First Time Crossdresser

for the first time

[Tsurikichi-Doumei (Umedama Nabu)] スケブで、スケブで、スケブで、GO ! GO ! (Sentimental Graffiti)

Revenge! The cheeky cute crossdresser is sexually trained

(COMITIA124) [Rico-ba (Rico)] Loli Succubus no Oshokuji Time | Loli Succubus' Mealtime [English] {Mistvern}

Helping Hand For His First Time

Kyousei! Oshioki Time Vol. 05

[Okuni Yoshinobu] Houkago Tin Time

[Pleats Time (Nunnu)] Sister Breeding - Gimai Tsukimiya Setsuna Oshioki Ecchi Hen [Digital]

(Nyosoket!) [Tottototomekichi, InkStone (Tomekichi, Amami Ryouko)] Shounen ni Josousasete Ijimete Mita | Let's Force Him to Crossdress and Rape Him [English] =LWB=

(C93) [littlehopper+Ziggurat (Hashibiro Kou)] Sae-chan no Hatsutaiken 2 ~Katte ni Monzetsu Suiminkan~ | Sae-chan's First Time 2 ~ As You Please Abusive Sleep Rape~ [Learn JP With H] [English]

[Mugi Tokisaka, Lip Van Wrinkle, TIMEST] kanojo no dokushinsha tatini yotte hadaka ni sareta hanayome saemo

Boys Crossdressing Again

(C90) [listless time (ment)] Watashi no Ookami-san (THE IDOLM@STER CINDERELLA GIRLS)

(C52) [First Class (Kazuneko)] W-MIND 2 (Mahou Shoujo Pretty Sammy)

[Shotaian (Aian)] Onoko to. ACT 5 Futago Onoko

(C80) [time-leap (Aoiro Ichigou)] Orimura Trigger (Infinite Stratos)

Hypno App x Time Stop Fantasia

[Porori] My First Time is with.... My Little Sister?! Ch.26

(C91) [Time-Leap (Aoiro Ichigou)] Aa Tooki Irestill (Granblue Fantasy)

(CR21) [First Class (Kazuna Kei)] Pemo Pemo (Mahou Shoujo Pretty Sammy)

[Tamon] Dokidoki Time Paradise 1~2 [Chinese] [Den個人漢化]

(C72) [EGO DANCE (Nanamatsu Kenji)] Sunshine x Rakugaki Show Time! (Shirabanshou Choco)

Hajimete wo Itadaku wa! | I'll Be Taking Your First Time!

[Tanaka-Ex] TOKI to MEKI -Tomatta Sekai de Majiwaru Toiki- | Toki & Meki -Sexual Breaths in a Time-Frozen World- Ch. 1-5 [English] [Digital]

(C91) [Kenja Time (Zutta)] BAD END CATHARSIS Vol. 5 (Granblue Fantasy) [Chinese] [有毒気漢化組]

[Pleats Time (Nunnu)] Meikko Breeding ~Ikuta Karin Nankin Choukyou Nikki~ [Chinese] [CEx脸肿汉化组] [Digital]

Bagpipe Part-time service

Kyuugata Komori Robotto ni Fudeoroshi Shitemorau Kagaku Shounen no Hanashi | A story about a scientist boy having his first time with an older nanny robot

(C87) [Kaientai (Shuten Douji)] 18-gou ga Yasashiku Fudeoroshi Shite Kureru Hon | Tender First Time With Android 18 (Dragon Ball Z) [English] [Decensored] [Chocolate]

(C53) [First Class (Various)] Déjà Vu {U no Maki} (Pokémon)

[Survival Knife] Natsuyasumi~Boku to oneechan no inaka de hatsutaiken~ |Summer Vacation~My first time with Oneechan in the countryside [English] [Sonarin迫]

(C78) [Polorinken (Polorinken)] MENU：31 Hello! (Sentimental Graffiti)

My First Time

[Aomushi] Mesugaki Succubus Tai Jikan Teishi Oji-san | Slutty Little Succubus vs Time-Stopping Mister (COMIC Unreal 2021-04 Vol. 90) [Chinese] [Digital] [希望有生之年能踢到山泥若的鸡脖汉化]

