Jizz

Cross Dressing Fap Game "For sissies that don't want stuff up their butt."

faproulette

First time post! I have large boobs for a guy and can't get enough of cross dressing! Go easy! =P

GoneWildCD

Cross dressing is my new hobby! Ladyboner worthy?

ladybonersgw

Cross dressing Soarin anybody? (M)

ClopClop

Cross Dressing, Alice in wonderland crossover, gay pony porn (MM) AKA the best picture ever. by Hasana - Chan

ClopClop

Cross-dressing nurse Spongebob with enormous boner and a syringe up his bum

rule34roots

First time cross-dressing [19/m]

GoneWildCD, Sissies

[50/50] Sexy girl outside in the summertime (NSFW) | Cross-dressed man outside in the summertime (NSFW)

FiftyFifty

I made this so you can masturbate to a caption that doesn't include animals, cheating, cross-dressing, hypnosis, shit, or urine. Remember to clean up your semen afterwards. [Maid Costume] [Female Perspective]

xxxcaptions

cross dressing fun ;)

GaybrosGoneWild

Dressing up and watching some cross dress porn!

crossdressing

Cross Dressing Witch. ?

DeliciousTraps, traphentai

Cross Dressing, hmu for kik

FuckingTweakers

Been getting a little into cross-dressing recently, what do you think? ?

GoneWildCD

cant get enough of cross dressing~

Asiantraps, Sissies

Cross dressing when no one is looking except....

Sissies, FemBoys, traps

Girls Suck, Boys Fuck [Femboy][RESCUED][Cross-dressing][Convoluted Narrative]

hentaicaptions

Dressing up like a girl for my buds is so hot. I’ve been working out just to make my ass as hot as possible. Kik contranym. To be clear: I am cross dressing

jobuds

Who Said Boys Can't Get Brands? [Trap][BRANDED][Cross-Dressing][MtG Caption][Convoluted Narrative]

hentaicaptions

Cross-dressing always makes my cage shrink! ?

u_SissyStephaniex, GoneWildCD

Who else loves Link cross-dressing? ;) I drew his Gerudo outfit for a Patron

yaoi

Sleeper-Cell Cross-Dressing Slut [M Femboy Feminization; Corruption/Hypnosis] (FanterFane)

transformation, DeliciousTraps, traphentai

Isn't it nice at the end of a cross dressing comic the character realizes they're trans?

traaaaaaannnnnnnnnns

Cross-dressing with a futa girlfriend went further than expected [Futadom][Cross-Dressing][Anal] (Repost since I messed up the link. Sorry :P )

hentaicaptions, HentaiCity, Futadomworld, u_elizabethsissybottom

She comes home with a new bikini, but it's not for her... [Cross-dressing][Gentle Femdom]

hentaicaptions, HentaiCity

A soft dom is patient with her new sub. [Gentle Femdom][Cross-Dressing][Oral]

hentaicaptions, HentaiCity

Cross-dressing with a futa girlfriend went further than expected [Futadom][Cross-Dressing][Anal] (Repost since I messed up the link. Sorry :P )

Futadomworld

Dance class (cross dressing) (Humiliation)

Futadomworld

Cross-dressing soiling

HentaiScat

「A Boy Who Is Too Gullible to Realize That He Is Being Humiliated by Cross-Dressing」 [M Femboy Feminization] by ysdo968

transformation

「A Cross-Dressing Boy Made to Understand Women Through Feminization」 [MTF/TGTF; Feminization] by Amulai and moroheiya_farm

transformation

China Dress Jeanne & Jalter

thighdeology, AnimeBooty, grailwhores, u_blake_cross, u_CheetahSperm18

SEXY CROSS DRESSING SISSY pulls his pants half down to show you his ASSHOLE! Damn that motherfucker looks dark and pretty! His balls look cute too! I will fuck him in his ass while I jack his dick off! Im going to make sure he cums! NO SURGERY just a guy

DogHoes, randomtgirl, Seehimfuck, SexyShemales, shemaledepot, sissyneeds, TgirlModels, TrannyPorn, transanal, TRANSDREAMS, Transex, TransBodies, TransFeet, TransNudesClub, TransSnapchat, Tsasshole, TsAssholeBehindThong, TSDomme, TSLingerie, TsObession, tspee, tsporn

Cross dressing pegging[FOTD #507]

HemdomBlog, u_BlaBlaBla1913