Most Painful

ANGEL PAIN 14

ANGEL PAIN 6 - There's Something About Mell-

[Mizu] Pain Fly Away [English] {5 a.m.}

Kanojo no Ichiban Sukebe na Tokoro | The most perverted part of my girlfriend

Karami Zakari Bangaihen

(C74) [AQUA-BRAND (Sagano Aoi)] Sweet Pain (Etrian Odyssey)

[St. Rio] Yuna A La Mode 07 (Final Fantasy 10-2)

Yuna A La Mode 6 Sphere Hunter Kamomedan XANARKAND DEBUT 2

(C65) [Cool Brain (Kitani Sai)] Angel Pain 12 (Gundam SEED) [Digital]

ANGEL PAIN Extra 2 -Bloomer Scatology- by Ceru & AppleGirl

Torture live broadcast ~ Pain and scream not reaching ~

Exusiai's Birthday Party

Reverse Pain

[St. Rio] Yuna A La Mode 06 (Final Fantasy 10-2)

Chounyuusai Ch. 2-8, 10

ft MosExu Manga

Painful Game 1

Mottomo Yasashii Koroshikata - The most gentle how to kill. 1 | 最溫柔的殺人方法

[Rain dog clothes] I opened my chunk and became a woman and feel a painful Mesuiki experience

[Tamatsuyada, Satou Kimiatsu] Energy Kyo-ka!! ~Bakunyuu JK. Gachi Zeme Hatsujou Chuu!~ Ch. 1 [Chinese] [菓子铺汉化]

Sweet pain

Gishi Hyoui & Sennou

[THE Waidan (Wacoco Waco)] Nikushoku Danshi Yuki-kun o Konya wa Watashi ga Itadakimasu | Tonight I Will Have the Carnivorous Boy Yuki-kun [English] [Painful Nightz]

Angel Pain 3 Ninamori Senka {doujins.com}

ANGEL PAIN Extra 3 -LoveLove Scatology-

[HM (hmongt)] Doki Doki Penguin Bathroom (Arknights) [Textless]

Kizu to Kunshou

TS Imouto to Sugosu Christmas

(C66) [FANGS] SWEET PAIN (Guilty Gear)

(COMIC1☆12) [Tsurutsuru Pain (Pikeru)] Oasobi Shoujo (Fate/kaleid liner Prisma Illya)

[Fuuga] Setsunai Omoi - Painful feelings [Chinese] [漢化道] [Decensored]

Netori Ai - Kyonyuu JD to Yotta Ikioi de Ichiya Kagiri no Noukou NTR Sex

[Lee] Something or other from Kemomimi Onsen e Youkoso - Welcome to Kemomimi Onsen most likely

[Earl LUMINES] PAIN ABSORBER 13 part1

Eggxplosion

[Tsurutsuru Pain (Pikeru)] Exhibitionismus II (Boku wa Tomodachi ga Sukunai) [Digital]

Tousaku Zecchou Love Lovers Dai 4-ya

[nnS] Painful Zombie Girl [English] =LWB=

[Zutta] Reverse Pain ( 2D Comic Magazine Ingu Zeme Choukyou de Kyousei Hatsujou! Vol. 2) [Chinese] [Rivers 个人汉化]

(C64) [Aruto-ya (Suzuna Aruto)] Mikicy Vol. 3 (Final Fantasy X-2)

(C93) [Tsurutsuru Pain (Pikeru)] MahoEri wa Dashitagari (Girls und Panzer)

Shinrai 3 ni Natte Yuujin to Iu Mono ga Kiniitta Mostima to Nakayoshi Otomodachi Sex Suru Hanashi

Enholog #01

Leviathan no Fukushuu

Chuuken Roshutsu Zanmai

(C76) [Keumaya (Keuma, Nakamura Yanio)] Hyper Nurse Pain Killer Kotone-chan

Moon-Eating Insects

[Yawaraka Onikudan (Oniku Danchou, Yuuyuu)] Docchika Nante Kimeraren! | I Can't Choose! (Metal Gear Solid V: The Phantom Pain) [English]

[Maakou] Sweet Pain Vol.1

[Narusawa Kio] Mottomo Yasashii Koroshikata - The most gentle how to kill. | 最溫柔的殺人方法 1-3 [Chinese] [莉赛特汉化组]

