suffering best from all time

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suffering

1boy 1girls airani_iofifteen clef_(cferryanto) clenched_teeth dark-skinned_male doggy_style fat_man female_focus female_penetrated from_behind fucked_from_behind hololive hololive_indonesia hololive_indonesia_area_15 interracial long_hair male/female male_penetrating male_penetrating_female noncon nonconsensual older_male penetration_from_behind rape raped_girl sex sexual_assault spanking spanking_ass straight suffering taken_from_behind tears ugly_bastard virtual_youtuber

airani_iofifteenclef_(cferryanto)

3d animated burp burping kraylic pred_turned_prey roblox robloxian soft_vore sound struggling struggling_prey suffering tagme unwilling unwilling_prey video vore vore_belly voreception

3_toes 4_fingers anthro begging_for_mercy belt blood blood_from_mouth blood_in_mouth bodily_fluids bouncing_breasts breasts broken_neck brown_hair canid canine canis claws clothing coughing cruelty death defeated degradation domestic_dog dominant dominant_male duo explicitly_stated_nonconsent fatal_wound feet female female_death fingers footwear forced gutted hair helpless hi_res him_army inner_ear_fluff killing lying male male_dominating_female mammal medium_breasts midriff navel neck_snap on_front onomatopoeia pain red_eyes ryona severe_wound smug sound_effects stomping submissive submissive_male suffering text toeless_footwear toes tuft twitching wounded

anthrobegging_for_mercy

3d animated black_screen_roulette blank_thumbnail compilation dark-skinned_male feet_out_of_frame forced helena_harper helpless irrumatio large_penis longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute nipples nude orgy penis rape resident_evil screaming slave sound suffering video yagskie

animatedblack_screen_roulette

2girls ass between_cheeks big_ass broly_culo broly_culo_getting_choked_by_cheeks brown_hair disney earrings elastigirl eyes_closed femdom femsub freckles freckles_on_ass helen_parr huge_ass humiliated humiliation inner_workings kate_(inner_workings) large_ass looking_back meme milf olerito open_mouth orange_hair pain pixar red_hair screaming shouting smooth_skin squishing suffering the_incredibles

assbetween_cheeks

3d alternate_costume amazon cera_production d.va dominant domination dominatrix elastic elastigirl elastigirl_(the_incredibles_2_supersuit) face_in_ass facesitting femdom goddess helen_parr huge_ass humiliation massive_ass overwatch overwatch_2 sitting sitting_on_face slave smothering smothering_ass sniffing sniffing_ass suffering suffocation superhero the_incredibles the_incredibles_2 thick_ass

alternate_costumeamazon

1girls 2boys ? ?! accident after_sex alexdarkrel amputee anal anal_insertion anal_penetration anal_sex areolae armless ass big_ass big_breasts big_butt blood bubble_ass bubble_butt castration cbt coil coil-head_(lethal_company) creepy cum cum_in_ass cum_inside defeated dismemberment door emasculation employee_(lethal_company) genital_mutilation gore horror huge_ass larger_female legs_together lethal_company looking_at_partner monster monster_girl naked naked_female nightmare_waifu no_arms nude nude_female penectomy poor_guy pussy severed_penis sex size_difference statue suffering

2d_(artwork) agony ass ass_eating ass_lick ass_licking asshole blossonflower canine crush crushing domestic_dog egyptian_clothes facesitting fart fart_fetish feline feral heba_(blossonflower) huge_ass nonchalant onomatopoeia questionable_consent size_difference slave suffering sweat sweaty

1girls abuse abused arms_behind_back arms_tied astrid_hofferson biting_lip black_and_white blush bondage braid braided_hair breasts clitoris completely_nude cry crying crying_with_eyes_open dreamworks fat_mons fear female female_only forced freckles fringe fringe_hair hands_tied headband how_to_train_your_dragon long_hair looking_down monochrome naked_female navel nervous nipples nude petite plump_labia predicament_bondage puffy_pussy pussy pussy_rope restrained rope rope_bondage rope_in_pussy rope_walking ropes sad scared skinny skinny_girl small_breasts solo submission submissive submissive_female suffering sweat tears teen teen_girl teenage_girl teenager torture trembling vaginal_stimulation white_background young zsky

