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1990s 1997 1girls 20th_century 2others black_eyes blush bra breasts brown_bra brown_hair brown_panties cleavage earrings female gameplay_mechanics holding_pokemon japanese_text jewelry jigglypuff long_hair looking_at_viewer medium_breasts navel nipple_bulge on_head original_character panties pikachu pokemon pokemon_(species) pokemon_battle pokemon_rgby signature simple_background smile standing text translated underwear underwear_only wavy_hair white_border yuuichi_(tareme_paradise)

black_eyesblush

1997 1girls after_sex big_breasts blue_eyes bondage breasts breasts_out broken_rape_victim chained chains crying crying_with_eyes_open cum cum_in_pussy english_text female game_freak hands_tied jessie_(pokemon) juubaori_mashumaro latex latex_gloves long_hair manga mouth_gag muscular muscular_female nintendo pokemon pussy pussy_juice rape red_hair sex_slave skirt slave team_rocket tears vibrator vibrator_in_pussy

after_sexbig_breasts

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 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

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 muscular_female necklace oscar_chichoni scar short_hair stomach tearing_clothes undressing voluptuous wounded

armorartist_signature

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 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

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

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

1997 1boy 1girls alternate_body_type armpits ass b_village balls big_breasts breasts busty closed_eyes cowgirl_position dat_ass doggy_style doujinshi erect_nipples female hair_ribbon huge_ass large_breasts long_hair looking_pleasured male moaning monochrome nakoruru navel nipples nude open_mouth penis puckered_lips pussy pussy_juice reverse_cowgirl_position riding_penis samurai_shodown scan sex sideboob snk sweat sweating testicles thick_thighs translated vaginal_penetration voluptuous

alternate_body_typearmpits

1990s 1997 1girls 20th_century arms_up asuka_(viper) bandage blush bottomless breasts chest_wraps closed_eyes clothing cum cum_on_body cum_on_lower_body cumshot ejaculation eyebrows_visible_through_hair female female_only grayscale indoors katsura_ken'ichirou kendo kendo_gi long_hair lying medium_breasts missionary_position moaning monochrome navel nipples novel_illustration official_art offscreen_character offscreen_sex on_back open_clothes open_mouth orgasm sarashi scan sogna solo spread_legs sweat teeth thighs tongue viper_(series) viper_ctr viper_ctr_(novel)

arms_upasuka_(viper)

1990s 1997 1girls 20th_century blush breasts earrings eyebrows_visible_through_hair eyes_visible_through_hair female female_only grayscale indoors jewelry katsura_ken'ichirou large_breasts leaning_back lipstick makeup miki_(viper) moaning monochrome nipples novel_illustration nude official_art open_mouth scan shadow shorts sitting sogna solo sweat teeth thighs viper_(series) viper_ctr viper_ctr_(novel)

1990s 1997 1girls 20th_century areolae blush bra bra_removed breast_squeeze breasts cleavage earrings eyebrows_visible_through_hair female female_only grayscale jewelry katsura_ken'ichirou large_breasts lipstick looking_at_viewer makeup miki_(viper) monochrome nipples novel_illustration nude official_art scan short_hair smile sogna solo teeth underwear viper_(series) viper_ctr viper_ctr_(novel)

1990s 1997 1girls 20th_century after_shower arched_back arm_up armpits ass back blush breasts eyebrows_visible_through_hair eyes_visible_through_hair female female_only grayscale holding_towel indoors katsura_ken'ichirou large_breasts looking_at_viewer medium_breasts miki_(viper) monochrome nipples novel_illustration official_art open_mouth panties scan short_hair sogna solo standing steam thighs topless towel towel_on_head underwear viper_(series) viper_ctr viper_ctr_(novel) water wet

after_showerarched_back

1990s 1997 20th_century 2girls bishoujo_senshi_sailor_moon black_hair bob_cut bra breasts chibi_usa choker dated dildo dildo_in_pussy dildo_riding dildo_sitting double_bun earrings elbow_gloves female female/female female_only flat_chest gloves hand_on_leg hotaru_tomoe jewelry lingerie long_gloves long_hair multiple_girls nipples nude nude_female open_bra pink_hair pussy pussy_juice satoshi_igarashi shaved_pussy small_breasts stockings strap-on strapon sweat underwear vagina vaginal_juices vibrator yuri

bishoujo_senshi_sailor_moonblack_hair

1990s 1997 20th_century 2girls blonde_hair cherry_poptart cherry_poptart_(comic) comic comic_cover daughter dialogue ginger ginger_hair larry_welz long_hair milf mother mother_and_daughter multiple_girls pepper_poptart pink_nightgown pink_panties pink_tank_top pink_underwear short_hair straight_hair tagme vintage

blonde_haircherry_poptart

1990s 1997 20th_century anthro balls bodily_fluids brown_body brown_fur canid canine canis claws cum cum_on_face cumshot donny_squirrel ejaculation erection fur furniture furry genital_fluids genitals karri_aronen male male/male mammal mutual_masturbation open_mouth paws penis rodent sciurid sofa toony white_body white_fur wolf year

1990s 1997 20th_century anthro barn colored crush crushed_underfoot destruction equid equine farm female fence hair horse kolt long_hair macro mammal muscular muscular_anthro muscular_female painting_(artwork) plant silo solo traditional_media_(artwork) tree

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