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90s

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1girls 90s ass bangs big_ass big_eyes bishoujo_senshi_sailor_moon blonde_hair blue_eyes blue_sailor_collar butt_crack choker circlet clothing crescent crescent_earrings derivative_work earrings eyebrows_visible_through_hair female female_only heart heart_choker highres huge_ass jewelry leotard long_hair looking_at_viewer magical_girl meme parted_bangs parted_lips red_choker retro_artstyle sailor_collar sailor_moon sailor_moon_redraw_challenge sailor_senshi_uniform screencap_redraw simple_background solo someraindropsonroses_(artist) third-party_edit thong_leotard twintails usagi_tsukino very_wide_shot white_leotard

1990s_(style) 1girls 2d 2d_(artwork) 2d_animation 90s abs all_fours animated areola ass athletic athletic_female bent_over blush bouncing_breasts breasts breeding_slave circlet clothing creampie cum cum_in_pussy cum_inside deep_penetration doggy_style dominant_male dominated domination enjoying_rape fainting female female_moaning fit fit_female giant large_ass large_breasts larger_male long_hair longer_than_30_seconds longer_than_one_minute mahou_shoujo_meruru moaning moaning_in_pain moaning_in_pleasure monster mp4 muscular muscular_female naked nipples nude ogre open_mouth pussy rape red_hair retro retro_artstyle screaming secretly_loves_it sex sex_from_behind sex_slave size_difference smaller_female sound stockings straight_hair taken_from_behind tears thick_ass thick_thighs thighhighs tia_(mahou_shoujo_meruru) torso_grab uncensored until_they_like_it vaginal vaginal_penetration video webm wide_hips

2girls 90s animal_ears black_gloves blonde_hair bunny_ears bunny_girl cameltoe clothed_female_nude_female gloves groping_from_behind implied_nudity kimura_takahiro light-skinned_female long_hair looking_at_viewer maroon_eyes mimika monster_girl multiple_girls nipple_bulge nipples_visible_through_clothing official_art pale-skinned_female panties school_uniform shiny_skin split_personality torn_clothes usagi-chan_de_cue white_gloves white_panties

animal_earsblack_gloves

1990s 1990s_(style) 1boy 1girls 2d 2d_(artwork) 90s a_kite age_difference akai_(kite) animated arms_behind_back bdsm bed being_watched blue_eyes bob_cut bondage bouncing_breasts bound bound_wrists breasts brown_hair bulldog_position casual clothing crying cum cum_in_pussy cum_inside dark_skin deleted_scene doggy_style drooling english_text fat_man female firearm from_behind gag gagged gun handgun human improvised_gag kite_(anime) longer_than_30_seconds male medium_breasts monster_rape muffled_moaning muffled_squeal nipples nude on_side pale_skin penis petite pussy pussy_juice rape red_hair reverse_cowgirl_position sex short_hair shorter_than_one_minute side_position size_difference sound straight surprised sweat tape tape_bondage tape_gag tears text_focus top-down_bottom-up ugly_bastard ugly_man umetsu_yasuomi uncensored vaginal vaginal_penetration video voice_acted weapon

a_kiteage_difference

1boy 2d 2d_(artwork) 4:3_aspect_ratio 90s age_difference akai_(kite) blush breast_feeding breasts cel closed_eyes female female_orgasm groping groping_breasts hi_res highres kite_(anime) large_breasts male nipples older_man open_mouth orgasm sawa_(kite) straight sucking_nipple uncensored

age_differenceakai_(kite)

1boy 1girls 2d 2d_(artwork) 4:3_aspect_ratio 90s a_kite age_difference akai_(kite) animated areola ass ass_grab breasts brown_hair clothed_rape cum cum_in_pussy cum_inside earrings ejaculation erection extremely_large_filesize eyes_closed facial_hair female female_human fingering fingering_partner flashback girl_on_top groping hetero hi_res highres huge_penis human jewelry kissing kite_(anime) large_filesize large_penis legs light-skinned_female light_skin longer_than_30_seconds male male/female male_human mustache nipples no_sound nopan old_man on_top penis pussy rape retro_artstyle sawa_(kite) sex size_difference skin_tone_difference thighhighs third-party_edit umetsu_yasuomi uncensored vagina vaginal vaginal_penetration video

a_kiteage_difference

1boy 1girls 2d 2d_(artwork) 4:3_aspect_ratio 90s a_kite age_difference akai_(kite) animated areola ass ass_grab breasts broken brown_hair clothing deflowering earrings extremely_large_filesize eyes_closed facial_hair female female_human footwear groping hetero hi_res highres human jewelry kissing kite_(anime) large_filesize large_penis legs longer_than_30_seconds loss_of_virginity male male/female male_human mind_break mustache nipples no_sound old_man penis sawa_(kite) sex size_difference skin_tone_difference small_breasts socks straight third-party_edit umetsu_yasuomi uncensored vagina vaginal vaginal_penetration video virgin webm

