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1990s 1997 1girls 20th_century 90s ass bikini bikini_bottom bikini_top black_heels blonde_hair bra carlos_cartagena dated female_only g-string heels high_heels long_hair looking_at_viewer medium_ass nipples nipples_visible_through_clothing original original_character painting painting_(artwork) red_background seductive seductive_eyes seductive_gaze seductive_look seductive_mouth seductive_pose seductive_smile slender slender_body slender_waist small_ass solo solo_female swimsuit thong

1990s 1997 1boy 1boy1girl 1girls 20th_century 2d 2d_(artwork) 2d_animation 90s animated animated_gif anne_(imma_youjo) breast_grab breasts brown_hair chain_leash closed_eyes collar dark-skinned_male dark_penis dark_skin dungeon erection female gif hi_res highres human imma_youjo indoors interracial leash licking licking_body light_skin long_hair male penis pink_pineapple pubes sex sex_slave straight thrusting tongue tongue_out uncensored

animatedanimated_gif

1280x720 1990s 1997 20th_century 2boys 2d 2d_(artwork) 3girls 5some 720p 90s animated animated_gif anne_(imma_youjo) beard blonde_hair blonde_hair_female breast_grab brown_hair chains closed_eyes collars count_pickingel_(imma_youjo) cuffs dominatrix dungeon enjoying_rape enjoyment female fingering_pussy fivesome gif hi_res highres imma_youjo indoors isabel_(imma_youjo) licking_body long_hair lying_on_back lying_on_floor male mayatola_(imma_youjo) multiple_boys multiple_girls nude nude_female nude_male orgy pink_pineapple red_hair reverse_cowgirl_position sex sex_slave stone_floor stone_wall straight

animatedanimated_gif

1280x720 1990s 1997 1boy 1boy1girl 1girls 20th_century 2d 2d_(artwork) 2d_animation 720p 90s animated animated_gif anne_(imma_youjo) breast_grab breasts brown_hair chain_leash closed_eyes collar cum_on_face dark-skinned_male dark_penis dark_skin dungeon erection faceless_male facial female female_focus gif hi_res highres huge_breasts human imma_youjo interracial leash light_skin long_hair male paizuri penis pink_pineapple pubes sex_slave straight tasting_cum thrusting tongue_kissing tongue_wrap uncensored

animatedanimated_gif

1280x720 1990s 1997 1boy 20th_century 2_on_1 2d 2d_(artwork) 2girls 720p 90s animated blonde_hair_female bouncing_breasts breast_fondling breasts chains collar count_pickingel_(imma_youjo) cuffs dominatrix female femsub fingering_ass forced gif hi_res highres imma_youjo isabel_(imma_youjo) long_hair lying_on_back lying_on_floor maledom mayatola_(imma_youjo) nipples no_clothes nude nude_female nude_male pinching_nipples pink_pineapple red_hair reverse_cowgirl_position sex sex_slave stone_floor threesome uncensored

animatedblonde_hair_female

1990s 1997 1boy 20th_century 2_on_1 2d 2d_(artwork) 2d_animation 2girls 90s angry_face animated animated_gif assisted_rape blonde_hair_female bound_wrists branded breast_fondle brown_hair chains closed_eyes collar count_pickingel_(imma_youjo) cuffs dark-skinned_male drool drool_on_body dungeon female femsub gif hands_on_legs hi_res highres imma_youjo isabel_(imma_youjo) licking_body licking_wound long_hair male maledom mayatola_(imma_youjo) mistress nail_polish no_clothes nude nude_female nude_male pink_pineapple prison purple_nail_polish purple_nails rape red_hair retro_artstyle sex stone_chair teeth teeth_bared threesome tongue uncensored