2d absurdly_large_cock ai_generated anus back back_view beach beauty_and_the_beast_(1991_film) bed bedroom belle_(beauty_and_the_beast) belle_and_bull belle_naked big_insertion bigger_male black_eyes black_hair bumhole_destruction cow_girl cowgirl_position dark-skinned_male dark_skin disney disney_princess erect_nipples esd esdai esdaiart esdart extreme_size_difference eyes_rolling_back female female_orgasm forced forcing garter_belt garter_straps giant_penis gigantic_insertion guy human human_female hyper_penetration impossible_fit indoors landscape large_insertion light-skinned_female light_skin long_hair looking_up male male/female nude nude_female orgasm painful painful_penetration perky_nipples petite_breasts public ridiculous_fit sand side_view sitting sitting_on_lap sitting_on_penis small_breasts smaller_female sodomy spread_anus spread_ass stretched_anus suffering tan_body tan_skin thick thick_ass thick_legs thick_penis uncensored unseen_male_face vaginal vaginal_penetration young young_female young_woman

absurdly_large_cockai_generated

after_orgasm after_rape after_sex ahe_gao anal anal_insertion anal_sex anal_tentacle anus arms_behind_back arms_tied arms_tied_behind_back blush bondage breasts clitoral_stimulation corrupted corruption cum_in_nipples cum_in_pussy cumming ejaculating_cum ejaculation elf elf_ears elf_female elf_girl emilia_(re:zero) erect_nipples erection eyebrows_raised eyes_wide_open fear female fluids grabbing grabbing_arms grabbing_ass grabbing_butt grabbing_legs grabbing_thighs hair_flower hair_ornament half_elf heart-shaped_pupils interspecies juice light_blush long_hair medium_breasts naked nipple_suck nipple_sucking nipples open_mouth open_smile painful pink_tentacles pointy_ears purple_eyes pussy pussy_juice re:zero_kara_hajimeru_isekai_seikatsu scared scared_expression shiny_skin shocked shocked_expression shocked_eyes silver_hair smile smiley_face smiling_at_viewer solo solo_female solo_focus suffering sweatdrop sweating teeth tentacle tentacle_rape tentacle_sex tentacle_sucking_breasts uncensored upper_body upper_teeth vagina vaginal_insertion vaginal_penetration vaginal_sex white_flower white_hair

after_orgasmafter_rape

1boy 1girls asphyxiation bakeacake blonde_hair breasts choking dark-skinned_male dokibird dokibird_(bounty_hunter) indie_virtual_youtuber interracial muscular_male rape sex suffering taken_from_behind tears virtual_youtuber

asphyxiationbakeacake

1girls abuse anal artist_request ass barefoot bleeding_from_anus bleeding_from_pussy blood bondage branding_iron branding_mark brown_hair burn burning burning_insertion burning_object_inside burning_object_inside_anus burning_torture burns feet female female_focus guro led nude pain purple_eyes pussy rape saliva smoke soles solo solo_female steam suffering sweat tears toes tongue torture

1boy 1girls anime anime_girl anime_style art54ellie asphyxiation big_breasts big_eyes bra choking clothes_lift ellie-star excited female femsub forced_paizuri grey_hair heart male one_eye_closed open_mouth pain pov_male pov_paizuri pov_titfuck rape red_face red_skin saliva shaking shaking_breasts shaking_legs short_hair sigh skin_fang skirt solo_focus stomach strangling suffering suffocate suffocation titfuck tongue_out underwear uzaki-chan_wa_asobitai! uzaki_hana white_skin

animeanime_girl

1girls 3d 9:16 alien angry_face animated armor average_breasts blonde_hair bouncing_breasts buff cave creepy cum cum_in_pussy cum_inside defeat_sex defeated defeated_heroine destroyed_armor female female_focus female_on_top female_only female_protagonist female_pubic_hair fit_female forced forced_orgasm green_cum green_eyes human longer_than_one_minute loop male_pov metroid metroid_other_m mole mole_under_mouth monster_rape mp4 muscles music no_escape pain pov power_armor power_suit pubes rape rededadu sad_face samus_aran sex_slave shadow short_hair small_breasts sound sound_effects struggling suffering teeth teeth_visible tentacle tentacle_rape tomboy trapped varia_suit vertical_video video

alienangry_face

3d animated big_belly birth bloated bloated_belly egg egg_laying funny hanzohatori imp_midna lactating midna milk mp4 nintendo pain pregnant pussy screaming small_breasts sound suffering the_legend_of_zelda the_legend_of_zelda:_twilight_princess twilight_princess video webm