a_kiteage_difference

1girls 90s aoyama_momoko big_breasts black_eyes black_hair breasts busty card discovery_(company) female female_only game_cg hair_ornament hakama hanafuda headband highres japanese_clothes kimono large_breasts long_hair looking_at_viewer miko nipples no_bra open_clothes open_shirt parted_lips pc98 pixel_art seductive shikato_miyo shirt shirt_slip sidelocks solo traditional_clothes valkyrie_the_power_beauties

aoyama_momokobig_breasts

akatsuki_gomokuantenna_hair

90s blonde_hair blue_eyes brown_hair car car_hood crystal_soft cyberpunk erect_nipples female_rapist fisting game_cg garter_belt garter_belt_leggings nude nude_female on_car on_car_hood pixel_art pubic_hair rape retro stockings stockings_only sunglasses tinted_eyewear virgin_angel yuri

blonde_hairblue_eyes

90s against_glass against_window blonde_hair blue_eyes breast_grab breast_grab_from_behind brown_hair car car_hood car_interior crystal_soft cyberpunk erect_nipples female_rapist game_cg garter_belt garter_belt_leggings kissing on_car on_car_hood pixel_art pubic_hair rape retro skirt_lift spiked_collar spiked_shoulders sunglasses tagme tinted_eyewear virgin_angel window yuri

against_glassagainst_window

90s blonde_hair blue_eyes bra brown_hair car collar crystal_soft cyberpunk erect_nipples erect_nipples_under_clothes female_footjob female_rapist game_cg garter_belt garter_belt_leggings gloves jacket jacket_on_shoulders jacket_open looking_over_eyewear looking_over_glasses looking_over_sunglasses mosaic_censoring open_clothes open_jacket pixel_art pubic_hair rape retro spiked_collar spiked_shoulders stepped_on stepping stepping_on_female stepping_on_genitals stepping_on_pussy sunglasses tagme tinted_eyewear virgin_angel visible_nipples yuri

blonde_hairblue_eyes

1boy 1girls 90s against_wall animated arms_above_head arms_up assisted_exposure assisted_undressing big_breasts blue_eyes blush bouncing_breasts breasts clothed_female clothing cyomi female forced_exposure forced_undressing game_cg hands_together huge_breasts imminent_rape light-skinned_female male manhandling nipples partial_male pink_hair pinned_to_wall ripped_clothing ripping_clothing shiny_skin short_hair sogna standing_sex suspenders tan-skinned_male tearing_clothes torn_clothes torn_clothing viper_(series) viper_v12 wrist_grab

against_wallanimated

1girls 90s anal_beads anal_juice anus artist_request ass ass_grab bed blue_hair bottomless closed_eyes clothing come_hither cum dildo eyes_closed fingerless_gloves hair_ribbon highres implied_masturbation japanese_clothes kimono long_hair pc98 pubic_hair pussy sakura_shinguji sakura_taisen sakura_wars sega sleeping spread_anus vagina

anal_beadsanal_juice

1girls 90s ass big_breasts breast_press breasts brown_eyes busty count_zero female female_only large_breasts looking_at_viewer looking_back mature_female mature_woman misato_katsuragi neon_genesis_evangelion nude onsen pc98 purple_hair seductive seductive_smile sideboob smile solo thighs towel water

1boy 1girls 2d 2d_(artwork) 90s bed bedroom boobs breasts carpet censored censored_penis closed_eyes detailed_background dormitory drill_hair elf_(company) female female_focus frown game_cg hair_ribbon hi_res highres horibe_hiderou male mosaic_censoring nagumo_chiaki nipples nude nude_female pink_hair pussy ribbon sex sex_from_behind short_hair shusaku small_breasts socks tits twin_drills vaginal_penetration white_bed_sheet

90s ffm ffm_threesome game_cg gym_clothing gym_storeroom kyouiku_jisshuu_~joshikousei_maniax~ schoolgirl store_room storeroom tetratech

ffmffm_threesome

90s ffm ffm_threesome game_cg gym_clothing gym_storeroom kyouiku_jisshuu_~joshikousei_maniax~ schoolgirl store_room storeroom tetratech

ffmffm_threesome

2girls 90s bob_cut buruma dutch_angle ffm ffm_threesome game_cg green_bra green_hair gym_clothing gym_storeroom gym_uniform high_ponytail indoors kyouiku_jisshuu_~joshikousei_maniax~ light_smile long_hair medium_breasts multiple_girls parted_bangs red_buruma red_hair removing_shirt schoolgirl short_hair store_room storeroom t-shirt tetratech undressing undressing_self vaulting_horse white_shirt

90s armpits arms_up artist_name bangs black_eyes black_hair bound_ankles bra breasts brown_hair brown_pants coat coat_removed commentary convenient_censoring dark-skinned_female dark_skin dithering email_address female front-hook_bra gradient gradient_background green_background gunsmith_cats hair_between_eyes hook jaggy_line lying medium_breasts nipples on_back open_bra open_mouth panties pants pants_removed panty_pull pixel_art pole pubic_hair pussy pussy_juice pussy_juice_puddle rally_vincent short_hair shouting solo spreader_bar tape tears teeth translated underwear upper_teeth white_bra white_panties zenkure

