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90s

1999 1girl 90s brown_eyes brown_hair comic_mujin cowboy_shot dress dress_lift female hairband highres hime_cut kojiki_ouji loli long_hair looking_at_viewer matching_hair/eyes nightgown non-web_source oldschool panties panty_pull pussy scan scan_artifacts signature skindentation skinny small_breasts solo striped striped_panties thighhighs underwear very_long_hair
1999 1girl 90s brown_eyes brown_hair comic_mujin cowboy_shot dress dress_lift female hairband highres hime_cut kojiki_ouji loli long_hair looking_at_viewer matching_hair/eyes nightgown non-web_source oldschool panties panty_pull pussy scan scan_artifacts signature skindentation skinny small_breasts solo striped striped_panties thighhighs underwear very_long_hair
1997 5girls 90s ad ass black_hair brown_hair child_on_child classroom dress fairy_wings female flat_chest highres hot_milk_comics imminent_kiss japanese_text kneeling loli_on_loli long_hair multiple_girls nipples non-web_source oldschool original pink_dress rie-chan_14-sai school_uniform thighhighs traditional_media translated twintails wings yuri
1997 5girls 90s ad ass black_hair brown_hair child_on_child classroom dress fairy_wings female flat_chest highres hot_milk_comics imminent_kiss japanese_text kneeling loli_on_loli long_hair multiple_girls nipples non-web_source oldschool original pink_dress rie-chan_14-sai school_uniform thighhighs traditional_media translated twintails wings yuri
1997 1boy 1girl 90s age_difference backpack bag brown_hair classroom comic comic_nene desk fat fat_man female flat_chest glasses hetero highres imminent_penetration imminent_sex imminent_vaginal jacket loli lying male navel nipples non-web_source oldschool on_back ooyamada_mangetsu original panties panty_pull penis pussy pussy_juice randoseru red_backpack school_desk school_uniform shirt_lift short_twintails silent_comic tan tanline thighhighs tied_hair toddler track_jacket track_suit traditional_media twintails ugly_man underwear
1997 1boy 1girl 90s age_difference backpack bag brown_hair classroom comic comic_nene desk fat fat_man female flat_chest glasses hetero highres imminent_penetration imminent_sex imminent_vaginal jacket loli lying male navel nipples non-web_source oldschool on_back ooyamada_mangetsu original panties panty_pull penis pussy pussy_juice randoseru red_backpack school_desk school_uniform shirt_lift short_twintails silent_comic tan tanline thighhighs tied_hair toddler track_jacket track_suit traditional_media twintails ugly_man underwear
1996 1girl 90s artist_name blush brown_eyes brown_hair cover female japanese_text loli looking_at_viewer magazine_cover marshmallow_club_(magazine) non-web_source oldschool ooyamada_mangetsu scan semi-realistic short_twintails smile solo tied_hair toddler twintails upper_body
1996 1girl 90s artist_name blush brown_eyes brown_hair cover female japanese_text loli looking_at_viewer magazine_cover marshmallow_club_(magazine) non-web_source oldschool ooyamada_mangetsu scan semi-realistic short_twintails smile solo tied_hair toddler twintails upper_body
1girl 90s arm_up armpits bed_sheet blush bobby_socks cardcaptor_sakura daidouji_tomoyo dakimakura_(medium) eyebrows female flat_chest full_body kodansha legs loli long_hair long_image lying navel nipples nude on_back panties panty_pull purple_eyes purple_hair pussy sheet_grab socks solo takano_hayato uncensored underwear white_legwear white_panties
1girl 90s arm_up armpits bed_sheet blush bobby_socks cardcaptor_sakura daidouji_tomoyo dakimakura_(medium) eyebrows female flat_chest full_body kodansha legs loli long_hair long_image lying navel nipples nude on_back panties panty_pull purple_eyes purple_hair pussy sheet_grab socks solo takano_hayato uncensored underwear white_legwear white_panties
1girl 90s black_hair female gokinjo_boukentai hat highres kindergarten_uniform loli mana_(gokinjo_boukentai) school_hat school_uniform white_legwear
1girl 90s black_hair female gokinjo_boukentai hat highres kindergarten_uniform loli mana_(gokinjo_boukentai) school_hat school_uniform white_legwear
