Where And When Was The Earliest hentai cartoons

Oshigoto Master 3

(Reitaisai 10) [1787 (Macaroni and Cheese)] Kazami Yuuka ga Shounen o Gyaku Re Suru Hanashi | The Tale of Yuuka Kazami's Reverse Rape of a Young Boy (Touhou Project) [English] =LWB=

Kill Hime no Iru Paizuri Fuuzoku | A Titfuck Brothel With Killer Princesses

[Panda ga Ippiki (Komi Zumiko)] goCCo (THE iDOLM@STER)

Busty Android Wants to Dominate the World!! (uncensored)

(C73) [RPG COMPANY 2 (BACH)] B Lunch Moriawase (Various)

THE Otouto | The Little Brother

[Peθ (Mozu)] Full Dress Honey Knight -Kizuna10+ no Mor-san to Eirei Seisou- (Fate/Grand Order) [Digital]

(C82) [Werk (Andou Shuki)] Oshigoto After 4 | After Work 4 (THE iDOLM@STER) [English] [doujin-moe.us]

[Arinotowatari] Muchimuchi Dosukebe Chaldea Harem (Fate/Grand Order) [Digital]

[Wasuraruru Tegami (Binsen)] Tatoeba Konna Million Theater (THE IDOLM@STER MILLION LIVE!) [Digital]

[Hidemaru] Ryoujyoku!! Urechichi Paradise Ch. 6-7 | Become a Kid and Have Sex All the Time! Part 6-7 [English] {Doujins.com}

[Goma Brothers (Gomabura)] Makio-kun Tanetsuke Oji-san to Ochinchin nanka ni Zettai Makenai Hon (THE iDOLM@STER SideM) [English] [Digital]

Isekai Tensei no Megami-sama to Noukou Jounetsu Fudeoroshi Seikou | Virgin Boy who has Passionate Sex with the Goddess Responsible for their Reincarnation into Another World

(Utahime Teien 7) [Werk (Andou Shuki)] Oshigoto Theater 1 (The IDOLM@STER MILLION LIVE!)

(C79) [1787 (Macaroni and Cheese)] R18 (Panty & Stocking with Garterbelt) [English] [Soba-Scans]

(C63) [LUCK & PLUCK! Co. (Amanomiya Haruka)] Take the "Heaven" Train! ~ Tengoku Ressha de Ikou! ~ (SoulCalibur) [English] [SaHa]

(AC2) [Handsome Aniki (Asuhiro)] inMotion ~Inmou Shijou Shugi~ Zanteiban 2 (THE IDOLM@STER CINDERELLA GIRLS)

(Utahime Teien 7) [Werk (Andou Shuki)] Oshigoto Theater 1 (The IDOLM@STER MILLION LIVE!) [Chinese] [脸肿汉化组]

[Wasu] Nomarete Eikyuu ni Futari De | Swallowed Together, Forever Together (2D Comic Magazine Marunomi Haramase Naedoko Acme! Vol. 1) [English] [Szayedt] [Digital]

(C46) [LUCK&PLUCK!Co. (Amanomiya Haruka)] The Novel Goddesses (Ah! My Goddess)

(C93) [MOUSOUDOKE (Iwasaki Takashi)] Takagaki Kaede no Konyoku Onsen Hitoritabi Bon + C93 Omake Bon (THE IDOLM@STER CINDERELLA GIRLS, Fate/Grand Order)

Shiawase na Ketsumatsu

Oshigoto Theater 8

(C94) [Angelic Feather (Land Sale)] Flan-chan no Loli Bitch Haishin (Touhou Project)

Kyouei Mizugi no Shirase Sakuya Onee-chan to...

(SC65) [candy paddle (NemuNemu)] Side OTOKONOKO IDOL Rei Kagura (THE IDOLM@STER SideM) [Chinese] [空想少年汉化]

[Werk (Andou Shuki)] Oshigoto After (THE iDOLM@STER)

(C83) [Ningen Modoki (Random)] Producer to Koibito-gokko | Playing as Lovers With the Producer (THE iDOLM@STER: Cinderella Girls) (English) {doujin-moe.us}

Isei no Shintai no Toriko ni Natta, Boku to Watashi | Him and Her Captivated by the body of the opposite sex

(C93) [MOUSOUDOKE (Iwasaki Takashi)] Takagaki Kaede no Konyoku Onsen Hitoritabi Bon + C93 Omake Bon (THE IDOLM@STER CINDERELLA GIRLS, Fate/Grand Order) [Chinese] [有毒氣漢化組]