1boy 1boy1girl 1girls 2d 2d_(artwork) 90s clenched_teeth completely_nude dormitory elf_(company) female female_focus game_cg hi_res highres kurihara_asami male medium_breasts nipples rape red_hair ride short_hair shusaku teeth teeth_clenched ugly_man unseen_male_face very_short_hair

clenched_teethcompletely_nude

90s artist_request back_bow blue_eyes bow braid bridal_gauntlets can_can_bunny green_hair high_resolution long_hair medium_breasts non-web_source official_art open_mouth pink_bow sitting smile smiling_at_viewer solo solo_female swatty_(can_can_bunny) white_background

artist_requestback_bow

1boy 1boy1girl 1girls 2d 2d_(artwork) 90s clenched_teeth completely_nude dormitory elf_(company) female female_focus game_cg hi_res highres kurihara_asami male medium_breasts nipples rape red_hair ride shusaku teeth teeth_clenched ugly_man unseen_male_face

clenched_teethcompletely_nude

1boy 90s areolae ass barefoot breasts brown_hair comic edit english_text erik_larsen female full_body green_eyes husband_and_wife indoors large_breasts male marvel marvel_comics mary_jane_watson nipples nude_female nude_filter pale-skinned_female pale-skinned_male peter_parker red_hair red_lipstick short_hair someraindropsonroses_(artist) speech_bubble spider-man_(series) the_amazing_spider-man third-party_edit very_long_hair vulva

90s akagamido_(artist) animated blank_thumbnail bodysuit clothing glasses kissing longer_than_10_minutes longer_than_15_minutes longer_than_2_minutes longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_5_minutes longer_than_one_minute low_res male medium_breasts mp4 music neon_genesis_evangelion partially_clothed photo_(medium) rei_ayanami retro_artstyle school_uniform sex shinji_ikari sound tagme vhs video

akagamido_(artist)animated

<1_second_video 1boy 1girls 4:5 90s animated belt black_eyes blush bounce bouncing_breasts bra breasts censored chair cleavage clothed clothed_sex clothing female femdom forced forced_to_watch game_cg girl_on_top large_breasts long_hair male male/female mark_(viper) no_sound raped_couple reverse_cowgirl_position reverse_rape saki_(viper_f40) shorter_than_10_seconds skirt skirt_lift sogna stockings tagme vaginal vertical_video video viper_(series) viper_f40

<1_second_videoanimated

90s animated ass black_screen_roulette blank_thumbnail bra breasts brown_loafers censored clothing eroge fellatio female_human forced forced_oral game_cg game_over glasses human japanese_text japanese_voice_acting kabuto_(viper) kneehighs large_breasts loafers loose_socks maki_(viper) medium_hair monster naked navel nipples panties park rape robot_boy school school_uniform schoolgirl sex sex_machine skirt slime_monster socks sogna sound suramye tagme tentacle tentacle_sex teratophilia text underwear upskirt video video_games viper_(series) viper_m1 voice_acted white_socks

1990s_(style) 1boy 1girls 90s age_difference alien animated ass black_skin blood breast_sucking breastfeeding breasts dark-skinned_female dialogue edit elf feline female jannis_(spaceship_agga_ruter) long_video male massage masturbation missionary_position monster_girl nipples nude reverse_cowgirl_position screencap sex sound spaceship_agga_ruter tagme transformation vagina vaginal video violet_hair

age_differencealien

1990s 1996 20th_century 2d 2d_(artwork) 3boys 3girls 480p 90s advancer_tina animated breasts city clothing criminal dialogue female forced longer_than_30_seconds longer_than_one_minute male nipples nun nun's_habit nun_outfit oral public_sex punk rape sound tagme text vagina video

advancer_tinaanimated

1990s 1990s_(style) 1996 1girls 2d 2d_(artwork) 480p 90s advancer_tina animated ass bathroom black_screen_roulette breasts female female_focus female_masturbation female_only hi_res highres longer_than_30_seconds masturbation medium_breasts medium_hair mp4 nipples nude pussy retro retro_artstyle screencap short_playtime shorter_than_one_minute shower sole_female solo solo_female solo_focus sound uncensored vagina video water yellow_hair

advancer_tinaanimated

1boy 90s ^_^ ahe_gao ambiguous_gender angry animal_ears animal_genitalia animated archer_pose balls black_eyes black_fur brown_fur canine climbing cloud comedy constricted_pupils dog dog_ears dog_tail ejection erection flying_sweatdrops fucked_silly funny fur german_shepherd humanoid humor implied_oral kennel_tokorozawa leg_grab leg_lift long_penis long_tongue looking_at_another looking_at_viewer male male_penetrated mollusk no_humans no_sound ocean octopus oral outdoors panicking paws peeing peeing_on_another penis penis_with_face pose raised_leg rape revenge rin_tin_tin_(kennel_tokorozawa) rock rolling_eyes running scared serious size_difference sky smelling sniffing snout speed_lines standing standing_on_one_leg surprised sweat sweatdrop tail teeth tentacle tentacle_rape testicles tongue tongue_out transformation urine video water wide_eyed