1990s 1990s_(style) 1girl 90s ai-generated bare_shoulders baseball_cap blonde_hair blue_eyes carsandlolis2010_(ai_generator) denim_clothing female flat_chest graffiti hat light-skinned_female loli naked_overalls nipples original overalls skateboard small_breasts small_nipples smile strap_slip tomboy topless topless_female
1990s 1990s_(style) 1girl 90s ai-generated bare_shoulders baseball_cap blonde_hair blue_eyes carsandlolis2010_(ai_generator) denim_clothing female flat_chest graffiti hat light-skinned_female loli naked_overalls nipples original overalls skateboard small_breasts small_nipples smile strap_slip tomboy topless topless_female
1995 1girl 90s abstract backlighting blue_panties cowboy_shot female flat_chest indoors loli looking_at_viewer maximilian_esposito panties smile solo sweater traditional_media underwear
1995 1girl 90s abstract backlighting blue_panties cowboy_shot female flat_chest indoors loli looking_at_viewer maximilian_esposito panties smile solo sweater traditional_media underwear
1996 6+girls 90s age_difference ass completely_nude early_teens feet female flat_chest from_behind full_body greyscale hug hug_from_behind lineart loli long_hair looking_at_viewer looking_back maximilian_esposito medium_hair monochrome multiple_girls nipples no_pussy nude original pinup preteen ribbon sitting small_breasts standing white_background yuri
1996 6+girls 90s age_difference ass completely_nude early_teens feet female flat_chest from_behind full_body greyscale hug hug_from_behind lineart loli long_hair looking_at_viewer looking_back maximilian_esposito medium_hair monochrome multiple_girls nipples no_pussy nude original pinup preteen ribbon sitting small_breasts standing white_background yuri
1996 1boy 2girls 90s black_hair brown_hair fan fang female flat_chest green_eyes hairband hood hoodie japanese_flag japanese_text loli long_hair looking_at_viewer mahou_no_shiho-chan male medium_hair multiple_girls official_art open_mouth shiho-chan short_sleeves smile traditional_media translated
1996 1boy 2girls 90s black_hair brown_hair fan fang female flat_chest green_eyes hairband hood hoodie japanese_flag japanese_text loli long_hair looking_at_viewer mahou_no_shiho-chan male medium_hair multiple_girls official_art open_mouth shiho-chan short_sleeves smile traditional_media translated
1994 1girl 90s absurdres arabic_text bangs braid dated female highres kukuri loli looking_at_viewer magical_girl mahoujin_guruguru morino_usagi multiple_views nipples nude plump skirt smile solo staff tied_hair toddler traditional_media translation_request twin_braids
1994 1girl 90s absurdres arabic_text bangs braid dated female highres kukuri loli looking_at_viewer magical_girl mahoujin_guruguru morino_usagi multiple_views nipples nude plump skirt smile solo staff tied_hair toddler traditional_media translation_request twin_braids
1995 90s blonde_hair bloomers copyright_request cover dated dressing english_text female frilled_legwear fujioka_tamae full_body hair_bobbles hair_ornament japanese_text kneehighs loli long_hair looking_away orange_eyes pinup simple_background sitting topless traditional_media underwear white_legwear
1995 90s blonde_hair bloomers copyright_request cover dated dressing english_text female frilled_legwear fujioka_tamae full_body hair_bobbles hair_ornament japanese_text kneehighs loli long_hair looking_away orange_eyes pinup simple_background sitting topless traditional_media underwear white_legwear
1999 1girl 90s absurdres ass blue_eyes blue_hair blue_leotard boots english_text female full_body hairband highres hoshino_fuuta leotard loli marching_band marching_band_baton mating_press medium_hair oldschool original pinup skirt small_breasts smile solo source_request
1999 1girl 90s absurdres ass blue_eyes blue_hair blue_leotard boots english_text female full_body hairband highres hoshino_fuuta leotard loli marching_band marching_band_baton mating_press medium_hair oldschool original pinup skirt small_breasts smile solo source_request
1999 1boy 1girl 90s absurdres ahoge anus ass black_hair child_on_child closed_eyes cum cum_on_body female hetero highres hoshino_fuuta humping leg_lock loli male missionary nude oldschool original penis pleasure_face short_hair shota straight_shota