animatedbig_belly

2023 3_toes 4_fingers anthro arms_tied blood blood_from_eye blood_spray blush bodily_fluids body_blush bound brain_damage breasts butt_from_the_front canid canine chair clenched_teeth collarbone constricted_pupils countershade_face countershade_torso countershading cruelty crying crying_blood damsel_in_distress death death_piss diane_foxington digital_media_(artwork) dreamworks drill drooling duo dying e254e eye_roll eyebrow_piercing facial_piercing fatal fatal_wound feet female female_death female_peeing fingers fist forced fox furniture furrowed_brow genital_fluids genitals gore grimace grotesque_death guro head_wound helpless hi_res humanoid_genitalia humanoid_pussy innie_pussy killing legs_tied mammal mindfuck morbid natural_breasts navel nipples nude nude_female onomatopoeia pain pained_expression peeing peril piercing plantar_flexion power_drill pupils pussy pussy_blush ryona saliva shaking simple_background sitting small_pupils snuff sound_effects spread_legs spreading straight_hair suffering tears tears_of_pain teeth text the_bad_guys tied_to_chair toes torture trembling twitching urine violence wince

anthroarms_tied

ambiguous_gender blood bondage broken_heart broken_heart_symbol cosmo_(dandy's_world) crying cuntboy dandy's_world discomfort disturbed fear gore heart_break intersex knife_in_pussy object_head pain pussy ryona self_harm snuff solo sprout_(dandy's_world) stockings suffering

ambiguous_genderblood

absurd_res amiya_(arknights) animal_ears animal_humanoid arknights armor attack barbed_wire blood blood_from_mouth blood_from_pussy blood_in_mouth blood_in_pussy bodily_fluids bottomwear bound breasts canid canid_humanoid canine canine_humanoid cardigan_(arknights) choker clenched_teeth clothed clothing corpse crotch_attack cruelty crying death deep_penetration defeated digit_ring dog_humanoid dress dying ear_grab execution executioner eye_roll eyewear eyewear_on_head fatal fatal_wound felid felid_humanoid female fluffy fluffy_tail forced genital_torture genitals goggles goggles_on_head gore group guangmi guro hands_behind_back helpless hi_res humanoid humiliation hypergryph imminent_death impalement jacket jewelry kick killing knock-kneed lagomorph lagomorph_humanoid legwear leporid_humanoid male male_dominating_female mammal mammal_humanoid medium_breasts melantha_(arknights) natural_breasts navel necklace nipples open_clothing open_jacket open_topwear ouch pain partially_clothed partially_clothed_female penetration pussy pussy_torture rabbit_humanoid rape ring ryona scared skirt small_breasts stockings struggling studio_montagne submissive submissive_female suffering tail tears tears_of_pain teeth tongue tongue_out topwear torn_clothing torn_legwear torn_stockings torture vaginal_impalement

absurd_resamiya_(arknights)

anal anal_sex belly_bulge big_breasts censored demon demon_rape female frog_monster huge_cock monster multiple_girls nipples party_wipe rape ryona smash_daisaku stomach_bulge stomach_deformation suffering tentacle tentacle_dick tentacle_penis tentacle_rape vore

<3_eyes 2020 angry_face anthro blackberry_cookie blue_hair blue_tail bodily_fluids breasts brown_hair cheese cheesecake_cookie clothed clothed_sex cocoa_cookie cookie cookie_run cream_puff_cookie creampuff_cookie cum cum_on_body cum_on_breasts cum_on_penis cum_on_upper_body detailed doodles foot_fetish footjob fox_girl funny gardevoir grabbing_ass happy happy_sex herb_cookie hot_cocoa kumiho_cookie light-skinned_male lime_cookie looking_at_viewer male_pov masturbation peace_sign penis pillow pleasure_face pokemon pokemon_(species) purple_hair shiny_skin skirt snow_sugar_cookie spikedmauler straight suffering tiger_girl tiger_lily_cookie traditional_clothes twintails white_hair yellow_hair