2d 2d_(artwork) 2d_animation 480p 6+boys 6+girls 90s alcohol animated bdsm bondage_gloves bondage_harness boobs breasts cigarettes cool_devices creampie cum_inside duo_focus exhibitionism hi_res highres indoors latex_boots light_blue_hair lipstick long_hair longer_than_30_seconds longer_than_one_minute multiple_girls nipples nutech_digital pink_hair purple_eyes red_lips red_lipstick retro retro_artstyle sex sound tagme tits video wine

alcoholanimated

1995 2boys 2d 2d_(artwork) 2d_animation 480p 5girls 90s animated audience bdsm bdsm_gear bed blue_hair blush blushing bondage_harness boobs boot_fetish breasts chained chained_wrists cool_devices dildo_in_pussy dominatrix earrings exhibitionism female femsub hi_res highres indoors latex licking_boot lipstick long_hair long_hair_male 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 malesub mouth_gag multiple_boys multiple_girls nipples nutech_digital on_stage orgasm pink_eyes pink_hair pussy_juice pussy_juice_trail red_heels red_lips red_lipstick red_thighhighs sex sound tagme thighhigh_boots tits video watching whipping

animatedaudience

1boy 2d 2d_(artwork) 2d_animation 2girls 90s alcohol animated ass ass_slap bar bdsm big_breasts blowjob blue_hair blush bondage_harness boobs breasts chains collar cool_devices cum_on_face cum_on_mouth cum_on_upper_body dominatrix earrings exhibitionism facial female fingering fingering_pussy group_sex high_heels latex_gloves leopard_print licking_cum licking_nipples light_blue_hair longer_than_30_seconds longer_than_3_minutes longer_than_4_minutes longer_than_one_minute male mature_female medium_breasts muscular muscular_arms muscular_ass muscular_chest muscular_legs muscular_male nipple_piercing nipples nutech_digital pink_hair purple_eyes red_high_heeled_shoes retro retro_artstyle sex sound strip_club tits uncensored uncensored_breasts video

alcoholanimated

1boy 1girls 2d 2d_(artwork) 2d_animation 480p 90s animated bar bdsm boobs breasts club cool_devices cross_necklace female hallucination hi_res highres latex_armwear lipstick long_hair long_hair_male longer_than_30_seconds longer_than_3_minutes longer_than_one_minute male multiple_females multiple_males nipple_ring nipples nutech_digital pink_hair pink_hue red_lips red_lipstick retro retro_artstyle see-through_clothing sex snake snakes sound staring staring_at_another tagme thighhighs tits video zoophilia

1girls 4:3_aspect_ratio 90s animated ass bare_shoulders big_ass big_breasts bouncing_breasts breasts cleavage close-up female female_focus female_only head_out_of_frame heavy_breathing huge_breasts jewelry jungle_de_ikou mii_(jungle_de_ikou) mp4 necklace official_animation open_mouth screencap solo solo_female sound tagme video

1990s 1998 1boy 1girls 20th_century 90s animated animated_gif arched_back areolae asakawa_kotomi ass blush breasts clothed_male_nude_female elf_(company) female gif hair_ornament hair_ribbon hanging_breasts isaku male naked nipples nude nude_female over_480p pink_pineapple prison_guard_position rape red_hair sex small_breasts tears

animatedanimated_gif

1990s 69 1995 1996 2d 2girls 4:3_aspect_ratio 69_position 90s animated areola ass barefoot blush breast_grab breast_sucking breasts brown_eyes brown_hair clavicle clitoral_hood clitoral_stimulation clitoris cunnilingus cute dirt eating_pussy english_subtitles english_text extremely_large_filesize eyes_closed female female/female female_focus female_only female_pubic_hair fingering fingering_partner fingering_pussy french_kiss grabbing groping hairy_pussy hand_in_another's_panties hand_in_panties injuu_onna_kyoushi japanese_dialogue kiss kissing koizumi_yuko lake large_ass large_breasts large_filesize lesbian lesbian_sex lesbians licking licking_breast licking_clitoris licking_nipples licking_pussy light-skinned_female light_skin longer_than_4_minutes lying medium_breasts mouth_tugging_pussy mp4 multiple_girls navel nipples nude nude_female on_back open_mouth oral oral_sex outdoor_nudity outdoor_sex outdoors outercourse pale-skinned_female pantsu pubic_hair public public_nudity public_sex pussy pussy_juice pussy_tug retro_artstyle sand school_of_darkness screen_capture screencap sex shiny shiny_hair shiny_skin shorter_than_five_minutes sound spread_legs spread_vagina subtitled sucking_clitoris sucking_nipples text tongue uncensored underwear vagina video voice_acted water wet yashiro_akemi yuri