(COMIC1☆13) [Funa Time (Yukina Funa)] Shikikan to nara Nanka Motto Ii kana (Azur Lane)

(C91) [FIRST MIRAGE (Kamishima Yu)] Momoiro no Kousoku (Sennen Sensou Aigis)

[Kenja Time (MANA)] Gentle Blue Fantasy 3 (Granblue Fantasy) [Digital]

After Snack Time

[yumoteliuce] Yokkyuu Fuman no Time Keeper - Frustration Time Keeper (COMIC BAVEL 2016-01) [Chinese]

[Ozaki Akira] Porno First ~Yuriko Shichou no H na Kaikaku~ | Porno First ~Mayor Yuriko's Sexy Reform~ Ch. 1-7 [English] [erc] [Digital]

[tamon] Dokidoki Time Paradise 3 ~Shibori Houdai Ire Houdai~ [English] [Naxusnl]

(C94) [Kenja Time (MANA)] Fate/Gentle Order 3 "Lily" (Fate/Grand Order) [Chinese] [谜之汉化组X·Alter&无毒汉化组]

Time Emperor Tokikawa

[Porori] My First Time is with.... My Little Sister?! Ch.23

[Tamon] Dokidoki Time Paradise ~Sawari Houdai Ire Houdai~ 5

(COMIC1☆7) [Time and Air (KYOHEI)] Kuro Tights Haita Onnanoko ni Funzukerareru Hon

(C81) [Time-Leap (Aoiro Ichigou)] Holly Night? (THE IDOLM@STER)

[Kenja Time (MANA)] Gentle Blue Fantasy 3 (Granblue Fantasy) [Digital]

[Toraya (ITOYOKO)] Toki o Kakeru Shoujo before (The Girl Who Leapt Through Time)

[Cr-R] Hajimete no | First Time [English] {TheRobotsGhost}

Metamorph ★ Coordination - I Become Whatever Girl I Crossdress As~

Shinjuku no Asa ga Sennou Sarete Josou Shitsutsu Arekore | The Assassin of Shinjuku Was Brainwashed to Do This and That While Crossdressing

[Porori] My First Time is with.... My Little Sister?! Ch.19

(C93) [Crazy9 (Ichitaka)] C9-33 Megami-sama no Hajimete Ereshkigal no Baai | The Goddess’s First Time: The Tale of Ereshkigal (Fate/Grand Order) [English] {darknight}

[Polorinken (Polorinken)] Going Zero (Sentimental Graffiti)

Time Stop App -All Girls School Club-

[Kenja Time (MANA)] Gentle Blue Fantasy (Granblue Fantasy) [Digital]

[Time-Leap (Aoiro Ichigou)] Ibitsuna Boku to Kanojo to (Fate/Grand Order) [Digital]

[MG Joe] First-Lesson

[Polorinken (Polorinken)] Jukensei Blues (Sentimental Graffiti)

[Porori] My First Time is with.... My Little Sister?! Ch.06

Time Management!

(C90) [Waterfall (Takano Saku)] Himitsu no Jikan | A Secret Time (Love Live!) [English] [tosiaki]

Onee-chan to, Hajimete. | First Time With Sis.

[Ozaki Akira] Porno First ~Yuriko Shichou no H na Kaikaku~ | Porno First ~Mayor Yuriko's Sexy Reform~ Ch. 1-3 [English] [erc] [Digital]

(C58) [DRILL (Moribell)] Cho Maboroshi no Are EX (Sentimental Graffiti)

[Q] Onnanoko Shotaiken | Girl's First Time (Nyotaika Dynamites! 5) [English] {risette-translations}

(SC20) [SHAGWELL, T2000 (Shinobu Shou, Isshiki Nishiki)] Kuchibiru de Mahou (Sentimental Graffiti)

Yuugure Kousha Josou Quest | The Crossdressing Adventure in the School Building at Sunset

One More Time

[Bakugeki Monkeys (Inugami Naoyuki)] SentimentalGraffiti (Sentimental Graffiti)

[Porori] My First Time is with.... My Little Sister?! Ch.24

(C83) [PROJECT KAGUYA (Komo)] Miketsukami Collection 2 ~a peaceful time~ (Inu x Boku SS)

(C58) [Medical Company (Kamamura Tsukasa)] Yamato Nadeshiko ga Suki (Sentimental Graffiti)