angry_faceanimated

1990s 1997 20th_century 2d 2d_(artwork) 2d_animation 3girls 90s abuse ahe_gao animated anne_(imma_youjo) areola assisted_rape beard begging_to_stop big_breasts bisexual bisexual_female blonde_hair_female blue_eyes boobs bouncing_breasts branding breast_fondle breast_grab breasts broken_rape_victim brown_hair chains count_pickingel_(imma_youjo) cuffs cum_on_body cum_on_face dark-skinned_male dark_penis dark_skin dirty_talk doggy_style drool drooling dubbed_version dungeon english_dialogue english_dub erection facial female fivesome forced_yuri french_kiss gangrape guards hi_res highres huge_breasts human imma_youjo isabel_(imma_youjo) kissing large_breasts licking_pussy light-skinned_female light_skin lipstick long_hair longer_than_30_seconds longer_than_3_minutes longer_than_one_minute male mayatola_(imma_youjo) mistress moaning mp4 nail_polish naked night nipples nude nude_female nude_male orgy pain paizuri party_wipe penis pink_pineapple prison prisoner purple_lips purple_lipstick purple_nail_polish purple_nails pussy_juice rape red_hair retro retro_artstyle rough_sex rubbing_pussy screencap sex sex_slave sound straight sweat tears thick_thighs thrusting tits uncensored vaginal_penetration video voice_acted webm wound yuri

1280x720 1990s 1997 20th_century 2d 2d_(artwork) 2d_animation 3girls 720p 90s abuse angry_face angry_look animated anne_(imma_youjo) areola asking_for_it assisted_rape beard bed bedroom begging_to_stop big_breasts bleeding blonde_hair_male blood blue_dress blue_eyes boobs bouncing_breasts breast_fondle breast_grab breasts broken_rape_victim brown_hair chains count_pickingel_(imma_youjo) creampie cuffs cum cum_covered cum_in_pussy cum_inside cum_on_ass cum_on_body cum_on_face dark-skinned_male dark_penis dark_skin day desert dirty_talk disrespect doggy_style drool drooling dubbed_version dungeon ejaculation endurance_test english_dialogue english_dub english_voice_acting erection faceslap facial female female_assisted_rape fingering fingering_partner forced_yuri gangrape guards hi_res highres huge_breasts human imma_youjo isabel_(imma_youjo) large_breasts licking_nipples licking_wound light-skinned_female light_skin lipstick long_hair longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute male maledom mayatola_(imma_youjo) mistress moaning moaning_in_pleasure mp4 multiple_cumshots nail_polish nipples object_insertion penis pink_pineapple prison prisoner purple_lips purple_lipstick purple_nail_polish purple_nails pussy pussy_juice pussy_rub rape red_hair retro retro_artstyle ripped_clothing ripped_pants rough_sex rubbing_pussy ryona screencap sex slap slapped sound spit spitting_on_face stone_floor straight sweat sword_hilt tears thick_thighs thrusting tits torture tough_girl uncensored vaginal_object_insertion vaginal_penetration video voice_acted watching_sex webm whip whip_marks whipping whored_out wound yuri

abuseangry_face

1280x720 1990s 1990s_(style) 1997 1boy 1boy1girl 1girls 1min_video 20th_century 720p 90s anal animated areola beard bed bedroom big_breasts bouncing_breasts breast_grab breasts castle count_pickingel_(imma_youjo) dark-skinned_male dark_penis dark_skin doggy_style dubbed_version english english_dialogue english_dub erection female female_moaning grunting hd hi_res highres huge_breasts human imma_youjo intense_sex isabel_(imma_youjo) large_breasts licking_wound light-skinned_female light_skin lipstick long_hair longer_than_30_seconds longer_than_one_minute male male_moaning mature_woman mistress moaning moaning_in_pleasure mp4 nail_polish night nipples no_clothes nude nude_female nude_male penis pink_pineapple pleased_expression purple_lips purple_lipstick purple_nail_polish purple_nails pussy_juice red_hair retro retro_artstyle rough_sex satisfied screencap sex sound straight suprise_anal sweat thick_thighs thinking_of_someone_else thrusting uncensored vaginal_penetration video voice_acted webm wound

1990s 1997 1girls 20th_century armpits arms_up barefoot boris_vallejo closed_eyes covered_nipples covered_pussy curvaceous curvy detailed_background female flower_crown forest_background functionally_nude kneeling lips navel nude outside pale_skin tagme