1990s 1990s_(style) 1993 1girls 90s anthro artist_name breasts clarisse clarisse_cat eric_schwartz flip_the_frog flip_the_frog_(eric_schwartz) full_body mirror mirror_reflection pillow reflection yokozuwari

anthroartist_name

1990s 1990s_(style) 1999 1boy 1boy1girl 1girls 90s ahe_gao artist_name artist_signature ass_grab blonde_hair cat clarisse clarisse_cat copyright copyright_notice copyright_symbol drooling eric_schwartz female flip_the_frog flip_the_frog_(eric_schwartz) frog full_body green_background green_skin hetero interspecies male medium_breasts simple_background sitting size_difference tagme top-down_bottom-up

ahe_gaoartist_name

90s anna_miller asuka_(viper) bat_girl bat_wings beret black_eyes black_hair blonde_hair blue_hair blush bra breasts breathing_fire bridal_gauntlets brown_hair captain_(viper) carrying checkered_background choker cleavage closed_eyes clothed clothing dragon elbow_gloves eyebrows_visible_through_hair fangs fire fishnet_gloves fishnet_stockings fishnets flying glasses gloves green_eyes green_slime hakama hat head_grab heels karin_(viper) kendo kendo_gi koumori large_breasts long_hair medium_breasts mika_(viper) monster monster_girl mushroom nakamura_ken'ichirou_(peroguritei) necktie official_art open_mouth panties pink_bra pink_hair pink_panties pleated_skirt pointy_ears school_uniform serafuku shinai short_hair simple_background sitting skirt slime sogna standing stockings sweat sweating thick_thighs thighhighs thighs tongue twin_braids twintails underwear viper_(series) viper_island wings zettai_ryouiki

anna_millerasuka_(viper)

2boys 6+girls 7girls 90s ^_^ absurd_res akira_(viper) anna_miller arms_behind_head arms_up bare_arms belt black_eyes blonde_hair blue_dress blue_hair blue_skin blush bow braid breast_grab breasts checkered_background chibi choker cleavage closed_eyes clothed clothing corset crossed_arms detached_collar dress embarrassed erect_nipples erect_nipples_under_clothes eyebrows_visible_through_hair eyes_visible_through_hair frills fully_clothed glasses grabbing_from_behind green_eyes green_hair green_skin hair_over_one_eye hair_ribbon hands_on_hips hat highres jacket jewelry karin_(viper) kimura_takahiro large_breasts leaning_forward legwear lilia_milcrave lips lipstick long_hair long_ponytail long_twintails looking_at_another looking_at_viewer low_ponytail male matching_hair/eyes midriff monster multiple_boys multiple_girls navel necklace nipple_bulge official_art open_clothes open_jacket open_mouth pants pink_clothing pink_hair pink_lipstick purple_hair red_eyes red_hair ribbon ribbon_choker rock_humanoid saki_(viper) saki_(viper_f40) scared seed's_subordinates seera_macleg shoes short_hair shorts simple_background skirt smile smug sogna standing surprised sweat sweatdrop thigh_ribbon thigh_strap thighs tied_hair tight_clothing tongue tubetop twin_braids twintails very_long_hair viper_(series) viper_island white_clothing wristband yuri

1990s_(style) 1girl aino_minako bdsm bishoujo_senshi_sailor_moon blonde_hair blush bondage bound bound_wrists bow breasts hair_bow indoors long_hair medium_breasts mermaid_(artist) multiple_boys navel nipples non-web_source pussy pussy_juice retro_artstyle spread_pussy uncensored

aino_minakobdsm

1990s_(style) 1girl aino_minako animated animated_gif bdsm bishoujo_senshi_sailor_moon blonde_hair blush bondage bound bound_wrists bow breasts hair_bow indoors long_hair medium_breasts mermaid_(artist) multiple_boys navel nipples non-web_source pussy pussy_juice retro_artstyle spread_pussy uncensored

aino_minakoanimated

1990s_(style) 1boy 1girl aino_minako bdsm bishoujo_senshi_sailor_moon blonde_hair blush bow breasts completely_nude hair_bow indoors long_hair medium_breasts mermaid_(artist) multiple_boys navel nipples non-web_source nude pussy pussy_juice retro_artstyle sex sy uncensored vaginal

aino_minakobdsm

1990s_(style) 1girl aino_minako animated animated_gif bdsm bishoujo_senshi_sailor_moon blonde_hair blush bow breasts hair_bow indoors long_hair medium_breasts mermaid_(artist) multiple_boys navel nipples non-web_source pussy pussy_juice retro_artstyle sex uncensored vaginal

aino_minakoanimated

1990s_(style) 1girl aino_minako animated animated_gif arms_up bishoujo_senshi_sailor_moon blonde_hair blush bound bound_wrists bow breasts fingering gangbang group_sex hair_bow indoors long_hair mermaid_(artist) multiple_boys navel nipples non-web_source pussy pussy_juice retro_artstyle uncensored

aino_minakoanimated

1990s_(style) 1girl blue_eyes bra breasts clothes_lift crossed_arms half-closed_eyes highres kojima_emi_(magical_canan) large_breasts legs lifting_own_clothes long_hair looking_at_viewer magical_kanan navel panties purple_bra purple_hair purple_panties retro_artstyle skirt solo stitched sweater sweater_lift thick_thighs thighs third-party_edit unbuttoned underboob underwear undressing unzipped very_long_hair