(C95) [Nhoooooooooooooo (Oosawara Sadao)] Arujidono ni Ichizu na Ushiwakamaru o Hentai AV ni Shutsuen Saseru Netorase Bon | That Book Where Master Forces His Beloved Ushiwakamaru to Star in a Netorase Adult Video (Fate/Grand Order) [English] [MegaFagget]

(C93) [Werk (Andou Shuki)] Oshigoto Master 2 Omake (THE IDOLM@STER MILLION LIVE!) [Chinese] [吸住没碎个人汉化] [Digital]

Elf to Orc no Irekawari Dark Bon | Elf and Orc Replacement Dark Book

[Akihiko] H na Onegai | Sex Please Ch. 1-6, 8-10 [English] [Amoskandy] [Decensored]

[Okina Keikaku (Shiwasu no Okina)] H na Shintai Sokutei & Sex Kenkou Shindan | Perverted Body Measurement and Sex Check-up (THE IDOLM@STER CINDERELLA GIRLS) [English] =TV= [Digital]

Shirase Sakuya to Ecchi na Sounan | Shirase Sakuya and Naughty Distress

(C87) [Angelic Feather (Land Sale)] er@Flan (Touhou Project) [Chinese] [CE家族社]

[Agata] Onee-chan Mama no Funtou | Hard working mommy sisters (Ane x Pako² [Kyuukyokuban]) [English] [Shippoyasha]

[Shiwasu no Okina] Kanojyo Kareshi Kanojyo | Girlfriend Boyfriend Girlfriend (COMIC Aun 2013-03) [English] =P666HF + KirbyDances + Afro=

[Andou Hiroyuki] Dosukebe Chinpo Dorei ~ Eigo Kyoushi Judy (comic KURiBERON DUMA 2019-01 Vol. 12)

(C78) [Oboro & Tempo Gensui Dou, Majimeya (Tempo Gensui, isao)] HARUHI Mix (The Melancholy of Haruhi Suzumiya) [English] [LWB + Trinity Translations Team]

[Werk (Andou Shuki)] Oshigoto Theater 10 (The IDOLM@STER MILLION LIVE!) [Digital]

(C97) [Pocorit (Kawasemi Makiko)] Alex-kun to Rome Furo no Oji-san (Fate/Grand Order) [English] {Chin²}

[Ando Hiroyuki] Hoshii Mono wa Ana Hitotsu! - The thing wanting it is hole one.

(第20次ROOT 4 to 5)[ 詰marimasen (tsurumi)]言itai 言enai 言waseruna

[The Dungeon In Yarn (Yone Kinji)] Koukan☆Nikki Hadaka Randoseru Satsueikai [Chinese] [伊忍汉化组] [Decensored] [Digital]

Tatoeba Konna Million Theater 5

(C64) [P-LAND (PONSU)] P-LAND ROUND 11 (Stellvia of the Universe)

Melting together

(C79) [Panda ga Ippiki (Komi Zumiko)] Anata to Futari de Risoukyou ni te (THE iDOLM@STER)

[Panda ga Ippiki (Komi Zumiko)] miss you (THE iDOLM@STER)

[chick!! (wasabi)] On your bed (SK8 The Infinity)

(SC16) [Luck & Pluck! Co. (Amanomiya Haruka)] The Groovers electronic whisper (Various) [Digital]

[Panda 4gou (Shima Kyousuke)] Island life (Barakamon) [English] [Mokkachi]

(C81) [Panda ga Ippiki. (Komizu Miko)] I'm Home, My Home. (THE IDOLM@STER) [English]

[Ningen Modoki (Random)] Producer no Hentai! (THE IDOLM@STER CINDERELLA GIRLS) [Digital]

[Wasabi] Shinkon LinZel no Yoru (The Legend of Zelda)

[chick!! (wasabi)] On your bed (SK8 The Infinity)

(C79) [Okina Keikaku (Shiwasu no Okina)] PANTY (Panty & Stocking with Garterbelt) (English) (Colored)

(C83) [Candy Paddle (Nemunemu)] Cherry Cherry Pink (THE IDOLM@STER)

[The Dungeon In Yarn (Yone Kinji)] I Appeared in a PV (Porn Video) and Earned a Lot of Money and My Mom and Dad Seem Happy. I'm Really Glad I Did. [English] [Cunny Garden] [Digital]

(SC50) [Ningen Modoki (Random)] Acme High Class Commander (Panty & Stocking with Garterbelt) [Digital]

[Nyala Ponga (Sekai Saisoku no Panda)] Furereba Shasei! (Fate/Grand Order) [Chinese] [瑞树汉化组] [Digital]