Oyanagi Jouen Joukan

Deleted artworks from @_set___ Twitter account, from oldest to most recent

Setsunai Omoi - Painful feelings

[Narusawa Kio] Mottomo Yasashii Koroshikata - The most gentle how to kill. | 最溫柔的殺人方法 1-5 end [Chinese] [莉赛特汉化组]

(C69) [Cool Brain (Kitani Sai)] ANGEL PAIN Extra 2 -Bloomer Scatology-

[Haruki] Love to the Utmost

[santa] Sekaiichi Tooi Otonari-san | Most Distant Neighbor (Kimi to Naka Yoshi) [English] [Redlantern]

Ane Yorozupai

The Closest And Most Erotic Woman To Me Is My Big Breasted Mama Miyuki

ANGEL PAIN 6

(CR33) [Shiitake (Mugi, Setsuna)] GYUNN GYUNN 13 (Final Fantasy X-2)

(C82) [Aspergillus (Okara)] Noblesse Pain (Toaru Kagaku no Railgun)

[ELHEART'S (息吹ポン)] A Story About What Ichika, One of the Most Dense Oaf Ever, and Charl did in the Fitting Room (Infinite Stratos) (INCOMPLETE)

(C64) [Cool Brain (Kitani Sai)] ANGEL PAIN-Extra- (Final Fantasy X-2)

I opened my chunk and became a woman and feel a painful Mesuiki experience

[St. Rio (Kitty, Ishikawa Jippei)] Yuna A La Mode 8 Xanarkand Debut 4 (Final Fantasy X-2) [English] [EHCOVE]

[Cool Brain (Kitani Sai)] ANGEL PAIN Extra 5 -NATSUTSUKA- [Digital]

(C95) [Dokomademo Aoi Sora ni Ukabu Niku. (Nikusoukyuu.)] 9a-91-chan wa Miraretai. | 9a-91-Chan Wants To Be Looked At. (Girls' Frontline) [English] [MostProbablyNotChris]

That Summer's Most Relaxing Sea {Leon990 Scanlations}

(C73) [Cool Brain (Kitani Sai)] ANGEL PAIN Extra 5 -NATSUTSUKA- [English]

Boyish Lolita Yamada, 9 Years Old at the Most

[Itou] Kaikan to Kutsuu - Pleasure and Pain

Pain Killer

(C64) [Shiitake (Mugi)] GYUNN GYUNN COLOR: 2 (Final Fantasy X-2)

[HM (hmongt)] Doki Doki Penguin Bathroom (Arknights)

[Sakuru Haruni Inazuma (Harumi Niina) Chuuken Bodyguard ga Nisemono Reijou no Uso to Shintai wo Abaku made. | Until the Obedient Bodyguard Exposes the Body and the Lie of the Fake Lady [English] [Painful Nightz] [Digital]

(C64) [Cool Brain (Kitani Sai)] Angel Pain 11 (Gundam SEED)

(Futaket 17) [Aoyakage (Aotokage)] Quarto mostro

Sekai de ichiban kimi ga suki! | The One I Love The Most In This World Is You!

Yuutousei wa Osore-shirazu

(C61) [Cool Brain (Kitani Sai)] Angel Pain 8 -A Fictitious Mind- (Final Fantasy X)

ANGEL PAIN 14

Little Bit...

[Tousoku Chokusen Undou (Pain)] 1 x 1 = 2 (Boku No Hero Academia)

[Momoyama Jirou] Hitsuji-tachi no Monzetsu | Sheeps' Faint in Pain [English] [desudesu]

[Candy*pot (Hoshino Minato)] Sweet paiN (Kuroshitsuji) [English]

MostimaxExusiai short story

(C75) [SSB (Maririn)] SWEET PAIN Pt.0 (Toradora!)

[Mr Kurz] Painful Retention (Kara no Kyoukai) [Chinese]

[Tarou Wolf] Tou-tsuu | ached pain

[Narusawa Kio] Mottomo Yasashii Koroshikata - The most gentle how to kill. | 最溫柔的殺人方法 1-3 [Chinese] [莉赛特汉化组]

(C57) [Cool Brain (Kitani Sai)] Angel Pain (Angels of the Stars: Angel Links) [English] [EHCOVE]