1990s 1997 20th_century anthro asphyxiation bad_end bound breasts candy chip_'n_dale_rescue_rangers chocolate corpse death dessert disney encasement english_text eyelashes eyewear eyewear_on_head featureless_breasts female food fur furry gadget_hackwrench genitals glistening glistening_body goggles goggles_on_head hair long_hair mammal monochrome mouse murid murine no_nipples nude package pussy rodent ryona sculpture simple_background small_breasts solo statue taral_wayne text what white_background year

anthroasphyxiation

1990s 1997 20th_century anthro bodily_fluids colored cum ejaculating_cum ejaculation ferris ferris_(character) genital_fluids giraffe giraffid girly macro male mammal masturbation solo

anthrobodily_fluids

1990s 1997 20th_century anthro bondage bound breasts candy chip_'n_dale_rescue_rangers chocolate dessert disney encasement female food fur furry gadget_hackwrench genitals greyscale mammal monochrome mouse murid murine package pussy rodent sculpture simple_background small_breasts solo statue taral_wayne white_background year

1990s 1997 20th_century 20th_century_studios accurate_art_style armpits arms_up blue_hair blue_pubic_hair earrings english_text female glasses grin hands_behind_head large_breasts luann_van_houten nude pubic_hair purple_background solo the_simpsons toonytease unshaved_pussy yellow_body yellow_skin

accurate_art_stylearmpits

101_dalmatians 1990s 1997 20th_century anita_radcliffe arms ben_(artist) disney female hands jasper_badun legs male missionary_position penis pongo rape

anita_radcliffearms

1997 5girls armor artist_signature bandage blood breasts chain_mail chest cupping_breasts fantasy female female_knight female_only gauntlets heavy_metal knight large_breasts medieval_armour midriff multiple_girls muscular_female necklace oscar_chichoni scar short_hair stomach tearing_clothes undressing voluptuous wounded

armorartist_signature

1990s 1997 20th_century 4:3 animal_genitalia anthro arms_on_legs balls chest_tuft cougar dipstick_tail erection felid feline fur genitals guppy_(artist) head_tuft high-angle_view humanoid_genitalia humanoid_penis hybrid_genitalia hybrid_penis long_tail looking_at_viewer lying male mammal markings multicolored_tail nude on_back on_pillow penis pillow pink_penis plantigrade presenting presenting_balls presenting_penis sheath sheathed_humanoid_penis signature smile solo spread_legs spreading tail_markings tan_body tan_fur traditional_media_(artwork) tuft

animal_genitaliaanthro

1990s 1997 20th_century 4:3 animal_genitalia anthro anthro_on_anthro black_penis blue_body blue_fur bodily_fluids bodyjob caress cheek_tuft close-up closed_eyes duo embrace erection facial_tuft fellatio fingering frenulum frottage fur genital_fluids genitals grey_body grey_fur guppy guppy_(artist) handjob head_tuft hug humanoid_genitalia humanoid_penis hybrid_genitalia hybrid_penis licking long_tail macro male male/male micro micro_on_macro oral penetration penile penis penis_hug penis_lick pink_penis precum sex sheath sheathed_humanoid_penis signature size_difference tongue tongue_out traditional_media_(artwork) tuft urethral urethral_fingering urethral_insertion what

animal_genitaliaanthro

169_position 1990s 1997 20th_century 69_position abs anal anal_sex animal_genitalia anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro antlers ass balls black_and_white butt_grab canid canine canis cervid cheek_tuft closed_eyes dipstick_tail erection facial_tuft fellatio fox foxxfire from_behind_position genitals group group_sex hand_holding hand_on_butt hand_on_hip happy happy_sex hooves horn interspecies male male/male male_penetrated male_penetrating male_penetrating_male mammal markings monochrome multicolored_tail nude oral pecs penetration penile penile_penetration penis penis_in_ass sex sheath smile spoon_position spooning tail_markings three-quarter_view threesome tongue tongue_out traditional_media_(artwork) tuft wolf