(COMIC1☆7) [Nekomataya (Nekomata Naomi)] Kawaikute Toshima na Onee-san wa Suki desuka? | Do You Like Cute and Mature Women (THE IDOLM@STER CINDERELLA GIRLS) [English] [doujin-moe.us]

(SC65) [candy paddle (NemuNemu)] Side OTOKONOKO IDOL Rei Kagura (THE IDOLM@STER SideM) [English] [Mysterymeat3] [Decensored]

[Panda ga Ippiki (Komi Zumiko)] remindfull (THE iDOLM@STER)

[Werk (Andou Shuki)] Oshigoto Theater 8 (The IDOLM@STER MILLION LIVE!) [Chinese] [無邪気漢化組] [Digital]

[Rippadou] H.O.T DICK (Highschool of the Dead) [Digital]

Hiru ni Izumi de Mizuabi Shite Iru Kasshoku Shoujo o Shounen ga Osou ga sono mama Futari de Moriau Ohanashi

(SC65) [candy paddle (NemuNemu)] Side OTOKONOKO IDOL Rei Kagura (THE IDOLM@STER SideM) [Chinese] [空想少年汉化]

(C94) [Bear Hand (Fishine, Ireading)] CHALDEA MANIA - Jeanne Alter (Fate/Grand Order) [English] [Uncensored] [Redlantern]

(C91) [Drawpnir (Akechi Shizuku)] The IDOL SERVANT (Fate/Grand Order)

[Ando Hiroyuki] Hoshii Mono wa Ana Hitotsu! - The thing wanting it is hole one. [English] [Coff666]

[Maemukina Do M] Ingoku Tower Mansion ~Nerawareta Elite Oyako~ [Chinese] [theoldestcat汉化]

CHALDEA MANIA - Jeanne Alter

(COMIC1☆14) [squeezecandyheaven (Ichihaya)] Imouto wa Genius + Omake | My Little Sister Is a Genius + Bonus Story [English] [sneikkimies]

Flan-chan no Ero Trap Dungeon Clitoris Hugger

[THE SATURN (Qoopie)] Botepuri Kanda Family 2 [English] [Decensored]

(C93) [DOTS&LINES (Jorori)] Ona Mio! (THE IDOLM@STER CINDERELLA GIRLS)

[Transistor Angel (Sabawo)] Brothers [English] [Boutoku]

(C93) [MOUSOUDOKEI (Iwasaki Takashi)] Takagaki Kaede no Konyoku Onsen Hitoritabi Bon (THE IDOLM@STER CINDERELLA GIRLS)

[the_orz] Ana - The hole

[Karappa (Karappa)] PATCH & BANDAGE 0.5 (Zombie Land Saga) [Digital]

[Kagiyama Baking Co., Ltd. (Kagiyama Pandora)] Nitori-san nara Dogeza Sureba Osoto de Kozukuri Sasete Kureru (Touhou Project) [Digital]

Gohan no Seiyoku Control Chou Tokkun Katei Kyoushi wa Buruma to 18-gou | Gohan's Special Training to Control His Sexual Desire with Bulma and No.18 as His Tutors

[Union Of The Snake (Shinda Mane)] Psychosomatic Counterfeit Ex: Stacy (Phineas and Ferb) [English] =Ero Manga Girls=

[Angelic Feather (Land Sale)] Flan-chan no Ero Trap Dungeon Tentacle pregnanT (Touhou Project) [Digital]

Trick_effect_6: Master Is "Papa", I'm the "Mama"?

続々！えぇ？息子の射精距離を競う大会だってぇ！？ | At this stepmom's country, there's a competition to see who's son can jizz the farthest

Kusshita Otome ga Ochiru Koro - When a surrendered maiden becomes sexually degraded

Kanjyuku & Mijyuku | Mature and Immature

(C71) [Hearts & Crusts (Nanana Nana)] Sajou no Roukaku (Suzumiya Haruhi no Yuuutsu [The Melancholy of Haruhi Suzumiya])

[Whitish Blacker (Andojing)] Daiyousei-sama no Densetsuteki na Tokunou Gohoushi - Legendary Service The Great Fairy (The Legend of Zelda: Tears of the Kingdom) [Chinese]

最高の数値を持つ肉体

(C84) [Okina Keikaku (Shiwasu no Okina)] Tsuika Oppai x 2 to Anatasia (The iDOLM@STER CINDERELLA GIRLS) [Decensored]

[Freehand Tamashii] Aunt visiting nephew [Chinese] [某三人汉化组]