<3_eyesangry_face

2016 ahe_gao ahegao8 areolae axe belt big_breasts black_hair blood breasts brown_eyes death decapitation dying elbow_gloves female female_death fingerless_gloves forest garter_belt gore guro headless huge_breasts hyper_breasts jacket knocked_out lactation milk necklace nipple nipples no_bra no_panties on_floor on_ground severed_head short_shorts snuff suffering tongue tongue_out

big_breasts bishoujo_senshi_sailor_moon blonde_hair blue_eyes blush bow censored clothing crying cum cum_inside deep_penetration eaten_then_fucked feet gold_tiara heels immobile interspecies large_breasts legs legs_apart long_hair medium_breasts minako_aino orange_necklace orange_shoes penetration rape red_ribbon sailor_venus small_pussy suffering sweat tears tentacle tentacle_monster tentacle_penetration tentacle_rape tentacle_sex tentacle_under_clothes tentacles_under_clothes the_tentacle_professor tight_clothes veins vore vore_sex white_gloves x-ray yellow_hair

big_breastsbishoujo_senshi_sailor_moon

2d ai_generated anus back back_view beach beauty_and_the_beast_(1991_film) bed bedroom belle_(beauty_and_the_beast) belle_and_bull belle_naked big_insertion bigger_male black_eyes black_hair bumhole_destruction cow_girl cowgirl_position dark-skinned_male dark_skin disney disney_princess esd esdai esdaiart esdart extreme_size_difference eyes_rolling_back female female_orgasm forced forcing giant_penis gigantic_insertion guy human human_female hyper_penetration impossible_fit indoors landscape large_insertion light-skinned_female light_skin long_hair looking_up male male/female nude nude_female orgasm painful painful_penetration public ridiculous_fit sand side_view sitting sitting_on_lap sitting_on_penis smaller_female sodomy spread_anus spread_ass stretched_anus suffering tan_body tan_skin thick thick_ass thick_legs thick_penis uncensored unseen_male_face vaginal vaginal_penetration

ai_generatedanus

2d ai_generated anal anus back back_view beach big_insertion bigger_male black_eyes black_hair bumhole_destruction cow_girl cowgirl_position dark-skinned_male dark_skin disney esd esdai esdaiart esdart extreme_size_difference eyes_rolling_back female female_orgasm forced forcing giant_penis gigantic_insertion hawaiian_tropic human_female hyper_penetration impossible_fit landscape large_insertion lilo_and_stitch long_hair looking_up male minotaur monster nani_pelekai nude nude_female orgasm painful painful_penetration partial_male public ridiculous_fit sand side_view sitting sitting_on_lap sitting_on_penis smaller_female sodomy spread_anus spread_ass stretched_anus suffering tan_body tan_skin thick thick_ass thick_legs thick_penis uncensored

ai_generatedanal

00s 4girls all_fours amatsuki_jun anal_insertion animated animated_gif bible_black big_belly black_legwear black_stockings black_thighhighs bloated_belly blonde_hair blue_hair brown_hair clitoral_hood clitoris discomfort double_insertion enema enema_bulb enema_pump enema_punishment female female_dominating_female female_only femdom forced_drinking forced_to_swallow gif hose_in_mouth indoors inflated_belly inflation kurimoto_maki legwear_only lezdom linea_alba liquid_inflation long_hair lying lying_on_back lying_on_floor magic_circle medium_breasts multiple_girls on_back on_floor oral_insertion pain pubic_hair pussy_juice red_hair red_pubic_hair saeki_kaori seiza short_hair spitroast stockings stockings_only suffering takashiro_hiroko thighhighs thighhighs_only uncensored water_inflation water_pump water_torture wooden_floor yuri

all_foursamatsuki_jun

2girls 3d ball_gag bell bound dildo dildo_in_ass dildo_in_pussy emma_van_stahl_ii enslaved eyes_wide_open female female_only femsub forced forniphilia gag gagged helpless high_heel_boots high_heels human_furniture humiliation latex latex_boots latex_gloves latex_hood leather_straps living_chair living_furniture long_gloves nude pain pussy_plug scared sex_toy sex_toys slave stockings suffering thigh_high_boots tied_up

breaking brutal extreme_content extreme_penetration forced high_heels latex_boots latex_gloves marvel monster multiple_penetration naked nipple_penetration pain psylocke rape raped raped_by_monster running_mascara sparrow_(artist) splits stomach_bulge stomach_deformation strangling stretched_anus stretched_pussy stuffed suffering tentacle tentacle_sex thigh_high_boots upside-down_splits vaginal x-men