1999 1boy 1girl 90s absurdres ahoge anus ass black_hair child_on_child closed_eyes cum cum_on_body female hetero highres hoshino_fuuta humping leg_lock loli male missionary nude oldschool original penis pleasure_face short_hair shota straight_shota
1999 1girl 90s absurdres after_rape after_sex blue_eyes blue_hair blue_theme boots broken_rape_victim cum cum_in_pussy cum_inside cum_on_clothes elbow_gloves facial female gloves highres hoshino_fuuta leotard loli lying marching_band_baton matching_hair/eyes non-web_source oldschool on_back open_mouth original short_hair skirt small_breasts solo torn_clothes torn_leotard
1999 1girl 90s absurdres after_rape after_sex blue_eyes blue_hair blue_theme boots broken_rape_victim cum cum_in_pussy cum_inside cum_on_clothes elbow_gloves facial female gloves highres hoshino_fuuta leotard loli lying marching_band_baton matching_hair/eyes non-web_source oldschool on_back open_mouth original short_hair skirt small_breasts solo torn_clothes torn_leotard
1999 2girls 90s absurdres barefoot bathroom blush breasts child_on_child closed_eyes feet female female_ejaculation fingering flat_chest flat_chest_grab grabbing highres hoshino_fuuta legs loli loli_on_loli multiple_girls nipples non-web_source nude oldschool onsen open_mouth orange_hair orgasm original pee peeing pussy scan soap spread_legs toes yuri
1999 2girls 90s absurdres barefoot bathroom blush breasts child_on_child closed_eyes feet female female_ejaculation fingering flat_chest flat_chest_grab grabbing highres hoshino_fuuta legs loli loli_on_loli multiple_girls nipples non-web_source nude oldschool onsen open_mouth orange_hair orgasm original pee peeing pussy scan soap spread_legs toes yuri
1999 1girl 90s absurdres blush brown_hair cover female green_eyes hair_bobbles hair_ornament highres hoshino_fuuta japanese_text kneehighs legs looking_away medium_hair nipples non-web_source oldschool original panties panties_around_one_leg partially_visible_vulva plaid plaid_skirt pleated_skirt ponytail pussy pussy_juice red_skirt scan shirt_lift side_ponytail sitting skirt solo spread_legs tank_top tied_hair underwear white_panties
1999 1girl 90s absurdres blush brown_hair cover female green_eyes hair_bobbles hair_ornament highres hoshino_fuuta japanese_text kneehighs legs looking_away medium_hair nipples non-web_source oldschool original panties panties_around_one_leg partially_visible_vulva plaid plaid_skirt pleated_skirt ponytail pussy pussy_juice red_skirt scan shirt_lift side_ponytail sitting skirt solo spread_legs tank_top tied_hair underwear white_panties
1999 90s artist_name axe feathers female flat_chest greyscale hair_feathers hairband indigenous lips loli long_hair mihoto_kouji monochrome native_american no_bangs no_pants oldschool open_mouth original panties preteen semi-realistic straight_hair traditional_media tunic underwear upskirt weapon yawning
1999 90s artist_name axe feathers female flat_chest greyscale hair_feathers hairband indigenous lips loli long_hair mihoto_kouji monochrome native_american no_bangs no_pants oldschool open_mouth original panties preteen semi-realistic straight_hair traditional_media tunic underwear upskirt weapon yawning
1999 1girl 90s belt belt_buckle boots cowboy cowboy_boots cowboy_clothes cowboy_hat english_text female full_body greyscale gun handgun hat lips loli mihoto_kouji monochrome navel no_panties oldschool original pinup revolver semi-realistic solo weapon western
1999 1girl 90s belt belt_buckle boots cowboy cowboy_boots cowboy_clothes cowboy_hat english_text female full_body greyscale gun handgun hat lips loli mihoto_kouji monochrome navel no_panties oldschool original pinup revolver semi-realistic solo weapon western
2girls 90s ankle_socks bangs duo early_teens edit english_commentary female full_body greyscale highres kneehighs lifted_by_self loafers loli long_hair looking_at_viewer medium_hair mihoto_kouji monochrome multiple_girls oldschool original panty_peek pinup pleated_skirt sailor_collar school_uniform shoes sitting skirt skirt_lift smile sneakers squatting stitched straight_hair wavy_hair