[Morittokoke (Morikoke)] Jack-kun wa Okaa-san to Issho (Fate/Grand Order) [English] [mysterymeat3] [Digital]

[Goma Brothers (Gomabura)] Makio-kun Tanetsuke Oji-san to Ochinchin nanka ni Zettai Makenai Hon (THE iDOLM@STER SideM) [Chinese] [先行者個人漢化] [Digital]

(C103) [Oboro & Tempo Gensui Dou (Tempo Gensui)] THE chiDOLM@STER Cinderella Little Girls ~Papa to Isshoni Ofuro de Shippori♡~ + C103 Omakebon | Hot and Steamy Bath Time With our Daddies! (THE IDOLM@STER CINDERELLA GIRLS) [English] [Team Rabu2]

(C100) [GEGERA STANDARD (Gegera Toshikazu)] Penban Mazoku (Machikado Mazoku)

[The Dungeon In Yarn (Yone Kinji)] Hadaka Randoserubu 2017 [Digital]

[Handsome Aniki (Asuhiro)] MAGIC OF LOVE (THE iDOLM@STER) [Digital]

Kotabi no Butai wa Umi Nareba!! | Because This Time the Stage is the Sea!!

[mainichi-ga-psy_g2 (Shiki)] Another Prison [Chinese] [无毒汉化组] [Digital]

(C84) [Forever and ever.. (Eisen)] Comeback idol training school (THE iDOLM@STER)

[Handsome Aniki (Asuhiro)] Prussian Blue no Shouzou (THE IDOLM@STER CINDERELLA GIRLS) [Digital]

Mizukagami no Magnolia | Magnolia of the Water Mirror

[Kagiyama Baking Co., Ltd. (Kagiyama Pandora)] Nitori-san Nara Dogeza Sureba Doutei Ubatte Kureru (Touhou Project) [Digital]

(C92) [SANDWORKS (Suna)] ShoPan Jutsu (Fate/Grand Order, THE IDOLM@STER CINDERELLA GIRLS)

(C83) [In The Sky (Nakano Sora)] Hanairo Anmitsu (Hyouka) [English] {doujin-moe.us}

[Okina Keikaku (Shiwasu no Okina)] Dereraku (THE IDOLM@STER CINDERELLA GIRLS) [English] [mogugu] [Digital]

(C95) [Kagiyama Baking Co., Ltd. (Kagiyama Pandora)] Nitori-san nara Dogeza Sureba Tokoton H ni Amaesasete Kureru (Touhou Project)

[Hidemaru] Ryoujyoku!! Urechichi Paradise Ch. 6-7 | Become a Kid and Have Sex All the Time! Part 6-7 [English] {Doujins.com}

[Angelic Feather (Land Sale)] Flan-chan no Ero Trap Dungeon (Touhou Project) [Chinese] [靴下汉化组] [Digital]

(C97) [Nhoooooooooooooo (Oosawara Sadao)] Chiyo-chan ga Tekoki de Hitasura Seishori Shite Kureru Paper (THE IDOLM@STER CINDERELLA GIRLS)

Aniki to Ore | Me and Big Bro

(C93) [Handsome Aniki (Asuhiro)] One Night Honeymoon (THE IDOLM@STER)

(C84) [G-Panda (Midoh Tsukasa)] Panties Succubus (Darkstalkers) [English] {doujin-moe.us}

(C97) [grand-slum (Cure Slum)] Kyoumusume ni Kanri Sareru Hon (THE IDOLM@STER CINDERELLA GIRLS)[Chinese] [吸住没碎个人汉化]

(C94) [Kagiyama Baking Co., Ltd. (Kagiyama Pandora)] Nitori-san nara Dogeza Sureba H na Douga Torasete Kureru (Touhou Project)

Maou-sama to Shoukan Yuusha | The Demon Lord and the Summoned Hero

Haha Ana - Mother Hole

[Nihon Dandy (Matsuno Susumu)] Supponpon de Chounaikai Camp - Naked with the Neighbourhood Association Camp [English] [Digital]

9S x YorHa Commander v1 (uncensored)

(C79) [Okina Keikaku (Shiwasu no Okina)] PANTY (Panty & Stocking with Garterbelt) [English] [Colorized] [Decensored] [Color Swapped]

(C96) [Aimasutei (Fumitsuki Yuu)] Azusa-san ga Te to Kuchi dake de Shite Kureru Hon | Azusa-san Only Uses Her Hands and Mouth (THE IDOLM@STER) [English] [korafu + head empty]