1990s_(style) blonde_hair blue_background blue_dress blue_sky cloud dress ghost green_eyes green_hair highres kirisame_marisa kirisame_marisa_(pc-98) magician mima_(touhou) purple_dress retro_artstyle sky star_(sky) touhou touhou_(pc-98) white_sleeves yellow_eyes yuuna_arlovskaya

blonde_hairblue_background

1990s_(style) 1girl aino_minako animated animated_gif arms_up bishoujo_senshi_sailor_moon blonde_hair blue_sailor_collar blue_skirt blush bound bound_wrists bow bow_panties hair_bow indoors long_hair lying mermaid_(artist) navel neckerchief non-repeating_animation non-web_source on_back on_bed open_mouth panties red_bow red_neckerchief retro_artstyle sailor_collar school_uniform serafuku shiba_koen_middle_school_uniform shirt skirt sleeping socks solo underwear white_panties white_shirt

aino_minakoanimated

1990s_(style) 1girl aino_minako arms_up bishoujo_senshi_sailor_moon blonde_hair blue_sailor_collar blue_skirt blush bound bound_wrists bow bow_panties hair_bow indoors long_hair lying mermaid_(artist) navel neckerchief non-web_source on_back on_bed open_mouth panties red_bow red_neckerchief retro_artstyle sailor_collar school_uniform serafuku shiba_koen_middle_school_uniform shirt skirt sleeping socks solo underwear white_panties white_shirt

aino_minakoarms_up

1990s_(style) 1girl aino_minako arms_up bishoujo_senshi_sailor_moon blonde_hair blush bound bound_wrists bow gangbang group_sex hair_bow indoors long_hair mermaid_(artist) multiple_boys navel non-web_source retro_artstyle

aino_minakoarms_up

1990s_(style) awkward brenni_murasaki child dress family glasses hugh_neutron indoors jimmy_neutron jimmy_neutron_(series) judy_neutron kitchen long_hair mature_female necktie nickelodeon retro_artstyle sweatdrop velt

awkwardbrenni_murasaki

1990s_(style) backpack bag blonde_hair blue_eyes brenni_murasaki child detective_pikachu_(character) detective_pikachu_(series) echidna fangs fox game_freak gen_1_pokemon gloves hat jacket knuckles_the_echidna long_hair making_fun_of nintendo paramount_pictures pikachu pokemon purple_eyes red_fur red_hair retro_artstyle sega sitting sonic_(live_action) sonic_(series) sonic_the_hedgehog_3_(film) sweat sweatdrop tails_(sonic) warner_bros yellow_fur

1990s_(style) 1girl aino_minako animated animated_gif bishoujo_senshi_sailor_moon blinking blonde_hair blue_sailor_collar blush bow cup hair_bow indoors long_hair looking_at_viewer mermaid_(artist) neckerchief non-web_source open_mouth pc-98_(style) puffy_short_sleeves puffy_sleeves red_bow red_neckerchief retro_artstyle sailor_collar saucer school_uniform serafuku shelf shiba_koen_middle_school_uniform shirt short_sleeves solo stuffed_toy teacup upper_body white_shirt

aino_minakoanimated

1990s_(style) 1girl aino_minako animated animated_gif bishoujo_senshi_sailor_moon blonde_hair blue_eyes blue_sailor_collar blush bow cup hair_bow indoors long_hair looking_at_viewer mermaid_(artist) neckerchief non-repeating_animation non-web_source puffy_short_sleeves puffy_sleeves red_bow red_neckerchief retro_artstyle sailor_collar saucer school_uniform serafuku shelf shiba_koen_middle_school_uniform shirt short_sleeves solo stuffed_toy teacup upper_body white_shirt

aino_minakoanimated

1990s_(style) 1girl aino_minako animated animated_gif arms_up bishoujo_senshi_sailor_moon blonde_hair blue_sailor_collar blue_skirt blush bound bound_wrists bow hair_bow indoors long_hair lying mermaid_(artist) navel neckerchief non-web_source on_back on_bed open_mouth red_bow red_neckerchief retro_artstyle sailor_collar school_uniform serafuku shiba_koen_middle_school_uniform shirt short_sleeves skirt sleeping solo white_shirt

aino_minakoanimated

1990s_(style) 1girl aino_minako animated animated_gif arms_up bishoujo_senshi_sailor_moon blonde_hair blue_skirt blush bound bound_wrists bow bow_panties hair_bow indoors long_hair lying mermaid_(artist) navel neckerchief non-repeating_animation non-web_source on_back on_bed open_mouth panties red_bow red_neckerchief retro_artstyle school_uniform serafuku shiba_koen_middle_school_uniform shirt short_sleeves skirt sleeping socks solo underwear white_bow white_panties white_shirt white_socks