alien alien/human aliens based_on_audio_drama based_on_podcast black_lipstick blue_hair captured captured_girl captured_heroine captured_slave casino collar_pull comic comic_page english_text fat_bastard fat_cock fat_man gambling gangster gold_eyes green_skin huge_cock huge_man humiliation humiliation_fetish leash_and_collar leash_pull leash_pulling licking licking_breast licking_tit long_nails massive_cock monster monster_cock monster_man monster_nails podcast public_nudity public_sex sadisticdreamer skyfantasystudios slave slave_bikini slave_collar slave_costume slave_outfit slavegirl soddorom_(yuki_space_assassin) story submissive submissive_female submissive_human suffer suffering yellow_eyes yuki_(yuki_space_assassin) yuki_space_assassin yukiverse

alienalien/human

1boy 1boy1girl 1girls apologizing arms_behind_back armwear asian asian_female asian_male big_breasts black_hair blue_armwear blue_gloves blue_handwear bondage bondage_harness breasts brown_eyes brown_hair captive cattle_prod chariot collar color contortion cry crying crying_with_eyes_open disappointed electric electric_shock electricity electro electrocution electroshock_weapon electrostimulation eye_patch failure female gag gloves handwear harness horse horse_girl humiliation japan japanese_text kumiko latex_armwear latex_gloves legs male male/female original_character original_characters pain papermania pet_play petplay pillar ponygirl ponyplay punished punishment restrained rope running scream screaming shock shocked shocking slave slave_collar slave_outfit slavegirl sparks sticky stiletto_heels stun_baton stun_gun submissive_female suffering swimsuit taser teacher teacher_and_student thighhighs trail training translation_request treadmill

apologizingarms_behind_back

1boy 1girl alex_(mimundo_alex) ass big_ass big_breasts blush breast_grab comic cowgirl_position enjoying medium_hair mimundo_alex mimundo_alex_(artist) moaning_in_pleasure mother_in_law nipples nymphomania pussy sex spanish_text suffering tablita's_mom vagina vaginal_penetration vaginal_sex

alex_(mimundo_alex)ass

1girls akashi_(kantai_collection) all_the_way_through anal ass blue_skirt breasts brown_legwear brown_thighhighs clothing cum cum_in_ass cum_in_mouth cum_inside double_penetration eyes_rolling_back female green_eyes kantai_collection large_breasts legs_together medium_breasts megakura_kinshi nipples open_mouth oral penetration rape semen_in_mouth shirt skirt stockings stomach_bulge suffering tears tentacle tentacle_rape thighhighs torn_clothes white_shirt

akashi_(kantai_collection)all_the_way_through

2d absurdly_large_cock ai_generated alice_(disney) alice_in_wonderland alice_nude big_insertion bigger_male blonde_hair bumhole_destruction chocolate_starfish cum_in_pussy esd esdai esdaiart esdart extreme_size_difference eyes_rolling_back female female_orgasm giant_penis gigantic_insertion human_female hyper_penetration impossible_fit landscape large_insertion long_hair looking_up male minotaur monster nude_female orgasm painful painful_penetration public pussy_grip ridiculous_fit sand side_view sitting sitting_on_lap sitting_on_penis smaller_female spread_anus spread_ass stretched_anus suffering tan_body tan_skin thick thick_ass thick_legs thick_penis uncensored vaginal_insertion vaginal_penetration vaginal_sex x-ray zoophilia

absurdly_large_cockai_generated

4boys ass bara big_ass big_butt black_hair bubble_butt chubby crossed_arms degradation degrading dialogue domination embarrassed facesitting facial_hair fart fart_cloud fart_fetish farting fat_ass feet gas gay glasses grin huge_ass human_chair humiliation light_skin looking_back male_only odor smell smile smothering sniffing soles spanish_text speech_bubble suffering suffocation tan_skin text thick_thighs toes underwear watermark white_background zombiehk

1girls 3d animated artist_request big_ass big_breasts breasts cactus comedy desert dinosaur_(google_chrome) female funny google google_chrome humor pain rocks sound source_request suffering tagme thick_thighs video

animatedartist_request

3d animated big_breasts big_penis bowser cat_suit chained creampie crying enslaved_royal female first_person_view forced large_penis male mario_(series) monster_on_female mp4 necklace netorare nintendo ntr pain penis pov princess princess_rosalina pubes rape rededadu sad sex_slave sex_toy slave slavegirl sound suffering vaginal_penetration video

animatedbig_breasts

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