(C82) [Ohtado (Oota Takeshi)] White Passion Milky Pain

Yuna A La Mode 7 Xanarkand Debut 3

Gohan o Taberu Hon 2

Most Powerful Controller | Saikyou Controller

[Pecan (Makunouchi)] Painful KO! Mixed Fighting

Enkyori Otokonoko Kanojo to Saikai Ecchi

The pain of food have included non-fang, its between us

[Homare] Ma-Gui -DEATH GIRL- Pain Hen | Evil Eaters -DEATH'S GIRLS- Pain's Arc (COMIC Anthurium 015 2014-07) [English] [amaimono]

(C71) [Cool Brain (Kitani Sai)] ANGEL PAIN Extra 3 -LoveLove Scatology- [English]

Kishi no Hokori wa Nakusanai

[Fuuga] Setsunai Omoi - Painful Feelings [English] [Faytear, Yuribou] [Decensored]

[Earl LUMINES] PAIN ABSORBER 5

Ki no Tsuyoi Bishoujo ni Enzai o Kakeraresou ni Natta node Nemurasete Tanetsuke Sex suru Hanashi | An arrogant beautiful girl almost falsely accused me, so I put her to sleep and had sex with her.

Puppet Club

[Fuuga] Setsunai Omoi - Painful Feelings [English] [Faytear, Yuribou]

[Narusawa Kio] Mottomo Yasashii Koroshikata - The most gentle how to kill. | 最溫柔的殺人方法 1-3 [Chinese] [莉赛特汉化组]

Itou Pleasure and Pain 8 - Conditions

Naked King

Zenkoutei Seito. Seisan Sacrament | Sensei's Most Dedicated Students. The Carnal Sacrament

Come Pain!

[Tsurutsuru Pain (Pikeru)] RecentGirlsPlus 03 (Girls und Panzer)

[Sayo Shigure (MIZUKI)] Tsuyudaku Ryman Monzetsu Heaven -Nureta LoveHo Hen- | 多汁小美人的快感天堂 —春潮翻涌爱情旅馆篇— [Chinese] [冒险者公会] [Digital]

[Maeda Sengoku] Enkiri Honpo

GirlsPutOut! scene.03

[Himitsu Kessha M (Kitahara Aki)] Sweet～GOOD-BYE MY SWEET PAIN～ (The King of Braves GaoGaiGar)

[Longow Flintlock] Barbara Star! Dush! (Genshin Impact) [English] [MostProbablyNotChris] [Uncensored] [Digital]

(SC2015 Autumn) [Tsurutsuru Pain (Pikeru)] Peropero Shoujo (Fate/kaleid liner Prisma Illya)

[Earl LUMINES] PAIN ABSORBER 12

(C60) [Cool Brain (Kitani Sai)] ANGEL PAIN 7 -A Life Less Ordinary- (Sakura Taisen)

(C64) [Freedom Tomy R (Tomy F Rou)] Tenpin Tenpu (Final Fantasy X-2)

Toro Pati - Melting Pâtissier

[nnS] Painful Zombie Girl | 僵屍少女覺得痛苦 [Chinese][變態浣熊漢化組]

Isourou no Otoko

(C90) [Annin (Tooka)] Isis Endure Pain! (Fantasy Earth ZERO)

明日方舟 企鹅物流 空 德克萨斯 拉普兰德 可颂 能天使

ExhibitionismEX

(C96) [Selvage Fisheries (Uo Denim)] Kagirinaku Toumei ni Chikai B.B - Almost Transparent B,B (Fate/Grand Order) [English] =TLL + mrwayne=

RecentGirlsPlus 03 ガールズ&パンツァー

(SC56) [Aroma Gaeru (Numahana)] Saikyou Controller | Most Powerful Controller (Mouretsu Pirates) [English] [EHCOVE]

Action Pizazz 2021-06

[Maeshima Ryo] Most Sweet Chocolate (Comic LO 2015-04) [Chinese] [巨贫民个人汉化]

the innermoSt of the Girl

Kyuusei no Mori | The forest that squeezes the semen

(COMIC1☆7) [Cocoa Holic (Yuizaki Kazuya)] Compared to Big Tits, I Prefer The Flavorful Small Chest. I Love Girls with Modest Chest in The World The Most (Hentai Ouji to Warawanai Neko.) [English] {Duotori Scanlation Team}

[Tousoku Chokusen Undou (Pain)] Shiawase Technobreak (Dragon Ball Z)

Gohan o Taberu Hon 4

Chikan Express 26

(C59) [Cool Brain (Kitani Sai)] Angel Pain 5 (Love Hina)