169_position 1990s 1997 20th_century 69_position abs anal anal_sex animal_genitalia anthro anthro_on_anthro anthro_penetrated anthro_penetrating anthro_penetrating_anthro antlers ass balls bed bed_sheet bedding bedroom blinds butt_grab canid canine canis cervid cheek_tuft closed_eyes dipstick_tail english_text erection facial_tuft fellatio flower fox foxxfire from_behind_position fur furniture genitals green_carpet green_eyes green_pillow green_sheets grey_body grey_fur group group_sex hand_holding hand_on_butt hand_on_hip happy happy_sex hooves horn interspecies male male/male male_penetrated male_penetrating male_penetrating_male mammal markings multicolored_body multicolored_fur multicolored_tail nude open_door oral orange_body orange_fur penetration penile penile_penetration penis penis_in_ass pillow pink_wall plant poster_(object) red_sheets sex sheath smile spoon_position spooning table tail_markings text three-quarter_view threesome tongue tongue_out traditional_media_(artwork) tuft two_tone_body two_tone_fur vase white_body white_fur wolf

1990s 1997 20th_century anthro artist_name ass balls black_body black_fur black_nose felid fur genitals green_eyes hand_on_butt head_tuft jungle looking_at_viewer looking_back looking_back_at_viewer male mammal melanistic multicolored_body multicolored_fur nude pantherine perineum photo_background portrait presenting presenting_hindquarters raised_tail rear_view smile solo spread_butt spreading standing three-quarter_portrait tuft two_tone_body two_tone_fur wooky

anthroartist_name

1997 1girls bishoujo_senshi_sailor_moon black_hair breasts choker clothed_sex clothing cum faceless_male female forced from_behind hotaru_tomoe nipples open_mouth penis rape sailor_saturn sex short_hair skirt small_breasts sweat tears threesome tiara torn_clothes vaginal_penetration yutarou

bishoujo_senshi_sailor_moonblack_hair

1997 hey_arnold! miss_felter nickelodeon nipples tagme toonytease unshaved_pussy

hey_arnold!miss_felter

1997 1boy 1girls 2d bishoujo_senshi_sailor_moon bondage breasts clothed_sex clothing cum faceless_male female forced from_behind from_behind_position green_hair large_breasts long_hair nipples open_mouth rape sailor_pluto setsuna_meiou sex skirt sweat tears tiara torn_clothes vaginal_penetration yutarou

bishoujo_senshi_sailor_moonbondage

1997 1girls bishoujo_senshi_sailor_moon breasts censored clothed_sex clothing cum faceless_male female female_focus forced green_hair long_hair medium_breasts michiru_kaiou nipples open_mouth penis pussy rape sailor_neptune sex skirt spread_legs sweat tears tiara torn_clothes vaginal_penetration yutarou

bishoujo_senshi_sailor_moonbreasts

1997 1girls bishoujo_senshi_sailor_moon blonde_hair breasts censored clothed_sex clothing cowgirl_position cum double_penetration faceless_male female forced haruka_tenou nipples penis pussy rape sailor_uranus sex short_hair skirt small_breasts sweat tears threesome tiara torn_clothes vaginal_penetration yutarou

bishoujo_senshi_sailor_moonblonde_hair

1997 1girls bishoujo_senshi_sailor_moon blonde_hair blue_eyes bow breasts censored cum cum_inside erection faceless_male female forced long_hair minako_aino nipples open_mouth penetration penis pussy rape sailor_venus sex small_breasts spread_legs sweat tears tiara vaginal_penetration yutarou

bishoujo_senshi_sailor_moonblonde_hair

1997 1girls big_breasts bishoujo_senshi_sailor_moon blush boots breasts brown_hair cum doggy_style erection faceless_male female forced from_behind green_eyes large_breasts makoto_kino medium_breasts nipples open_mouth ponytail rape sailor_jupiter sex sweat tears tiara vaginal_penetration wide_hips yutarou