aino_minakoanimated

1990s_(style) 2girls aino_minako animated animated_gif bed bishoujo_senshi_sailor_moon blonde_hair bow breasts brown_eyes closed_eyes collarbone curtains double_bun hair_bow hair_bun indoors inset light_blush long_hair lowres medium_breasts mermaid_(artist) multiple_girls navel nipples non-web_source nude on_bed open_mouth pussy pussy_juice retro_artstyle socks tribadism tsukino_usagi uncensored very_long_hair yuri

aino_minakoanimated

1990s_(style) 1girl aino_minako animated animated_gif bed bishoujo_senshi_sailor_moon blonde_hair bow breasts brown_eyes collarbone completely_nude hair_bow indoors light_blush long_hair lowres lying medium_breasts mermaid_(artist) navel nipples non-web_source nude on_back on_bed open_mouth pussy pussy_juice red_bow retro_artstyle solo uncensored very_long_hair

aino_minakoanimated

1990s_(style) bishoujo_senshi_sailor_moon breasts brown_eyes completely_nude long_hair medium_breasts mermaid_(artist) navel non-web_source nude retro_artstyle

bishoujo_senshi_sailor_moonbreasts

1990s_(style) angel angel_wings dress highly_responsive_to_prayers highres purple_background purple_dress purple_eyes purple_hair purple_skirt retro_artstyle sariel_(touhou) shirt skirt touhou touhou_(pc-98) white_shirt wings

angelangel_wings

1990s_(style) 3girls bent_over breasts cleavage covered_erect_nipples downblouse hands_on_own_hips hanging_breasts highres honjoji_akira japanese_text karin_(viper) kimura_takahiro large_breasts leaning_forward long_hair magazine_scan multiple_girls official_art ponytail red_eyes red_hair retro_artstyle ribbon saki_(viper) scan smile sweatdrop translation_request very_long_hair viper_(series) viper_v16 waitress

bent_overbreasts

1990s_(style) 1girl ainu_clothes artist_name black_hair blue_hair breasts brown_eyes clenched_hand fingerless_gloves gloves hair_ribbon highres legs long_hair looking_at_viewer nakoruru open_mouth pants retro_artstyle ribbon samurai_spirits small_breasts snk solo the_king_of_fighters thighs tongue traditional_media very_long_hair weapon

ainu_clothesartist_name

1990s_(style) 1girl bob_cut bracer breasts brown_eyes brown_hair female_focus fighting_stance full_body highres lips looking_at_viewer masuda_chiho ninja non-web_source official_art pixel_art retro_artstyle scan short_hair simple_background smile translation_request variable_geo waitress wide_hips

1990s_(style) 1girl bob_cut bracer breasts brown_eyes brown_hair female_focus full_body highres kimura_takahiro lips looking_at_viewer masuda_chiho ninja official_art retro_artstyle scan short_hair simple_background smile translation_request variable_geo waitress wide_hips

1990s_(style) 1girl blush bob_cut bracer breasts brown_eyes brown_hair female_focus highres kimura_takahiro lips masuda_chiho ninja official_art retro_artstyle scan short_hair simple_background upper_body variable_geo waitress white_background

1990s_(style) 1girl bob_cut bracer breasts brown_eyes brown_hair female_focus fighting_stance highres kimura_takahiro lips looking_at_viewer masuda_chiho ninja official_art retro_artstyle scan short_hair simple_background variable_geo waitress wide_hips

1990s_(style) 1girl attack blush bob_cut bracer breasts brown_eyes brown_hair female_focus full_body gloves highres jumping kimura_takahiro lips looking_at_viewer mask masuda_chiho mouth_mask ninja official_art retro_artstyle scan short_hair simple_background variable_geo waitress wide_hips

1990s_(style) 1girl bob_cut bracer breasts brown_eyes brown_hair female_focus gloves highres kimura_takahiro lips looking_at_viewer masuda_chiho ninja official_art retro_artstyle scan short_hair simple_background translation_request variable_geo waitress wide_hips

1990s_(style) 1girl alternate_breast_size animal_ears armor bare_shoulders bikini bikini_armor breasts cat_ears choker cleavage collarbone commentary danmakuman english_commentary facial_mark falandia_vality high_heels highleg highleg_bikini highres invisible_chair large_breasts long_hair looking_at_viewer navel purple_bikini purple_eyes red_hair retro_artstyle signature sitting solo star_(sky) starry_sky_background steam-heart's swimsuit wariza

alternate_breast_sizeanimal_ears

1990s_(style) 1girl black_background boots breasts cleavage collarbone commentary cyber_block_metal_orange danmakuman english_commentary fingerless_gloves full_body gloves hairband leotard long_hair looking_at_viewer medium_breasts mika_(cyber_block_metal_orange) pink_boots pink_gloves pink_leotard pink_sailor_collar purple_eyes purple_hair retro_artstyle sailor_collar shirt smile solo white_shirt

