Sissy

Sissyとは女性らしく振る舞う、受動的な男性のこと。

Illustrations and Manga (315)

5
sissy, auto_closet, shemale / commission:覗きの代償 commission:覗きの代償
MM後藤
11
sissy, femboy / 风景；里全是小男孩 / May 10th, 2025 风景；里全是小男孩
今宵
4
sissy, femboy / 帮我看看封面是男孩子嘛 / April 28th, 2025 帮我看看封面是男孩子嘛
今宵
4
sissy, auto_closet / Science method & Magical method / March 23rd, 2025 Science method & Magical method
MM後藤
shota, sissy / 20240316 / March 16th, 2025 20240316
Alcan
2
Inuyasha, Digitalart, genderbender / March’s polls March’s polls
Sessinuartz
AI
sissy, tsf, crossdressing / The Perfect Date Outfit (Bonus) The Perfect Date Outfit (Bonus)
SuVoonArt
2
OC, Original, Aztec / [500Y]아즈텍의 어린 소년 신, 챠넥 [500Y]아즈텍의 어린 소년 신, 챠넥
mk001black
AI
crossdressing, trap, feminization / Ben 10 Summer vacation Ben 10 Summer vacation
Mecha.XJ
2
Inuyasha, Digitalart, genderbender / February’s polls February’s polls
Sessinuartz
4
crossdressing, feminization, pokemon / Ash Crossplay Time: Glynda Ash Crossplay Time: Glynda
Flechitas
12
crossdressing, feminization, mtf / The streamer page 11 The streamer page 11
Flechitas
2
commission, fanart, videogame / TCM Merry Christmas 2025 TCM Merry Christmas 2025
NungMeeNui
pichu, diaper, bib / ハローキティのピチュー ハローキティのピチュー
pichu90
Tcm, tcsm, TexasChainsawMassacre / Sissy and Bones Sissy and Bones
NungMeeNui
5
crossdressing, feminization, mtf / The streamer Page 4 The streamer Page 4
Flechitas
fanart, game, videogame / Sissy say - You are next Sissy say - You are next
NungMeeNui
self-portrait, fairly_oddparents, trans / me as a fairly oddparents foxy me as a fairly oddparents foxy
himeko
femboy, sissy / Femboy Sissy Cyberpunk OC Statue / October 18th, 2024 Femboy Sissy Cyberpunk OC Statue
zversnow
tanuki, babyfur, chubby / Vintage Tanuki Vintage Tanuki
Maxicoon
VOCALOID, crybaby&sissy / crybaby&sissy / 鏡音リン・レン / September 29th, 2024 crybaby&sissy / 鏡音リン・レン
7：24
sissy, BOY, crossdressing / Backdoor Backdoor
Eino-chan
3
omutsu, abdl, diaper / Bratty Tiger comeuppance Bratty Tiger comeuppance
RED-MODA
humiliation, diaper, loser / Hopeless Romantic (2/28/21) Hopeless Romantic (2/28/21)
SDCharm
humiliation, KO, SONIC / Valentine's Beating (2/28/21) Valentine's Beating (2/28/21)
SDCharm
fanart, game, commission / Happy Anniversary TCM game Happy Anniversary TCM game
NungMeeNui
sonic, hedgehog, diaper / [T] Baby Blue [T] Baby Blue
spacechinchilla
Shota, Tanjiro, Demonslayer / Femboy Femboy
Satsufumi
five_nights_at_freddy's, Security_Breach, montgomerygator / Meet the new Roxanne Wolf? 🐺 Meet the new Roxanne Wolf? 🐺
deathZERA
AI
47
femboy, sissyboy, sissy / おさげちゃん おさげちゃん
妙海山
AI
femboy, sissy / But...maaaam!!! / July 13th, 2024 But...maaaam!!!
妙海山
2
Inuyasha, Digitalart, genderbender / July’s polls July’s polls
Sessinuartz
fanart, game, videogame / Sissy and Hands Sissy and Hands
NungMeeNui
2
Inuyasha, Digitalart, Subscribestar / June’s polls June’s polls
Sessinuartz
2
cartoon, Sissyblakely, johnnytests / Sissy Blakely Sissy Blakely
Luc_Art37
fanart, videogame, commission / Sissy meet Virginia Sissy meet Virginia
NungMeeNui
sonicthehedgehog, shadowthehedgehog, hedgehog / Shadow Sissy Shadow Sissy
Maxicoon
4
sissy / 強制女装とかコミッションとか / April 5th, 2024 強制女装とかコミッションとか
MM後藤
wedgie, wedgies, twink / Atomic Wedgie Boy Atomic Wedgie Boy
Paddedskater
cute, echhi, makeover / Sissy Snapshot Sissy Snapshot
Kobi
Tcm, TexasChainsawMassacre, texas / Bride to be Bride to be
NungMeeNui
sissy, Christine, trump / sissy tea party sissy tea party
little snow
pikabloom34OCS, Pikabloom34ART, Pikabloom34LORE / Royality art: Midnight Mistress Royality art: Midnight Mistress
PlanetaryFetshi
Tcm, sissy, horror / Bride Sissy Bride Sissy
NungMeeNui
sissy, maletofemale, genderbender / McGack McGack
Velvet-Peach
maletofemale, sissy, genderbender / Ced to Celeste Ced to Celeste
Velvet-Peach
fanart, game, videogame / Power of Sibling Power of Sibling
NungMeeNui
dressup, tgcomic, tgtf / Cute Sissy Cute Sissy
MaidofLace
humiliation, underwear, Briefs / Cheese Goes Shadow Boxing Cheese Goes Shadow Boxing
SDCharm
videogame, Tcm, TexasChainsawMassacre / Sissy Slaughter Sissy Slaughter
NungMeeNui
3
sissy / ブライダルスタッフ（男）の新しい制服案 / January 15th, 2024 ブライダルスタッフ（男）の新しい制服案
MM後藤
Sissy, tcm, TexasChainsawMassacre / My Sissy TCM in 2024 My Sissy TCM in 2024
NungMeeNui
Pokemon, Espeon, Male / [Dressy Funtime] Espeon [Dressy Funtime] Espeon
Pyra Jya-Luquay
Pokemon, Umbreon, Lolita / [Dressy Funtime] Umbreon [Dressy Funtime] Umbreon
Pyra Jya-Luquay
Pokemon, Quilava, Male / [Dressy Funtime] Quilava [Dressy Funtime] Quilava
Pyra Jya-Luquay
Pokemon, Sylveon, Dress / [Dressy Funtime] Colin [Dressy Funtime] Colin
Pyra Jya-Luquay
FetshiREQUEST, Pikabloom34ART, DaveandBambi / today's my Request is to draw.. today's my Request is to draw..
PlanetaryFetshi
sissy, FEMDOM / Correct posture / December 22nd, 2023 Correct posture
La_Jesucita
4
pikabloom34OCS, Pikabloom34ART, DaveandBambi / Stellar Stellar
PlanetaryFetshi
game, fanart, Tcm / Hi Sugar! Hi Sugar!
NungMeeNui

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