2girls 90s ankle_socks bangs duo early_teens edit english_commentary female full_body greyscale highres kneehighs lifted_by_self loafers loli long_hair looking_at_viewer medium_hair mihoto_kouji monochrome multiple_girls oldschool original panty_peek pinup pleated_skirt sailor_collar school_uniform shoes sitting skirt skirt_lift smile sneakers squatting stitched straight_hair wavy_hair
1995 1girl 90s artist_name bangs blush bottomless bow cardigan censored check_translation clitlogic crush_(infatuation) dated english_text female full_body greyscale hair_bow japanese_text kneeling loli long_hair looking_at_viewer mihoto_kouji monochrome original page_number partially_clothed pinup pointless_censoring pussy ribs semi-realistic shoes shy skinny solo swept_bangs text_background thighhighs traditional_media translation_request yandere
1995 1girl 90s artist_name bangs blush bottomless bow cardigan censored check_translation clitlogic crush_(infatuation) dated english_text female full_body greyscale hair_bow japanese_text kneeling loli long_hair looking_at_viewer mihoto_kouji monochrome original page_number partially_clothed pinup pointless_censoring pussy ribs semi-realistic shoes shy skinny solo swept_bangs text_background thighhighs traditional_media translation_request yandere
1girl 90s asian asian_female ass back bangs barefoot black_eyes black_hair blush completely_nude exif_rotation fan feet female hair_ornament happy indoors loli looking_back lying nude oldschool on_stomach open_mouth original rie-chan_14-sai scroll short_hair skinny smile solo the_pose thighs toes topknot traditional_media
1girl 90s asian asian_female ass back bangs barefoot black_eyes black_hair blush completely_nude exif_rotation fan feet female hair_ornament happy indoors loli looking_back lying nude oldschool on_stomach open_mouth original rie-chan_14-sai scroll short_hair skinny smile solo the_pose thighs toes topknot traditional_media
1997 2girls 90s blue_hair blush brown_eyes brown_hair buruma child_on_child comic_alice_club cover daisy_(flower) female flower gym_uniform highres japanese_text loli loli_on_loli long_hair matching_hair/eyes medium_hair morinaga_milk multiple_girls nipples non-web_source oldschool one_eye_closed original oversized_flower purple_eyes purple_hair small_breasts smile topless twintails undressing yuri
1997 2girls 90s blue_hair blush brown_eyes brown_hair buruma child_on_child comic_alice_club cover daisy_(flower) female flower gym_uniform highres japanese_text loli loli_on_loli long_hair matching_hair/eyes medium_hair morinaga_milk multiple_girls nipples non-web_source oldschool one_eye_closed original oversized_flower purple_eyes purple_hair small_breasts smile topless twintails undressing yuri
1997 3girls 90s animal ankle_socks ass boku boots braid comic_alice_club dog domestic_dog female from_above highres loli long_hair looking_at_viewer lying monochrome multiple_girls non-web_source nude oldschool on_back on_side original panties panty_pull pussy short_hair single_braid twintails underwear
1997 3girls 90s animal ankle_socks ass boku boots braid comic_alice_club dog domestic_dog female from_above highres loli long_hair looking_at_viewer lying monochrome multiple_girls non-web_source nude oldschool on_back on_side original panties panty_pull pussy short_hair single_braid twintails underwear
! 1997 2boys 2girls 90s age_difference bench blonde_hair boku cap comic comic_alice_club couple dress evening female french_kiss highres hug japanese_text kiss loli long_hair male multiple_boys multiple_girls non-web_source oldschool onee-loli onlookers original popsicle public_indecency red_skirt shirt short_hair shota sitting sitting_on_lap sitting_on_person skirt striped striped_shirt sunset toddler translation_request yellow_dress yuri
! 1997 2boys 2girls 90s age_difference bench blonde_hair boku cap comic comic_alice_club couple dress evening female french_kiss highres hug japanese_text kiss loli long_hair male multiple_boys multiple_girls non-web_source oldschool onee-loli onlookers original popsicle public_indecency red_skirt shirt short_hair shota sitting sitting_on_lap sitting_on_person skirt striped striped_shirt sunset toddler translation_request yellow_dress yuri