black_backgroundboots

1990s_(style) 2girls absurdres blonde_hair coat dress elly_(touhou) glitter gradient_background green_eyes green_hair hat highres kazami_yuuka kazami_yuuka_(pc-98) long_hair lotus_land_story multiple_girls necktie pants red_coat red_dress red_pants retro_artstyle shirt touhou touhou_(pc-98) umbrella very_long_hair white_shirt yellow_eyes yellow_necktie yuuna_arlovskaya

absurdresblonde_hair

1990s_(style) 3girls animated bare_legs black_hair bob_cut brown_eyes brown_hair corruption curvy female_focus fighting gloves headband highres humiliation kimura_takahiro kubota_jun kunai kusunoki_manami long_hair looking_at_another masuda_chiho mind_control multiple_girls ninja paw_gloves pink_hair retro_artstyle running short_hair simple_background tagme teamwork variable_geo very_long_hair video violence waitress weapon wide_hips

animatedbare_legs

1990s_(style) 2girls animated bare_legs bob_cut brown_eyes brown_hair curvy expressionless female_focus fighting gloves highres humiliation kimura_takahiro kunai looking_at_another masuda_chiho moaning multiple_girls ninja retro_artstyle running ryona short_hair simple_background tagme variable_geo video violence waitress weapon wide_hips yajima_satomi

animatedbare_legs

1990s_(style) 2girls absurdly_long_hair animated bare_legs bob_cut brown_eyes brown_hair curvy female_focus fighting gloves highres humiliation kimura_takahiro kunai long_hair looking_at_another masuda_chiho multiple_girls ninja retro_artstyle running ryona short_hair simple_background tagme variable_geo very_long_hair video violence waitress weapon wide_hips yajima_satomi

absurdly_long_hairanimated

1990s_(style) 1girl 2boys age_difference animated bare_legs bob_cut breasts brown_eyes brown_hair disguise fighting gloves highres jumping kimura_takahiro long_hair looking_at_another masuda_chiho medium_hair multiple_boys ninja retro_artstyle running short_hair simple_background tagme variable_geo video violence yajima_satomi

age_differenceanimated

1990s_(style) 3girls absurdly_long_hair animated bare_legs bob_cut brown_eyes brown_hair curvy female_focus fighting gloves highres jahana_reimi kimura_takahiro long_hair looking_at_another masuda_chiho multiple_girls ninja retro_artstyle running ryona short_hair simple_background tagme variable_geo very_long_hair video violence waitress wide_hips yajima_satomi

absurdly_long_hairanimated

1990s_(style) 2girls absurdly_long_hair animated bare_legs bob_cut brown_eyes brown_hair curvy female_focus fighting flower gloves highres jahana_reimi kimura_takahiro long_hair looking_at_another masuda_chiho multiple_girls ninja outdoors retro_artstyle rose running ryona short_hair simple_background tagme throwing variable_geo very_long_hair video violence waitress wide_hips

absurdly_long_hairanimated

1990s_(style) 1girl advanced_variable_geo_2 ass back breasts chibi cleavage curvy evil_eyes evil_smile female_focus greyscale highres kimura_takahiro lipstick long_hair looking_at_viewer looking_back makeup monochrome no_bra official_art retro_artstyle sharp_teeth shinjou_saki smile solo teeth variable_geo white_background wide_hips

advanced_variable_geo_2ass

1990s_(style) 1girl advanced_variable_geo_2 breasts brown_eyes cleavage curvy earrings evil_eyes evil_smile female_focus game_cg green_hair highres huge_breasts indoors jewelry kimura_takahiro lipstick long_hair looking_at_viewer makeup no_bra official_art parted_lips retro_artstyle shinjou_saki smile solo variable_geo wide_hips

advanced_variable_geo_2breasts

1990s_(style) 1girl 4chan bare_shoulders barefoot bead_necklace beads breasts cleavage commentary computer_keyboard computer_mouse double_strap_slip earrings english_commentary english_text handheld_game_console highres indian_style jewelry medium_breasts multiple_earrings necklace nervous_smile orange_hair original otaking playstation_portable purple_eyes red_tank_top retro_artstyle short_shorts shorts sitting smile solo stud_earrings sweat tank_top typing xbox_controller

bare_shouldersbarefoot

1990s_(style) 2boys absurdres ball blonde_hair bowling_alley bowling_ball bowling_pin capcom commentary cover crossover dio_brando dragon_ball dragon_ball_(object) dragonball_z earrings english_commentary fake_cover final_form_frieza frieza green_headband headband highres holding holding_ball jewelry jojo_no_kimyou_na_bouken male_focus multiple_boys otaking red_eyes retro_artstyle sega smile stardust_crusaders stone_mask_(jojo) tail television the_world

1990s_(style) 1girl arms_behind_head breasts busujima_saeko cosplay covered_erect_nipples durvy grey_eyes highres highschool_of_the_dead hyuuga_hinata karosu_maker large_breasts legs licking_lips looking_at_viewer midriff naruto_(series) navel one_eye_closed purple_hair retro_artstyle school_uniform skirt smile solo thick_thighs thighs tongue tongue_out wink

arms_behind_headbreasts

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