(SC39) [Various (Various)] Hatena? Challenge! (Challenge First-Year-Student)

Porno First ~Yuriko Shichou no H na Kaikaku~ | Porno First ~Mayor Yuriko's Sexy Reform~ Ch. 1

[Shimaji] Zutto Tomodachi ~friend all the time~ Ch.1-3

(C87) [Polorinken (Polorinken)] HOLIDAY IN THE SUN (Sentimental Graffiti)

A Story about a Virgin Whose Fetish Awakens After Their First Time with Another Virgin (Ongoing)

Tender First Time With Android 18

(C92) [Kenja Time (MANA)] Fate/Gentle Order (Fate/Grand Order) [English] {doujins.com}

[Polorinken (Polorinken)] Shianbashi Blues (Sentimental Graffiti)

[Siro] My Junior is Really Small [Crossdressing] | Kouhai-kun wa Kanari Choroi [Josou] [English]

(C95) [listless time (ment)] Watashi no Ookami-san 4 (THE IDOLM@STER CINDERELLA GIRLS)

[Naya (Papermania)] Josou Maso Shoufu - Keiko no Midara na Kokuhaku | Confessions of the lewd crossdresser masochist whore Keiko [English] [shadow_moon]

[Kenja Time (MANA)] Gentle Master (THE IDOLM@STER CINDERELLA GIRLS) [Chinese] [Geben汉化] [Digital]

(C90) [Time-Leap (Aoiro Ichigou)] Sandatsusha Onee-sama (Granblue Fantasy)

My First Time is with.... My Little Sister?! Ch.23

(C94) [Kenja Time (MANA)] Fate/Gentle Order 3 "Alter" (Fate/Grand Order)

Their First Time

until-midnight-comes (crossdress story)

(C87) [Kaientai (Shuten Douji)] 18-gou ga Yasashiku Fudeoroshi Shite Kureru Hon | Tender First Time With Android 18 (Dragon Ball Z) [English] [Chocolate]

Inma to Keiyaku shite Yaritai Houdai!! | Succubus Contract: The World's Women Are Yours!! Ch. 1-9

Let's Have Sex With A Crossdresser & Shemale!

(C76) [Polorinken (Polorinken)] BRAND NEW SEASON (Sentimental Graffiti)

[Chakura Kazuhiko] First come, first served. (COMIC LO 2008-04) [English] [desudesu]

[Shinama] Pants a First

(COMIC1☆10) [Kenja Time (Zutta)] Bad End Catharsis Vol.3 (Granblue Fantasy) [English] {Doujins.com}

(C65) [TIMEST (Tokisaka Mugi)] Futakin 2 (Dead or Alive)

The case of crossdresser murder (eng)

First Time Ch2

[Polorinken (Polorinken)] taiyou ha boku no teki (Sentimental Graffiti)

[Nata de CoCo Soda (Shimagarasu)] Sakuya no toki kan - Sakuya's Time F*ck (Touhou Project) [Digital]

(C86) [Kenja Time (MANA)] Gentle Collection (Kantai Collection -KanColle-)

[Okuni Yoshinobu] After School Tin Time chapter 1-4 [English] =SW=

Hu Tao Doujin: Exorcise Time

18-gou ga Yasashiku Fudeoroshi Shite Kureru Hon | Tender First Time With Android 18

A Liar Centimeter

(C85) [Mochimochi Carnevale (Ikezaki Misa)] Hajimete no Atago | Atago's First Time (Kantai Collection -KanColle-) [English] =TLL + mrwayne=

[Nakanoo Kei] Sometime Somewhere [English] [SaHa]

Dokidoki Time Paradise 1-7

Yoidore Otokonoko Elf to Love Hame After Time

Time Stop Spell Sleepmorer

(C84) [Sakurai Dai Energy (Sakurai Energy)] Remember The Time. (Touhou Project)

(C83) [Time-Leap (Aoiro Ichigou)] Nagakute Yossha (Kyoukai Senjou no Horizon)

Hajimete no Koto Our First Time

Futanari Succubus-san no Dinner Time

[About Time] EXe Act.2 ～100 Yen Demo Full Color 31P (Neon Genesis Evangelion)