1997 1boy 2girls 90s age_difference bench blonde_hair boku cap cheek_pinching comic comic_alice_club couple dress female highres hug japanese_text loli long_hair male multiple_girls non-web_source oldschool onee-loli onlookers original panties pinching popsicle public_indecency red_skirt shirt short_hair shota sitting sitting_on_lap sitting_on_person skirt striped striped_shirt toddler translation_request underwear upskirt white_panties yellow_dress yuri
1997 1boy 2girls 90s age_difference bench blonde_hair boku cap cheek_pinching comic comic_alice_club couple dress female highres hug japanese_text loli long_hair male multiple_girls non-web_source oldschool onee-loli onlookers original panties pinching popsicle public_indecency red_skirt shirt short_hair shota sitting sitting_on_lap sitting_on_person skirt striped striped_shirt toddler translation_request underwear upskirt white_panties yellow_dress yuri
1997 3girls 90s age_difference amusement_park annoyed backpack bag blonde_hair blue_backpack blush boku breasts brown_hair cleavage comic comic_alice_club couple dress female food highres hug ice_cream japanese_text large_breasts loli long_hair multiple_girls non-web_source oldschool onee-loli original pink_dress shirt short_hair striped striped_shirt toddler tongue tongue_out translation_request twintails yuri
1997 3girls 90s age_difference amusement_park annoyed backpack bag blonde_hair blue_backpack blush boku breasts brown_hair cleavage comic comic_alice_club couple dress female food highres hug ice_cream japanese_text large_breasts loli long_hair multiple_girls non-web_source oldschool onee-loli original pink_dress shirt short_hair striped striped_shirt toddler tongue tongue_out translation_request twintails yuri
1997 2girls 90s age_difference amusement_park backpack bag bench blue_backpack blue_hair blush boku cloud comic_alice_club couple dress evening eye_contact female food happy height_difference highres holding_another's_wrist ice_cream loli long_hair looking_at_another multiple_girls non-web_source oldschool onee-loli original panties pencil_skirt red_skirt shirt shoes short_hair skirt sky smile sneakers striped striped_shirt sunset traditional_media underwear untied_shoes upskirt white_panties yellow_dress yuri
1997 2girls 90s age_difference amusement_park backpack bag bench blue_backpack blue_hair blush boku cloud comic_alice_club couple dress evening eye_contact female food happy height_difference highres holding_another's_wrist ice_cream loli long_hair looking_at_another multiple_girls non-web_source oldschool onee-loli original panties pencil_skirt red_skirt shirt shoes short_hair skirt sky smile sneakers striped striped_shirt sunset traditional_media underwear untied_shoes upskirt white_panties yellow_dress yuri
1girl 90s ass ass_visible_through_thighs cardcaptor_sakura censored completely_nude_female female female_solo hairless_pussy kinomoto_sakura knees loli mutsuki_(moonknives) navel nervous_smile nipples nude pussy shiny shiny_skin smile solo
1girl 90s ass ass_visible_through_thighs cardcaptor_sakura censored completely_nude_female female female_solo hairless_pussy kinomoto_sakura knees loli mutsuki_(moonknives) navel nervous_smile nipples nude pussy shiny shiny_skin smile solo
1999 1girl 90s absurdres artist_request backpack bag blonde_hair blue_eyes copyright_request cover female freckles full_body hairband highres japanese_text light_smile loli long_hair looking_at_viewer magazine_cover non-web_source orange_backpack pantyhose randoseru school_uniform sitting smile solo strawberry_blonde_hair tech_gian traditional_media translation_request wavy_hair
1999 1girl 90s absurdres artist_request backpack bag blonde_hair blue_eyes copyright_request cover female freckles full_body hairband highres japanese_text light_smile loli long_hair looking_at_viewer magazine_cover non-web_source orange_backpack pantyhose randoseru school_uniform sitting smile solo strawberry_blonde_hair tech_gian traditional_media translation_request wavy_hair