments tortured witch witch_hat witch_hat_only

2doms1sub 3boys abs ai_generated anal anal_insemination anal_penetration anal_sex armpit_peek balls ballsack biceps biohazard_4 bound_wrists circumcised circumcised_penis clean_shaven cum cum_dripping cum_dripping_from_ass cum_dripping_from_penis cum_in_ass cum_inside cum_on_abs cum_on_chest cum_on_pecs cum_on_pectorals cum_on_stomach cum_puddle deltoids dominated_male ejaculation ejaculation_while_penetrated erect_penis erection examination_table gay gay_domination ginger ginger_hair ginger_male head_back human_male in_pain interspecies interspecies_domination interspecies_fuck interspecies_rape interspecies_sex jeepguyinsd laboratory laboratory_equipment lats_(muscle) legs_apart legs_restrained legs_spread male male_bottom male_dominated male_dominating_male male_focus male_human male_nipples male_only male_penetrated male_rape male_rape_victim male_sub male_victim malesub muscle muscles muscular muscular_bottom muscular_human muscular_male muscular_sub on_back original pecs pubes pubic_hair red_hair redhead_male short_hair simultaneous_ejaculation simultaneous_orgasms small_nipples smooth_balls smooth_chest space_marine tentacle_on_male tentacle_rape tentacles_around_legs tentacles_penetrating_male test_subject testicles trapezius treasure_trail triceps uncensored unwilling_participant veiny_arms wrists_bound xenophilia

absai_generated

2girls anal anal_sex anal_stretching black_dildo blue_hair bondage dildo double_dildo faiy-vernan female in_pain large_breasts large_dildo large_insertion naomi-dinsdel nubbed_dildo oversized_object red_hair sex_toy side_view sideboob stomach_bulge stomach_deformation tattoo tied_up wax-master yelling

1cuntboy cervical_prolapse colm_odriscoll cuntboy in_pain injured intersex male male_only micah_bell monster_fucker red_dead_redemption_(series) red_dead_redemption_2 red_face scratches tagme

cervical_prolapsecolm_odriscoll

ai_generated anthro blush crying cumming ejaculation furry hand_on_penis hi_res high_resolution highres in_bed in_pain kobold laying_down male_focus male_only masturbating masturbation pain saliva_drip scalie scp980 solo sweating yiff young

ai_generatedanthro

ai_generated anthro blush chastity_cage crying furry hand_on_penis hi_res high_resolution highres in_bed in_pain kobold laying_down male_focus male_only pain precum saliva_drip scalie scp980 solo struggling sweating tears yiff young

ai_generatedanthro

ai_generated anthro blush chastity_cage furry hand_on_penis hi_res high_resolution highres in_bed in_pain kobold laying_down male_focus male_only pain precum saliva_drip scalie scp980 solo sweating yiff young

ai_generatedanthro

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