big_breastsbishoujo_senshi_sailor_moon

1997 1girls bent_over bishoujo_senshi_sailor_moon breasts cum doggy_style double_penetration elbow_gloves faceless_male female femsub forced from_behind gloves group_sex high_heels long_hair male maledom multiple_boys naked_footwear naked_gloves naked_heels nipples nude open_mouth penis purple_hair rape rei_hino sailor_mars sex small_breasts straight sweat tears threesome tiara yutarou

bent_overbishoujo_senshi_sailor_moon

1997 1girls ami_mizuno bishoujo_senshi_sailor_moon blue_eyes blue_hair boots breasts censored clothed_sex clothing cum faceless_male female forced nipples open_mouth penis rape sailor_mercury sex short_hair skirt small_breasts spread_legs sweat tears tiara torn_clothes yutarou

ami_mizunobishoujo_senshi_sailor_moon

1997 1boy 1girls bishoujo_senshi_sailor_moon blonde_hair blue_eyes boots breasts clothed_sex clothing cum dark-skinned_male dark_skin faceless_male female forced girl_on_top long_hair male nipples open_mouth rape sailor_moon sex skirt small_breasts sweat tears tiara torn_clothes twintails usagi_tsukino yutarou

bishoujo_senshi_sailor_moonblonde_hair

1997 1girls akane_tendo blue_hair breasts brown_eyes censored cum faceless_male fellatio female fingering forced medium_breasts nipples nude oral_sex penis pussy ranma_1/2 rape sex short_hair sweat tears vaginal_penetration yutarou

akane_tendoblue_hair

1997 1girls akane_tendo blue_hair breasts brown_eyes cum dark-skinned_male faceless_male fellatio female fingering forced handjob nipples nude oral_sex penis ranma_1/2 rape sex short_hair small_breasts sweat tears uncensored yutarou

akane_tendoblue_hair

1997 2girls akane_tendo blue_hair brown_eyes cum faceless_male fellatio female handjob licking long_hair multiple_girls nude open_mouth oral penis purple_hair ranma_1/2 shampoo_(ranma_1/2) short_hair threesome tongue uncensored yutarou

akane_tendoblue_hair

1997 1girls breasts closed_eyes cum faceless_male female female_on_top girl_on_top long_hair nipples nude open_mouth ranma_1/2 sex shampoo_(ranma_1/2) small_breasts spread_legs yutarou

breastsclosed_eyes

1997 1girls bed bob_cut breasts brown_eyes brown_hair cum cum_in_pussy faceless_male female forced nabiki_tendo nipples open_mouth penis pussy ranma_1/2 rape sex short_hair small_breasts sweat yutarou

1997 1girls bow breasts brown_eyes brown_hair crying doggy_style faceless_male female forced from_behind long_hair medium_breasts nipples ranma_1/2 rape sex solo sweat tears ukyo_kuonji vaginal_penetration yutarou

1990s 1997 20th_century animal_genitalia anthro balls bernard_doove blonde_hair breasts english_text felid fluffy fluffy_tail fully_sheathed genitals gradient_background green_eyes gynomorph hair intersex mammal nipples nude pantherine sheath simple_background solo terri_(karl_maurer) text tiger whiskers

animal_genitaliaanthro

1997 1girls black_hair breasts breasts_out drugs female gagged greyscale ichiou_(artist) large_breasts marvelous_melmo melmo monochrome nipples one_breast_out osamu_tezuka_works peril pills ripped_clothing rope shirt short_hair solo_focus tied_up

black_hairbreasts

1990s 1997 20th_century canid canine canis domestic_dog fellatio genitals k-9 male male/male mammal muscular oral penile penis sex sucking

1997 1girls after_sex anus ass blue_hair bow censored close-up cum cum_in_pussy cum_inside cum_on_ass dat_ass female female_only from_behind fugo_(studio_aqa) hair_ribbon heavy_breathing japanese_text nude ponytail sakura_shinguji sakura_taisen sakura_wars sega solo translated

1997 1girls ass blue_hair bow bubble_butt clothing dat_ass female female_only from_behind fugo_(studio_aqa) hair_ribbon nude ponytail sakura_shinguji sakura_taisen sakura_wars sega sole_female solo

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